Ethyl 7-[4-(1,3-Benzothiazol-2-yl)piperazin-1-yl]-1-(3-chloro-2-fluorobenzyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

ID: ALA3299142

Chembl Id: CHEMBL3299142

PubChem CID: 90683450

Max Phase: Preclinical

Molecular Formula: C29H25ClFN5O3S

Molecular Weight: 578.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cn(Cc2cccc(Cl)c2F)c2nc(N3CCN(c4nc5ccccc5s4)CC3)ccc2c1=O

Standard InChI:  InChI=1S/C29H25ClFN5O3S/c1-2-39-28(38)20-17-36(16-18-6-5-7-21(30)25(18)31)27-19(26(20)37)10-11-24(33-27)34-12-14-35(15-13-34)29-32-22-8-3-4-9-23(22)40-29/h3-11,17H,2,12-16H2,1H3

Standard InChI Key:  SNABWNMQVKXTEE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3299142

   Ethyl 7-[4-(1,3-benzothiazol-2-yl)piperazin-1-yl]-1-[(3-chloro-2-fluorophenyl)methyl]-4-oxo-1,8-naphthyridine-3-carboxylate

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: 578.07

Molecular Weight (Monoisotopic): 577.1351

AlogP: 5.35

#Rotatable Bonds: 6

Polar Surface Area: 80.56

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.21

CX LogP: 7.22

CX LogD: 7.22

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: -1.88

References

1. Donalisio M, Massari S, Argenziano M, Manfroni G, Cagno V, Civra A, Sabatini S, Cecchetti V, Loregian A, Cavalli R, Lembo D, Tabarrini O..  (2014)  Ethyl 1,8-naphthyridone-3-carboxylates downregulate human papillomavirus-16 E6 and E7 oncogene expression.,  57  (13): [PMID:24905115] [10.1021/jm500340h]

Source

Source(1):

• Scientific Literature