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

ID: ALA4089218

PubChem CID: 137643970

Max Phase: Preclinical

Molecular Formula: C15H17N5O

Molecular Weight: 283.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CC(=O)Nc2cnc(NCCc3ccccc3)nc21

Standard InChI:  InChI=1S/C15H17N5O/c1-20-10-13(21)18-12-9-17-15(19-14(12)20)16-8-7-11-5-3-2-4-6-11/h2-6,9H,7-8,10H2,1H3,(H,18,21)(H,16,17,19)

Standard InChI Key:  FUIKJVLGFGBFPU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    5.2979  -12.1010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2968  -12.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0048  -13.3295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0031  -11.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7117  -12.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7105  -12.9180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4167  -13.3271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1286  -12.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1298  -12.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4190  -11.6858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8384  -11.6925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888  -13.3286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8814  -12.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1734  -13.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4144  -14.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4660  -12.9183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4714  -12.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7648  -11.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0558  -12.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0578  -12.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7649  -13.3259    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  1  0
  7 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4089218

   ---

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: 283.33

Molecular Weight (Monoisotopic): 283.1433

AlogP: 1.52

#Rotatable Bonds: 4

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: 12.28

CX Basic pKa: 6.22

CX LogP: 1.86

CX LogD: 1.83

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.89

Np Likeness Score: -1.11

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