11-(1-Methyl-piperidin-4-ylidene)-11H-benzo[d]pyrrolo[1,2-a]azepine-9-carboxylic acid

ID: ALA174649

Chembl Id: CHEMBL174649

PubChem CID: 12909389

Max Phase: Preclinical

Molecular Formula: C20H20N2O2

Molecular Weight: 320.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCC(=C2c3cc(C(=O)O)ccc3C=Cn3cccc32)CC1

Standard InChI:  InChI=1S/C20H20N2O2/c1-21-10-6-15(7-11-21)19-17-13-16(20(23)24)5-4-14(17)8-12-22-9-2-3-18(19)22/h2-5,8-9,12-13H,6-7,10-11H2,1H3,(H,23,24)

Standard InChI Key:  SCWCSJUWIHAFLG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA174649

   11-(1-Methyl-piperidin-4-ylidene)-11H-benzo[d]pyrrolo[1,2-a]azepine-9-carboxylic acid

2. Alternative Forms:

   

   ALA174649

   11-(1-Methylpiperidin-4-ylidene)pyrrolo[2,1-b][3]benzazepine-9-carboxylic acid;hydrochloride

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: 320.39

Molecular Weight (Monoisotopic): 320.1525

AlogP: 3.66

#Rotatable Bonds: 1

Polar Surface Area: 45.47

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.93

CX Basic pKa: 7.99

CX LogP: 0.32

CX LogD: 0.24

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -0.04

References

1. Remy DC, Britcher SF, King SW, Anderson PS, Hunt CA, Randall WC, Bélanger P, Atkinson JG, Girard Y, Rooney CS, Fuentes JJ, Totaro JA, Robinson JL, Risley EA, Williams M..  (1983)  Synthesis and receptor binding studies relevant to the neuroleptic activities of some 1-methyl-4-piperidylidene-9-substituted-pyrrolo[2,1-b][3]benzazepine derivatives.,  26  (7): [PMID:6134835] [10.1021/jm00361a008]

Source

Source(1):

• Scientific Literature