1-(6-Amino-3,5-difluoropyridin-2-yl)-7-(3-amino-4-(methoxyimino)piperidin-1-yl)-8-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA3800347

Chembl Id: CHEMBL3800347

PubChem CID: 127046403

Max Phase: Preclinical

Molecular Formula: C21H18ClF3N6O4

Molecular Weight: 510.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C1\CCN(c2c(F)cc3c(=O)c(C(=O)O)cn(-c4nc(N)c(F)cc4F)c3c2Cl)CC1N

Standard InChI:  InChI=1S/C21H18ClF3N6O4/c1-35-29-14-2-3-30(7-13(14)26)17-10(23)4-8-16(15(17)22)31(6-9(18(8)32)21(33)34)20-12(25)5-11(24)19(27)28-20/h4-6,13H,2-3,7,26H2,1H3,(H2,27,28)(H,33,34)/b29-14+

Standard InChI Key:  DJVXCTBPYJUVRW-IPPBACCNSA-N

Alternative Forms

1. Parent:

   

   ALA3800347

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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: 510.86

Molecular Weight (Monoisotopic): 510.1030

AlogP: 2.28

#Rotatable Bonds: 4

Polar Surface Area: 149.06

Molecular Species: ACID

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.15

CX Basic pKa: 8.33

CX LogP: 0.67

CX LogD: 0.65

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.45

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