2-(4-chlorophenylamino)-8-methyl-7,8-dihydropteridin-6(5H)-one

ID: ALA4082388

PubChem CID: 137647196

Max Phase: Preclinical

Molecular Formula: C13H12ClN5O

Molecular Weight: 289.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CC(=O)Nc2cnc(Nc3ccc(Cl)cc3)nc21

Standard InChI:  InChI=1S/C13H12ClN5O/c1-19-7-11(20)17-10-6-15-13(18-12(10)19)16-9-4-2-8(14)3-5-9/h2-6H,7H2,1H3,(H,17,20)(H,15,16,18)

Standard InChI Key:  RLYMFPBJDGXRAC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   13.2942   -7.4582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2930   -8.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0079   -8.6984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0061   -7.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7214   -7.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7202   -8.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4332   -8.6960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1519   -8.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1531   -7.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4356   -7.0390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8685   -7.0458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5783   -8.6975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8641   -8.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8694   -7.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1560   -7.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4403   -7.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4423   -8.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1561   -8.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4309   -9.5210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7256   -7.0464    0.0000 Cl  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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  2 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
  7 19  1  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4082388

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 289.73

Molecular Weight (Monoisotopic): 289.0730

AlogP: 2.26

#Rotatable Bonds: 2

Polar Surface Area: 70.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.16

CX Basic pKa: 4.46

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.89

Np Likeness Score: -1.52

References

1. Li Q, Yang HK, Sun Q, You WW, Zhao PL..  (2017)  Design, synthesis and antiproliferative activity of novel substituted 2-amino-7,8-dihydropteridin-6(5H)-one derivatives.,  27  (17): [PMID:28789892] [10.1016/j.bmcl.2017.07.076]

Source

Source(1):

• Scientific Literature