acitretin   

GtoPdb Ligand ID: 7598

Synonyms: Ro-101670000 | Soriatane®
acitretin is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Acitretin is a second generation retinoid drug. Acitretin is an active metabolite of etretinate, but may also be reverse metabolised back to etretinate.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 46.53
Molecular weight 326.19
XLogP 5.79
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES COc1cc(C)c(c(c1C)C)C=CC(=CC=CC(=CC(=O)O)C)C
Isomeric SMILES COc1cc(C)c(c(c1C)C)/C=C/C(=C/C=C/C(=C/C(=O)O)/C)/C
InChI InChI=1S/C21H26O3/c1-14(8-7-9-15(2)12-21(22)23)10-11-19-16(3)13-20(24-6)18(5)17(19)4/h7-13H,1-6H3,(H,22,23)/b9-7+,11-10+,14-8+,15-12+
InChI Key IHUNBGSDBOWDMA-AQFIFDHZSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1996))
IUPAC Name
(2E,4E,6E,8E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid
International Nonproprietary Names
INN number INN
5530 acitretin
Synonyms
Ro-101670000 | Soriatane®
Database Links
CAS Registry No. 55079-83-9
ChEMBL Ligand CHEMBL1131
DrugBank Ligand DB00459
DrugCentral Ligand 78
GtoPdb PubChem SID 223365933
PubChem CID 5284513
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Wikipedia Acitretin