ID: ALA1795564

Max Phase: Preclinical

Molecular Formula: C16H12Cl3FN5O6PS

Molecular Weight: 558.70

Molecule Type: Small molecule

Representations

Canonical SMILES:  CO/N=C(\C(=O)NCP(=O)(O)Oc1ccc(C#N)c(F)c1)c1cnc(NC(=O)C(Cl)(Cl)Cl)s1

Standard InChI:  InChI=1S/C16H12Cl3FN5O6PS/c1-30-25-12(11-6-22-15(33-11)24-14(27)16(17,18)19)13(26)23-7-32(28,29)31-9-3-2-8(5-21)10(20)4-9/h2-4,6H,7H2,1H3,(H,23,26)(H,28,29)(H,22,24,27)/b25-12-

Standard InChI Key:  JWUGNDFPWIALBB-ROTLSHHCSA-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: 558.70

Molecular Weight (Monoisotopic): 556.9296

AlogP: 3.15

#Rotatable Bonds: 8

Polar Surface Area: 163.00

Molecular Species: ACID

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.56

CX Basic pKa:

CX LogP: 2.87

CX LogD: 0.25

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.19

Np Likeness Score: -1.30

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