2-((5-(4-chloro-3-methylphenyl)furan-2-yl)methylene)benzo[b]thiophen-3(2H)-one

ID: ALA4777785

PubChem CID: 993867

Max Phase: Preclinical

Molecular Formula: C20H13ClO2S

Molecular Weight: 352.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2ccc(/C=C3\Sc4ccccc4C3=O)o2)ccc1Cl

Standard InChI:  InChI=1S/C20H13ClO2S/c1-12-10-13(6-8-16(12)21)17-9-7-14(23-17)11-19-20(22)15-4-2-3-5-18(15)24-19/h2-11H,1H3/b19-11-

Standard InChI Key:  MBQCPKZENIXIEZ-ODLFYWEKSA-N

Molfile:  

 
     RDKit          2D

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    9.9865   -2.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9853   -3.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6934   -4.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6916   -2.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4002   -2.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4005   -3.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1834   -3.9875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.6671   -3.3214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1830   -2.6556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4353   -1.8784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4843   -3.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8932   -4.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5578   -4.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1653   -5.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8729   -4.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7026   -4.1112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5773   -5.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5771   -6.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2845   -6.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9926   -6.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9889   -5.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2808   -4.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6945   -4.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7015   -6.5402    0.0000 Cl  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
 21 23  1  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777785

   (2Z)-2-[[5-(4-chloro-3-methylphenyl)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: 352.84

Molecular Weight (Monoisotopic): 352.0325

AlogP: 6.24

#Rotatable Bonds: 2

Polar Surface Area: 30.21

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.42

CX LogD: 5.42

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.51

Np Likeness Score: -1.44

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