Details of the Drug

General Information of Drug (ID: DMFRM1I)

• Drug Name: Canagliflozin
• Synonyms: 842133-18-0; Invokana; Canagliflozin anhydrous; canagliflozin hemihydrate; UNII-6S49DGR869; JNJ-28431754; JNJ 24831754ZAE; Canagliflozin hydrate; TA-7284; 1-(Glucopyranosyl)-4-methyl-3-(5-(4-fluorophenyl)-2-thienylmethyl)benzene; CHEBI:73274; 6S49DGR869; (2S,3R,4R,5S,6R)-2-(3-((5-(4-FLUOROPHENYL)THIOPHEN-2-YL)METHYL)-4-METHYLPHENYL)-6-(HYDROXYMETHYL)TETRAHYDRO-2H-PYRAN-3,4,5-TRIOL; TA 7284; (1S)-1,5-anhydro-1-(3-{[5-(4-fluorophenyl)-2-thienyl]methyl}-4-methylphenyl)-D-glucitol; 928672-86-0

Indication

Disease Entry	ICD 11	Status	REF
Type-2 diabetes	5A11	Approved	[1], [2], [3], [4]
Diabetic nephropathy	GB61.Z	Phase 3	[4]
Type-1 diabetes	5A10	Phase 2	[5], [4]

• Drug Type: Small molecular drug
• #Ro5 Violations (Lipinski): 0:
  Molecular Weight (mw); 444.5
  Topological Polar Surface Area (xlogp); 3.2
  Rotatable Bond Count (rotbonds); 5
  Hydrogen Bond Donor Count (hbonddonor); 4
  Hydrogen Bond Acceptor Count (hbondacc); 7
• ADMET Property:
  BDDCS Class: Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 2: low solubility and high permeability [6]
  Bioavailability: The bioavailability of drug is 65% [7]
  Clearance: The clearance of drug is 192 mL/min [8]
  Elimination: After a single oral radiolabeled dose canagliflozin dose to healthy subjects, the following ratios of canagliflozin or metabolites were measured in the feces and urine :Feces 41.5% as the unchanged radiolabeled drug7.0% as a hydroxylated metabolite3.2% as an O-glucuronide metabolite Urine About 33% of the ingested radiolabled dose was measured in the urine, generally in the form of O-glucuronide metabolites [8]
  Half-life: The concentration or amount of drug in body reduced by one-half in 10.6 hours [7]
  Metabolism: The drug is metabolized via O-glucuronidation [7]
  Unbound Fraction: The unbound fraction of drug in plasma is 0.01% [9]
  Vd: The volume of distribution (Vd) of drug is 83.5 L [8]
• Chemical Identifiers:
  Formula: C24H25FO5S
  IUPAC Name: (2S,3R,4R,5S,6R)-2-[3-[[5-(4-fluorophenyl)thiophen-2-yl]methyl]-4-methylphenyl]-6-(hydroxymethyl)oxane-3,4,5-triol
  Canonical SMILES: CC1=C(C=C(C=C1)[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)CC3=CC=C(S3)C4=CC=C(C=C4)F
  InChI: InChI=1S/C24H25FO5S/c1-13-2-3-15(24-23(29)22(28)21(27)19(12-26)30-24)10-16(13)11-18-8-9-20(31-18)14-4-6-17(25)7-5-14/h2-10,19,21-24,26-29H,11-12H2,1H3/t19-,21-,22+,23-,24+/m1/s1
  InChIKey: XTNGUQKDFGDXSJ-ZXGKGEBGSA-N
• Cross-matching ID:
  PubChem CID: 24812758
  ChEBI ID: CHEBI:73274
  CAS Number: 842133-18-0
  DrugBank ID: DB08907
  TTD ID: D08DFX
  VARIDT ID: DR00279
  INTEDE ID: DR0262
  ACDINA ID: D00093

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Sodium/glucose cotransporter 2 (SGLT2)	TTLWPVF	SC5A2_HUMAN	Modulator	[2], [3], [10]

Drug Transporter (DTP)

DTP Name	DTP ID	UniProt ID	MOA	REF
Breast cancer resistance protein (ABCG2)	DTI7UX6	ABCG2_HUMAN	Substrate	[11]
P-glycoprotein 1 (ABCB1)	DTUGYRD	MDR1_HUMAN	Substrate	[11]

Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Cytochrome P450 3A4 (CYP3A4)	DE4LYSA	CP3A4_HUMAN	Substrate	[12]
UDP-glucuronosyltransferase 1A9 (UGT1A9) Main DME	DE85D2P	UD19_HUMAN	Substrate	[13]
UDP-glucuronosyltransferase 2B4 (UGT2B4) Main DME	DENUPDX	UD2B4_HUMAN	Substrate	[13]

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Canagliflozin (Comorbidity)

DDI Drug Name	DDI Drug ID	Severity	Mechanism	Comorbidity	REF
Ripretinib	DM958QB	Moderate	Decreased clearance of Canagliflozin due to the transporter inhibition by Ripretinib.	Gastrointestinal stromal tumour [2B5B]	[55]

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

DIG

DIG Name	DIG ID	PubChem CID	Functional Classification
Beta-D-lactose	E00099	6134	Diluent; Dry powder inhaler carrier; Lyophilization aid
Carmellose sodium	E00625	Not Available	Disintegrant
Ferric hydroxide oxide yellow	E00539	23320441	Colorant
Magnesium stearate	E00208	11177	lubricant
Polyethylene glycol 3350	E00652	Not Available	Coating agent; Diluent; Ointment base; Plasticizing agent; Solvent; Suppository base; lubricant
Talc	E00520	16211421	Anticaking agent; Diluent; Glidant; lubricant
Titanium dioxide	E00322	26042	Coating agent; Colorant; Opacifying agent
Water	E00035	962	Solvent

Pharmaceutical Formulation

Formulation Name	Drug Dosage	Dosage Form	Route
Canagliflozin 100 mg tablet	100 mg	Oral Tablet	Oral
Canagliflozin 300 mg tablet	300 mg	Oral Tablet	Oral

Jump to Detail Pharmaceutical Formulation Page of This Drug

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