(1R,3R)-5-{(E)-3-[(1S,3S)-3-(5-Hydroxy-5-methyl-hexyl)-2,2,3-trimethyl-cyclopentyl]-allylidene}-cyclohexane-1,3-diol

ID: ALA43376

Chembl Id: CHEMBL43376

PubChem CID: 24779625

Max Phase: Preclinical

Molecular Formula: C24H42O3

Molecular Weight: 378.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(O)CCCC[C@@]1(C)CC[C@@H](/C=C/C=C2C[C@@H](O)C[C@H](O)C2)C1(C)C

Standard InChI:  InChI=1S/C24H42O3/c1-22(2,27)12-6-7-13-24(5)14-11-19(23(24,3)4)10-8-9-18-15-20(25)17-21(26)16-18/h8-10,19-21,25-27H,6-7,11-17H2,1-5H3/b10-8+/t19-,20-,21-,24+/m1/s1

Standard InChI Key:  FJRQLENTBQARPH-QRDPLHEUSA-N

Alternative Forms

1. Parent:

   

   ALA43376

   C-9,11,21-Trisnor-17-methyl-1alpha,25-dihydroxyvitamin D3

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: 378.60

Molecular Weight (Monoisotopic): 378.3134

AlogP: 5.15

#Rotatable Bonds: 7

Polar Surface Area: 60.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.04

CX LogD: 4.04

Aromatic Rings: 0

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: 1.62

References

1. Wu Y, Sabbe K, De Clercq P, Vandewalle M, Bouillon R, Verstuyf A..  (2002)  Vitamin D(3): synthesis of seco C-9,11,21-trisnor-17-methyl-1 alpha, 25-dihydroxyvitamin D(3) analogues.,  12  (12): [PMID:12039578] [10.1016/s0960-894x(02)00221-4]

Source

Source(1):

• Scientific Literature