ID: ALA1916861

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]2c2ccccc2O)cc1

Standard InChI:  InChI=1S/C22H20N2O4S/c1-15-10-12-16(13-11-15)29(27,28)24-20(18-7-3-5-9-22(18)26)14-19(23-24)17-6-2-4-8-21(17)25/h2-13,20,25-26H,14H2,1H3/t20-/m0/s1

Standard InChI Key:  CWJNPCVTRABPHC-FQEVSTJZSA-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: 8.54

CX Basic pKa:

CX LogP: 4.42

CX LogD: 4.39

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -0.79

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