N-[5-(3-Fluoro-phenyl)-2H-pyrazol-3-yl]-4-piperidin-1-yl-butyramide

ID: ALA2180841

Chembl Id: CHEMBL2180841

PubChem CID: 59174010

Max Phase: Preclinical

Molecular Formula: C18H23FN4O

Molecular Weight: 330.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCN1CCCCC1)Nc1cc(-c2cccc(F)c2)n[nH]1

Standard InChI:  InChI=1S/C18H23FN4O/c19-15-7-4-6-14(12-15)16-13-17(22-21-16)20-18(24)8-5-11-23-9-2-1-3-10-23/h4,6-7,12-13H,1-3,5,8-11H2,(H2,20,21,22,24)

Standard InChI Key:  IUDDWGVXIBGSGZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2180841

   N-[5-(3-fluorophenyl)-1H-pyrazol-3-yl]-4-piperidin-1-ylbutanamide

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: 330.41

Molecular Weight (Monoisotopic): 330.1856

AlogP: 3.42

#Rotatable Bonds: 6

Polar Surface Area: 61.02

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.72

CX Basic pKa: 9.49

CX LogP: 2.85

CX LogD: 0.95

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: -2.14

References

1. Zanaletti R, Bettinetti L, Castaldo C, Ceccarelli I, Cocconcelli G, Comery TA, Dunlop J, Genesio E, Ghiron C, Haydar SN, Jow F, Maccari L, Micco I, Nencini A, Pratelli C, Scali C, Turlizzi E, Valacchi M..  (2012)  N-[5-(5-fluoropyridin-3-yl)-1H-pyrazol-3-yl]-4-piperidin-1-ylbutyramide (SEN78702, WYE-308775): a medicinal chemistry effort toward an α7 nicotinic acetylcholine receptor agonist preclinical candidate.,  55  (22): [PMID:23083093] [10.1021/jm3013568]

Source

Source(1):

• Scientific Literature