9-benzyl-2-(2-methoxyethoxy)-6-(methylamino)-7H-purin-8(9H)-one

ID: ALA4763327

PubChem CID: 118704898

Max Phase: Preclinical

Molecular Formula: C16H19N5O3

Molecular Weight: 329.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1nc(OCCOC)nc2c1[nH]c(=O)n2Cc1ccccc1

Standard InChI:  InChI=1S/C16H19N5O3/c1-17-13-12-14(20-15(19-13)24-9-8-23-2)21(16(22)18-12)10-11-6-4-3-5-7-11/h3-7H,8-10H2,1-2H3,(H,18,22)(H,17,19,20)

Standard InChI Key:  OSILWVXKFRDCIL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   15.0919   -3.2852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0907   -4.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7988   -4.5137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7970   -2.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5056   -3.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5104   -4.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2904   -4.3487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7678   -3.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2827   -3.0242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5850   -3.6788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7945   -2.0592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5475   -5.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3478   -5.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5996   -6.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3991   -6.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9432   -5.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6824   -4.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8835   -4.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3827   -4.5128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6753   -4.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9673   -4.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2599   -4.1025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5518   -4.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5010   -1.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  8 10  2  0
  4 11  1  0
  7 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 11 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763327

   ---

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: 329.36

Molecular Weight (Monoisotopic): 329.1488

AlogP: 1.23

#Rotatable Bonds: 7

Polar Surface Area: 94.06

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.31

CX Basic pKa: 2.68

CX LogP: 2.13

CX LogD: 2.13

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: -1.17

References

1. Kettle JG,Alwan H,Bista M,Breed J,Davies NL,Eckersley K,Fillery S,Foote KM,Goodwin L,Jones DR,Käck H,Lau A,Nissink JW,Read J,Scott JS,Taylor B,Walker G,Wissler L,Wylot M.  (2016)  Potent and Selective Inhibitors of MTH1 Probe Its Role in Cancer Cell Survival.,  59  (6): [PMID:26878898] [10.1021/acs.jmedchem.5b01760]

Source

Source(1):

• Scientific Literature