trans-N-[1-(3-Fluorophenyl)-1H-pyrazol-3-yl]-3-oxo-3Hspiro[6-aza-2-benzofuran-1,1'-cyclohexane]-4'-carboxamide

ID: ALA595790

Chembl Id: CHEMBL595790

PubChem CID: 11407098

Max Phase: Preclinical

Molecular Formula: C22H19FN4O3

Molecular Weight: 406.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1O[C@]2(CC[C@H](C(=O)Nc3ccn(-c4ccc(F)cc4)n3)CC2)c2cnccc21

Standard InChI:  InChI=1S/C22H19FN4O3/c23-15-1-3-16(4-2-15)27-12-8-19(26-27)25-20(28)14-5-9-22(10-6-14)18-13-24-11-7-17(18)21(29)30-22/h1-4,7-8,11-14H,5-6,9-10H2,(H,25,26,28)/t14-,22-

Standard InChI Key:  SAGXMOCELWITKF-CAJLXGCNSA-N

Alternative Forms

1. Parent:

   

   ALA595790

   trans-N-[1-(3-Fluorophenyl)-1H-pyrazol-3-yl]-3-oxo-3Hspiro[6-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: 406.42

Molecular Weight (Monoisotopic): 406.1441

AlogP: 3.60

#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: 3.03

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -1.42

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