5-cyclopentyl-1-methyl-7-(4-(pyrrolidin-1-yl)phenylamino)-[1,2,4]triazolo[4,3-f]pteridin-4(5H)-one

ID: ALA4513712

PubChem CID: 153534157

Max Phase: Preclinical

Molecular Formula: C23H26N8O

Molecular Weight: 430.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nnc2c(=O)n(C3CCCC3)c3nc(Nc4ccc(N5CCCC5)cc4)ncc3n12

Standard InChI:  InChI=1S/C23H26N8O/c1-15-27-28-21-22(32)31(18-6-2-3-7-18)20-19(30(15)21)14-24-23(26-20)25-16-8-10-17(11-9-16)29-12-4-5-13-29/h8-11,14,18H,2-7,12-13H2,1H3,(H,24,25,26)

Standard InChI Key:  QAAAQBYCFRXOHR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 37  0  0  0  0  0  0  0  0999 V2000
   34.1143   -4.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1131   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8212   -5.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5308   -5.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5280   -4.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8194   -4.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8169   -3.5078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5234   -3.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2302   -3.5060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2203   -1.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5172   -2.2840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9342   -2.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9344   -3.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6424   -3.5085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.3548   -3.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6421   -1.8645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.3540   -2.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9673   -1.7288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6344   -0.9757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8155   -1.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0622   -3.5087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6415   -4.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9811   -4.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2327   -5.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0499   -5.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3032   -4.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8210   -6.7796    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1611   -7.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4134   -8.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2306   -8.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4832   -7.2627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2703   -0.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 13  1  0
 12 10  1  0
 10 11  2  0
 11  8  1  0
 12 13  2  0
 12 16  1  0
 13 14  1  0
 14 15  1  0
 15 17  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
 15 21  2  0
 14 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 22  1  0
  3 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 27  1  0
 20 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513712

   ---

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: 430.52

Molecular Weight (Monoisotopic): 430.2230

AlogP: 3.60

#Rotatable Bonds: 4

Polar Surface Area: 93.24

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.99

CX LogP: 2.92

CX LogD: 2.90

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.53

Np Likeness Score: -1.52

References

1. Hou Y, Zhu L, Li Z, Shen Q, Xu Q, Li W, Liu Y, Gong P..  (2019)  Design, synthesis and biological evaluation of novel 7-amino-[1,2,4]triazolo[4,3-f]pteridinone, and 7-aminotetrazolo[1,5-f]pteridinone derivative as potent antitumor agents.,  163  [PMID:30572179] [10.1016/j.ejmech.2018.12.009]

Source

Source(1):

• Scientific Literature