SID14725900

ID: ALA1794196

PubChem CID: 3156178

Max Phase: Preclinical

Molecular Formula: C18H18N4O3

Molecular Weight: 338.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(C2C(C#N)=C(N)Oc3[nH]nc(CC(=O)OC)c32)cc1

Standard InChI:  InChI=1S/C18H18N4O3/c1-3-10-4-6-11(7-5-10)15-12(9-19)17(20)25-18-16(15)13(21-22-18)8-14(23)24-2/h4-7,15H,3,8,20H2,1-2H3,(H,21,22)

Standard InChI Key:  MAXRLMQGJHWTLO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    0.5585   -0.8244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574    2.4088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5545    1.0111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9406   -0.6669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4255    0.0006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9874   -0.8244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7019    1.2381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1560    0.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585    0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1560   -0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730    0.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9406    0.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585    1.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730   -0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1955    1.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9874    0.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1560    2.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730    2.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025    1.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1560    2.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730    2.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585    3.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585    4.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0644    2.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1560    4.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0
  1 14  1  0
  2 19  1  0
  2 24  1  0
  3 19  2  0
  4  5  1  0
  4 10  1  0
  5 12  2  0
  6 14  1  0
  7 16  3  0
  8  9  1  0
  8 10  2  0
  8 12  1  0
  9 11  1  0
  9 13  1  0
 11 14  2  0
 11 16  1  0
 12 15  1  0
 13 17  2  0
 13 18  1  0
 15 19  1  0
 17 20  1  0
 18 21  2  0
 20 22  2  0
 21 22  1  0
 22 23  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1794196

   2-[6-Amino-5-cyano-4-(4-ethylphenyl)-2,4-dihydropyrano[2,3-c]pyrazol-3-yl]acetic acid methyl ester

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: 338.37

Molecular Weight (Monoisotopic): 338.1379

AlogP: 1.91

#Rotatable Bonds: 4

Polar Surface Area: 114.02

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.47

CX Basic pKa: 1.96

CX LogP: 2.55

CX LogD: 2.29

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.82

Np Likeness Score: -1.36

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays