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

ID: ALA42794

Chembl Id: CHEMBL42794

PubChem CID: 44288756

Max Phase: Preclinical

Molecular Formula: C25H40F2O3

Molecular Weight: 426.59

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H40F2O3/c1-17-18(15-20(28)16-21(17)29)9-7-10-19-11-14-24(6,22(19,2)3)12-8-13-25(26,27)23(4,5)30/h7,9-10,19-21,28-30H,1,8,11-16H2,2-6H3/b10-7+,18-9-/t19-,20-,21+,24+/m1/s1

Standard InChI Key:  SGRXKFFLHBGOBD-JLXPVLKESA-N

Alternative Forms

1. Parent:

   

   ALA42794

   (1R,3S,5Z)-5-[(E)-3-[(1S,3S)-3-(4,4-difluoro-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: 426.59

Molecular Weight (Monoisotopic): 426.2946

AlogP: 5.56

#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: 12.76

CX Basic pKa:

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 0

Heavy Atoms: 30

QED Weighted: 0.50

Np Likeness Score: 1.74

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