Tetrahydrofuran-3-yl 3-{[(5-chloro-3-methyl-1-benzothiophen-2-yl)sulfonyl]amino}benzoate

ID: ALA3731769

PubChem CID: 66799789

Max Phase: Preclinical

Molecular Formula: C20H18ClNO5S2

Molecular Weight: 451.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(S(=O)(=O)Nc2cccc(C(=O)OC3CCOC3)c2)sc2ccc(Cl)cc12

Standard InChI:  InChI=1S/C20H18ClNO5S2/c1-12-17-10-14(21)5-6-18(17)28-20(12)29(24,25)22-15-4-2-3-13(9-15)19(23)27-16-7-8-26-11-16/h2-6,9-10,16,22H,7-8,11H2,1H3

Standard InChI Key:  KJHBRFCVTJZLIN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.2871    0.0482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8236    1.3429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3243    1.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0622    2.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5622    2.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7138    1.2033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3463   -1.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3560   -1.3452    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.6063   -2.5179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5463   -1.2031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3661   -3.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7578   -5.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8818   -6.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1738   -5.4004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8482   -3.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
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  5  6  1  0
  6  7  2  0
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  4 12  1  0
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 13 21  1  0
 19 22  1  0
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 28 29  1  0
 29 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3731769

   Tetrahydrofuran-3-yl 3-{[(5-chloro-3-methyl-1-benzothiophen-2-yl)sulfonyl]amino}benzoate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 451.95

Molecular Weight (Monoisotopic): 451.0315

AlogP: 4.61

#Rotatable Bonds: 5

Polar Surface Area: 81.70

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.25

CX Basic pKa: ┄

CX LogP: 4.53

CX LogD: 3.76

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.57

Np Likeness Score: -1.02

References

1.  (2012)  New compounds, 

Source

Source(1):

• Patent Bioactivity Data