(1S,2R)-5-{(R)-3-[(S)-3-(4-Hydroxy-4-methyl-pent-2-ynyl)-2,2,3-trimethyl-cyclopentyl]-allylidene}-4-meth-(E)-ylidene-cyclohexane-1,3-diol

ID: ALA296843

Chembl Id: CHEMBL296843

PubChem CID: 44288746

Max Phase: Preclinical

Molecular Formula: C24H36O3

Molecular Weight: 372.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1/C(=C\C=C\[C@@H]2CC[C@](C)(CC#CC(C)(C)O)C2(C)C)C[C@@H](O)C[C@@H]1O

Standard InChI:  InChI=1S/C24H36O3/c1-17-18(15-20(25)16-21(17)26)9-7-10-19-11-14-24(6,23(19,4)5)13-8-12-22(2,3)27/h7,9-10,19-21,25-27H,1,11,13-16H2,2-6H3/b10-7+,18-9-/t19-,20-,21+,24+/m1/s1

Standard InChI Key:  PAWURWXEMKFWJC-JLXPVLKESA-N

Alternative Forms

1. Parent:

   

   ALA296843

   (1R,3S,5Z)-5-[(E)-3-[(1S,3R)-3-(4-hydroxy-4-methylpent-2-ynyl)-2,2,3-trimethylcyclopentyl]prop-2-enylidene]-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: 372.55

Molecular Weight (Monoisotopic): 372.2664

AlogP: 4.15

#Rotatable Bonds: 3

Polar Surface Area: 60.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 0

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: 1.78

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