ID: ALA1795571

Max Phase: Preclinical

Molecular Formula: C22H20FN4O5PS

Molecular Weight: 502.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  N#Cc1ccc(OP(=O)([O-])CNC(=O)/C(=N\OCCC[n+]2ccccc2)c2cccs2)cc1F

Standard InChI:  InChI=1S/C22H20FN4O5PS/c23-19-14-18(8-7-17(19)15-24)32-33(29,30)16-25-22(28)21(20-6-4-13-34-20)26-31-12-5-11-27-9-2-1-3-10-27/h1-4,6-10,13-14H,5,11-12,16H2,(H-,25,28,29,30)/b26-21-

Standard InChI Key:  LMOIBBHNZRVWPC-QLYXXIJNSA-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: 502.46

Molecular Weight (Monoisotopic): 502.0876

AlogP: 2.56

#Rotatable Bonds: 11

Polar Surface Area: 127.72

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.56

CX Basic pKa:

CX LogP: -1.02

CX LogD: -2.13

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.14

Np Likeness Score: -1.18

References

1. Tan Q, Ogawa AM, Raghoobar SL, Wisniewski D, Colwell L, Park YW, Young K, Hermes JD, Dininno FP, Hammond ML..  (2011)  Thiophenyl oxime-derived phosphonates as nano-molar class C beta-lactamase inhibitors reducing MIC of imipenem against Pseudomonas aeruginosa and Acinetobacter baumannii.,  21  (14): [PMID:21664132] [10.1016/j.bmcl.2011.04.122]

2. Tan Q, Ogawa AM, Raghoobar SL, Wisniewski D, Colwell L, Park YW, Young K, Hermes JD, Dininno FP, Hammond ML..  (2011)  Thiophenyl oxime-derived phosphonates as nano-molar class C beta-lactamase inhibitors reducing MIC of imipenem against Pseudomonas aeruginosa and Acinetobacter baumannii.,  21  (14): [PMID:21664132] [10.1016/j.bmcl.2011.04.122]

Source

Source(1):

• Scientific Literature