(5Z,7E)-(1R,3S)-2,2-(Methyleneoxy)methano-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol

ID: ALA2414013

Chembl Id: CHEMBL2414013

PubChem CID: 71771035

Max Phase: Preclinical

Molecular Formula: C29H46O4

Molecular Weight: 458.68

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)CCCC(C)(C)O)CC[C@@H]23)C[C@H](O)C2(COC2)[C@@H]1O

Standard InChI:  InChI=1S/C29H46O4/c1-19(8-6-14-27(3,4)32)23-12-13-24-21(9-7-15-28(23,24)5)10-11-22-16-25(30)29(17-33-18-29)26(31)20(22)2/h10-11,19,23-26,30-32H,2,6-9,12-18H2,1,3-5H3/b21-10+,22-11-/t19-,23-,24+,25+,26-,28-/m1/s1

Standard InChI Key:  LCHVWSUKWYYMBB-PXGKRQCRSA-N

Associated Targets(non-human)

VDR Vitamin D receptor (148 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: 458.68Molecular Weight (Monoisotopic): 458.3396AlogP: 5.33#Rotatable Bonds: 6
Polar Surface Area: 69.92Molecular Species: NEUTRALHBA: 4HBD: 3
#RO5 Violations: 1HBA (Lipinski): 4HBD (Lipinski): 3#RO5 Violations (Lipinski): 1
CX Acidic pKa: 13.76CX Basic pKa: CX LogP: 3.92CX LogD: 3.92
Aromatic Rings: Heavy Atoms: 33QED Weighted: 0.50Np Likeness Score: 2.34

References

1. Fujishima T, Nozaki T, Suenaga T..  (2013)  Design and synthesis of novel 1,25-dihydroxyvitamin D3 analogues having a spiro-oxetane fused at the C2 position in the A-ring.,  21  (17): [PMID:23845283] [10.1016/j.bmc.2013.06.032]

Source