US9247759, 12-4

ID: ALA3970005

Chembl Id: CHEMBL3970005

PubChem CID: 53374960

Max Phase: Preclinical

Molecular Formula: C22H23N5O4

Molecular Weight: 421.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1noc(C)c1Cn1cc(N2C(=O)N(Cc3cccc(O)c3)C3(CCC3)C2=O)cn1

Standard InChI:  InChI=1S/C22H23N5O4/c1-14-19(15(2)31-24-14)13-25-12-17(10-23-25)27-20(29)22(7-4-8-22)26(21(27)30)11-16-5-3-6-18(28)9-16/h3,5-6,9-10,12,28H,4,7-8,11,13H2,1-2H3

Standard InChI Key:  VEHIOAZRSBAPFI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3970005

   7-[1-[(3,5-Dimethyl-1,2-oxazol-4-yl)methyl]pyrazol-4-yl]-5-[(3-hydroxyphenyl)methyl]-5,7-diazaspiro[3.4]octane-6,8-dione

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: 421.46

Molecular Weight (Monoisotopic): 421.1750

AlogP: 3.13

#Rotatable Bonds: 5

Polar Surface Area: 104.70

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.41

CX Basic pKa: 1.67

CX LogP: 2.06

CX LogD: 2.06

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.63

Np Likeness Score: -1.33

References

1.  (2016)  Identification of human T2R receptors that respond to bitter compounds that elicit the bitter taste in compositions, and the use thereof in assays to identify compounds that inhibit (block) bitter taste in compositions and use thereof, 

2. Fotsing JR, Darmohusodo V, Patron AP, Ching BW, Brady T, Arellano M, Chen Q, Davis TJ, Liu H, Servant G, Zhang L, Williams M, Saganich M, Ditschun T, Tachdjian C, Karanewsky DS..  (2020)  Discovery and Development of S6821 and S7958 as Potent TAS2R8 Antagonists.,  63  (9): [PMID:32330040] [10.1021/acs.jmedchem.0c00388]

Source

Source(2):

• Scientific Literature
• BindingDB Database