CTA091   Click here for help

GtoPdb Ligand ID: 8819

Synonyms: compound 3a [PMID: 15615534] | MK-24(S)-S(O)(NH)Ph
Compound class: Synthetic organic
Comment: Compound 3a is a vitamin D analogue designed to be a less calcemic inhibitor of cytochrome P450 enyme CYP24A1 [1]. CYP24A1 regulates vitamin D levels and calcium homeostasis by initiating the degradation of physiologically active 1,25-dihydroxyvitamin D3 [3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 6
Topological polar surface area 89.76
Molecular weight 483.28
XLogP 7.27
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC1CC(O)C(=C)C(=CC=C2CCCC3(C2CCC3C(CCS(=O)(=N)c2ccccc2)C)C)C1
Isomeric SMILES O[C@H]1C[C@H](O)C(=C)/C(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](CCS(=O)(=N)c2ccccc2)C)C)/C1
InChI InChI=1S/C29H41NO3S/c1-20(15-17-34(30,33)25-9-5-4-6-10-25)26-13-14-27-22(8-7-16-29(26,27)3)11-12-23-18-24(31)19-28(32)21(23)2/h4-6,9-12,20,24,26-28,30-32H,2,7-8,13-19H2,1,3H3/b22-11+,23-12-/t20-,24-,26-,27+,28+,29-,34?/m1/s1
InChI Key FANCTJAFZSYTIS-IQUVVAJASA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-4-(phenylsulfonimidoyl)butan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
Synonyms Click here for help
compound 3a [PMID: 15615534] | MK-24(S)-S(O)(NH)Ph
Database Links Click here for help
ChEMBL Ligand CHEMBL1627233
GtoPdb PubChem SID 252827476
PubChem CID 9982767
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