9-(4-Methyl-thiazol-2-yl)-11-pyridin-4-yl-6,7-dihydro-5H-2,7a-diaza-dibenzo[a,c]cyclohepten-8-one

ID: ALA45198

Chembl Id: CHEMBL45198

PubChem CID: 10221761

Max Phase: Preclinical

Molecular Formula: C22H18N4OS

Molecular Weight: 386.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1csc(-c2cc(-c3ccncc3)c3n(c2=O)CCCc2ccncc2-3)n1

Standard InChI:  InChI=1S/C22H18N4OS/c1-14-13-28-21(25-14)18-11-17(16-4-7-23-8-5-16)20-19-12-24-9-6-15(19)3-2-10-26(20)22(18)27/h4-9,11-13H,2-3,10H2,1H3

Standard InChI Key:  SRAWBNFSMIHBEM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA45198

   9-(4-Methyl-thiazol-2-yl)-11-pyridin-4-yl-6,7-dihydro-5H-2,7a-diaza-dibenzo[a,c]cyclohepten-8-one

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: 386.48

Molecular Weight (Monoisotopic): 386.1201

AlogP: 4.35

#Rotatable Bonds: 2

Polar Surface Area: 60.67

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.92

CX LogP: 1.94

CX LogD: 1.94

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -1.01

References

1. Crawforth J, Atack JR, Cook SM, Gibson KR, Nadin A, Owens AP, Pike A, Rowley M, Smith AJ, Sohal B, Sternfeld F, Wafford K, Street LJ..  (2004)  Tricyclic pyridones as functionally selective human GABAA alpha 2/3 receptor-ion channel ligands.,  14  (7): [PMID:15026049] [10.1016/j.bmcl.2004.01.057]

2. Bagal SK, Brown AD, Cox PJ, Omoto K, Owen RM, Pryde DC, Sidders B, Skerratt SE, Stevens EB, Storer RI, Swain NA..  (2013)  Ion channels as therapeutic targets: a drug discovery perspective.,  56  (3): [PMID:23121096] [10.1021/jm3011433]

Source

Source(1):

• Scientific Literature