Benzyl 4-[3-(6-Methylpyridin-2-yl)prop-2-yn-1-ylidene]-piperidine-1-carboxylate

ID: ALA4548205

Chembl Id: CHEMBL4548205

PubChem CID: 57574990

Max Phase: Preclinical

Molecular Formula: C22H22N2O2

Molecular Weight: 346.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(C#CC=C2CCN(C(=O)OCc3ccccc3)CC2)n1

Standard InChI:  InChI=1S/C22H22N2O2/c1-18-7-5-11-21(23-18)12-6-10-19-13-15-24(16-14-19)22(25)26-17-20-8-3-2-4-9-20/h2-5,7-11H,13-17H2,1H3

Standard InChI Key:  WVZLFGZLNHDMTD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4548205

   Benzyl 4-[3-(6-methylpyridin-2-yl)prop-2-ynylidene]piperidine-1-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 346.43

Molecular Weight (Monoisotopic): 346.1681

AlogP: 4.10

#Rotatable Bonds: 2

Polar Surface Area: 42.43

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.19

CX LogP: 3.84

CX LogD: 3.84

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.77

Np Likeness Score: -0.74

References

1. Graziani D, Caligari S, Callegari E, De Toma C, Longhi M, Frigerio F, Dilernia R, Menegon S, Pinzi L, Pirona L, Tazzari V, Valsecchi AE, Vistoli G, Rastelli G, Riva C..  (2019)  Evaluation of Amides, Carbamates, Sulfonamides, and Ureas of 4-Prop-2-ynylidenecycloalkylamine as Potent, Selective, and Bioavailable Negative Allosteric Modulators of Metabotropic Glutamate Receptor 5.,  62  (3): [PMID:30624919] [10.1021/acs.jmedchem.8b01226]

Source

Source(1):

• Scientific Literature