ID: ALA138569

Max Phase: Preclinical

Molecular Formula: C28H46Br2N2O4

Molecular Weight: 474.69

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[N+](C)(CCCCCCCCCC[N+](C)(C)Cc1cccc(O)c1O)Cc1cccc(O)c1O.[Br-].[Br-]

Standard InChI:  InChI=1S/C28H44N2O4.2BrH/c1-29(2,21-23-15-13-17-25(31)27(23)33)19-11-9-7-5-6-8-10-12-20-30(3,4)22-24-16-14-18-26(32)28(24)34;;/h13-18H,5-12,19-22H2,1-4H3,(H2-2,31,32,33,34);2*1H

Standard InChI Key:  OMFHNVXGGZZORH-UHFFFAOYSA-N

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

Properties

Molecular Weight: 474.69

Molecular Weight (Monoisotopic): 474.3447

AlogP: 5.48

#Rotatable Bonds: 15

Polar Surface Area: 80.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.54

CX Basic pKa:

CX LogP: -2.64

CX LogD: -1.09

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.16

Np Likeness Score: 0.32

References

1. Gu Y, Lee H, Hudson RA..  (1994)  Bis-catechol-substituted redox-reactive analogues of hexamethonium and decamethonium: stimulated affinity-dependent reactivity through iron peroxide catalysis.,  37  (25): [PMID:7996555] [10.1021/jm00051a021]

2. Cai S, Mukherjee J, Tillekeratne LM, Hudson RA, Kirchhoff JR..  (2007)  Inhibition of choline transport by redox-active cholinomimetic bis-catechol reagents.,  15  (22): [PMID:17827016] [10.1016/j.bmc.2007.07.041]

Source

Source(1):

• Scientific Literature