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

ID: ALA3125972

Chembl Id: CHEMBL3125972

PubChem CID: 76310943

Max Phase: Preclinical

Molecular Formula: C16H11F2N3O4

Molecular Weight: 347.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccc(F)cc1F)c1c(O)c2cccnc2n(O)c1=O

Standard InChI:  InChI=1S/C16H11F2N3O4/c17-9-4-3-8(11(18)6-9)7-20-15(23)12-13(22)10-2-1-5-19-14(10)21(25)16(12)24/h1-6,22,25H,7H2,(H,20,23)

Standard InChI Key:  OJGJNBQMUGMKTG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3125972

   N-[(2,4-difluorophenyl)methyl]-1,4-dihydroxy-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: 347.28

Molecular Weight (Monoisotopic): 347.0718

AlogP: 1.55

#Rotatable Bonds: 3

Polar Surface Area: 104.45

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.11

CX Basic pKa: 0.43

CX LogP: 0.87

CX LogD: -1.94

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.62

Np Likeness Score: -1.38

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