N-[5-(4-Methoxy-phenyl)-2H-pyrazol-3-yl]-4-[1,4]oxazepan-4-yl-butyramide

ID: ALA2180838

Chembl Id: CHEMBL2180838

PubChem CID: 59173888

Max Phase: Preclinical

Molecular Formula: C19H26N4O3

Molecular Weight: 358.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(NC(=O)CCCN3CCCOCC3)[nH]n2)cc1

Standard InChI:  InChI=1S/C19H26N4O3/c1-25-16-7-5-15(6-8-16)17-14-18(22-21-17)20-19(24)4-2-9-23-10-3-12-26-13-11-23/h5-8,14H,2-4,9-13H2,1H3,(H2,20,21,22,24)

Standard InChI Key:  XXYWJJJEDMYQLQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2180838

   N-[5-(4-methoxyphenyl)-1H-pyrazol-3-yl]-4-(1,4-oxazepan-4-yl)butanamide

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: 358.44

Molecular Weight (Monoisotopic): 358.2005

AlogP: 2.53

#Rotatable Bonds: 7

Polar Surface Area: 79.48

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.19

CX Basic pKa: 8.74

CX LogP: 1.74

CX LogD: 0.38

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: -1.90

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