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

ID: ALA4089832

PubChem CID: 137643271

Max Phase: Preclinical

Molecular Formula: C13H13N5O2

Molecular Weight: 271.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2ncc3c(n2)NCC(=O)N3)cc1

Standard InChI:  InChI=1S/C13H13N5O2/c1-20-9-4-2-8(3-5-9)16-13-15-6-10-12(18-13)14-7-11(19)17-10/h2-6H,7H2,1H3,(H,17,19)(H2,14,15,16,18)

Standard InChI Key:  XFLVJSUIHYGSMY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   30.0572   -3.0624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0560   -3.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7641   -4.2909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7623   -2.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4709   -3.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4698   -3.8794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1760   -4.2885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8878   -3.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8890   -3.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1783   -2.6472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5977   -2.6539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3480   -4.2899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6406   -3.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6458   -3.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9393   -2.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2303   -3.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2322   -3.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9394   -4.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5223   -2.6545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5219   -1.8373    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
  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
 16 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4089832

   ---

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: 271.28

Molecular Weight (Monoisotopic): 271.1069

AlogP: 1.59

#Rotatable Bonds: 3

Polar Surface Area: 88.17

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.22

CX Basic pKa: 4.75

CX LogP: 1.02

CX LogD: 1.02

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: -0.81

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