(1S,2S,3S,Z)-5-((E)-2-((1R,3aS,7aR)-1-((R)-6-hydroxy-6-methylheptan-2-yl)-7a-methyldihydro-1H-inden-4(2H,5H,6H,7H,7aH)-ylidene)ethylidene)-2-(3-hydroxypropoxy)-4-methylenecyclohexane-1,3-diol

ID: ALA551326

Chembl Id: CHEMBL551326

Cas Number: 104121-92-8

PubChem CID: 6438982

Max Phase: Preclinical

Molecular Formula: C30H50O5

Molecular Weight: 490.73

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)[C@H](OCCCO)[C@H]1O

Standard InChI:  InChI=1S/C30H50O5/c1-20(9-6-15-29(3,4)34)24-13-14-25-22(10-7-16-30(24,25)5)11-12-23-19-26(32)28(27(33)21(23)2)35-18-8-17-31/h11-12,20,24-28,31-34H,2,6-10,13-19H2,1,3-5H3/b22-11+,23-12-/t20-,24-,25+,26+,27+,28+,30-/m1/s1

Standard InChI Key:  FZEXGDDBXLBRTD-SJSKTVLPSA-N

Associated Targets(Human)

GC Tchem Vitamin D-binding protein (57 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

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: 490.73Molecular Weight (Monoisotopic): 490.3658AlogP: 5.08#Rotatable Bonds: 10
Polar Surface Area: 90.15Molecular Species: NEUTRALHBA: 5HBD: 4
#RO5 Violations: 1HBA (Lipinski): 5HBD (Lipinski): 4#RO5 Violations (Lipinski): 1
CX Acidic pKa: 13.38CX Basic pKa: CX LogP: 3.67CX LogD: 3.67
Aromatic Rings: Heavy Atoms: 35QED Weighted: 0.32Np Likeness Score: 2.35

References

1. Saito N, Suhara Y, Abe D, Kusudo T, Ohta M, Yasuda K, Sakaki T, Honzawa S, Fujishima T, Kittaka A..  (2009)  Synthesis of 2alpha-propoxy-1alpha,25-dihydroxyvitamin D3 and comparison of its metabolism by human CYP24A1 and rat CYP24A1.,  17  (13): [PMID:19482479] [10.1016/j.bmc.2009.05.032]

Source