N-Butoxycarbonyl-3-[4-(N,N-diethylcarbamoyl)phenyl]-5-isobutylthiophene-2-sulfonamide

ID: ALA521093

PubChem CID: 25141238

Max Phase: Preclinical

Molecular Formula: C24H34N2O5S2

Molecular Weight: 494.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCOC(=O)NS(=O)(=O)c1sc(CC(C)C)cc1-c1ccc(C(=O)N(CC)CC)cc1

Standard InChI:  InChI=1S/C24H34N2O5S2/c1-6-9-14-31-24(28)25-33(29,30)23-21(16-20(32-23)15-17(4)5)18-10-12-19(13-11-18)22(27)26(7-2)8-3/h10-13,16-17H,6-9,14-15H2,1-5H3,(H,25,28)

Standard InChI Key:  JJQRMSDHRZJVFV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.3774   -1.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0820   -2.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8022   -2.3726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057   -1.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0812   -3.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4106   -4.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6602   -4.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4852   -4.8826    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7453   -4.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5317   -3.8501    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3129   -3.5914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861   -4.6348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9291   -4.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7137   -3.8808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3804   -5.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2146   -6.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8316   -6.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6659   -7.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1707   -5.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5012   -6.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0117   -6.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3210   -6.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0980   -0.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8151    0.0962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3862    0.1057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5269   -0.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8206    0.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5378    1.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2441    0.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11  7  2  0
  4  7  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 12 15  2  0
 13 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
  1  2  2  0
 19 20  1  0
 20 21  1  0
  2  3  1  0
 21 22  1  0
  9 23  1  0
  3  4  2  0
 23 24  1  0
 24 25  1  0
  4  5  1  0
 24 26  1  0
  5  6  2  0
  6  1  1  0
 27 28  1  0
 27 29  2  0
  1 27  1  0
  7  8  1  0
 28 30  1  0
  8  9  2  0
 28 31  1  0
  9 10  1  0
 31 32  1  0
 10 11  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA521093

   N-Butoxycarbonyl-3-[4-(N,N-diethylcarbamoyl)phenyl]-5-isobutylthiophene-2-sulfonamide

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: 494.68

Molecular Weight (Monoisotopic): 494.1909

AlogP: 5.31

#Rotatable Bonds: 11

Polar Surface Area: 92.78

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.61

CX Basic pKa: ┄

CX LogP: 5.94

CX LogD: 5.00

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.43

Np Likeness Score: -0.86

References

1. Wallinder C, Botros M, Rosenström U, Guimond MO, Beaudry H, Nyberg F, Gallo-Payet N, Hallberg A, Alterman M..  (2008)  Selective angiotensin II AT2 receptor agonists: Benzamide structure-activity relationships.,  16  (14): [PMID:18599297] [10.1016/j.bmc.2008.05.066]

Source

Source(1):

• Scientific Literature