General Information of Drug (ID: DMIY6DB)

Drug Name
Verteporfin
Synonyms Visudyne (TN)
Indication
Disease Entry ICD 11 Status REF
Choroidal neovascularization 9B76 Approved [1]
Exudative age-related macular degeneration 9B78.3Z Approved [1]
Psoriasis vulgaris EA90 Approved [2]
Drug Type
Small molecular drug
Structure
3D MOL is unavailable 2D MOL
#Ro5 Violations (Lipinski):
4
Molecular Weight 1437.6
Logarithm of the Partition Coefficient Not Available
Rotatable Bond Count 24
Hydrogen Bond Donor Count 6
Hydrogen Bond Acceptor Count 20
ADMET Property
Half-life
The concentration or amount of drug in body reduced by one-half in 5 - 6 hours [3]
Metabolism
The drug is metabolized via the liver and plasma esterases []
Chemical Identifiers
Formula
C82H84N8O16
IUPAC Name
3-[(23S,24R)-14-ethenyl-22,23-bis(methoxycarbonyl)-5-(3-methoxy-3-oxopropyl)-4,10,15,24-tetramethyl-25,26,27,28-tetrazahexacyclo[16.6.1.13,6.18,11.113,16.019,24]octacosa-1,3,5,7,9,11(27),12,14,16,18(25),19,21-dodecaen-9-yl]propanoic acid;3-[(23S,24R)-14-ethenyl-22,23-bis(methoxycarbonyl)-9-(3-methoxy-3-oxopropyl)-4,10,15,24-tetramethyl-25,26,27,28-tetrazahexacyclo[16.6.1.13,6.18,11.113,16.019,24]octacosa-1,3,5,7,9,11(27),12,14,16,18(25),19,21-dodecaen-5-yl]propanoic acid
Canonical SMILES
CC1=C(C2=CC3=NC(=CC4=C(C(=C(N4)C=C5[C@@]6([C@@H](C(=CC=C6C(=N5)C=C1N2)C(=O)OC)C(=O)OC)C)C)CCC(=O)OC)C(=C3C)CCC(=O)O)C=C.CC1=C(C2=CC3=NC(=CC4=C(C(=C(N4)C=C5[C@@]6([C@@H](C(=CC=C6C(=N5)C=C1N2)C(=O)OC)C(=O)OC)C)C)CCC(=O)O)C(=C3C)CCC(=O)OC)C=C
InChI
InChI=1S/2C41H42N4O8/c1-9-23-20(2)29-17-34-27-13-10-26(39(49)52-7)38(40(50)53-8)41(27,5)35(45-34)19-30-22(4)24(11-14-36(46)47)32(44-30)18-33-25(12-15-37(48)51-6)21(3)28(43-33)16-31(23)42-29;1-9-23-20(2)29-17-34-27-13-10-26(39(49)52-7)38(40(50)53-8)41(27,5)35(45-34)19-30-22(4)25(12-15-37(48)51-6)33(44-30)18-32-24(11-14-36(46)47)21(3)28(43-32)16-31(23)42-29/h2*9-10,13,16-19,38,42,44H,1,11-12,14-15H2,2-8H3,(H,46,47)/t2*38-,41+/m00/s1
InChIKey
NJLRKAMQPVVOIU-IDLGWYNRSA-N
Cross-matching ID
PubChem CID
11980904
DrugBank ID
DB00460
TTD ID
D0I3XG
VARIDT ID
DR00209
Combinatorial Drugs (CBD) Click to Jump to the Detailed CBD Information of This Drug
Repurposed Drugs (RPD) Click to Jump to the Detailed RPD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
ATP-binding cassette sub-family B member 6 (ABCB6) DTF9Y2V ABCB6_HUMAN Substrate [4]
Breast cancer resistance protein (ABCG2) DTI7UX6 ABCG2_HUMAN Substrate [5]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Same Disease as Verteporfin
DDI Drug Name DDI Drug ID Severity Mechanism Disease REF
Tazarotene DM8SMD1 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Tazarotene. Psoriasis [EA90] [6]
Coadministration of a Drug Treating the Disease Different from Verteporfin (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Tretinoin DM49DUI Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Tretinoin. Acne vulgaris [ED80] [6]
Isotretinoin DM4QTBN Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Isotretinoin. Acne vulgaris [ED80] [6]
Sarecycline DMLZNIQ Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Sarecycline . Acne vulgaris [ED80] [6]
Trifarotene DMOL793 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Trifarotene. Acne vulgaris [ED80] [6]
Glibenclamide DM8JXPZ Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Glibenclamide. Acute diabete complication [5A2Y] [6]
Tolazamide DMIHRNA Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Tolazamide. Acute diabete complication [5A2Y] [6]
Glipizide DMZA5PQ Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Glipizide. Acute diabete complication [5A2Y] [6]
Voriconazole DMAOL2S Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Voriconazole. Aspergillosis [1F20] [6]
Ofloxacin DM0VQN3 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Ofloxacin. Bacterial infection [1A00-1C4Z] [6]
Ciprofloxacin XR DM2NLS9 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Ciprofloxacin XR. Bacterial infection [1A00-1C4Z] [6]
Trovafloxacin DM6AN32 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Trovafloxacin. Bacterial infection [1A00-1C4Z] [6]
Sulfamethoxazole DMB08GE Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Sulfamethoxazole. Bacterial infection [1A00-1C4Z] [6]
Sparfloxacin DMB4HCT Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Sparfloxacin. Bacterial infection [1A00-1C4Z] [6]
Gemifloxacin DMHT34O Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Gemifloxacin. Bacterial infection [1A00-1C4Z] [6]
Norfloxacin DMIZ6W2 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Norfloxacin. Bacterial infection [1A00-1C4Z] [6]
Oxytetracycline DMOVH1M Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Oxytetracycline. Bacterial infection [1A00-1C4Z] [6]
Omadacycline DMR2J95 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Omadacycline. Bacterial infection [1A00-1C4Z] [6]
Levofloxacin DMS60RB Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Levofloxacin. Bacterial infection [1A00-1C4Z] [6]
Minocycline DMVN5OH Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Minocycline. Bacterial infection [1A00-1C4Z] [6]
Lomefloxacin DMVRH9C Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Lomefloxacin. Bacterial infection [1A00-1C4Z] [6]
Tetracycline DMZA017 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Tetracycline. Bacterial infection [1A00-1C4Z] [6]
Lapatinib DM3BH1Y Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Lapatinib. Breast cancer [2C60-2C6Y] [6]
Demeclocycline DMZEPFJ Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Demeclocycline. Bronchitis [CA20] [6]
Panitumumab DMQPD1F Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Panitumumab. Colorectal cancer [2B91] [6]
Ethacrynic acid DM60QMR Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Ethacrynic acid. Essential hypertension [BA00] [6]
Benzthiazide DMQWZ0H Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Benzthiazide. Essential hypertension [BA00] [6]
Avapritinib DMK2GZX Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Avapritinib. Gastrointestinal stromal tumour [2B5B] [6]
Acetazolamide DM1AF5U Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Acetazolamide. Glaucoma [9C61] [6]
Chlorothiazide DMLHESP Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Chlorothiazide. Heart failure [BD10-BD1Z] [6]
Furosemide DMMQ8ZG Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Furosemide. Heart failure [BD10-BD1Z] [6]
Bumetanide DMRV7H0 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Bumetanide. Heart failure [BD10-BD1Z] [6]
Hydroflumethiazide DMVPUQI Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Hydroflumethiazide. Heart failure [BD10-BD1Z] [6]
Simeprevir DMLUA9D Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Simeprevir. Hepatitis virus infection [1E50-1E51] [6]
Tipranavir DM8HJX6 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Tipranavir. Human immunodeficiency virus disease [1C60-1C62] [6]
Indapamide DMGN1PW Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Indapamide. Hypertension [BA00-BA04] [6]
Trichlormethiazide DMHAQCO Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Trichlormethiazide. Hypertension [BA00-BA04] [6]
Hydrochlorothiazide DMUSZHD Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Hydrochlorothiazide. Hypertension [BA00-BA04] [6]
Pirfenidone DM6VZFQ Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Pirfenidone. Idiopathic interstitial pneumonitis [CB03] [6]
TP-434 DM5A31S Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and TP-434. Infectious gastroenteritis/colitis [1A40] [6]
Propiomazine DMKY8V1 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Propiomazine. Insomnia [7A00-7A0Z] [6]
Alitretinoin DMME8LH Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Alitretinoin. Kaposi sarcoma [2B57] [6]
Methotrexate DM2TEOL Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Methotrexate. Leukaemia [2A60-2B33] [6]
Porfimer Sodium DM7ZWNY Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Porfimer Sodium. Lung cancer [2C25] [7]
Erlotinib DMCMBHA Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Erlotinib. Lung cancer [2C25] [6]
Alectinib DMP1I6Y Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Alectinib. Lung cancer [2C25] [6]
BIBW 2992 DMTKD7Q Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and BIBW 2992. Lung cancer [2C25] [6]
Sulphadoxine DMZI2UF Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Sulphadoxine. Malaria [1F40-1F45] [6]
Vemurafenib DM62UG5 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Vemurafenib. Melanoma [2C30] [6]
Dabrafenib DMX6OE3 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Dabrafenib. Melanoma [2C30] [6]
Methoxsalen DME8FZ9 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Methoxsalen. Mycosis fungoides [2B01] [8]
Imatinib DM7RJXL Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Imatinib. Myeloproliferative neoplasm [2A20] [6]
Promethazine DM6I5GR Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Promethazine. Nausea/vomiting [MD90] [6]
Metolazone DMB39LO Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Metolazone. Oedema [MG29] [6]
Polythiazide DMCH80F Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Polythiazide. Oedema [MG29] [6]
Valdecoxib DMAY7H4 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Valdecoxib. Osteoarthritis [FA00-FA05] [6]
Bicalutamide DMZMSPF Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Bicalutamide. Prostate cancer [2C82] [6]
Levomepromazine DMIKFEL Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Levomepromazine. Psychotic disorder [6A20-6A25] [6]
Triflupromazine DMKFQJP Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Triflupromazine. Psychotic disorder [6A20-6A25] [6]
Gatifloxacin DMSL679 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Gatifloxacin. Respiratory infection [CA07-CA4Z] [6]
Celecoxib DM6LOQU Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Celecoxib. Rheumatoid arthritis [FA20] [6]
Sulfasalazine DMICA9H Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Sulfasalazine. Rheumatoid arthritis [FA20] [6]
Mesoridazine DM2ZGAN Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Mesoridazine. Schizophrenia [6A20] [6]
Thioridazine DM35M8J Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Thioridazine. Schizophrenia [6A20] [6]
Perphenazine DMA4MRX Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Perphenazine. Schizophrenia [6A20] [6]
Chlorpromazine DMBGZI3 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Chlorpromazine. Schizophrenia [6A20] [6]
Trifluoperazine DMKBYWI Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Trifluoperazine. Schizophrenia [6A20] [6]
Tigecycline DMLE7IO Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Tigecycline. Skin and skin-structure infection [1F28-1G0Z] [6]
Imiquimod DM1TMA3 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Imiquimod. Skin cancer [2C30-2C37] [6]
Vandetanib DMRICNP Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Vandetanib. Solid tumour/cancer [2A00-2F9Z] [6]
Tolbutamide DM02AWV Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Tolbutamide. Type 2 diabetes mellitus [5A11] [6]
Chlorpropamide DMPHZQE Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Chlorpropamide. Type 2 diabetes mellitus [5A11] [6]
Cinoxacin DM4EWNS Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Cinoxacin. Urinary tract infection [GC08] [6]
Sulfamethizole DMGCHDS Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Sulfamethizole. Urinary tract infection [GC08] [6]
Nalidixic acid DMRM0JV Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Nalidixic acid. Urinary tract infection [GC08] [6]
Enoxacin DMYTE6L Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Enoxacin. Urinary tract infection [GC08] [6]
Methdilazine DMAUHQX Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Methdilazine. Vasomotor/allergic rhinitis [CA08] [6]
Trimeprazine DMEMV9D Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Trimeprazine. Vasomotor/allergic rhinitis [CA08] [6]
Amiodarone DMUTEX3 Moderate Increased risk of photosensitivity reactions by the combination of Verteporfin and Amiodarone. Ventricular tachyarrhythmia [BC71] [6]
⏷ Show the Full List of 78 DDI Information of This Drug

References

1 Verteporfin FDA Label
2 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
3 Trend Analysis of a Database of Intravenous Pharmacokinetic Parameters in Humans for 1352 Drug Compounds
4 Efficient purification and reconstitution of ATP binding cassette transporter B6 (ABCB6) for functional and structural studies. J Biol Chem. 2013 Aug 2;288(31):22658-69.
5 The tyrosine kinase inhibitor imatinib mesylate enhances the efficacy of photodynamic therapy by inhibiting ABCG2. Clin Cancer Res. 2007 Apr 15;13(8):2463-70.
6 Cerner Multum, Inc. "UK Summary of Product Characteristics.".
7 Blakely KM, Drucker AM, Rosen CF "Drug-induced photosensitivity-an update: Culprit drugs, prevention and management." Drug Saf 42 (2019): 827-47. [PMID: 30888626]
8 Cerner Multum, Inc. "Australian Product Information.".