1-{2'-oxaspiro[cyclopentane-1,9'-tricyclo[9.4.0.0^{3,8}]pentadecane]-1'(11'),3'(8'),4',6',12',14'-hexaen-4-yl}-1,2,3,6-tetrahydropyridine-4-carboxylic acid

ID: ALA1277126

Chembl Id: CHEMBL1277126

PubChem CID: 49836637

Max Phase: Preclinical

Molecular Formula: C24H25NO3

Molecular Weight: 375.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)C1=CCN(C2CCC3(Cc4ccccc4Oc4ccccc43)C2)CC1

Standard InChI:  InChI=1S/C24H25NO3/c26-23(27)17-10-13-25(14-11-17)19-9-12-24(16-19)15-18-5-1-3-7-21(18)28-22-8-4-2-6-20(22)24/h1-8,10,19H,9,11-16H2,(H,26,27)

Standard InChI Key:  NYWUAMYWDNANQG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1277126

   1-(11'H-spiro[cyclopentane-1,10'-dibenzo[b,f]oxepin]-3-yl)-1,2,3,6-tetrahydro-4-pyridinecarboxylic acid

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: 375.47

Molecular Weight (Monoisotopic): 375.1834

AlogP: 4.54

#Rotatable Bonds: 2

Polar Surface Area: 49.77

Molecular Species: ZWITTERION

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.73

CX Basic pKa: 9.32

CX LogP: 1.72

CX LogD: 1.72

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.84

Np Likeness Score: 0.84

References

1. Gianotti M, Botta M, Brough S, Carletti R, Castiglioni E, Corti C, Dal-Cin M, Delle Fratte S, Korajac D, Lovric M, Merlo G, Mesic M, Pavone F, Piccoli L, Rast S, Roscic M, Sava A, Smehil M, Stasi L, Togninelli A, Wigglesworth MJ..  (2010)  Novel spirotetracyclic zwitterionic dual H(1)/5-HT(2A) receptor antagonists for the treatment of sleep disorders.,  53  (21): [PMID:20942472] [10.1021/jm100856p]

Source

Source(1):

• Scientific Literature