alcuronium

ID: ALA3305985

Chembl Id: CHEMBL3305985

Cas Number: 23214-96-2

PubChem CID: 21158560

Max Phase: Approved

Molecular Formula: C44H50N4O2+2

Molecular Weight: 666.91

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Alcuronium cation | Alcuronium ion | Diallylnortoxiferine | N,n'-diallylnortoxiferinium | Alcuronium|Diallylnortoxiferine|Diallyltoxiferine|Alloferine|Alcuronum|N,N'-Diallylnortoxiferinium|Alcuronium free base|23214-96-2|Diallylbis(nortoxiferine)|Alcuronium ion|Alcuronium cation|Toxiferine I, 4,4'-didemethyl-4,4'-di-2-propenyl-|4,4'-Didemethyl-4,4'-di-2-propenyl-toxiferine I (9CI)|S8U3J5W06N|CHEBI:55313|N,N'-diallyl-bis-nor-toxiferine|Alcuronium kation|(1R,3aR,9Z,10S,11aS,12R,14aR,19aS,20Z,20bS,Show More⌵

Synonyms from Alternative Forms(8): Alcuronium chloride | Alcuronium dichloride | Alcuronii chloridum | Diallylnortoxiferene dichloride | RO 4-3816 | RO-4-3816 | RO-43816 | Alloferin

Canonical SMILES:  C=CC[N@@+]12CC[C@@]34c5ccccc5N5/C=C6/[C@H]7C[C@H]8[C@@]9(CC[N@@+]8(CC=C)C/C7=C/CO)c7ccccc7N(/C=C(/[C@@H](C[C@@H]31)/C(=C\CO)C2)[C@H]54)[C@@H]69

Standard InChI:  InChI=1S/C44H50N4O2/c1-3-17-47-19-15-43-35-9-5-7-11-37(35)45-26-34-32-24-40-44(16-20-48(40,18-4-2)28-30(32)14-22-50)36-10-6-8-12-38(36)46(42(34)44)25-33(41(43)45)31(23-39(43)47)29(27-47)13-21-49/h3-14,25-26,31-32,39-42,49-50H,1-2,15-24,27-28H2/q+2/b29-13-,30-14-,33-25-,34-26-/t31-,32-,39-,40-,41-,42-,43+,44+,47-,48-/m0/s1

Standard InChI Key:  MUQUYTSLDVKIOF-CHJKCJHBSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA3305985

   Alcuronium Dichloride

2. Parent:

   

   ALA3305985

   ALCURONIUM

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 666.91

Molecular Weight (Monoisotopic): 666.3923

AlogP: 5.48

#Rotatable Bonds: 6

Polar Surface Area: 46.94

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.52

CX LogP: -4.27

CX LogD: -4.27

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.32

Np Likeness Score: 1.20

References

1. Zlotos DP, Tränkle C, Holzgrabe U, Gündisch D, Jensen AA..  (2014)  Semisynthetic analogues of toxiferine I and their pharmacological properties at α7 nAChRs, muscle-type nAChRs, and the allosteric binding site of muscarinic M2 receptors.,  77  (9): [PMID:25192059] [10.1021/np500259j]

2. WHO Anatomical Therapeutic Chemical Classification, 

3. Sutherland JJ, Yonchev D, Fekete A, Urban L..  (2023)  A preclinical secondary pharmacology resource illuminates target-adverse drug reaction associations of marketed drugs.,  14  (1): [PMID:37468498] [10.1038/s41467-023-40064-9]

Source

Source(2):

• Scientific Literature
• WHO Anatomical Therapeutic Chemical Classification