5-(4-Acetyl[1,4]diazepan-1-yl)-2-methylpentanoic Acid[5-(4-Methoxyphenyl)-2H-pyrazol-3-yl]Amide

ID: ALA2086584

Chembl Id: CHEMBL2086584

PubChem CID: 57523447

Max Phase: Preclinical

Molecular Formula: C23H33N5O3

Molecular Weight: 427.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(NC(=O)C(C)CCCN3CCCN(C(C)=O)CC3)[nH]n2)cc1

Standard InChI:  InChI=1S/C23H33N5O3/c1-17(6-4-11-27-12-5-13-28(15-14-27)18(2)29)23(30)24-22-16-21(25-26-22)19-7-9-20(31-3)10-8-19/h7-10,16-17H,4-6,11-15H2,1-3H3,(H2,24,25,26,30)

Standard InChI Key:  KELGFUJORMNBDM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2086584

   5-(4-Acetyl-[1,4]diazepan-1-yl)-2-methyl-pentanoic acid [5-(4-methoxy-phenyl)-2H-pyrazol-3-yl]-amide

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: 427.55

Molecular Weight (Monoisotopic): 427.2583

AlogP: 2.99

#Rotatable Bonds: 8

Polar Surface Area: 90.56

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.17

CX Basic pKa: 8.29

CX LogP: 2.02

CX LogD: 1.08

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.68

Np Likeness Score: -1.45

References

1. Zanaletti R, Bettinetti L, Castaldo C, Cocconcelli G, Comery T, Dunlop J, Gaviraghi G, Ghiron C, Haydar SN, Jow F, Maccari L, Micco I, Nencini A, Scali C, Turlizzi E, Valacchi M..  (2012)  Discovery of a novel alpha-7 nicotinic acetylcholine receptor agonist series and characterization of the potent, selective, and orally efficacious agonist 5-(4-acetyl[1,4]diazepan-1-yl)pentanoic acid [5-(4-methoxyphenyl)-1H-pyrazol-3-yl] amide (SEN15924, WAY-361789).,  55  (10): [PMID:22468936] [10.1021/jm300247y]

Source

Source(1):

• Scientific Literature