1-(6-Amino-3,5-difluoropyridin-2-yl)-7-[(R)-2-(aminomethyl)-3-(methoxyimino)-azetidin-1-yl]-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

ID: ALA3799285

Chembl Id: CHEMBL3799285

PubChem CID: 127046532

Max Phase: Preclinical

Molecular Formula: C19H16F3N7O4

Molecular Weight: 463.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C1\CN(c2nc3c(cc2F)c(=O)c(C(=O)O)cn3-c2nc(N)c(F)cc2F)[C@@H]1CN

Standard InChI:  InChI=1S/C19H16F3N7O4/c1-33-27-12-6-28(13(12)4-23)18-10(21)2-7-14(30)8(19(31)32)5-29(16(7)26-18)17-11(22)3-9(20)15(24)25-17/h2-3,5,13H,4,6,23H2,1H3,(H2,24,25)(H,31,32)/b27-12+/t13-/m1/s1

Standard InChI Key:  RJFNYVOTFDNNOU-NSCUCBQXSA-N

Alternative Forms

1. Parent:

   

   ALA3799285

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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: 463.38

Molecular Weight (Monoisotopic): 463.1216

AlogP: 0.63

#Rotatable Bonds: 5

Polar Surface Area: 161.95

Molecular Species: ZWITTERION

HBA: 10

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.11

CX Basic pKa: 9.03

CX LogP: -0.22

CX LogD: -0.23

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.46

Np Likeness Score: -0.32

References

1. Huang J, Wang M, Wang B, Wu Z, Liu M, Feng L, Zhang J, Li X, Yang Y, Lu Y..  (2016)  Synthesis, antimycobacterial and antibacterial activity of 1-(6-amino-3,5-difluoropyridin-2-yl)fluoroquinolone derivatives containing an oxime functional moiety.,  26  (9): [PMID:27020299] [10.1016/j.bmcl.2016.03.050]

Source

Source(1):

• Scientific Literature