N,N'-1,6-Hexanediylbis(3,4,5-trihydroxybenzamide)Hydrate

ID: ALA60350

Chembl Id: CHEMBL60350

PubChem CID: 10812060

Max Phase: Preclinical

Molecular Formula: C20H24N2O8

Molecular Weight: 420.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCCCCCNC(=O)c1cc(O)c(O)c(O)c1)c1cc(O)c(O)c(O)c1

Standard InChI:  InChI=1S/C20H24N2O8/c23-13-7-11(8-14(24)17(13)27)19(29)21-5-3-1-2-4-6-22-20(30)12-9-15(25)18(28)16(26)10-12/h7-10,23-28H,1-6H2,(H,21,29)(H,22,30)

Standard InChI Key:  UMVKGIFAQHIGKN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA60350

   3,4,5-trihydroxy-N-[6-[(3,4,5-trihydroxybenzoyl)amino]hexyl]benzamide

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: 420.42

Molecular Weight (Monoisotopic): 420.1533

AlogP: 1.64

#Rotatable Bonds: 9

Polar Surface Area: 179.58

Molecular Species: NEUTRAL

HBA: 8

HBD: 8

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.73

CX Basic pKa: ┄

CX LogP: 1.57

CX LogD: 1.39

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.22

Np Likeness Score: 0.00

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]

2. Rivero-Buceta E, Carrero P, Doyagüez EG, Madrona A, Quesada E, Camarasa MJ, Peréz-Pérez MJ, Leyssen P, Paeshuyse J, Balzarini J, Neyts J, San-Félix A..  (2015)  Linear and branched alkyl-esters and amides of gallic acid and other (mono-, di- and tri-) hydroxy benzoyl derivatives as promising anti-HCV inhibitors.,  92  [PMID:25617695] [10.1016/j.ejmech.2015.01.033]

Source

Source(1):

• Scientific Literature