1-(6-Amino-3,5-difluoropyridin-2-yl)-7-(3-(aminomethyl)-4-((benzyloxy)-imino)pyrrolidin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

ID: ALA3800308

Chembl Id: CHEMBL3800308

PubChem CID: 127046146

Max Phase: Preclinical

Molecular Formula: C26H22F3N7O4

Molecular Weight: 553.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCC1CN(c2nc3c(cc2F)c(=O)c(C(=O)O)cn3-c2nc(N)c(F)cc2F)C/C1=N\OCc1ccccc1

Standard InChI:  InChI=1S/C26H22F3N7O4/c27-17-7-19(29)25(32-22(17)31)36-10-16(26(38)39)21(37)15-6-18(28)24(33-23(15)36)35-9-14(8-30)20(11-35)34-40-12-13-4-2-1-3-5-13/h1-7,10,14H,8-9,11-12,30H2,(H2,31,32)(H,38,39)/b34-20+

Standard InChI Key:  LIEWBYMZVZMKGK-QXUDOOCXSA-N

Alternative Forms

1. Parent:

   

   ALA3800308

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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: 553.50

Molecular Weight (Monoisotopic): 553.1685

AlogP: 2.45

#Rotatable Bonds: 7

Polar Surface Area: 161.95

Molecular Species: ZWITTERION

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.15

CX Basic pKa: 9.23

CX LogP: 1.48

CX LogD: 1.48

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.29

Np Likeness Score: -0.45

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