5-{(dimethylcarbamoyl)oxy)-3-((2-(2-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)ethoxy)ethyl)carbamoyl}-1-methyl-quinolin-1-ium triflate

ID: ALA4168520

Chembl Id: CHEMBL4168520

PubChem CID: 145952779

Max Phase: Preclinical

Molecular Formula: C29H31F3N4O10S

Molecular Weight: 535.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)Oc1cccc2c1cc(C(=O)NCCOCCOCCN1C(=O)c3ccccc3C1=O)c[n+]2C.O=S(=O)([O-])C(F)(F)F

Standard InChI:  InChI=1S/C28H30N4O7.CHF3O3S/c1-30(2)28(36)39-24-10-6-9-23-22(24)17-19(18-31(23)3)25(33)29-11-13-37-15-16-38-14-12-32-26(34)20-7-4-5-8-21(20)27(32)35;2-1(3,4)8(5,6)7/h4-10,17-18H,11-16H2,1-3H3;(H,5,6,7)

Standard InChI Key:  LFGCRRHRHMMUPN-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

Calculated Properties

Molecular Weight: 535.58

Molecular Weight (Monoisotopic): 535.2187

AlogP: 1.78

#Rotatable Bonds: 11

Polar Surface Area: 118.36

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.91

CX Basic pKa: ┄

CX LogP: -2.72

CX LogD: -2.72

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.23

Np Likeness Score: -0.79

References

1. Ţînţaş ML, Gembus V, Alix F, Barré A, Coadou G, Truong L, Sebban M, Papamicaël C, Oulyadi H, Levacher V..  (2018)  Rational design of carbamate-based dual binding site and central AChE inhibitors by a "biooxidisable" prodrug approach: Synthesis, in vitro evaluation and docking studies.,  155  [PMID:29886321] [10.1016/j.ejmech.2018.05.057]

Source

Source(1):

• Scientific Literature