ID: ALA583438

Max Phase: Preclinical

Molecular Formula: C23H25N7O3

Molecular Weight: 447.50

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCNC(=O)Nc1cn2c(-c3ncc(C)cn3)cc(-c3ccn(CCOC)c(=O)c3)cc2n1

Standard InChI:  InChI=1S/C23H25N7O3/c1-4-24-23(32)28-19-14-30-18(22-25-12-15(2)13-26-22)9-17(10-20(30)27-19)16-5-6-29(7-8-33-3)21(31)11-16/h5-6,9-14H,4,7-8H2,1-3H3,(H2,24,28,32)

Standard InChI Key:  XRJJMGUVFQTPKV-UHFFFAOYSA-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: 447.50

Molecular Weight (Monoisotopic): 447.2019

AlogP: 2.72

#Rotatable Bonds: 7

Polar Surface Area: 115.44

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.20

CX Basic pKa: 2.60

CX LogP: 2.05

CX LogD: 2.05

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -1.53

References

1. Starr JT, Sciotti RJ, Hanna DL, Huband MD, Mullins LM, Cai H, Gage JW, Lockard M, Rauckhorst MR, Owen RM, Lall MS, Tomilo M, Chen H, McCurdy SP, Barbachyn MR..  (2009)  5-(2-Pyrimidinyl)-imidazo[1,2-a]pyridines are antibacterial agents targeting the ATPase domains of DNA gyrase and topoisomerase IV.,  19  (18): [PMID:19683922] [10.1016/j.bmcl.2009.07.141]

Source

Source(1):

• Scientific Literature