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

ID: ALA3797459

Chembl Id: CHEMBL3797459

PubChem CID: 127046145

Max Phase: Preclinical

Molecular Formula: C21H20F3N7O4

Molecular Weight: 491.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCO/N=C1\CN(c2nc3c(cc2F)c(=O)c(C(=O)O)cn3-c2nc(N)c(F)cc2F)CC1CN

Standard InChI:  InChI=1S/C21H20F3N7O4/c1-2-35-29-15-8-30(6-9(15)5-25)19-13(23)3-10-16(32)11(21(33)34)7-31(18(10)28-19)20-14(24)4-12(22)17(26)27-20/h3-4,7,9H,2,5-6,8,25H2,1H3,(H2,26,27)(H,33,34)/b29-15+

Standard InChI Key:  YNNSSUSFVRHCMH-WKULSOCRSA-N

Alternative Forms

1. Parent:

   

   ALA3797459

   ---

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: 491.43

Molecular Weight (Monoisotopic): 491.1529

AlogP: 1.27

#Rotatable Bonds: 6

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: 5.15

CX Basic pKa: 9.23

CX LogP: 0.11

CX LogD: 0.11

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.43

Np Likeness Score: -0.43

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