ID: ALA1916862

Max Phase: Preclinical

Molecular Formula: C22H20N2O4S

Molecular Weight: 408.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1ccc(S(=O)(=O)N2N=C(c3ccccc3O)C[C@H]2c2ccc(O)cc2)cc1

Standard InChI:  InChI=1S/C22H20N2O4S/c1-15-6-12-18(13-7-15)29(27,28)24-21(16-8-10-17(25)11-9-16)14-20(23-24)19-4-2-3-5-22(19)26/h2-13,21,25-26H,14H2,1H3/t21-/m0/s1

Standard InChI Key:  OBZXLBFBRIQSQU-NRFANRHFSA-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: 408.48

Molecular Weight (Monoisotopic): 408.1144

AlogP: 3.95

#Rotatable Bonds: 4

Polar Surface Area: 90.20

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.60

CX Basic pKa:

CX LogP: 4.42

CX LogD: 4.39

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -0.76

References

1. Ferreras JA, Gupta A, Amin ND, Basu A, Sinha BN, Worgall S, Jayaprakash V, Quadri LE..  (2011)  Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide-polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis.,  21  (21): [PMID:21940166] [10.1016/j.bmcl.2011.08.052]

Source

Source(1):

• Scientific Literature