ID: ALA186870

Max Phase: Preclinical

Molecular Formula: C21H23F3N4O3

Molecular Weight: 436.43

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1c(F)c(N2C[C@H]3CCC[C@@H](N)[C@H]3C2)c(F)c2c1c(=O)c(C(=O)O)cn2[C@@H]1C[C@@H]1F

Standard InChI:  InChI=1S/C21H23F3N4O3/c22-11-4-13(11)28-7-10(21(30)31)20(29)14-17(26)15(23)19(16(24)18(14)28)27-5-8-2-1-3-12(25)9(8)6-27/h7-9,11-13H,1-6,25-26H2,(H,30,31)/t8-,9+,11+,12-,13-/m1/s1

Standard InChI Key:  SETJKOYDRZTSQT-FWEIOOQHSA-N

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

Properties

Molecular Weight: 436.43

Molecular Weight (Monoisotopic): 436.1722

AlogP: 2.41

#Rotatable Bonds: 3

Polar Surface Area: 114.58

Molecular Species: ZWITTERION

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.62

CX Basic pKa: 9.89

CX LogP: -0.36

CX LogD: -0.36

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: 0.35

References

1. Inagaki H, Takahashi H, Takemura M..  (2004)  Synthesis and antibacterial activity of novel 6-fluoro-1-[(1R,2S)-2-fluorocyclopropan-1-yl]-4-oxoquinoline-3-carboxylic acids bearing cyclopropane-fused 2-amino-8-azabicyclo[4.3.0]nonan-8-yl substituents at the C-7 position.,  14  (20): [PMID:15380226] [10.1016/j.bmcl.2004.07.064]

2. Inagaki H, Takahashi H, Takemura M..  (2004)  Synthesis and antibacterial activity of novel 6-fluoro-1-[(1R,2S)-2-fluorocyclopropan-1-yl]-4-oxoquinoline-3-carboxylic acids bearing cyclopropane-fused 2-amino-8-azabicyclo[4.3.0]nonan-8-yl substituents at the C-7 position.,  14  (20): [PMID:15380226] [10.1016/j.bmcl.2004.07.064]

Source

Source(1):

• Scientific Literature