3-[2-(3-carboxyphenyl)ethyl]imidazo[2,1-f][1,2,4]triazine

ID: ALA2042529

PubChem CID: 46945448

Max Phase: Preclinical

Molecular Formula: C14H12N4O2

Molecular Weight: 268.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc(CCc2cnc3cncnn23)c1

Standard InChI:  InChI=1S/C14H12N4O2/c19-14(20)11-3-1-2-10(6-11)4-5-12-7-16-13-8-15-9-17-18(12)13/h1-3,6-9H,4-5H2,(H,19,20)

Standard InChI Key:  RGMRJFPRNWAVDA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -4.3014   -5.6708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3026   -6.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5878   -6.9110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5896   -5.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8737   -5.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8734   -6.4940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0861   -6.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5997   -6.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0865   -5.4103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6934   -7.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1260   -8.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7340   -8.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1694   -9.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7780  -10.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9525  -10.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5199   -9.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9137   -8.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3080   -9.6628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7026  -10.3874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7381   -8.9589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0
  7 10  1  0
  5  6  1  0
 10 11  1  0
 11 12  1  0
  2  3  2  0
 12 13  2  0
  3  6  1  0
 13 14  1  0
  1  2  1  0
 14 15  2  0
  5  4  1  0
 15 16  1  0
  6  7  1  0
 16 17  2  0
 17 12  1  0
  7  8  2  0
  8  9  1  0
  9  5  2  0
 18 19  1  0
 18 20  2  0
 16 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2042529

   3-(2-Imidazo[2,1-f][1,2,4]triazin-7-ylethyl)benzoic acid

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: 268.28

Molecular Weight (Monoisotopic): 268.0960

AlogP: 1.61

#Rotatable Bonds: 4

Polar Surface Area: 80.38

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.07

CX Basic pKa: 0.60

CX LogP: 1.91

CX LogD: -1.21

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: -1.16

References

1. Lindell SD, Maechling S, Sabina RL..  (2010)  Synthesis and Biochemical Testing of 3-(Carboxyphenylethyl)imidazo[2,1-f][1,2,4]triazines as Inhibitors of AMP Deaminase.,  1  (6): [PMID:24900209] [10.1021/ml100092a]

Source

Source(1):

• Scientific Literature