4-(4-((2,6-dichloro-9H-purin-9-yl)methyl)-1H-1,2,3-triazol-1-yl)-1H-chromen-2-one

ID: ALA4525080

PubChem CID: 155538774

Max Phase: Preclinical

Molecular Formula: C17H9Cl2N7O2

Molecular Weight: 414.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1cc(-n2cc(Cn3cnc4c(Cl)nc(Cl)nc43)nn2)c2ccccc2o1

Standard InChI:  InChI=1S/C17H9Cl2N7O2/c18-15-14-16(22-17(19)21-15)25(8-20-14)6-9-7-26(24-23-9)11-5-13(27)28-12-4-2-1-3-10(11)12/h1-5,7-8H,6H2

Standard InChI Key:  HOCQXHRVVWEATN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
    3.9745   -6.1009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3822   -5.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1923   -5.5774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2740   -6.3715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5223   -6.6980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7722   -5.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5600   -5.2137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1357   -4.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8711   -5.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7455   -5.8094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9334   -5.9317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5795   -4.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5412   -3.7442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8058   -3.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1015   -3.8073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8058   -2.5435    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.2876   -4.9851    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1623   -6.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5413   -6.3672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0241   -7.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8393   -6.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8738   -5.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6801   -5.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0060   -4.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5296   -4.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7233   -4.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3934   -4.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931   -7.7748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  5  4  2  0
  1  5  1  0
  3  6  1  0
  6  7  1  0
  8  7  1  0
  8  9  2  0
  9 10  1  0
 11 10  2  0
  7 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  8 15  1  0
 14 16  1  0
 12 17  1  0
  1 18  1  0
 18 23  1  0
 18 21  2  0
 22 19  1  0
 19 20  1  0
 20 21  1  0
 22 23  1  0
 22 27  2  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 20 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525080

   ---

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: 414.21

Molecular Weight (Monoisotopic): 413.0195

AlogP: 2.87

#Rotatable Bonds: 3

Polar Surface Area: 104.52

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.53

CX LogD: 2.53

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.25

Np Likeness Score: -1.15

References

1. Zhao JW, Wu ZH, Guo JW, Huang MJ, You YZ, Liu HM, Huang LH..  (2019)  Synthesis and anti-gastric cancer activity evaluation of novel triazole nucleobase analogues containing steroidal/coumarin/quinoline moieties.,  181  [PMID:31404863] [10.1016/j.ejmech.2019.07.023]

Source

Source(1):

• Scientific Literature