ID: ALA1916857

Max Phase: Preclinical

Molecular Formula: C22H18N2O3

Molecular Weight: 358.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(c1ccccc1)N1N=C(c2ccccc2O)C[C@H]1c1ccccc1O

Standard InChI:  InChI=1S/C22H18N2O3/c25-20-12-6-4-10-16(20)18-14-19(17-11-5-7-13-21(17)26)24(23-18)22(27)15-8-2-1-3-9-15/h1-13,19,25-26H,14H2/t19-/m0/s1

Standard InChI Key:  RXJPNIIDZGBSLK-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: 358.40

Molecular Weight (Monoisotopic): 358.1317

AlogP: 4.09

#Rotatable Bonds: 3

Polar Surface Area: 73.13

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.56

CX Basic pKa: 0.46

CX LogP: 4.15

CX LogD: 4.12

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -0.61

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