3 alpha-aminocholestane   Click here for help

GtoPdb Ligand ID: 9564

Abbreviated name: 3AC
Synonyms: 3 α-aminocholestane
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: 3AC is an inhibitor of inositol polyphosphate-5-phosphatase D (INPP5D) [1], an enzyme with a role in controlling immune regulatory cell numbers in vivo. INPP5D is more commonly referred to as SHIP1. SHIP1 inhibitors are being investigated as novel agents with potential clinical application in allogeneic transplantation and the treatment of hematologic malignancies.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 26.02
Molecular weight 387.39
XLogP 11.72
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC(CCCC(C1CCC2C1(C)CCC1C2CCC2C1(C)CCC(C2)N)C)C
Isomeric SMILES CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2[C@]1(C)CC[C@H](C2)N)C)C
InChI InChI=1S/C27H49N/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25H,6-17,28H2,1-5H3/t19-,20?,21-,22+,23-,24+,25+,26+,27-/m1/s1
InChI Key RJNGJYWAIUJHOJ-DSHIFKSRSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(3R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-amine
Synonyms Click here for help
3 α-aminocholestane
Database Links Click here for help
GtoPdb PubChem SID 336446950
PubChem CID 10872780
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