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

ID: ALA5092198

PubChem CID: 147778930

Max Phase: Preclinical

Molecular Formula: C17H20N8O3

Molecular Weight: 384.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc2c(cnn2CCCCCCC(=O)NO)c2nc(-c3ccco3)nn12

Standard InChI:  InChI=1S/C17H20N8O3/c18-17-21-15-11(16-20-14(22-25(16)17)12-6-5-9-28-12)10-19-24(15)8-4-2-1-3-7-13(26)23-27/h5-6,9-10,27H,1-4,7-8H2,(H2,18,21)(H,23,26)

Standard InChI Key:  HHKAELVQDULMKP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   19.7231   -2.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4284   -2.5108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4284   -3.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2022   -3.5760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6806   -2.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2023   -2.2595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7231   -1.2809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4958   -2.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9761   -3.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7533   -3.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7533   -2.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9761   -2.2571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7231   -3.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0206   -3.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4220   -3.8756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7547   -4.6131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5587   -4.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6219   -3.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0780   -4.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2779   -4.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7340   -4.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9339   -4.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3900   -5.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5898   -5.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3336   -4.2651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0459   -5.6510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2458   -5.4849    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  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5092198

   ---

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: 384.40

Molecular Weight (Monoisotopic): 384.1658

AlogP: 1.77

#Rotatable Bonds: 8

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: 8.91

CX Basic pKa: 1.05

CX LogP: 1.54

CX LogD: 1.53

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.24

Np Likeness Score: -1.76

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