SID495446

ID: ALA1978705

PubChem CID: 364770

Max Phase: Preclinical

Molecular Formula: C17H9ClN2O2S

Molecular Weight: 340.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2sc(Nc3ccc(Cl)cc3)nc21

Standard InChI:  InChI=1S/C17H9ClN2O2S/c18-9-5-7-10(8-6-9)19-17-20-13-14(21)11-3-1-2-4-12(11)15(22)16(13)23-17/h1-8H,(H,19,20)

Standard InChI Key:  REOQQQOHISDZHG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -1.4060   -3.0875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.3659    0.4378    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8650    1.4204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8650   -1.8796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3659   -0.8970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0560   -0.2296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1505    0.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1505   -0.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8650    0.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8650   -1.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5795    0.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5795   -0.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8810   -0.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2939    0.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2939   -1.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6435   -0.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0084    0.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0084   -0.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185   -0.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0560   -1.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185   -2.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4060   -1.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6435   -2.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0
  2  7  1  0
  2 13  1  0
  3  9  2  0
  4 10  2  0
  5  8  1  0
  5 13  2  0
  6 13  1  0
  6 16  1  0
  7  8  2  0
  7  9  1  0
  8 10  1  0
  9 11  1  0
 10 12  1  0
 11 12  1  0
 11 14  2  0
 12 15  2  0
 14 17  1  0
 15 18  1  0
 16 19  2  0
 16 20  1  0
 17 18  2  0
 19 22  1  0
 20 23  2  0
 21 22  2  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1978705

   2-(4-Chloroanilino)benzo[f][1,3]benzothiazole-4,9-dione

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: 340.79

Molecular Weight (Monoisotopic): 340.0073

AlogP: 4.32

#Rotatable Bonds: 2

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.03

CX Basic pKa: ┄

CX LogP: 4.82

CX LogD: 4.82

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.59

Np Likeness Score: -1.13

References

1. PubChem BioAssay data set, 

2. Hu Y,Wang L,Han X,Zhou Y,Zhang T,Wang L,Hong T,Zhang W,Guo XX,Sun J,Qi Y,Yu J,Liu H,Wu F.  (2019)  Discovery of a Bioactive Inhibitor with a New Scaffold for Cystathionine γ-Lyase.,  62  (3): [PMID:30562026] [10.1021/acs.jmedchem.8b01720]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays