acetyl-seco-hemicholinium-3 bromide

ID: ALA3249681

Chembl Id: CHEMBL3249681

PubChem CID: 12292021

Max Phase: Preclinical

Molecular Formula: C28H38Br2N2O6

Molecular Weight: 498.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OCC[N+](C)(C)CC(=O)c1ccc(-c2ccc(C(=O)C[N+](C)(C)CCOC(C)=O)cc2)cc1.[Br-].[Br-]

Standard InChI:  InChI=1S/C28H38N2O6.2BrH/c1-21(31)35-17-15-29(3,4)19-27(33)25-11-7-23(8-12-25)24-9-13-26(14-10-24)28(34)20-30(5,6)16-18-36-22(2)32;;/h7-14H,15-20H2,1-6H3;2*1H/q+2;;/p-2

Standard InChI Key:  MPWUTXWQOJTNFE-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: 498.62

Molecular Weight (Monoisotopic): 498.2719

AlogP: 3.00

#Rotatable Bonds: 13

Polar Surface Area: 86.74

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -6.30

CX LogD: -6.30

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.24

Np Likeness Score: 0.11

References

1. Domer FR, Chihal DM, Charles HC, Rege AB..  (1977)  Effect of sulfur substitution for the noncarbonyl oxygen in hemicholinium-3 and acetyl-seco-hemicholinium-3. Synthesis, biological activity, and structure-toxicity relationships.,  20  (1): [PMID:833827] [10.1021/jm00211a011]

2. Haarstad VB, Domer FR, Chihal DM, Rege AB, Charles HC..  (1976)  Synthesis and structure-toxicity relationships of three new stable analogues of acetyl-seco-hemicholinium-3.,  19  (6): [PMID:950641] [10.1021/jm00228a004]

Source

Source(1):

• Scientific Literature