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

ID: ALA305810

Chembl Id: CHEMBL305810

Max Phase: Preclinical

Molecular Formula: C26H30N2O4

Molecular Weight: 434.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CC(=O)N(c2ccccc2C(=O)OCC2CCCN(CCc3ccccc3)C2)C1=O

Standard InChI:  InChI=1S/C26H30N2O4/c1-19-16-24(29)28(25(19)30)23-12-6-5-11-22(23)26(31)32-18-21-10-7-14-27(17-21)15-13-20-8-3-2-4-9-20/h2-6,8-9,11-12,19,21H,7,10,13-18H2,1H3

Standard InChI Key:  BTHAUVMXXHPFKU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA305810

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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: 434.54

Molecular Weight (Monoisotopic): 434.2206

AlogP: 3.70

#Rotatable Bonds: 7

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: 9.40

CX LogP: 3.98

CX LogD: 1.99

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -0.25

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