N-(3,4-Difluorobenzyl)-1-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide

ID: ALA3125980

Chembl Id: CHEMBL3125980

PubChem CID: 76325481

Max Phase: Preclinical

Molecular Formula: C16H11F2N3O3

Molecular Weight: 331.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccc(F)c(F)c1)c1cc2cccnc2n(O)c1=O

Standard InChI:  InChI=1S/C16H11F2N3O3/c17-12-4-3-9(6-13(12)18)8-20-15(22)11-7-10-2-1-5-19-14(10)21(24)16(11)23/h1-7,24H,8H2,(H,20,22)

Standard InChI Key:  MGMJKJHYVGBQKH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3125980

   N-[(3,4-difluorophenyl)methyl]-1-hydroxy-2-oxo-1,8-naphthyridine-3-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: 331.28

Molecular Weight (Monoisotopic): 331.0768

AlogP: 1.84

#Rotatable Bonds: 3

Polar Surface Area: 84.22

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.94

CX Basic pKa: 0.93

CX LogP: 1.62

CX LogD: 1.51

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -1.78

References

1. Zhao XZ, Smith SJ, Métifiot M, Johnson BC, Marchand C, Pommier Y, Hughes SH, Burke TR..  (2014)  Bicyclic 1-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxamide-containing HIV-1 integrase inhibitors having high antiviral potency against cells harboring raltegravir-resistant integrase mutants.,  57  (4): [PMID:24471816] [10.1021/jm401902n]

2. Wang Y, Gu SX, He Q, Fan R..  (2021)  Advances in the development of HIV integrase strand transfer inhibitors.,  225  [PMID:34425310] [10.1016/j.ejmech.2021.113787]

Source

Source(1):

• Scientific Literature