2-hydroxy-N'-[(4-{[(2-hydroxybenzoyl)hydrazono]methyl}phenyl)methylene]benzohydrazide

ID: ALA222871

Chembl Id: CHEMBL222871

PubChem CID: 5332358

Max Phase: Preclinical

Molecular Formula: C22H18N4O4

Molecular Weight: 402.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc(/C=N/NC(=O)c2ccccc2O)cc1)c1ccccc1O

Standard InChI:  InChI=1S/C22H18N4O4/c27-19-7-3-1-5-17(19)21(29)25-23-13-15-9-11-16(12-10-15)14-24-26-22(30)18-6-2-4-8-20(18)28/h1-14,27-28H,(H,25,29)(H,26,30)/b23-13+,24-14+

Standard InChI Key:  UWXAKAVHGDTWTR-RNIAWFEPSA-N

Alternative Forms

1. Parent:

   

   ALA222871

   2-hydroxy-N''-[(4-{[(2-hydroxybenzoyl)hydrazono]methyl}phenyl)methylene]benzohydrazide

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

Calculated Properties

Molecular Weight: 402.41

Molecular Weight (Monoisotopic): 402.1328

AlogP: 2.63

#Rotatable Bonds: 6

Polar Surface Area: 123.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.73

CX Basic pKa: 1.58

CX LogP: 4.65

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.37

Np Likeness Score: -0.78

References

1. Desai PV, Patny A, Sabnis Y, Tekwani B, Gut J, Rosenthal P, Srivastava A, Avery M..  (2004)  Identification of novel parasitic cysteine protease inhibitors using virtual screening. 1. The ChemBridge database.,  47  (26): [PMID:15588096] [10.1021/jm0493717]

Source

Source(1):

• Scientific Literature