Ethyl 5-amino-2-(3,5-dimethoxyphenyl)-[1,2,4]triazolo[1,5-c]pyrimidine-8-carboxylate

ID: ALA4790796

PubChem CID: 162670930

Max Phase: Preclinical

Molecular Formula: C16H17N5O4

Molecular Weight: 343.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cnc(N)n2nc(-c3cc(OC)cc(OC)c3)nc12

Standard InChI:  InChI=1S/C16H17N5O4/c1-4-25-15(22)12-8-18-16(17)21-14(12)19-13(20-21)9-5-10(23-2)7-11(6-9)24-3/h5-8H,4H2,1-3H3,(H2,17,18)

Standard InChI Key:  NBUHKRJJJDDNPA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    9.5860  -22.1665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5849  -22.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2996  -23.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2978  -21.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0133  -22.1628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0181  -22.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8056  -23.2401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2875  -22.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7977  -21.9030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2954  -20.9288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3007  -24.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5868  -24.6451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0157  -24.6433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7296  -24.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4446  -24.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1124  -22.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5265  -23.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3507  -23.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7599  -22.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3387  -21.8406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5159  -21.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7445  -21.1223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5695  -21.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7671  -23.9847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3585  -24.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  4  1  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
  3 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
  8 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 20 22  1  0
 22 23  1  0
 18 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790796

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 343.34

Molecular Weight (Monoisotopic): 343.1281

AlogP: 1.57

#Rotatable Bonds: 5

Polar Surface Area: 113.86

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.38

CX LogD: 2.38

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -1.16

References

1. Grieco I,Bissaro M,Tiz DB,Perez DI,Perez C,Martinez A,Redenti S,Mariotto E,Bortolozzi R,Viola G,Cozza G,Spalluto G,Moro S,Federico S.  (2021)  Developing novel classes of protein kinase CK1δ inhibitors by fusing [1,2,4]triazole with different bicyclic heteroaromatic systems.,  216  [PMID:33721670] [10.1016/j.ejmech.2021.113331]

Source

Source(1):

• Scientific Literature