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

ID: ALA5094920

PubChem CID: 166633835

Max Phase: Preclinical

Molecular Formula: C18H18N8O3

Molecular Weight: 394.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(NCCCc2ccc(C(=O)NO)cc2)nc2nc(-c3ccco3)nn12

Standard InChI:  InChI=1S/C18H18N8O3/c19-16-22-17(23-18-21-14(24-26(16)18)13-4-2-10-29-13)20-9-1-3-11-5-7-12(8-6-11)15(27)25-28/h2,4-8,10,28H,1,3,9H2,(H,25,27)(H3,19,20,21,22,23,24)

Standard InChI Key:  HDCIDGKVVBLQNA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.4896  -23.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7690  -24.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0757  -23.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3556  -24.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3286  -24.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0276  -25.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7449  -25.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6085  -25.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9138  -24.9163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5830  -26.1636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8629  -26.5499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3204  -22.9860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3204  -23.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0257  -24.2077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0257  -22.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7310  -22.9860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7309  -23.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5048  -24.0512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9832  -23.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5048  -22.7347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0257  -21.7561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7983  -23.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2787  -24.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0559  -23.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0559  -22.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2787  -22.7323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6133  -24.2128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9050  -23.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1979  -24.2149    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
M  END

Alternative Forms

1. Parent:

   

   ALA5094920

   ---

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: 394.40

Molecular Weight (Monoisotopic): 394.1502

AlogP: 1.53

#Rotatable Bonds: 7

Polar Surface Area: 156.49

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.21

CX Basic pKa: 1.48

CX LogP: 2.28

CX LogD: 2.27

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.21

Np Likeness Score: -1.59

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