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

ID: ALA499517

Chembl Id: CHEMBL499517

PubChem CID: 44578189

Max Phase: Preclinical

Molecular Formula: C38H55NO6

Molecular Weight: 621.86

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)N4CCCc4cc(OC)cc(OC)c4)CC[C@@H]23)C[C@@H](O)C[C@@H]1O

Standard InChI:  InChI=1S/C38H55NO6/c1-24(17-29-23-38(4,43)36(42)39(29)16-8-9-26-18-31(44-5)22-32(19-26)45-6)33-13-14-34-27(10-7-15-37(33,34)3)11-12-28-20-30(40)21-35(41)25(28)2/h11-12,18-19,22,24,29-30,33-35,40-41,43H,2,7-10,13-17,20-21,23H2,1,3-6H3/b27-11+,28-12-/t24-,29+,30-,33-,34+,35+,37-,38+/m1/s1

Standard InChI Key:  WNRXEQIWUJWRQS-DKEZQWOMSA-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: 621.86Molecular Weight (Monoisotopic): 621.4029AlogP: 6.16#Rotatable Bonds: 10
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: 4.62CX LogD: 4.62
Aromatic Rings: 1Heavy Atoms: 45QED Weighted: 0.29Np Likeness Score: 1.54

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