trans-3-Oxo-N-(1-phenyl-1H-pyrazol-3-yl)-3H-spiro[4-aza-2-benzofuran-1,1'-cyclohexane]-4'-carboxamide

ID: ALA594163

Chembl Id: CHEMBL594163

PubChem CID: 9952231

Max Phase: Preclinical

Molecular Formula: C22H20N4O3

Molecular Weight: 388.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1O[C@]2(CC[C@H](C(=O)Nc3ccn(-c4ccccc4)n3)CC2)c2cccnc21

Standard InChI:  InChI=1S/C22H20N4O3/c27-20(24-18-10-14-26(25-18)16-5-2-1-3-6-16)15-8-11-22(12-9-15)17-7-4-13-23-19(17)21(28)29-22/h1-7,10,13-15H,8-9,11-12H2,(H,24,25,27)/t15-,22-

Standard InChI Key:  APBFRNCTSXYWFB-VVONHTQRSA-N

Alternative Forms

1. Parent:

   

   ALA594163

   trans-3-Oxo-N-(1-phenyl-1H-pyrazol-3-yl)-3H-spiro[4-aza-2-benzofuran-1,1''-cyclohexane]-4''-carboxamide

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: 388.43

Molecular Weight (Monoisotopic): 388.1535

AlogP: 3.46

#Rotatable Bonds: 3

Polar Surface Area: 86.11

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.29

CX Basic pKa: 1.84

CX LogP: 3.76

CX LogD: 3.76

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -1.22

References

1. Haga Y, Sakamoto T, Shibata T, Nonoshita K, Ishikawa M, Suga T, Takahashi H, Takahashi T, Takahashi H, Ando M, Murai T, Gomori A, Oda Z, Kitazawa H, Mitobe Y, Kanesaka M, Ohe T, Iwaasa H, Ishii Y, Ishihara A, Kanatani A, Fukami T..  (2009)  Discovery of trans-N-[1-(2-fluorophenyl)-3-pyrazolyl]-3-oxospiro[6-azaisobenzofuran-1(3H),1'-cyclohexane]-4'-carboxamide, a potent and orally active neuropeptide Y Y5 receptor antagonist.,  17  (19): [PMID:19720539] [10.1016/j.bmc.2009.08.019]

Source

Source(1):

• Scientific Literature