General Information
Drug ID
DR00669
Drug Name
Clofazimine
Synonyms
(3Z)-N,5-bis(4-chlorophenyl)-3-[(1-methylethyl)imino]-3,5-dihydrophenazin-2-amine; 3-(p-Chloranilino)-10-(p-chlorophenyl)-2,10-dihydro-2-(isopropylimino)-phenazine; 3-(p-Chloranilino)-10-(p-chlorophenyl)-2,10-dihydro-2-(isopropylimino)phenazine; 3-(p-Chloranilino)-10-(p-chlorphenyl)-2,10-dihydro-2-(isopropylimino)-phenazin; 3-(p-Chloranilino)-10-(p-chlorphenyl)-2,10-dihydro-2-(isopropylimino)-phenazin [German]; 3-(p-Chloroanilino)-10-(p-chlorophenyl)-2,10-dihydro-2-(isopropylimino)phenazine; B 663; B 663 (Pharmaceutical); B 663 (VAN); B 663, pharmaceutical; B-663; B. 663; CFZ; Chlofazimine; Clofazimina; Clofazimina [INN-Spanish]; Clofazimine (JAN/USP/INN); Clofazimine [USAN:INN:BAN]; Clofaziminum; Clofaziminum [INN-Latin]; G 30320; G-30,320; G-30320; Lampren; Lamprene; Lamprene (TN); Liposome-encapsulated clofazimine; N,5-Bis(4-chlorophenyl)-3,5-dihydro-3-(1-methylethyl)imino)-2-phenazinamine; N,5-Bis(4-chlorophenyl)-3,5-dihydro-3-(isopropylimino)phenazin-2-amine; N,5-Bis(4-chlorophenyl)-3,5-dihydro-3-[(1-methylethyl)imino]-2-phenazinamine; N,5-bis(4-chlorophenyl)-3-(propan-2-ylimino)-3,5-dihydrophenazin-2-amine; N,5-bis(4-chlorophenyl)-3-propan-2-yliminophenazin-2-amine; SMP2_000339
Drug Type
Small molecular drug
Indication Leprosy [ICD11:1B20] Approved [1]
Therapeutic Class
Antiinflammatory Agents
Structure
3D MOL 2D MOL
Formula
C27H22Cl2N4
Canonical SMILES
CC(C)N=C1C=C2C(=NC3=CC=CC=C3N2C4=CC=C(C=C4)Cl)C=C1NC5=CC=C(C=C5)Cl
InChI
InChI=1S/C27H22Cl2N4/c1-17(2)30-24-16-27-25(15-23(24)31-20-11-7-18(28)8-12-20)32-22-5-3-4-6-26(22)33(27)21-13-9-19(29)10-14-21/h3-17,31H,1-2H3
InChIKey
WDQPAMHFFCXSNU-UHFFFAOYSA-N
CAS Number
CAS 2030-63-9
Pharmaceutical Properties Molecular Weight 473.4 Topological Polar Surface Area 40
Heavy Atom Count 33 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
XLogP
7.1
PubChem CID
2794
PubChem SID
10321645 ,103400985 ,103755939 ,103914133 ,104153270 ,104301631 ,11112506 ,11466404 ,11467524 ,11486188 ,118816613 ,121269827 ,121363168 ,14761008 ,15356285 ,24714740 ,24893114 ,29221949 ,32963436 ,426821 ,4302579 ,46386952 ,46508174 ,47275676 ,47349472 ,47499671 ,47795160 ,48243512 ,48415799 ,49681815 ,49698463 ,50004010 ,50100467 ,50124245 ,50376246 ,56314325 ,57321463 ,602744 ,627688 ,7847344 ,7978968 ,8151803 ,855829 ,9132 ,92125497 ,92308020 ,92308564 ,93167165 ,93619701 ,96079551
ChEBI ID
CHEBI:3749
TTD Drug ID
D0S5UH
DT(s) Transporting This Drug P-GP Transporter Info P-glycoprotein 1 Substrate [2]
References
1 Clofazimine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Efflux pump inhibitors: targeting mycobacterial efflux systems to enhance TB therapy. J Antimicrob Chemother. 2016 Jan;71(1):17-26.

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