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

ID: ALA5196232

Cas Number: 331869-89-7

PubChem CID: 3114326

Max Phase: Preclinical

Molecular Formula: C17H15ClN2OS

Molecular Weight: 330.84

Names and Identifiers

Canonical SMILES:  CC1CCc2c(sc(NC(=O)c3cccc(Cl)c3)c2C#N)C1

Standard InChI:  InChI=1S/C17H15ClN2OS/c1-10-5-6-13-14(9-19)17(22-15(13)7-10)20-16(21)11-3-2-4-12(18)8-11/h2-4,8,10H,5-7H2,1H3,(H,20,21)

Standard InChI Key:  YPNLGSYRERRWRC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -2.8416    0.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8416   -0.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1296   -1.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1296    0.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4176    0.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4177   -0.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6365   -1.0643    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1535   -0.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6364    0.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812    1.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1263    1.8315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6713   -0.3997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0838   -1.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9088   -1.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6713   -1.8287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3187   -1.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1429   -1.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5562   -1.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1393   -0.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3164   -0.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5493    0.3161    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.5562   -1.2266    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 20  2  0
 20 14  1  0
 19 21  1  0
  2 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5196232

   3-Chloro-N-(3-cyano-6-methyl-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)benzamide

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: 330.84

Molecular Weight (Monoisotopic): 330.0594

AlogP: 4.65

#Rotatable Bonds: 2

Polar Surface Area: 52.89

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.50

CX Basic pKa: ┄

CX LogP: 5.34

CX LogD: 5.34

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.87

Np Likeness Score: -2.28

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