1,3-dimethyl-5-((naphthalen-2-ylamino)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione

ID: ALA4090264

PubChem CID: 137098387

Max Phase: Preclinical

Molecular Formula: C17H15N3O3

Molecular Weight: 309.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)C(=CNc2ccc3ccccc3c2)C(=O)N(C)C1=O

Standard InChI:  InChI=1S/C17H15N3O3/c1-19-15(21)14(16(22)20(2)17(19)23)10-18-13-8-7-11-5-3-4-6-12(11)9-13/h3-10,18H,1-2H3

Standard InChI Key:  KOWXYMKEWBPQOP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   42.1628  -15.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1628  -14.6665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.8722  -14.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5816  -14.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5816  -15.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8722  -15.9006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.2946  -15.8944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.2928  -14.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0052  -14.6645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.7165  -14.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7124  -13.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4228  -13.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8722  -13.4366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.4539  -15.8944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   46.4238  -14.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.1315  -13.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.1322  -14.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.8455  -14.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.5586  -14.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.5539  -13.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.8400  -13.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4553  -14.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8722  -16.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  5  7  2  0
  4  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 16  2  0
 15 10  1  0
  3 13  2  0
  1 14  2  0
 17 15  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  2 22  1  0
  6 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4090264

   ---

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: 309.33

Molecular Weight (Monoisotopic): 309.1113

AlogP: 2.19

#Rotatable Bonds: 2

Polar Surface Area: 69.72

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.24

CX Basic pKa: ┄

CX LogP: 1.46

CX LogD: 1.46

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -1.16

References

1. Pianovich NA, Dean M, Lassak A, Reiss K, Jursic BS..  (2017)  Anticancer potential of aminomethylidene-diazinanes I. Synthesis of arylaminomethylidene of diazinetriones and its cytotoxic effects tested in glioblastoma cells.,  25  (19): [PMID:28864149] [10.1016/j.bmc.2017.08.020]

Source

Source(1):

• Scientific Literature