1-Benzyl-4-(pyrrolidin-1-yl)pyridinium Bromide

ID: ALA1771557

Chembl Id: CHEMBL1771557

PubChem CID: 52951796

Max Phase: Preclinical

Molecular Formula: C16H19BrN2

Molecular Weight: 239.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [Br-].c1ccc(C[n+]2ccc(N3CCCC3)cc2)cc1

Standard InChI:  InChI=1S/C16H19N2.BrH/c1-2-6-15(7-3-1)14-17-12-8-16(9-13-17)18-10-4-5-11-18;/h1-3,6-9,12-13H,4-5,10-11,14H2;1H/q+1;/p-1

Standard InChI Key:  GONPDXMFVDCRNT-UHFFFAOYSA-M

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: 239.34

Molecular Weight (Monoisotopic): 239.1543

AlogP: 2.62

#Rotatable Bonds: 3

Polar Surface Area: 7.12

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.95

CX LogD: -0.95

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.75

Np Likeness Score: -0.89

References

1. Conejo-García A, Pisani L, Núñez Mdel C, Catto M, Nicolotti O, Leonetti F, Campos JM, Gallo MA, Espinosa A, Carotti A..  (2011)  Homodimeric bis-quaternary heterocyclic ammonium salts as potent acetyl- and butyrylcholinesterase inhibitors: a systematic investigation of the influence of linker and cationic heads over affinity and selectivity.,  54  (8): [PMID:21417225] [10.1021/jm101299d]

2. Serrán-Aguilera L,Mariotto E,Rubbini G,Castro Navas FF,Marco C,Carrasco-Jiménez MP,Ballarotto M,Macchiarulo A,Hurtado-Guerrero R,Viola G,Lopez-Cara LC.  (2020)  Synthesis, biological evaluation, in silico modeling and crystallization of novel small monocationic molecules with potent antiproliferative activity by dual mechanism.,  207  [PMID:32977218] [10.1016/j.ejmech.2020.112797]

Source

Source(1):

• Scientific Literature