(3R,5R)-1-(3,5-dimethoxybenzyl)-5-((R)-2-((1R,3aS,7aR)-4-(2-((3S,5R)-3,5-dihydroxy-2-methylenecyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)propyl)-3-hydroxy-3-methylpyrrolidin-2-one

ID: ALA502038

Chembl Id: CHEMBL502038

PubChem CID: 44578182

Max Phase: Preclinical

Molecular Formula: C36H51NO6

Molecular Weight: 593.81

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)C[C@@H]4C[C@@](C)(O)C(=O)N4Cc4cc(OC)cc(OC)c4)CC[C@@H]23)C[C@@H](O)C[C@@H]1O

Standard InChI:  InChI=1S/C36H51NO6/c1-22(14-27-20-36(4,41)34(40)37(27)21-24-15-29(42-5)19-30(16-24)43-6)31-11-12-32-25(8-7-13-35(31,32)3)9-10-26-17-28(38)18-33(39)23(26)2/h9-10,15-16,19,22,27-28,31-33,38-39,41H,2,7-8,11-14,17-18,20-21H2,1,3-6H3/b25-9+,26-10-/t22-,27-,28-,31-,32+,33+,35-,36-/m1/s1

Standard InChI Key:  UKFQDUNVYGJKFX-AJQZBYMSSA-N

Associated Targets(Human)

VDR Tclin Vitamin D receptor (26531 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

VDR Vitamin D receptor (183 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 593.81Molecular Weight (Monoisotopic): 593.3716AlogP: 5.72#Rotatable Bonds: 8
Polar Surface Area: 99.46Molecular Species: NEUTRALHBA: 6HBD: 3
#RO5 Violations: 2HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.97CX Basic pKa: CX LogP: 3.88CX LogD: 3.88
Aromatic Rings: 1Heavy Atoms: 43QED Weighted: 0.36Np Likeness Score: 1.58

References

1. Cho K, Uneuchi F, Kato-Nakamura Y, Namekawa J, Ishizuka S, Takenouchi K, Nagasawa K..  (2008)  Structure-activity relationship studies on vitamin D lactam derivatives as vitamin D receptor antagonist.,  18  (15): [PMID:18635349] [10.1016/j.bmcl.2008.06.095]

Source