1N-[6-(3,4-dihydroxyphenylcarboxamido)hexyl]-3,4-dihydroxybenzamide

ID: ALA64400

Chembl Id: CHEMBL64400

PubChem CID: 10524319

Max Phase: Preclinical

Molecular Formula: C20H24N2O6

Molecular Weight: 388.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H24N2O6/c23-15-7-5-13(11-17(15)25)19(27)21-9-3-1-2-4-10-22-20(28)14-6-8-16(24)18(26)12-14/h5-8,11-12,23-26H,1-4,9-10H2,(H,21,27)(H,22,28)

Standard InChI Key:  DIPNJXDQAOFMHP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA64400

   N-[6-[(3,4-dihydroxybenzoyl)amino]hexyl]-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: 388.42

Molecular Weight (Monoisotopic): 388.1634

AlogP: 2.23

#Rotatable Bonds: 9

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: 2.18

CX LogD: 2.10

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.29

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