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

ID: ALA4094198

PubChem CID: 137653294

Max Phase: Preclinical

Molecular Formula: C12H10FN5O

Molecular Weight: 259.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CNc2nc(Nc3ccc(F)cc3)ncc2N1

Standard InChI:  InChI=1S/C12H10FN5O/c13-7-1-3-8(4-2-7)16-12-15-5-9-11(18-12)14-6-10(19)17-9/h1-5H,6H2,(H,17,19)(H2,14,15,16,18)

Standard InChI Key:  YDUJIFLNLQOVTR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   12.4339   -2.4804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4328   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408   -3.7089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1390   -2.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8477   -2.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8465   -3.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5527   -3.7065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2646   -3.2995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2657   -2.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5550   -2.0652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9744   -2.0719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7247   -3.7080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0174   -3.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0225   -2.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3160   -2.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6070   -2.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6090   -3.3022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3161   -3.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8991   -2.0726    0.0000 F   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
M  END

Alternative Forms

1. Parent:

   

   ALA4094198

   ---

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: 259.24

Molecular Weight (Monoisotopic): 259.0869

AlogP: 1.72

#Rotatable Bonds: 2

Polar Surface Area: 78.94

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.21

CX Basic pKa: 4.64

CX LogP: 1.32

CX LogD: 1.32

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.76

Np Likeness Score: -1.25

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