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

ID: ALA75767

Chembl Id: CHEMBL75767

PubChem CID: 44312874

Max Phase: Preclinical

Molecular Formula: C27H32N2O4

Molecular Weight: 448.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CC(=O)N(c2ccccc2C(=O)OCC2CCCN(CCCc3ccccc3)C2)C1=O

Standard InChI:  InChI=1S/C27H32N2O4/c1-20-17-25(30)29(26(20)31)24-14-6-5-13-23(24)27(32)33-19-22-12-8-16-28(18-22)15-7-11-21-9-3-2-4-10-21/h2-6,9-10,13-14,20,22H,7-8,11-12,15-19H2,1H3

Standard InChI Key:  NRYVVKQFWADNAT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA75767

   [1-(3-Phenylpropyl)piperidin-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: 448.56

Molecular Weight (Monoisotopic): 448.2362

AlogP: 4.09

#Rotatable Bonds: 8

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: 9.61

CX LogP: 4.42

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -0.26

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]

Source

Source(1):

• Scientific Literature