2-(1-Methyl-5-1H-pyrazolyl)carbonylamino-3-cyano-6-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene

ID: ALA5205917

PubChem CID: 49693919

Max Phase: Preclinical

Molecular Formula: C15H16N4OS

Molecular Weight: 300.39

Names and Identifiers

Canonical SMILES:  CC1CCc2c(sc(NC(=O)c3ccnn3C)c2C#N)C1

Standard InChI:  InChI=1S/C15H16N4OS/c1-9-3-4-10-11(8-16)15(21-13(10)7-9)18-14(20)12-5-6-17-19(12)2/h5-6,9H,3-4,7H2,1-2H3,(H,18,20)

Standard InChI Key:  PTNGCRDMNJDZSI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -2.6525    0.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6525   -0.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9405   -1.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9405    0.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285    0.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2286   -0.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4473   -1.0657    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0355   -0.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4473    0.2633    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    1.8301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   -0.4011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2729   -1.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0979   -1.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   -1.8301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5825   -1.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672   -1.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672   -0.7022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5825   -0.4474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273    0.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3672   -1.2280    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  2  0
 18 19  1  0
 19 14  1  0
 19 20  1  0
  2 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5205917

   N-(3-cyano-6-methyl-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-1-methyl-1H-pyrazole-5-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: 300.39

Molecular Weight (Monoisotopic): 300.1045

AlogP: 2.73

#Rotatable Bonds: 2

Polar Surface Area: 70.71

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.46

CX Basic pKa: 1.02

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.93

Np Likeness Score: -2.57

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