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

ID: ALA3798827

Chembl Id: CHEMBL3798827

PubChem CID: 127046369

Max Phase: Preclinical

Molecular Formula: C25H20F3N7O4

Molecular Weight: 539.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC[C@H]1/C(=N/OCc2ccccc2)CN1c1nc2c(cc1F)c(=O)c(C(=O)O)cn2-c1nc(N)c(F)cc1F

Standard InChI:  InChI=1S/C25H20F3N7O4/c26-15-7-17(28)23(31-21(15)30)35-9-14(25(37)38)20(36)13-6-16(27)24(32-22(13)35)34-10-18(19(34)8-29)33-39-11-12-4-2-1-3-5-12/h1-7,9,19H,8,10-11,29H2,(H2,30,31)(H,37,38)/b33-18+/t19-/m0/s1

Standard InChI Key:  RNSLZSVAGMFFMY-PELXQUCJSA-N

Alternative Forms

1. Parent:

   

   ALA3798827

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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: 539.47

Molecular Weight (Monoisotopic): 539.1529

AlogP: 2.20

#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: 5.11

CX Basic pKa: 9.03

CX LogP: 1.50

CX LogD: 1.50

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.30

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