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

ID: ALA302625

Chembl Id: CHEMBL302625

PubChem CID: 10091045

Max Phase: Preclinical

Molecular Formula: C17H18N2O8

Molecular Weight: 378.34

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H18N2O8/c20-10-4-8(5-11(21)14(10)24)16(26)18-2-1-3-19-17(27)9-6-12(22)15(25)13(23)7-9/h4-7,20-25H,1-3H2,(H,18,26)(H,19,27)

Standard InChI Key:  LLUICHYMAUMIIP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA302625

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

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: 378.34

Molecular Weight (Monoisotopic): 378.1063

AlogP: 0.47

#Rotatable Bonds: 6

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: 0.16

CX LogD: -0.02

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.26

Np Likeness Score: -0.04

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.  (2015)  Plasminogen activator inhibitor-1 inhibitors and methods of use thereof to modulate lipid metabolism, 

3. Degotte G, Pendeville H, Di Chio C, Ettari R, Pirotte B, Frédérich M, Francotte P..  (2023)  Dimeric polyphenols to pave the way for new antimalarial drugs.,  14  (4): [PMID:37122550] [10.1039/d2md00392a]

Source

Source(2):

• Scientific Literature
• BindingDB Database