methyl 3-(5-((3-oxobenzo[b]thiophen-2(3H)-ylidene)methyl)furan-2-yl)benzoate

ID: ALA4784600

PubChem CID: 1007404

Max Phase: Preclinical

Molecular Formula: C21H14O4S

Molecular Weight: 362.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1cccc(-c2ccc(/C=C3\Sc4ccccc4C3=O)o2)c1

Standard InChI:  InChI=1S/C21H14O4S/c1-24-21(23)14-6-4-5-13(11-14)17-10-9-15(25-17)12-19-20(22)16-7-2-3-8-18(16)26-19/h2-12H,1H3/b19-12-

Standard InChI Key:  XOXUDDMFGQEKSP-UNOMPAQXSA-N

Molfile:  

 
     RDKit          2D

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   10.3827   -8.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3815   -9.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0896   -9.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0878   -7.8002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7964   -8.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7967   -9.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5796   -9.2828    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.0634   -8.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5792   -7.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8315   -7.1736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8806   -8.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -9.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9540  -10.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5615  -10.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2691  -10.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0988   -9.4065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9735  -10.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9733  -11.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6807  -11.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3889  -11.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3851  -10.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6771  -10.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0920  -10.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8017  -10.5997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0880   -9.3775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8058  -11.4169    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  1  0
 23 25  2  0
 21 23  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4784600

   methyl 3-[5-[(Z)-(3-oxo-1-benzothiophen-2-ylidene)methyl]furan-2-yl]benzoate

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: 362.41

Molecular Weight (Monoisotopic): 362.0613

AlogP: 5.06

#Rotatable Bonds: 3

Polar Surface Area: 56.51

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.31

CX LogD: 4.31

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: -1.11

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