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

ID: ALA3800293

Chembl Id: CHEMBL3800293

PubChem CID: 127046147

Max Phase: Preclinical

Molecular Formula: C27H24F3N7O4

Molecular Weight: 567.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(CN)CN(c2nc3c(cc2F)c(=O)c(C(=O)O)cn3-c2nc(N)c(F)cc2F)C/C1=N\OCc1ccccc1

Standard InChI:  InChI=1S/C27H24F3N7O4/c1-27(12-31)13-36(10-20(27)35-41-11-14-5-3-2-4-6-14)24-18(29)7-15-21(38)16(26(39)40)9-37(23(15)34-24)25-19(30)8-17(28)22(32)33-25/h2-9H,10-13,31H2,1H3,(H2,32,33)(H,39,40)/b35-20+

Standard InChI Key:  CTQJARMDYBRPST-JEPNHJGPSA-N

Alternative Forms

1. Parent:

   

   ALA3800293

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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: 567.53

Molecular Weight (Monoisotopic): 567.1842

AlogP: 2.84

#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: 9.27

CX LogP: 2.03

CX LogD: 2.03

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.29

Np Likeness Score: -0.31

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