(1R,3S)-5-[(E)-3-[(1S,3S)-3-(5-Hydroxy-5-methyl-hexyl)-2,2,3-trimethyl-cyclopentyl]-prop-2-en-(Z)-ylidene]-4-methylene-cyclohexane-1,3-diol

ID: ALA416428

Chembl Id: CHEMBL416428

PubChem CID: 44289056

Max Phase: Preclinical

Molecular Formula: C25H42O3

Molecular Weight: 390.61

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H42O3/c1-18-19(16-21(26)17-22(18)27)10-9-11-20-12-15-25(6,24(20,4)5)14-8-7-13-23(2,3)28/h9-11,20-22,26-28H,1,7-8,12-17H2,2-6H3/b11-9+,19-10-/t20-,21-,22+,25+/m1/s1

Standard InChI Key:  ALTMPDOOCQMCCP-MHJJKVOZSA-N

Alternative Forms

1. Parent:

   

   ALA416428

   (1R,3S,5Z)-5-[(E)-3-[(1S,3S)-3-(5-hydroxy-5-methylhexyl)-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: 390.61

Molecular Weight (Monoisotopic): 390.3134

AlogP: 5.31

#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: 4.14

CX LogD: 4.14

Aromatic Rings: 0

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: 2.09

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