2-(5-nitro-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl carbamimidothioate

ID: ALA1806660

PubChem CID: 53375910

Max Phase: Preclinical

Molecular Formula: C15H12N4O4S

Molecular Weight: 344.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)SCCN1C(=O)c2cccc3cc([N+](=O)[O-])cc(c23)C1=O

Standard InChI:  InChI=1S/C15H12N4O4S/c16-15(17)24-5-4-18-13(20)10-3-1-2-8-6-9(19(22)23)7-11(12(8)10)14(18)21/h1-3,6-7H,4-5H2,(H3,16,17)

Standard InChI Key:  OOBGVUOHGJKFSU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   13.1226   -3.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1214   -4.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8344   -3.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8354   -4.8293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8338   -5.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5487   -6.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2667   -5.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5497   -3.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5485   -4.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2654   -4.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9880   -4.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9892   -3.5898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2678   -3.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2678   -2.3450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7013   -4.8373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7046   -3.1791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4180   -3.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1334   -3.1826    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.8468   -3.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5622   -3.1861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8448   -4.4218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5509   -6.8983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2653   -7.3109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8365   -7.3107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8 13  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  5  6  1  0
 13 14  2  0
  8  3  2  0
 11 15  2  0
  6  7  2  0
 12 16  1  0
  7 10  1  0
 16 17  1  0
  8  9  1  0
 17 18  1  0
  3  1  1  0
 18 19  1  0
  1  2  2  0
 19 20  1  0
  9  4  1  0
 19 21  2  0
  2  4  1  0
  4  5  2  0
 22 23  2  0
 22 24  1  0
  6 22  1  0
M  CHG  2  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1806660

   2-(5-Nitro-1,3-dioxobenzo[de]isoquinolin-2-yl)ethyl carbamimidothioate

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: 344.35

Molecular Weight (Monoisotopic): 344.0579

AlogP: 1.97

#Rotatable Bonds: 4

Polar Surface Area: 130.39

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.57

CX LogP: 1.83

CX LogD: -0.52

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.29

Np Likeness Score: -1.09

References

1. Sk UH, Prakasha Gowda AS, Crampsie MA, Yun JK, Spratt TE, Amin S, Sharma AK..  (2011)  Development of novel naphthalimide derivatives and their evaluation as potential melanoma therapeutics.,  46  (8): [PMID:21609852] [10.1016/j.ejmech.2011.04.058]

Source

Source(1):

• Scientific Literature