2-(benzo[d]thiazol-2-ylthio)-N-(5-(ethylthio)-1,3,4-thiadiazol-2-yl)acetamide

ID: ALA3360919

PubChem CID: 2165064

Max Phase: Preclinical

Molecular Formula: C13H12N4OS4

Molecular Weight: 368.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCSc1nnc(NC(=O)CSc2nc3ccccc3s2)s1

Standard InChI:  InChI=1S/C13H12N4OS4/c1-2-19-13-17-16-11(22-13)15-10(18)7-20-12-14-8-5-3-4-6-9(8)21-12/h3-6H,2,7H2,1H3,(H,15,16,18)

Standard InChI Key:  ZPMIMZUNNFKUQA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   11.8315  -11.6273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9798  -12.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2686  -11.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6931  -14.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5650  -12.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5093  -12.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4677  -13.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2423  -12.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7642  -13.0752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7623  -13.3318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9879  -13.3262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6925  -12.6667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0591  -12.6673    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.4270  -11.7772    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.2845  -13.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5638  -13.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1725  -12.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9800  -13.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9874  -12.0038    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7618  -11.9996    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7639  -12.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704  -13.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 18 10  1  0
  8 20  1  0
 11  9  1  0
 21 19  1  0
  3  5  1  0
 22 18  2  0
 17  1  1  0
 16 22  1  0
 20  2  1  0
 13  7  1  0
  9 21  2  0
  6 11  2  0
 21 14  1  0
 12  6  1  0
  2  3  2  0
  5 16  2  0
  7 15  1  0
 19  6  1  0
 10  8  2  0
  2 18  1  0
 15  4  2  0
 14 17  1  0
  8 13  1  0
 15 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3360919

   Cambridge id 6314862

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: 368.53

Molecular Weight (Monoisotopic): 367.9894

AlogP: 3.99

#Rotatable Bonds: 6

Polar Surface Area: 67.77

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.84

CX Basic pKa: 1.05

CX LogP: 4.05

CX LogD: 3.46

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.52

Np Likeness Score: -3.25

References

1. Hou X, Li R, Li K, Yu X, Sun JP, Fang H..  (2014)  Fast identification of novel lymphoid tyrosine phosphatase inhibitors using target-ligand interaction-based virtual screening.,  57  (22): [PMID:25372368] [10.1021/jm500692u]

Source

Source(1):

• Scientific Literature