(E)-(R)-6-{(1R,7aR)-4-[2-[(3S,5R)-3,5-Dihydroxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2,3-dimethyl-hept-4-ene-1,2,3-triol

ID: ALA417751

Chembl Id: CHEMBL417751

PubChem CID: 44298274

Max Phase: Preclinical

Molecular Formula: C28H44O5

Molecular Weight: 460.66

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

Standard InChI:  InChI=1S/C28H44O5/c1-18(12-14-27(4,32)28(5,33)17-29)23-10-11-24-20(7-6-13-26(23,24)3)8-9-21-15-22(30)16-25(31)19(21)2/h8-9,12,14,18,22-25,29-33H,2,6-7,10-11,13,15-17H2,1,3-5H3/b14-12+,20-8+,21-9-/t18-,22-,23-,24?,25+,26-,27?,28?/m1/s1

Standard InChI Key:  JIKNSRWYDSGVIZ-LJJMCVPASA-N

Alternative Forms

1. Parent:

   

   ALA417751

   (E,6R)-6-[(1R,4E,7aR)-4-[(2Z)-2-[(3S,5R)-3,5-dihydroxy-2-methylidenecyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2,3-dimethylhept-4-ene-1,2,3-triol

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: 460.66

Molecular Weight (Monoisotopic): 460.3189

AlogP: 3.81

#Rotatable Bonds: 6

Polar Surface Area: 101.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.90

CX Basic pKa: ┄

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: 2.42

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