((3R,5R)-5-phenyl-1-(3-phenylpropyl)piperidin-3-yl)methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate

ID: ALA465057

Chembl Id: CHEMBL465057

Max Phase: Preclinical

Molecular Formula: C33H36N2O4

Molecular Weight: 524.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CC(=O)N(c2ccccc2C(=O)OC[C@@H]2C[C@H](c3ccccc3)CN(CCCc3ccccc3)C2)C1=O

Standard InChI:  InChI=1S/C33H36N2O4/c1-24-19-31(36)35(32(24)37)30-17-9-8-16-29(30)33(38)39-23-26-20-28(27-14-6-3-7-15-27)22-34(21-26)18-10-13-25-11-4-2-5-12-25/h2-9,11-12,14-17,24,26,28H,10,13,18-23H2,1H3/t24?,26-,28+/m1/s1

Standard InChI Key:  HEKQABCBYYCZHJ-FKJWPSLMSA-N

Alternative Forms

1. Parent:

   

   ALA465057

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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: 524.66

Molecular Weight (Monoisotopic): 524.2675

AlogP: 5.48

#Rotatable Bonds: 9

Polar Surface Area: 66.92

Molecular Species: BASE

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.01

CX LogP: 5.92

CX LogD: 3.36

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.27

Np Likeness Score: -0.06

References

1. Huang J, Orac CM, McKay S, McKay DB, Bergmeier SC..  (2008)  The synthesis of 5-substituted ring E analogs of methyllycaconitine via the Suzuki-Miyaura cross-coupling reaction.,  16  (7): [PMID:18272373] [10.1016/j.bmc.2008.01.050]

2. Henderson BJ, Orac CM, Maciagiewicz I, Bergmeier SC, McKay DB..  (2012)  3D-QSAR and 3D-QSSR models of negative allosteric modulators facilitate the design of a novel selective antagonist of human α4β2 neuronal nicotinic acetylcholine receptors.,  22  (4): [PMID:22285942] [10.1016/j.bmcl.2011.11.051]

Source

Source(1):

• Scientific Literature