(1S,9R,15S,17R,18R,19S,20S,28R,35S,37R,38R,39S)-14,34-bis(prop-2-en-1-yl)-10,29-dioxa-8,14,27,34-tetraazatridecacyclo[32.5.2.2^{14,20}.0^{1,35}.0^{2,7}.0^{8,39}.0^{9,18}.0^{12,17}.0^{15,20}.0^{19,27}.0^{21,26}.0^{28,38}.0^{32,37}]tritetraconta-2(7),3,5,11,21,23,25,31-octaene-14,34-diium dibromide

ID: ALA3337859

Chembl Id: CHEMBL3337859

PubChem CID: 118714969

Max Phase: Preclinical

Molecular Formula: C43H48Br2N4O2

Molecular Weight: 652.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC[N+]12CC[C@@]34c5ccccc5N5[C@@H]6OC=C7C[N+]8(CC=C)CC[C@]9%10c%11ccccc%11N([C@@H]%11OCC=C(C1)[C@H](C[C@@H]32)[C@@H]%11[C@H]54)[C@H]9[C@H]6[C@H]7C[C@@H]%108.[Br-].[Br-]

Standard InChI:  InChI=1S/C43H48N4O2.2BrH/c1-3-16-46-18-14-42-31-10-6-8-12-33(31)45-38(42)36-28(21-34(42)46)26(23-46)13-20-48-40(36)44-32-11-7-5-9-30(32)43-15-19-47(17-4-2)24-27-25-49-41(45)37(39(43)44)29(27)22-35(43)47;;/h3-13,25,28-29,34-41H,1-2,14-24H2;2*1H/q+2;;/p-2/t28-,29-,34-,35-,36+,37+,38-,39-,40+,41+,42+,43+,46?,47?;;/m0../s1

Standard InChI Key:  ITPDHWYERZYIQU-QPFROQJOSA-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: 652.88

Molecular Weight (Monoisotopic): 652.3766

AlogP: 5.63

#Rotatable Bonds: 4

Polar Surface Area: 24.94

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -2.70

CX LogD: -2.70

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.32

Np Likeness Score: 1.52

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