4,4'-Di(4-Nitrobenzyl)-19,20,19',20'-tetrahydro-18'-deoxybisnortoxiferinium I bromide

ID: ALA3355097

Chembl Id: CHEMBL3355097

PubChem CID: 118720625

Max Phase: Preclinical

Molecular Formula: C52H56Br2N6O5

Molecular Weight: 845.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@H]1C[N+]2(Cc3ccc([N+](=O)[O-])cc3)CC[C@@]34c5ccccc5N5/C=C6/[C@H]7C[C@H]8[C@@]9(CC[N+]8(Cc8ccc([N+](=O)[O-])cc8)C[C@H]7CCO)c7ccccc7N(/C=C(/[C@H]1C[C@@H]32)[C@H]54)[C@@H]69.[Br-].[Br-]

Standard InChI:  InChI=1S/C52H56N6O5.2BrH/c1-2-35-31-57(29-33-11-15-37(16-12-33)55(60)61)22-20-51-43-7-3-6-10-46(43)54-28-42-40-26-48-52(21-23-58(48,32-36(40)19-24-59)30-34-13-17-38(18-14-34)56(62)63)44-8-4-5-9-45(44)53(50(42)52)27-41(49(51)54)39(35)25-47(51)57;;/h3-18,27-28,35-36,39-40,47-50,59H,2,19-26,29-32H2,1H3;2*1H/q+2;;/p-2/b41-27-,42-28-;;/t35-,36-,39+,40+,47+,48+,49+,50+,51-,52-,57?,58?;;/m1../s1

Standard InChI Key:  CSHQOJIGRNCSBW-IMPULFQBSA-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: 845.06

Molecular Weight (Monoisotopic): 844.4301

AlogP: 8.51

#Rotatable Bonds: 9

Polar Surface Area: 112.99

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: 1.49

CX LogP: -0.62

CX LogD: -0.62

Aromatic Rings: 4

Heavy Atoms: 63

QED Weighted: 0.10

Np Likeness Score: 0.61

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