N-{5-[(3,4-dihydroxybenzoyl)amino]pentyl}-3,4-dihydroxybenzamide

ID: ALA64136

Chembl Id: CHEMBL64136

PubChem CID: 10523434

Max Phase: Preclinical

Molecular Formula: C19H22N2O6

Molecular Weight: 374.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCCCCNC(=O)c1ccc(O)c(O)c1)c1ccc(O)c(O)c1

Standard InChI:  InChI=1S/C19H22N2O6/c22-14-6-4-12(10-16(14)24)18(26)20-8-2-1-3-9-21-19(27)13-5-7-15(23)17(25)11-13/h4-7,10-11,22-25H,1-3,8-9H2,(H,20,26)(H,21,27)

Standard InChI Key:  XPSLFVFYBDXQHD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA64136

   N-[5-[(3,4-dihydroxybenzoyl)amino]pentyl]-3,4-dihydroxybenzamide

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: 374.39

Molecular Weight (Monoisotopic): 374.1478

AlogP: 1.84

#Rotatable Bonds: 8

Polar Surface Area: 139.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.15

CX Basic pKa: ┄

CX LogP: 1.73

CX LogD: 1.66

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.31

Np Likeness Score: -0.09

References

1. Brevitt SE, Tan EW..  (1997)  Synthesis and in vitro evaluation of two progressive series of bifunctional polyhydroxybenzamide catechol-O-methyltransferase inhibitors.,  40  (13): [PMID:9207944] [10.1021/jm9605187]

Source

Source(1):

• Scientific Literature