rac-(1R,5R)-2-Butyl-3-hexyl-1-(phenylvinyl)-bicyclo[3.3.0]oct-2-ene

ID: ALA1765948

Chembl Id: CHEMBL1765948

PubChem CID: 52937249

Max Phase: Preclinical

Molecular Formula: C26H38

Molecular Weight: 350.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(c1ccccc1)[C@@]12CCC[C@@H]1CC(CCCCCC)=C2CCCC

Standard InChI:  InChI=1S/C26H38/c1-4-6-8-10-16-23-20-24-17-13-19-26(24,25(23)18-7-5-2)21(3)22-14-11-9-12-15-22/h9,11-12,14-15,24H,3-8,10,13,16-20H2,1-2H3/t24-,26+/m1/s1

Standard InChI Key:  UHJQIXQKAMXPDZ-RSXGOPAZSA-N

Alternative Forms

1. Parent:

   

   ALA1765948

   (3aR,6aS)-6-butyl-5-hexyl-6a-(1-phenylethenyl)-2,3,3a,4-tetrahydro-1H-pentalene

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: 350.59

Molecular Weight (Monoisotopic): 350.2974

AlogP: 8.35

#Rotatable Bonds: 10

Polar Surface Area: 0.00

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 8.42

CX LogD: 8.42

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.29

Np Likeness Score: 0.82

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