2-(3,4-bis(N-methylsulfamoyl)-1H-pyrrol-1-yl)-N-(3,5-dimethylphenyl)acetamide

ID: ALA4761604

PubChem CID: 20921881

Max Phase: Preclinical

Molecular Formula: C16H22N4O5S2

Molecular Weight: 414.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNS(=O)(=O)c1cn(CC(=O)Nc2cc(C)cc(C)c2)cc1S(=O)(=O)NC

Standard InChI:  InChI=1S/C16H22N4O5S2/c1-11-5-12(2)7-13(6-11)19-16(21)10-20-8-14(26(22,23)17-3)15(9-20)27(24,25)18-4/h5-9,17-18H,10H2,1-4H3,(H,19,21)

Standard InChI Key:  BYZLJWQEZWFJFE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.7767  -11.1807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4866  -10.7762    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.7814  -10.3637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7272   -9.8723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9418   -9.0840    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.1518   -9.2923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9694  -10.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7866  -10.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0410   -9.3392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3780   -8.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7193   -9.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8185   -9.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4251   -9.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2026   -9.3839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2540  -10.4345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8091   -9.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6342  -10.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2399  -11.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0184  -11.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1878  -10.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5807   -9.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0685  -12.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9644   -9.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7717   -8.2877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9944   -8.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8196  -11.5233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3385  -12.1838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  4  2  0
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 11  7  1  0
  9 12  1  0
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 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 18 22  1  0
 20 23  1  0
 11  5  1  0
  5 24  1  0
 24 25  1  0
  7  2  1  0
  2 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761604

   2-[3,4-Bis(methylsulfamoyl)-1H-pyrrol-1-YL]-N-(3,5-dimethylphenyl)acetamide

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: 414.51

Molecular Weight (Monoisotopic): 414.1032

AlogP: 0.56

#Rotatable Bonds: 7

Polar Surface Area: 126.37

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.74

CX Basic pKa: ┄

CX LogP: 0.88

CX LogD: 0.86

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.61

Np Likeness Score: -1.49

References

1. Liu Q,Miao Y,Wang X,Lv G,Peng Y,Li K,Li M,Qiu L,Lin J.  (2020)  Structure-based virtual screening and biological evaluation of novel non-bisphosphonate farnesyl pyrophosphate synthase inhibitors.,  186  [PMID:31785819] [10.1016/j.ejmech.2019.111905]

Source

Source(1):

• Scientific Literature