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

ID: ALA3797840

Chembl Id: CHEMBL3797840

PubChem CID: 127046368

Max Phase: Preclinical

Molecular Formula: C20H18F3N7O4

Molecular Weight: 477.40

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)[C@H]1CN

Standard InChI:  InChI=1S/C20H18F3N7O4/c1-2-34-28-13-7-29(14(13)5-24)19-11(22)3-8-15(31)9(20(32)33)6-30(17(8)27-19)18-12(23)4-10(21)16(25)26-18/h3-4,6,14H,2,5,7,24H2,1H3,(H2,25,26)(H,32,33)/b28-13+/t14-/m0/s1

Standard InChI Key:  XDQPUUXYKWEVIZ-ZMOBYHMNSA-N

Alternative Forms

1. Parent:

   

   ALA3797840

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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: 477.40

Molecular Weight (Monoisotopic): 477.1372

AlogP: 1.02

#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: 5.11

CX Basic pKa: 9.03

CX LogP: 0.13

CX LogD: 0.13

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.44

Np Likeness Score: -0.41

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