1-(11'H-Spiro[cyclopentane-1,10'-dibenzo[b,f]oxepin]-3-yl)-3-azetidinecarboxylic Acid

ID: ALA1277312

Chembl Id: CHEMBL1277312

PubChem CID: 25184832

Max Phase: Preclinical

Molecular Formula: C22H23NO3

Molecular Weight: 349.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)C1CN(C2CCC3(Cc4ccccc4Oc4ccccc43)C2)C1

Standard InChI:  InChI=1S/C22H23NO3/c24-21(25)16-13-23(14-16)17-9-10-22(12-17)11-15-5-1-3-7-19(15)26-20-8-4-2-6-18(20)22/h1-8,16-17H,9-14H2,(H,24,25)

Standard InChI Key:  IRGGYSVFJCBILG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1277312

   1-(11''H-Spiro[cyclopentane-1,10''-dibenzo[b,f]oxepin]-3-yl)-3-azetidinecarboxylic 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: 349.43

Molecular Weight (Monoisotopic): 349.1678

AlogP: 3.84

#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: 2.66

CX Basic pKa: 9.18

CX LogP: 1.14

CX LogD: 1.13

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.89

Np Likeness Score: 0.46

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