ID: ALA576555

Max Phase: Preclinical

Molecular Formula: C20H12Cl3F3N2O5S

Molecular Weight: 555.75

Molecule Type: Small molecule

Representations

Synonyms (1): NSC-152166
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(Nc1cccc(C(F)(F)F)c1)Nc1c(Oc2ccc(Cl)c(Cl)c2)ccc(Cl)c1S(=O)(=O)O

Standard InChI:  InChI=1S/C20H12Cl3F3N2O5S/c21-13-5-4-12(9-15(13)23)33-16-7-6-14(22)18(34(30,31)32)17(16)28-19(29)27-11-3-1-2-10(8-11)20(24,25)26/h1-9H,(H2,27,28,29)(H,30,31,32)

Standard InChI Key:  QRHIXNFPZKMURE-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: 555.75

Molecular Weight (Monoisotopic): 553.9485

AlogP: 7.35

#Rotatable Bonds: 5

Polar Surface Area: 104.73

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -2.78

CX Basic pKa:

CX LogP: 4.88

CX LogD: 4.76

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.29

Np Likeness Score: -1.36

References

1. Miguet L, Zervosen A, Gerards T, Pasha FA, Luxen A, Distèche-Nguyen M, Thomas A..  (2009)  Discovery of new inhibitors of resistant Streptococcus pneumoniae penicillin binding protein (PBP) 2x by structure-based virtual screening.,  52  (19): [PMID:19746934] [10.1021/jm900625q]

Source

Source(1):

• Scientific Literature