(1R,3S)-5-[2-[(1R,7aR)-1-((E)-(R)-4,5-Dihydroxy-1,4,5-trimethyl-hex-2-enyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-4-methylene-cyclohexane-1,3-diol

ID: ALA293283

Chembl Id: CHEMBL293283

PubChem CID: 44298292

Max Phase: Preclinical

Molecular Formula: C28H44O4

Molecular Weight: 444.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1/C(=C\C=C2/CCC[C@@]3(C)C2CC[C@@H]3[C@H](C)/C=C/C(C)(O)C(C)(C)O)C[C@@H](O)C[C@@H]1O

Standard InChI:  InChI=1S/C28H44O4/c1-18(13-15-28(6,32)26(3,4)31)23-11-12-24-20(8-7-14-27(23,24)5)9-10-21-16-22(29)17-25(30)19(21)2/h9-10,13,15,18,22-25,29-32H,2,7-8,11-12,14,16-17H2,1,3-6H3/b15-13+,20-9+,21-10-/t18-,22-,23-,24?,25+,27-,28?/m1/s1

Standard InChI Key:  KRGCLKZOZQUAFK-OAXWFKNMSA-N

Alternative Forms

1. Parent:

   

   ALA293283

   (1R,3S,5Z)-5-[(2E)-2-[(1R,7aR)-1-[(E,2R)-5,6-dihydroxy-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 444.66

Molecular Weight (Monoisotopic): 444.3240

AlogP: 4.84

#Rotatable Bonds: 5

Polar Surface Area: 80.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.37

CX Basic pKa: ┄

CX LogP: 3.35

CX LogD: 3.35

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: 2.41

References

1. Clark J, Reddy G, Santos-Moore A, Wankadiya K, Reddy G, Eil C, Lasky S, Tserng K, Horst R, Uskokovic M.  (1993)  Metabolism and biological activity of 1,25(OH)2D2 and its metabolites in a chronic myelogenous leukemia cell line, rwleu-4,  3  (9): [10.1016/S0960-894X(00)80123-7]

Source

Source(1):

• Scientific Literature