1,22-Bis-(3-methyl-1H-imidazolium-1-yl)docosane dimesylate

ID: ALA2323431

Chembl Id: CHEMBL2323431

PubChem CID: 71525244

Max Phase: Preclinical

Molecular Formula: C32H62N4O6S2

Molecular Weight: 472.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)[O-].CS(=O)(=O)[O-].C[n+]1ccn(CCCCCCCCCCCCCCCCCCCCCCn2cc[n+](C)c2)c1

Standard InChI:  InChI=1S/C30H56N4.2CH4O3S/c1-31-25-27-33(29-31)23-21-19-17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-20-22-24-34-28-26-32(2)30-34;2*1-5(2,3)4/h25-30H,3-24H2,1-2H3;2*1H3,(H,2,3,4)/q+2;;/p-2

Standard InChI Key:  GRUFQRGBIUQICN-UHFFFAOYSA-L

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: 472.81

Molecular Weight (Monoisotopic): 472.4494

AlogP: 7.44

#Rotatable Bonds: 23

Polar Surface Area: 17.62

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.47

CX LogD: 1.47

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.12

Np Likeness Score: -0.11

References

1. Gao Y, Vlahakis JZ, Szarek WA, Brockhausen I..  (2013)  Selective inhibition of glycosyltransferases by bivalent imidazolium salts.,  21  (5): [PMID:23375091] [10.1016/j.bmc.2012.12.034]

2. Kocev A, Melamed J, Wang S, Kong X, Vlahakis JZ, Xu Y, Szarek WA, Brockhausen I..  (2020)  Inhibition of bacterial growth and galactosyltransferase activity of WbwC by α, ω-bis(3-alkyl-1H-imidazolium)alkane salts: Effect of varying carbon content.,  28  (11): [PMID:32312486] [10.1016/j.bmc.2020.115494]

Source

Source(1):

• Scientific Literature