candoxatril   Click here for help

GtoPdb Ligand ID: 6492

Compound class: Synthetic organic
Comment: This is the prodrug of candoxitrilat. This ligand is represented in PubChem by the entry CID 5362417.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 14
Topological polar surface area 111.16
Molecular weight 515.29
XLogP 3.67
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES COCCOCC(C(=O)Oc1ccc2c(c1)CCC2)CC1(CCCC1)C(=O)NC1CCC(CC1)C(=O)O
Isomeric SMILES COCCOC[C@@H](C(=O)Oc1ccc2c(c1)CCC2)CC1(CCCC1)C(=O)N[C@@H]1CC[C@@H](CC1)C(=O)O
InChI InChI=1S/C29H41NO7/c1-35-15-16-36-19-23(27(33)37-25-12-9-20-5-4-6-22(20)17-25)18-29(13-2-3-14-29)28(34)30-24-10-7-21(8-11-24)26(31)32/h9,12,17,21,23-24H,2-8,10-11,13-16,18-19H2,1H3,(H,30,34)(H,31,32)/t21-,23-,24+/m0/s1
InChI Key ZTWZVMIYIIVABD-OEMFJLHTSA-N
Classification Click here for help
Compound class Synthetic organic
Is prodrug? Yes
Active form candoxatrilat
IUPAC Name Click here for help
cis-4-{[(1-{(2S)-3-(2,3-dihydro-1H-inden-5-yloxy)-2-[(2-methoxyethoxy)methyl]-3-oxopropyl}cyclopentyl)carbonyl]amino}cyclohexanecarboxylic acid
International Nonproprietary Names Click here for help
INN number INN
6558 candoxatril
Database Links Click here for help
CAS Registry No. 123122-55-4 (source: Scifinder)
ChEBI CHEBI:3353
DrugBank Ligand DB00616
GtoPdb PubChem SID 178103106
PubChem CID 5362417
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Wikipedia Candoxatril