General Information of Drug (ID: DM15HL8)

Drug Name
Clindamycin
Synonyms
Antirobe; CLDM; CLY; Chlolincocin; Chlorlincocin; Chlorodeoxylincomycin; Chlorolincomycin; Cleocin; ClindaDerm; Clindamicina; Clindamycine; Clindamycinum; Clinimycin; Dalacine; Klimicin; Sobelin; Zindaclin; Cleocin HCl; Cleocin T Gel; Cleocin T Lotion; Cleocin T Topical Solution; Clindamycine [French]; Dalacin C; Dalacin C Flavored Granules; Dalacin C Phosphate; Dalacin T Topical Solution; ResiDerm A; Klindan 300; U 21251; Cleocin (TN); Clindacin (TN); Clindamicina [INN-Spanish]; Clindamycin & Interleukin 12; Clindamycin & VRC3375; Clindamycine [INN-French]; Clindamycinum [INN-Latin]; Dalacin (TN); Evoclin (TN); U-21251; CLINDA & IL-12; Clindamycin (USAN/INN); Clindamycin [USAN:BAN:INN]; U-21,251; 7(S)-Chloro-7-deoxylincomycin; 7-CDL; 7-Chloro-7-deoxylincomycin; 7-Chlorolincomycin; 7-Deoxy-7(S)-chlorolincomycin
Indication
Disease Entry ICD 11 Status REF
Acne vulgaris ED80 Approved [1]
Therapeutic Class
Antibiotics
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 425
Topological Polar Surface Area (xlogp) 2.2
Rotatable Bond Count (rotbonds) 7
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 7
ADMET Property
Absorption Cmax
The maximum plasma concentration (Cmax) of drug is 2.50 mg/L [2]
Absorption Tmax
The time to maximum plasma concentration (Tmax) is 0.75 h [2]
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 1: high solubility and high permeability [3]
Bioavailability
The bioavailability of drug is 90% [2]
Clearance
The clearance of drug is 12.3-17.4 L/h [4]
Elimination
Approximately 10% of clindamycin bioactivity is excreted in the urine and 3.6% in the feces [2]
Half-life
The concentration or amount of drug in body reduced by one-half in 3 hours [2]
Metabolism
The drug is metabolized via the hepatic [2]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 70.58971 micromolar/kg/day [5]
Unbound Fraction
The unbound fraction of drug in plasma is 0.06% [6]
Vd
The volume of distribution (Vd) of drug is 43-74 L [7]
Water Solubility
The ability of drug to dissolve in water is measured as 40 mg/mL [3]
Chemical Identifiers
Formula
C18H33ClN2O5S
IUPAC Name
(2S,4R)-N-[(1S,2S)-2-chloro-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide
Canonical SMILES
CCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)O)O)O)[C@H](C)Cl
InChI
InChI=1S/C18H33ClN2O5S/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25)/t9-,10+,11-,12+,13-,14+,15+,16+,18+/m0/s1
InChIKey
KDLRVYVGXIQJDK-AWPVFWJPSA-N
Cross-matching ID
PubChem CID
446598
CAS Number
18323-44-9
DrugBank ID
DB01190
TTD ID
D0R0ZL
VARIDT ID
DR00972
INTEDE ID
DR0340
ACDINA ID
D00136

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Bacterial 50S ribosomal RNA (Bact 50S rRNA) TTUWYEA NOUNIPROTAC Binder [8]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4)
Main DME
DE4LYSA CP3A4_HUMAN Substrate [9]
Beta-lactamase (blaB) DEMSNER A4LA84_EDWTA Substrate [10]
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 Disease Different from Clindamycin (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Arn-509 DMT81LZ Moderate Increased metabolism of Clindamycin caused by Arn-509 mediated induction of CYP450 enzyme. Acute myeloid leukaemia [2A60] [29]
Posaconazole DMUL5EW Moderate Decreased metabolism of Clindamycin caused by Posaconazole mediated inhibition of CYP450 enzyme. Aspergillosis [1F20] [30]
Clarithromycin DM4M1SG Moderate Decreased metabolism of Clindamycin caused by Clarithromycin mediated inhibition of CYP450 enzyme. Bacterial infection [1A00-1C4Z] [30]
Bacampicillin DMP54C7 Minor Increased risk of intestinal flora disorders by the combination of Clindamycin and Bacampicillin. Bacterial infection [1A00-1C4Z] [31]
Troleandomycin DMUZNIG Moderate Decreased metabolism of Clindamycin caused by Troleandomycin mediated inhibition of CYP450 enzyme. Bacterial infection [1A00-1C4Z] [30]
Tucatinib DMBESUA Moderate Decreased metabolism of Clindamycin caused by Tucatinib mediated inhibition of CYP450 enzyme. Breast cancer [2C60-2C6Y] [30]
Atracurium DM42HXN Moderate Additive neuromuscular blocking effects by the combination of Clindamycin and Atracurium. Corneal disease [9A76-9A78] [32]
Mivacurium DM473VD Moderate Additive neuromuscular blocking effects by the combination of Clindamycin and Mivacurium. Corneal disease [9A76-9A78] [33]
Pancuronium DMB0VY8 Moderate Additive neuromuscular blocking effects by the combination of Clindamycin and Pancuronium. Corneal disease [9A76-9A78] [32]
Tubocurarine DMBZIVP Moderate Additive neuromuscular blocking effects by the combination of Clindamycin and Tubocurarine. Corneal disease [9A76-9A78] [32]
Lumacaftor DMCLWDJ Moderate Increased metabolism of Clindamycin caused by Lumacaftor mediated induction of CYP450 enzyme. Cystic fibrosis [CA25] [29]
Fosphenytoin DMOX3LB Moderate Increased metabolism of Clindamycin caused by Fosphenytoin mediated induction of CYP450 enzyme. Epilepsy/seizure [8A61-8A6Z] [29]
Boceprevir DMBSHMF Moderate Decreased metabolism of Clindamycin caused by Boceprevir mediated inhibition of CYP450 enzyme. Hepatitis virus infection [1E50-1E51] [30]
Telaprevir DMMRV29 Moderate Decreased metabolism of Clindamycin caused by Telaprevir mediated inhibition of CYP450 enzyme. Hepatitis virus infection [1E50-1E51] [30]
Rifapentine DMCHV4I Moderate Increased metabolism of Clindamycin caused by Rifapentine mediated induction of CYP450 enzyme. HIV-infected patients with tuberculosis [1B10-1B14] [29]
Fosamprenavir DM4W9B3 Moderate Decreased metabolism of Clindamycin caused by Fosamprenavir mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [30]
Cobicistat DM6L4H2 Moderate Decreased metabolism of Clindamycin caused by Cobicistat mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [30]
Saquinavir DMG814N Moderate Decreased metabolism of Clindamycin caused by Saquinavir mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [30]
Givosiran DM5PFIJ Moderate Increased risk of nephrotoxicity by the combination of Clindamycin and Givosiran. Inborn porphyrin/heme metabolism error [5C58] [33]
Ceritinib DMB920Z Moderate Decreased metabolism of Clindamycin caused by Ceritinib mediated inhibition of CYP450 enzyme. Lung cancer [2C25] [30]
Idelalisib DM602WT Moderate Decreased metabolism of Clindamycin caused by Idelalisib mediated inhibition of CYP450 enzyme. Mature B-cell leukaemia [2A82] [30]
Abametapir DM2RX0I Moderate Decreased metabolism of Clindamycin caused by Abametapir mediated inhibition of CYP450 enzyme. Pediculosis [1G00] [34]
Lonafarnib DMGM2Z6 Moderate Decreased metabolism of Clindamycin caused by Lonafarnib mediated inhibition of CYP450 enzyme. Premature ageing appearance [LD2B] [30]
Enzalutamide DMGL19D Moderate Increased metabolism of Clindamycin caused by Enzalutamide mediated induction of CYP450 enzyme. Prostate cancer [2C82] [29]
Pipecuronium DM5F84A Moderate Additive neuromuscular blocking effects by the combination of Clindamycin and Pipecuronium. Tonus and reflex abnormality [MB47] [32]
Vecuronium DMP0UK2 Moderate Additive neuromuscular blocking effects by the combination of Clindamycin and Vecuronium. Tonus and reflex abnormality [MB47] [32]
Plazomicin DMKMBES Moderate Increased risk of nephrotoxicity by the combination of Clindamycin and Plazomicin. Urinary tract infection [GC08] [33]
⏷ Show the Full List of 27 DDI Information of This Drug

Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG
DIG Name DIG ID PubChem CID Functional Classification
Allura red AC dye E00338 33258 Colorant
D&C red no. 28 E00491 6097185 Colorant
D&C red no. 33 E00261 19116 Colorant
FD&C blue no. 1 E00263 19700 Colorant
FD&C blue no. 2 E00446 2723854 Colorant
Hydrazine yellow E00409 164825 Colorant
Isopropyl alcohol E00070 3776 Antimicrobial preservative; Solvent
Quinoline yellow WS E00309 24671 Colorant
Sodium lauryl sulfate E00464 3423265 Emulsifying agent; Modified-release agent; Penetration agent; Solubilizing agent; Surfactant; lubricant
Ammonia E00007 222 Alkalizing agent
Beta-D-lactose E00099 6134 Diluent; Dry powder inhaler carrier; Lyophilization aid
Butyl alcohol E00011 263 Flavoring agent; Solvent
Eisenoxyd E00585 56841934 Colorant
FD&C red no. 3 E00629 Not Available Colorant
Ferric hydroxide oxide yellow E00539 23320441 Colorant
Ferrosoferric oxide E00231 14789 Colorant
Lactose monohydrate E00393 104938 Binding agent; Diluent; Dry powder inhaler carrier; Lyophilization aid
Magnesium stearate E00208 11177 lubricant
Potassium hydroxide E00233 14797 Alkalizing agent
Propylene glycol E00040 1030 Antimicrobial preservative; Humectant; Plasticizing agent; Solvent
Silicon dioxide E00670 Not Available Anticaking agent; Opacifying agent; Viscosity-controlling agent
Talc E00520 16211421 Anticaking agent; Diluent; Glidant; lubricant
Titanium dioxide E00322 26042 Coating agent; Colorant; Opacifying agent
⏷ Show the Full List of 23 Pharmaceutical Excipients of This Drug
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Clindamycin 150 mg capsule 150 mg Oral Capsule Oral
Clindamycin 300 mg capsule 300 mg Oral Capsule Oral
Clindamycin 75 mg capsule 75 mg Oral Capsule Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

References

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2 FDA Approved Drug Products: Cleocin (clindamycin hydrochloride) oral capsules
3 BDDCS applied to over 900 drugs
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8 Structural basis for the interaction of antibiotics with the peptidyl transferase centre in eubacteria. Nature. 2001 Oct 25;413(6858):814-21.
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