ID: ALA1916860

Max Phase: Preclinical

Molecular Formula: C21H18N2O4S

Molecular Weight: 394.45

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=S(=O)(c1ccccc1)N1N=C(c2ccccc2O)C[C@H]1c1ccc(O)cc1

Standard InChI:  InChI=1S/C21H18N2O4S/c24-16-12-10-15(11-13-16)20-14-19(18-8-4-5-9-21(18)25)22-23(20)28(26,27)17-6-2-1-3-7-17/h1-13,20,24-25H,14H2/t20-/m0/s1

Standard InChI Key:  OCMIHTWLNUIYFA-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: 394.45

Molecular Weight (Monoisotopic): 394.0987

AlogP: 3.64

#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: 3.90

CX LogD: 3.88

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -0.68

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