4-(2-(5-amino-2-(furan-2-yl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-7-yl)ethyl)-N-hydroxybenzamide

ID: ALA5094087

PubChem CID: 166632167

Max Phase: Preclinical

Molecular Formula: C19H16N8O3

Molecular Weight: 404.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc2c(cnn2CCc2ccc(C(=O)NO)cc2)c2nc(-c3ccco3)nn12

Standard InChI:  InChI=1S/C19H16N8O3/c20-19-23-16-13(17-22-15(24-27(17)19)14-2-1-9-30-14)10-21-26(16)8-7-11-3-5-12(6-4-11)18(28)25-29/h1-6,9-10,29H,7-8H2,(H2,20,23)(H,25,28)

Standard InChI Key:  MAKQWFNACRCLGJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.4195  -15.6849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1247  -15.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8300  -15.6849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8300  -16.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6038  -16.7501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0822  -16.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6039  -15.4336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1247  -14.4550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8974  -16.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3777  -16.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1550  -16.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1550  -15.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3777  -15.4313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.1247  -16.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4222  -16.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8237  -17.0497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1563  -17.7872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9603  -17.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0235  -16.8836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4796  -17.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6795  -17.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4260  -16.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6267  -16.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0819  -16.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3420  -17.7741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1407  -17.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2816  -16.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0243  -16.0543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7385  -17.4406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9381  -17.2756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0
  1  2  2  0
 14  4  1  0
  3  2  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  3  1  0
  2  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  1  0
  6  9  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5094087

   ---

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: 404.39

Molecular Weight (Monoisotopic): 404.1345

AlogP: 1.68

#Rotatable Bonds: 5

Polar Surface Area: 149.39

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.20

CX Basic pKa: 1.10

CX LogP: 1.86

CX LogD: 1.86

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.30

Np Likeness Score: -1.86

References

1. Yan W, Ling L, Wu Y, Yang K, Liu R, Zhang J, Zhao S, Zhong G, Zhao S, Jiang H, Xie C, Cheng J..  (2021)  Structure-Based Design of Dual-Acting Compounds Targeting Adenosine A_2A Receptor and Histone Deacetylase as Novel Tumor Immunotherapeutic Agents.,  64  (22.0): [PMID:34783558] [10.1021/acs.jmedchem.1c01155]

Source

Source(1):

• Scientific Literature