3'-oxo-N-(5-phenylpyrazin-2-yl)-3'H-spiro[cyclohexane-1,1'-isobenzofuran]-4-carboxamide

ID: ALA594156

Chembl Id: CHEMBL594156

Max Phase: Preclinical

Molecular Formula: C24H21N3O3

Molecular Weight: 399.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1OC2(CCC(C(=O)Nc3cnc(-c4ccccc4)cn3)CC2)c2ccccc21

Standard InChI:  InChI=1S/C24H21N3O3/c28-22(27-21-15-25-20(14-26-21)16-6-2-1-3-7-16)17-10-12-24(13-11-17)19-9-5-4-8-18(19)23(29)30-24/h1-9,14-15,17H,10-13H2,(H,26,27,28)

Standard InChI Key:  PAKZAKJEQWGGBZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA594156

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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: 399.45

Molecular Weight (Monoisotopic): 399.1583

AlogP: 4.34

#Rotatable Bonds: 3

Polar Surface Area: 81.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.34

CX Basic pKa: ┄

CX LogP: 4.10

CX LogD: 4.10

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.66

Np Likeness Score: -0.59

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