ID: ALA1916856

Max Phase: Preclinical

Molecular Formula: C21H17N3O3

Molecular Weight: 359.39

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(c1ccncc1)N1N=C(c2ccccc2O)C[C@H]1c1ccc(O)cc1

Standard InChI:  InChI=1S/C21H17N3O3/c25-16-7-5-14(6-8-16)19-13-18(17-3-1-2-4-20(17)26)23-24(19)21(27)15-9-11-22-12-10-15/h1-12,19,25-26H,13H2/t19-/m0/s1

Standard InChI Key:  GPMXXCIRZADXPQ-IBGZPJMESA-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: 359.39

Molecular Weight (Monoisotopic): 359.1270

AlogP: 3.48

#Rotatable Bonds: 3

Polar Surface Area: 86.02

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.61

CX Basic pKa: 2.97

CX LogP: 2.93

CX LogD: 2.90

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: -0.73

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