rac-(1R,5R)-3-Hexyl-1-(phenylvinyl)-2-(propan-3-ol)-bicyclo[3.3.0]oct-2-ene

ID: ALA1765951

Chembl Id: CHEMBL1765951

PubChem CID: 52937351

Max Phase: Preclinical

Molecular Formula: C25H36O

Molecular Weight: 352.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(c1ccccc1)[C@@]12CCC[C@@H]1CC(CCCCCC)=C2CCCO

Standard InChI:  InChI=1S/C25H36O/c1-3-4-5-7-14-22-19-23-15-10-17-25(23,24(22)16-11-18-26)20(2)21-12-8-6-9-13-21/h6,8-9,12-13,23,26H,2-5,7,10-11,14-19H2,1H3/t23-,25+/m1/s1

Standard InChI Key:  MAPPOYXUJWOQBV-NOZRDPDXSA-N

Alternative Forms

1. Parent:

   

   ALA1765951

   3-[(3aR,6aS)-2-hexyl-6a-(1-phenylethenyl)-3a,4,5,6-tetrahydro-3H-pentalen-1-yl]propan-1-ol

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: 352.56

Molecular Weight (Monoisotopic): 352.2766

AlogP: 6.93

#Rotatable Bonds: 10

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.53

CX LogD: 6.53

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.36

Np Likeness Score: 1.05

References

1. Whitby RJ, Stec J, Blind RD, Dixon S, Leesnitzer LM, Orband-Miller LA, Williams SP, Willson TM, Xu R, Zuercher WJ, Cai F, Ingraham HA..  (2011)  Small molecule agonists of the orphan nuclear receptors steroidogenic factor-1 (SF-1, NR5A1) and liver receptor homologue-1 (LRH-1, NR5A2).,  54  (7): [PMID:21391689] [10.1021/jm1014296]

Source

Source(1):

• Scientific Literature