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

ID: ALA5202113

PubChem CID: 168292344

Max Phase: Preclinical

Molecular Formula: C15H14N4OS

Molecular Weight: 298.37

Names and Identifiers

Canonical SMILES:  CC1CCc2c(sc(NC(=O)c3ccncn3)c2C#N)C1

Standard InChI:  InChI=1S/C15H14N4OS/c1-9-2-3-10-11(7-16)15(21-13(10)6-9)19-14(20)12-4-5-17-8-18-12/h4-5,8-9H,2-3,6H2,1H3,(H,19,20)

Standard InChI Key:  NJIQQZHOURRCGN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -2.8417    0.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8417   -0.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1297   -1.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1297    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   -1.0644    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536   -0.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6364    0.2646    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   -0.3998    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 N   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 N   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
   -3.5562   -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
  2 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5202113

   ---

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: 298.37

Molecular Weight (Monoisotopic): 298.0888

AlogP: 2.79

#Rotatable Bonds: 2

Polar Surface Area: 78.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.48

CX Basic pKa: ┄

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.92

Np Likeness Score: -2.30

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