2-(3-Methyl-2,5-dioxo-pyrrolidin-1-yl)-benzoic acid 1-isopropyl-piperidin-3-ylmethyl ester

ID: ALA73449

Chembl Id: CHEMBL73449

PubChem CID: 44312429

Max Phase: Preclinical

Molecular Formula: C21H28N2O4

Molecular Weight: 372.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CC(=O)N(c2ccccc2C(=O)OCC2CCCN(C(C)C)C2)C1=O

Standard InChI:  InChI=1S/C21H28N2O4/c1-14(2)22-10-6-7-16(12-22)13-27-21(26)17-8-4-5-9-18(17)23-19(24)11-15(3)20(23)25/h4-5,8-9,14-16H,6-7,10-13H2,1-3H3

Standard InChI Key:  WEBCNVIMCWFUBF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA73449

   (1-Propan-2-ylpiperidin-3-yl)methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate

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: 372.47

Molecular Weight (Monoisotopic): 372.2049

AlogP: 2.86

#Rotatable Bonds: 5

Polar Surface Area: 66.92

Molecular Species: BASE

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.60

CX LogP: 2.74

CX LogD: 0.55

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -0.38

References

1. Bergmeier SC, Lapinsky DJ, Free RB, McKay DB..  (1999)  Ring E analogs of methyllycaconitine (MLA) as novel nicotinic antagonists.,  9  (15): [PMID:10465558] [10.1016/s0960-894x(99)00378-9]

2. Bergmeier SC, Ismail KA, Arason KM, McKay S, Bryant DL, McKay DB..  (2004)  Structure activity studies of ring E analogues of methyllycaconitine. Part 2: Synthesis of antagonists to the alpha3beta4* nicotinic acetylcholine receptors through modifications to the ester.,  14  (14): [PMID:15203153] [10.1016/j.bmcl.2004.05.001]

Source

Source(1):

• Scientific Literature