3-((5-(2,3-dihydroxybenzylideneamino)naphthalen-1-ylimino)methyl)benzene-1,2-diol

ID: ALA222325

Chembl Id: CHEMBL222325

PubChem CID: 1377754

Max Phase: Preclinical

Molecular Formula: C24H18N2O4

Molecular Weight: 398.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cccc(/C=N\c2cccc3c(/N=C/c4cccc(O)c4O)cccc23)c1O

Standard InChI:  InChI=1S/C24H18N2O4/c27-21-11-1-5-15(23(21)29)13-25-19-9-3-8-18-17(19)7-4-10-20(18)26-14-16-6-2-12-22(28)24(16)30/h1-14,27-30H/b25-13-,26-14+

Standard InChI Key:  VWUYUSOZBGBSRJ-KGRJIBJCSA-N

Alternative Forms

1. Parent:

   

   ALA222325

   3-((5-(2,3-Dihydroxybenzylideneamino)naphthalen-1-ylimino)methyl)benzene-1,2-diol

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: 398.42

Molecular Weight (Monoisotopic): 398.1267

AlogP: 5.16

#Rotatable Bonds: 4

Polar Surface Area: 105.64

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.94

CX Basic pKa: 1.49

CX LogP: 5.50

CX LogD: 5.38

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.28

Np Likeness Score: -0.24

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