2-{3-[6-[3-(1,3-dioxo-2,3-dihydro-1H-2-isoindolyl)propyl(dimethyl)ammonium]hexyl(-dimethyl)-ammonium]propyl}-1,3-isoindolinedione

ID: ALA31599

Chembl Id: CHEMBL31599

Max Phase: Preclinical

Molecular Formula: C32H44N4O4+2

Molecular Weight: 548.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+](C)(CCCCCC[N+](C)(C)CCCN1C(=O)c2ccccc2C1=O)CCCN1C(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C32H44N4O4/c1-35(2,23-13-19-33-29(37)25-15-7-8-16-26(25)30(33)38)21-11-5-6-12-22-36(3,4)24-14-20-34-31(39)27-17-9-10-18-28(27)32(34)40/h7-10,15-18H,5-6,11-14,19-24H2,1-4H3/q+2

Standard InChI Key:  WDAXQFXYXWPELC-UHFFFAOYSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA31599

   W-84 dibromide

2. Parent:

   

   ALA31599

   ---

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: 548.73

Molecular Weight (Monoisotopic): 548.3352

AlogP: 4.07

#Rotatable Bonds: 15

Polar Surface Area: 74.76

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -5.04

CX LogD: -5.04

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.19

Np Likeness Score: -0.17

References

1. Stiefl N, Baumann K..  (2003)  Mapping property distributions of molecular surfaces: algorithm and evaluation of a novel 3D quantitative structure-activity relationship technique.,  46  (8): [PMID:12672239] [10.1021/jm021077w]

2. Raasch A, Scharfenstein O, Tränkle C, Holzgrabe U, Mohr K..  (2002)  Elevation of ligand binding to muscarinic M(2) acetylcholine receptors by bis(ammonio)alkane-type allosteric modulators.,  45  (17): [PMID:12166953] [10.1021/jm020871e]

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. Matera C, Flammini L, Quadri M, Vivo V, Ballabeni V, Holzgrabe U, Mohr K, De Amici M, Barocelli E, Bertoni S, Dallanoce C..  (2014)  Bis(ammonio)alkane-type agonists of muscarinic acetylcholine receptors: synthesis, in vitro functional characterization, and in vivo evaluation of their analgesic activity.,  75  [PMID:24534538] [10.1016/j.ejmech.2014.01.032]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays