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

ID: ALA42638

Chembl Id: CHEMBL42638

PubChem CID: 10454734

Max Phase: Preclinical

Molecular Formula: C27H46O3

Molecular Weight: 418.66

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H46O3/c1-7-27(30,8-2)16-10-9-15-26(6)17-14-22(25(26,4)5)13-11-12-21-18-23(28)19-24(29)20(21)3/h11-13,22-24,28-30H,3,7-10,14-19H2,1-2,4-6H3/b13-11+,21-12-/t22-,23-,24+,26+/m1/s1

Standard InChI Key:  HSOOTEOVESJJTG-VMRBEBDDSA-N

Alternative Forms

1. Parent:

   

   ALA42638

   (1R,3S,5Z)-5-[(E)-3-[(1S,3S)-3-(5-ethyl-5-hydroxyheptyl)-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: 418.66

Molecular Weight (Monoisotopic): 418.3447

AlogP: 6.09

#Rotatable Bonds: 9

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: 5.18

CX LogD: 5.18

Aromatic Rings: 0

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: 1.89

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