4-(2-(7-amino-2-(furan-2-yl)-[1,2,4]triazolo[1,5-a][1,3,5]triazin-5-ylamino)ethyl)-N-(2-aminophenyl)benzamide

ID: ALA5090973

PubChem CID: 166633335

Max Phase: Preclinical

Molecular Formula: C23H21N9O2

Molecular Weight: 455.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccccc1NC(=O)c1ccc(CCNc2nc(N)n3nc(-c4ccco4)nc3n2)cc1

Standard InChI:  InChI=1S/C23H21N9O2/c24-16-4-1-2-5-17(16)27-20(33)15-9-7-14(8-10-15)11-12-26-22-29-21(25)32-23(30-22)28-19(31-32)18-6-3-13-34-18/h1-10,13H,11-12,24H2,(H,27,33)(H3,25,26,28,29,30,31)

Standard InChI Key:  AUEMIAAGFHBEHB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   37.0951  -10.0306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0951  -10.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8004  -11.2523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8004   -9.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5057  -10.0306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5056  -10.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2795  -11.0958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7579  -10.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2796   -9.7793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8004   -8.8007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5731  -10.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0534  -11.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8306  -10.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8306  -10.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0534   -9.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.3880  -11.2575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6797  -10.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9726  -11.2595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2643  -10.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2659  -10.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5584   -9.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8503  -10.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8542  -10.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5622  -11.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1415   -9.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1392   -8.8135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4349  -10.0413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7261   -9.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7254   -8.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0174   -8.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3099   -8.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3148   -9.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0234  -10.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0287  -10.8636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  2  0
  3  6  1  0
  5  4  1  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
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
  8 11  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 22 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5090973

   ---

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: 455.48

Molecular Weight (Monoisotopic): 455.1818

AlogP: 2.85

#Rotatable Bonds: 7

Polar Surface Area: 162.28

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.29

CX LogP: 3.48

CX LogD: 3.48

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.27

Np Likeness Score: -1.65

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