ID: ALA573073

Max Phase: Preclinical

Molecular Formula: C26H28N6O6S3

Molecular Weight: 616.75

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)C[n+]1ccc(SCC2=C(C(=O)[O-])N3C(=O)[C@@H](NC(=O)/C(=N/OC4CCCC4)c4csc(N)n4)[C@H]3SC2)cc1

Standard InChI:  InChI=1S/C26H28N6O6S3/c1-14(33)10-31-8-6-17(7-9-31)39-11-15-12-40-24-20(23(35)32(24)21(15)25(36)37)29-22(34)19(18-13-41-26(27)28-18)30-38-16-4-2-3-5-16/h6-9,13,16,20,24H,2-5,10-12H2,1H3,(H3-,27,28,29,34,36,37)/b30-19+/t20-,24-/m1/s1

Standard InChI Key:  ZHHPZAQMPVUYGW-ZFOPZNLSSA-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: 616.75

Molecular Weight (Monoisotopic): 616.1232

AlogP: 0.46

#Rotatable Bonds: 11

Polar Surface Area: 170.99

Molecular Species: ACID

HBA: 12

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.59

CX Basic pKa: 3.38

CX LogP: -2.79

CX LogD: -2.38

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.12

Np Likeness Score: -0.33

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