ID: ALA576575

Max Phase: Preclinical

Molecular Formula: C27H17ClN2O4S

Molecular Weight: 500.96

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)c1cc(-c2ccc(/C=C3\S/C(=N\c4ccccc4)N(c4ccccc4)C3=O)o2)ccc1Cl

Standard InChI:  InChI=1S/C27H17ClN2O4S/c28-22-13-11-17(15-21(22)26(32)33)23-14-12-20(34-23)16-24-25(31)30(19-9-5-2-6-10-19)27(35-24)29-18-7-3-1-4-8-18/h1-16H,(H,32,33)/b24-16-,29-27-

Standard InChI Key:  SAQZAOYTOOZPKF-HVSIYQNKSA-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: 500.96

Molecular Weight (Monoisotopic): 500.0598

AlogP: 7.11

#Rotatable Bonds: 5

Polar Surface Area: 83.11

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.94

CX Basic pKa: 0.02

CX LogP: 6.68

CX LogD: 3.20

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.30

Np Likeness Score: -1.50

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