4-hydroxy-3-(2-(3-nitrophenylamino)thiazol-4-yl)-2H-chromen-2-one

ID: ALA2048096

Chembl Id: CHEMBL2048096

PubChem CID: 54751655

Max Phase: Preclinical

Molecular Formula: C18H11N3O5S

Molecular Weight: 381.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1oc2ccccc2c(O)c1-c1csc(Nc2cccc([N+](=O)[O-])c2)n1

Standard InChI:  InChI=1S/C18H11N3O5S/c22-16-12-6-1-2-7-14(12)26-17(23)15(16)13-9-27-18(20-13)19-10-4-3-5-11(8-10)21(24)25/h1-9,22H,(H,19,20)

Standard InChI Key:  XZAVSRMRDSNEFT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2048096

   4-Hydroxy-3-[2-(3-nitroanilino)-1,3-thiazol-4-yl]chromen-2-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: 381.37

Molecular Weight (Monoisotopic): 381.0419

AlogP: 4.27

#Rotatable Bonds: 4

Polar Surface Area: 118.50

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.61

CX Basic pKa: ┄

CX LogP: 3.81

CX LogD: 2.05

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.31

Np Likeness Score: -1.24

References

1. Mladenović M, Mihailović M, Bogojević D, Vuković N, Sukdolak S, Matić S, Nićiforović N, Mihailović V, Mašković P, Vrvić MM, Solujić S..  (2012)  Biochemical and pharmacological evaluation of 4-hydroxychromen-2-ones bearing polar C-3 substituents as anticoagulants.,  54  [PMID:22633008] [10.1016/j.ejmech.2012.04.036]

2. Sandhu S, Bansal Y, Silakari O, Bansal G..  (2014)  Coumarin hybrids as novel therapeutic agents.,  22  (15): [PMID:24934993] [10.1016/j.bmc.2014.05.032]

Source

Source(1):

• Scientific Literature