4,4'-Dimethyl-19,20,19',20'-tetrahydro-18'-dexybisnortoxiferinium I iodide

ID: ALA3337862

Chembl Id: CHEMBL3337862

PubChem CID: 118714973

Max Phase: Preclinical

Molecular Formula: C40H50I2N4O

Molecular Weight: 602.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@H]1C[N+]2(C)CC[C@@]34c5ccccc5N5/C=C6/[C@H]7C[C@H]8[C@@]9(CC[N+]8(C)C[C@H]7CCO)c7ccccc7N(/C=C(/[C@H]1C[C@@H]32)[C@H]54)[C@@H]69.[I-].[I-]

Standard InChI:  InChI=1S/C40H50N4O.2HI/c1-4-25-23-43(2)16-14-39-31-9-5-8-12-34(31)42-22-30-28-20-36-40(15-17-44(36,3)24-26(28)13-18-45)32-10-6-7-11-33(32)41(38(30)40)21-29(37(39)42)27(25)19-35(39)43;;/h5-12,21-22,25-28,35-38,45H,4,13-20,23-24H2,1-3H3;2*1H/q+2;;/p-2/b29-21-,30-22-;;/t25-,26-,27+,28+,35+,36+,37+,38+,39-,40-,43?,44?;;/m1../s1

Standard InChI Key:  MSWAYBGFOQYASG-SXEIMUORSA-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: 602.87

Molecular Weight (Monoisotopic): 602.3974

AlogP: 5.55

#Rotatable Bonds: 3

Polar Surface Area: 26.71

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.49

CX LogP: -3.95

CX LogD: -3.95

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.47

Np Likeness Score: 1.29

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]

Source

Source(1):

• Scientific Literature