8-methyl-2-(3,4,5-trimethoxyphenylamino)-7,8-dihydropteridin-6(5H)-one

ID: ALA4093586

PubChem CID: 137654470

Max Phase: Preclinical

Molecular Formula: C16H19N5O4

Molecular Weight: 345.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Nc2ncc3c(n2)N(C)CC(=O)N3)cc(OC)c1OC

Standard InChI:  InChI=1S/C16H19N5O4/c1-21-8-13(22)19-10-7-17-16(20-15(10)21)18-9-5-11(23-2)14(25-4)12(6-9)24-3/h5-7H,8H2,1-4H3,(H,19,22)(H,17,18,20)

Standard InChI Key:  HSPUNNDBSPCKBD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   32.2406   -7.9751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2394   -8.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9543   -9.2153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9525   -7.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6679   -7.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6668   -8.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3796   -9.2129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0983   -8.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0995   -7.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3820   -7.5559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8150   -7.5627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5247   -9.2143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8105   -8.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8157   -7.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1025   -7.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3866   -7.9754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3886   -8.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1026   -9.2139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3774  -10.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6753   -9.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6719   -7.5633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1035   -6.7385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9597   -8.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6715   -6.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8185   -6.3269    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
  7 19  1  0
 17 20  1  0
 16 21  1  0
 15 22  1  0
 20 23  1  0
 21 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093586

   ---

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: 345.36

Molecular Weight (Monoisotopic): 345.1437

AlogP: 1.63

#Rotatable Bonds: 5

Polar Surface Area: 97.84

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.17

CX Basic pKa: 4.42

CX LogP: 1.34

CX LogD: 1.34

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.84

Np Likeness Score: -0.86

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