5-((9,10-dioxo-9,10-dihydroanthracen-2-ylamino)methylene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione

ID: ALA4091249

PubChem CID: 137642622

Max Phase: Preclinical

Molecular Formula: C19H11N3O4S

Molecular Weight: 377.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=S)NC(=O)C1=CNc1ccc2c(c1)C(=O)c1ccccc1C2=O

Standard InChI:  InChI=1S/C19H11N3O4S/c23-15-10-3-1-2-4-11(10)16(24)13-7-9(5-6-12(13)15)20-8-14-17(25)21-19(27)22-18(14)26/h1-8,20H,(H2,21,22,25,26,27)

Standard InChI Key:  CAMLUWSZWZANTN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    2.0626  -29.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0626  -28.7610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679  -28.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4773  -28.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4773  -29.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679  -29.9868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1862  -29.9806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1844  -28.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8927  -28.7590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5998  -28.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5957  -27.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3020  -27.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7679  -27.5352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3578  -29.9806    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3030  -28.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0066  -27.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0073  -28.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7165  -28.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7110  -27.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4248  -27.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4294  -28.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1420  -28.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8507  -28.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8421  -27.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1289  -27.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7067  -26.3025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7188  -29.5678    0.0000 O   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  1  0
 11 12  2  0
 12 16  1  0
 15 10  2  0
  3 13  2  0
  1 14  2  0
 17 15  1  0
 16 17  2  0
 17 18  1  0
 18 21  1  0
 20 19  1  0
 19 16  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 19 26  2  0
 18 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4091249

   ---

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: 377.38

Molecular Weight (Monoisotopic): 377.0470

AlogP: 1.29

#Rotatable Bonds: 2

Polar Surface Area: 104.37

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.41

CX Basic pKa: ┄

CX LogP: 1.86

CX LogD: 1.57

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.35

Np Likeness Score: -0.79

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