ID: ALA573504

Max Phase: Preclinical

Molecular Formula: C17H16ClN9O5S4

Molecular Weight: 590.09

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1cc(SCSC2=C(C(=O)O)N3C(=O)[C@@H](NC(=O)/C(=N/O)c4nc(N)sc4Cl)[C@H]3SC2)nc(N)n1

Standard InChI:  InChI=1S/C17H16ClN9O5S4/c18-11-7(25-17(21)36-11)8(26-32)12(28)24-9-13(29)27-10(15(30)31)4(2-33-14(9)27)34-3-35-6-1-5(19)22-16(20)23-6/h1,9,14,32H,2-3H2,(H2,21,25)(H,24,28)(H,30,31)(H4,19,20,22,23)/b26-8+/t9-,14-/m1/s1

Standard InChI Key:  OBZREKINKKRXQH-IEWLRHSUSA-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: 590.09

Molecular Weight (Monoisotopic): 588.9846

AlogP: 0.69

#Rotatable Bonds: 8

Polar Surface Area: 236.03

Molecular Species: ACID

HBA: 15

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.71

CX Basic pKa: 8.34

CX LogP: -1.64

CX LogD: -2.52

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.05

Np Likeness Score: -0.36

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