5-[({[1,1'-biphenyl]4yl}amino)methylidene]-1,3-diazinane-2,4,6-trione

ID: ALA4092693

PubChem CID: 137653950

Max Phase: Preclinical

Molecular Formula: C17H13N3O3

Molecular Weight: 307.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)C(=CNc2ccc(-c3ccccc3)cc2)C(=O)N1

Standard InChI:  InChI=1S/C17H13N3O3/c21-15-14(16(22)20-17(23)19-15)10-18-13-8-6-12(7-9-13)11-4-2-1-3-5-11/h1-10,18H,(H2,19,20,21,22,23)

Standard InChI Key:  IVCPBQGFOOFDIT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   39.2078   -4.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2078   -3.6459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9227   -3.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6375   -3.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6375   -4.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9227   -4.8896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.3561   -4.8833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.3543   -3.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0723   -3.6439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.7890   -3.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7849   -2.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5008   -1.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2156   -2.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2140   -3.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5018   -3.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9227   -2.4065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4934   -4.8833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.9243   -1.9878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6379   -2.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3505   -1.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3509   -1.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6326   -0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9229   -1.1677    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 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  3 16  2  0
  1 17  2  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 13 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4092693

   ---

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: 307.31

Molecular Weight (Monoisotopic): 307.0957

AlogP: 2.02

#Rotatable Bonds: 3

Polar Surface Area: 87.30

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.80

CX Basic pKa: ┄

CX LogP: 1.67

CX LogD: 0.99

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.60

Np Likeness Score: -0.86

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