4-(2-((7-amino-2-(furan-2-yl)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-yl)(methyl)amino)ethoxy)-N-hydroxybenzamide

ID: ALA5090769

PubChem CID: 166635723

Max Phase: Preclinical

Molecular Formula: C18H18N8O4

Molecular Weight: 410.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(CCOc1ccc(C(=O)NO)cc1)c1nc(N)n2nc(-c3ccco3)nc2n1

Standard InChI:  InChI=1S/C18H18N8O4/c1-25(8-10-29-12-6-4-11(5-7-12)15(27)24-28)17-21-16(19)26-18(22-17)20-14(23-26)13-3-2-9-30-13/h2-7,9,28H,8,10H2,1H3,(H,24,27)(H2,19,20,21,22,23)

Standard InChI Key:  RQNYNPQSFZHGLT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   18.2176   -3.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4970   -4.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8037   -3.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0836   -4.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0566   -5.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7557   -5.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4729   -5.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3365   -5.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6419   -4.9653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3111   -6.2125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5910   -6.5989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0485   -3.0350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0485   -3.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7537   -4.2567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7537   -2.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4590   -3.0350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4590   -3.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2328   -4.1002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7112   -3.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2329   -2.7837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7537   -1.8051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5264   -3.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0067   -4.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7839   -3.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7839   -3.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0067   -2.7813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3413   -4.2618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6330   -3.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9259   -4.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3425   -5.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  5  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 12 13  1  0
 12 15  2  0
 13 14  2  0
 14 17  1  0
 16 15  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
 15 21  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 22  1  0
 19 22  1  0
 13 27  1  0
 27 28  1  0
 28 29  1  0
 29  1  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5090769

   ---

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: 410.39

Molecular Weight (Monoisotopic): 410.1451

AlogP: 1.00

#Rotatable Bonds: 7

Polar Surface Area: 156.93

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.22

CX Basic pKa: 1.29

CX LogP: 2.10

CX LogD: 2.10

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.30

Np Likeness Score: -1.66

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