2-((5-(2-methyl-5-nitrophenyl)furan-2-yl)methylene)benzo[b]thiophen-3(2H)-one

ID: ALA4796282

PubChem CID: 1041870

Max Phase: Preclinical

Molecular Formula: C20H13NO4S

Molecular Weight: 363.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc([N+](=O)[O-])cc1-c1ccc(/C=C2\Sc3ccccc3C2=O)o1

Standard InChI:  InChI=1S/C20H13NO4S/c1-12-6-7-13(21(23)24)10-16(12)17-9-8-14(25-17)11-19-20(22)15-4-2-3-5-18(15)26-19/h2-11H,1H3/b19-11-

Standard InChI Key:  ABAMPLTYAXDEBF-ODLFYWEKSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   -0.1059  -13.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1047  -13.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6064  -14.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6046  -12.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3133  -13.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3135  -13.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0965  -14.1983    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5802  -13.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0961  -12.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3484  -12.0891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3974  -13.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062  -14.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4709  -14.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0784  -15.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7860  -15.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6157  -14.3220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4903  -15.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4901  -16.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1976  -16.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9057  -16.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9019  -15.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1939  -15.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6087  -15.1095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6047  -14.2924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3184  -15.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7826  -16.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  9 10  2  0
  8 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 15 17  1  0
 23 24  2  0
 23 25  1  0
 21 23  1  0
 18 26  1  0
M  CHG  2  23   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4796282

   (2Z)-2-[[5-(2-methyl-5-nitrophenyl)furan-2-yl]methylidene]-1-benzothiophen-3-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 363.39

Molecular Weight (Monoisotopic): 363.0565

AlogP: 5.49

#Rotatable Bonds: 3

Polar Surface Area: 73.35

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.76

CX LogD: 4.76

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.35

Np Likeness Score: -1.54

References

1. Hou X,Sun JP,Ge L,Liang X,Li K,Zhang Y,Fang H.  (2020)  Inhibition of striatal-enriched protein tyrosine phosphatase by targeting computationally revealed cryptic pockets.,  190  [PMID:32078861] [10.1016/j.ejmech.2020.112131]

Source

Source(1):

• Scientific Literature