Structure of PDB 1hdc Chain A Binding Site BS01

Receptor Information
>1hdc Chain A (length=253) Species: 1905 (Streptomyces exfoliatus) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
NDLSGKTVIITGGARGLGAEAARQAVAAGARVVLADVLDEEGAATARELG
DAARYQHLDVTIEEDWQRVVAYAREEFGSVDGLVNNAGISTGMFLETESV
ERFRKVVEINLTGVFIGMKTVIPAMKDAGGGSIVNISSAAGLMGLALTSS
YGASKWGVRGLSKLAAVELGTDRIRVNSVHPGMTYTPMTAETGIRQGEGN
YPNTPMGRVGEPGEIAGAVVKLLSDTSSYVTGAELAVDGGWTTGPTVKYV
MGQ
Ligand information
Ligand IDCBO
InChIInChI=1S/C34H50O7/c1-29(2)23-10-13-34(7)27(32(23,5)12-11-24(29)41-26(38)9-8-25(36)37)22(35)18-20-21-19-31(4,28(39)40)15-14-30(21,3)16-17-33(20,34)6/h18,21,23-24,27H,8-17,19H2,1-7H3,(H,36,37)(H,39,40)/t21-,23-,24-,27+,30+,31-,32-,33+,34+/m0/s1
InChIKeyOBZHEBDUNPOCJG-WBXJDKIVSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.5.0CC1([C@@H]2CC[C@@]3([C@@H]([C@]2(CC[C@@H]1OC(=O)CCC(=O)O)C)C(=O)C=C4[C@]3(CC[C@@]5([C@H]4C[C@@](CC5)(C)C(=O)O)C)C)C)C
CACTVS 3.341CC1(C)[CH](CC[C]2(C)[CH]1CC[C]3(C)[CH]2C(=O)C=C4[CH]5C[C](C)(CC[C]5(C)CC[C]34C)C(O)=O)OC(=O)CCC(O)=O
CACTVS 3.341CC1(C)[C@H](CC[C@@]2(C)[C@H]1CC[C@]3(C)[C@@H]2C(=O)C=C4[C@@H]5C[C@](C)(CC[C@]5(C)CC[C@@]34C)C(O)=O)OC(=O)CCC(O)=O
ACDLabs 10.04O=C(O)CCC(=O)OC4CCC3(C5C(=O)C=C2C1CC(C(=O)O)(C)CCC1(C)CCC2(C5(CCC3C4(C)C)C)C)C
OpenEye OEToolkits 1.5.0CC1(C2CCC3(C(C2(CCC1OC(=O)CCC(=O)O)C)C(=O)C=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C
FormulaC34 H50 O7
NameCARBENOXOLONE
ChEMBLCHEMBL499915
DrugBankDB02329
ZINCZINC000003977823
PDB chain1hdc Chain A Residue 301 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB1hdc Mechanism of inhibition of 3 alpha, 20 beta-hydroxysteroid dehydrogenase by a licorice-derived steroidal inhibitor.
Resolution2.2 Å
Binding residue
(original residue number in PDB)		S91 T92 G93 L148 Y152 M184 M189 T190 T193
Binding residue
(residue number reindexed from 1)		S90 T91 G92 L147 Y151 M183 M188 T189 T192
Annotation score1
Binding affinityMOAD: Ki=1uM
Enzymatic activity
Catalytic site (original residue number in PDB) G17 S139 Y152 K156
Catalytic site (residue number reindexed from 1) G16 S138 Y151 K155
Enzyme Commision number 1.1.1.53: 3alpha(or 20beta)-hydroxysteroid dehydrogenase.
Gene Ontology
Molecular Function
GO:0016491 oxidoreductase activity
GO:0047044 androstan-3-alpha,17-beta-diol dehydrogenase activity
Biological Process
GO:0008202 steroid metabolic process
GO:0008207 C21-steroid hormone metabolic process

View graph for
Molecular Function
View graph for
Biological Process
External links
PDB RCSB:1hdc, PDBe:1hdc, PDBj:1hdc
PDBsum1hdc
PubMed7866748
UniProtP19992|HSD_STREX 3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase

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