2-(4-Thiazolylcarbonylamino)-3-cyano-6-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene

ID: ALA5208089

PubChem CID: 63047647

Max Phase: Preclinical

Molecular Formula: C14H13N3OS2

Molecular Weight: 303.41

Names and Identifiers

Canonical SMILES:  CC1CCc2c(sc(NC(=O)c3cscn3)c2C#N)C1

Standard InChI:  InChI=1S/C14H13N3OS2/c1-8-2-3-9-10(5-15)14(20-12(9)4-8)17-13(18)11-6-19-7-16-11/h6-8H,2-4H2,1H3,(H,17,18)

Standard InChI Key:  TYDHZPHOQLAMKG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -2.6528    0.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6528   -0.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9407   -1.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9407    0.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2286    0.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2287   -0.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4474   -1.0659    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0355   -0.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4474    0.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1921    1.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0627    1.8302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8605   -0.4012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730   -1.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0981   -1.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8605   -1.8302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5828   -1.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3675   -1.5274    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3675   -0.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5828   -0.4475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3675   -1.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  5  4  1  0
  3  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  3  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  2 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208089

   N-(3-cyano-6-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-1,3-thiazole-4-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 303.41

Molecular Weight (Monoisotopic): 303.0500

AlogP: 3.45

#Rotatable Bonds: 2

Polar Surface Area: 65.78

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.06

CX Basic pKa: ┄

CX LogP: 3.78

CX LogD: 3.78

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.92

Np Likeness Score: -2.64

References

1. Jin W, Zhang T, Zhou W, He P, Sun Y, Hu S, Chen H, Ma X, Peng Y, Yi Z, Liu M, Chen Y..  (2022)  Discovery of 2-Amino-3-cyanothiophene Derivatives as Potent STAT3 Inhibitors for the Treatment of Osteosarcoma Growth and Metastasis.,  65  (9.0): [PMID:35476936] [10.1021/acs.jmedchem.2c00004]

Source

Source(1):

• Scientific Literature