ID: ALA365638

Max Phase: Preclinical

Molecular Formula: C22H23F3N4O3

Molecular Weight: 448.45

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1c(F)c(N2C[C@H]3C[C@@H]4C[C@@H]4[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/C22H23F3N4O3/c23-12-3-13(12)29-6-11(22(31)32)21(30)14-18(27)15(24)20(16(25)19(14)29)28-4-8-1-7-2-9(7)17(26)10(8)5-28/h6-10,12-13,17H,1-5,26-27H2,(H,31,32)/t7-,8-,9+,10+,12+,13-,17-/m1/s1

Standard InChI Key:  GVOQBJKQFMZHNR-ZYDQHENWSA-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: 448.45

Molecular Weight (Monoisotopic): 448.1722

AlogP: 2.26

#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: 9.93

CX LogP: -0.62

CX LogD: -0.62

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.62

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