1-(6-{[4-(4,5-Dihydroisoxazol-3-yloxy)but-2-ynyl]dimethylammonio}hexyl)-4-(1,3-dioxo-1H-benzo[de]isoquinolin-2-(3H)-yl)-1-methylpiperidinium bromide

ID: ALA3121480

Chembl Id: CHEMBL3121480

PubChem CID: 76328904

Max Phase: Preclinical

Molecular Formula: C33H44Br2N4O4

Molecular Weight: 560.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+](C)(CC#CCOC1=NOCC1)CCCCCC[N+]1(C)CCC(N2C(=O)c3cccc4cccc(c34)C2=O)CC1.[Br-].[Br-]

Standard InChI:  InChI=1S/C33H44N4O4.2BrH/c1-36(2,20-8-9-24-40-30-18-25-41-34-30)19-6-4-5-7-21-37(3)22-16-27(17-23-37)35-32(38)28-14-10-12-26-13-11-15-29(31(26)28)33(35)39;;/h10-15,27H,4-7,16-25H2,1-3H3;2*1H/q+2;;/p-2

Standard InChI Key:  KVUWPZMKOMGJMN-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: 560.74

Molecular Weight (Monoisotopic): 560.3352

AlogP: 4.44

#Rotatable Bonds: 10

Polar Surface Area: 68.20

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.75

CX LogP: -4.39

CX LogD: -4.39

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.19

Np Likeness Score: -0.06

References

1. 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]

2. Messerer R, Dallanoce C, Matera C, Wehle S, Flammini L, Chirinda B, Bock A, Irmen M, Tränkle C, Barocelli E, Decker M, Sotriffer C, De Amici M, Holzgrabe U..  (2017)  Novel bipharmacophoric inhibitors of the cholinesterases with affinity to the muscarinic receptors M₁ and M₂.,  8  (6): [PMID:30108847] [10.1039/C7MD00149E]

Source

Source(1):

• Scientific Literature