rac-(1S,5R)-3-Hexyl-2-phenyl-1-(phenylvinyl)-7-methylaza-bicyclo[3.3.0]oct-2-ene

ID: ALA1765957

Chembl Id: CHEMBL1765957

PubChem CID: 52937356

Max Phase: Preclinical

Molecular Formula: C28H35N

Molecular Weight: 385.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(c1ccccc1)[C@@]12CN(C)C[C@@H]1CC(CCCCCC)=C2c1ccccc1

Standard InChI:  InChI=1S/C28H35N/c1-4-5-6-9-18-25-19-26-20-29(3)21-28(26,22(2)23-14-10-7-11-15-23)27(25)24-16-12-8-13-17-24/h7-8,10-17,26H,2,4-6,9,18-21H2,1,3H3/t26-,28-/m0/s1

Standard InChI Key:  RVIUUYICERBOIG-XCZPVHLTSA-N

Alternative Forms

1. Parent:

   

   ALA1765957

   (3aS,6aR)-5-hexyl-2-methyl-4-phenyl-3a-(1-phenylethenyl)-1,3,6,6a-tetrahydrocyclopenta[c]pyrrole

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: 385.60

Molecular Weight (Monoisotopic): 385.2770

AlogP: 7.08

#Rotatable Bonds: 8

Polar Surface Area: 3.24

Molecular Species: BASE

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.77

CX LogP: 6.96

CX LogD: 4.62

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.44

Np Likeness Score: 0.52

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