Ethyl 4-[3-(3-Cyanophenyl)prop-2-yn-1-ylidene]piperidine-1-carboxylate

ID: ALA4439229

Chembl Id: CHEMBL4439229

PubChem CID: 155513592

Max Phase: Preclinical

Molecular Formula: C18H18N2O2

Molecular Weight: 294.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)N1CCC(=CC#Cc2cccc(C#N)c2)CC1

Standard InChI:  InChI=1S/C18H18N2O2/c1-2-22-18(21)20-11-9-15(10-12-20)5-3-6-16-7-4-8-17(13-16)14-19/h4-5,7-8,13H,2,9-12H2,1H3

Standard InChI Key:  QWWMNIZBTUYTCH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4439229

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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: 294.35

Molecular Weight (Monoisotopic): 294.1368

AlogP: 3.09

#Rotatable Bonds: 1

Polar Surface Area: 53.33

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.03

CX LogD: 3.03

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: -0.87

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