SID844303

ID: ALA1604692

PubChem CID: 646623

Max Phase: Preclinical

Molecular Formula: C20H19ClN4O3

Molecular Weight: 398.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)OC(N)=C(C#N)C1c1c(C)nn(-c2ccccc2)c1Cl

Standard InChI:  InChI=1S/C20H19ClN4O3/c1-4-27-20(26)16-12(3)28-19(23)14(10-22)17(16)15-11(2)24-25(18(15)21)13-8-6-5-7-9-13/h5-9,17H,4,23H2,1-3H3

Standard InChI Key:  ZVJOXRHGUOMIHC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   -0.5088   -0.7087    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9240   -3.7505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374   -4.0092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6868   -2.5881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9433   -0.4787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6107   -0.9636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0800   -2.9106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4457   -0.8221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0458   -2.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5308   -1.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814   -3.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2758   -0.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7746   -2.3294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3558   -1.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1035   -3.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2596   -2.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019   -3.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9433    0.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1102   -1.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0232   -2.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2288    0.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6577    0.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2320   -4.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2288    1.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6577    1.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579   -4.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9433    1.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935   -4.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 26  1  0
  4 17  2  0
  5  6  1  0
  5 12  1  0
  5 18  1  0
  6 14  2  0
  7 16  1  0
  8 19  3  0
  9 10  1  0
  9 11  1  0
  9 13  1  0
 10 12  2  0
 10 14  1  0
 11 15  2  0
 11 17  1  0
 13 16  2  0
 13 19  1  0
 14 20  1  0
 15 23  1  0
 18 21  2  0
 18 22  1  0
 21 24  1  0
 22 25  2  0
 24 27  2  0
 25 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1604692

   6-Amino-4-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-5-cyano-2-methyl-4H-pyran-3-carboxylic acid ethyl 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: 398.85

Molecular Weight (Monoisotopic): 398.1146

AlogP: 3.48

#Rotatable Bonds: 4

Polar Surface Area: 103.16

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.32

CX LogP: 2.50

CX LogD: 2.50

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.79

Np Likeness Score: -1.65

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays