1-Oxo-1,2-dihydro-6-oxa-10b-aza-aceanthrylene-2-carboxylic acid thiazol-2-ylamide

ID: ALA61422

Chembl Id: CHEMBL61422

PubChem CID: 14459991

Max Phase: Preclinical

Molecular Formula: C18H11N3O3S

Molecular Weight: 349.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1nccs1)C1C(=O)N2c3ccccc3Oc3cccc1c32

Standard InChI:  InChI=1S/C18H11N3O3S/c22-16(20-18-19-8-9-25-18)14-10-4-3-7-13-15(10)21(17(14)23)11-5-1-2-6-12(11)24-13/h1-9,14H,(H,19,20,22)

Standard InChI Key:  CVSIFFANCIQNKO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA61422

   15-oxo-N-(1,3-thiazol-2-yl)-8-oxa-1-azatetracyclo[7.6.1.02,7.013,16]hexadeca-2,4,6,9,11,13(16)-hexaene-14-carboxamide

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: 349.37

Molecular Weight (Monoisotopic): 349.0521

AlogP: 3.65

#Rotatable Bonds: 2

Polar Surface Area: 71.53

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.99

CX Basic pKa:

CX LogP: 2.63

CX LogD: -0.36

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.72

Np Likeness Score: -1.14

References

1. Mylari BL, Carty TJ, Moore PF, Zembrowski WJ..  (1990)  1,2-Dihydro-1-oxopyrrolo[3,2,1-kl]phenothiazine-2-carboxamides and congeners, dual cyclooxygenase/5-lipoxygenase inhibitors with antiinflammatory activity.,  33  (7): [PMID:2113951] [10.1021/jm00169a035]

2. Grande F, Occhiuzzi MA, Ioele G, Ragno G, Garofalo A..  (2018)  Benzopyrroloxazines containing a bridgehead nitrogen atom as promising scaffolds for the achievement of biologically active agents.,  151  [PMID:29609119] [10.1016/j.ejmech.2018.03.061]

Source

Source(1):

• Scientific Literature