4'-Amino-4''-sulfamoyl-[1,1',3',1'']terphenyl-4,5'-dicarboxylic acid diamide

ID: ALA514582

PubChem CID: 16047143

Max Phase: Preclinical

Molecular Formula: C20H18N4O4S

Molecular Weight: 410.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1ccc(-c2cc(C(N)=O)c(N)c(-c3ccc(S(N)(=O)=O)cc3)c2)cc1

Standard InChI:  InChI=1S/C20H18N4O4S/c21-18-16(12-5-7-15(8-6-12)29(24,27)28)9-14(10-17(18)20(23)26)11-1-3-13(4-2-11)19(22)25/h1-10H,21H2,(H2,22,25)(H2,23,26)(H2,24,27,28)

Standard InChI Key:  QMTVJEFAHHTNDS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   -0.5848   -6.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5859   -7.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1289   -7.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8453   -7.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8425   -6.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1271   -5.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569   -7.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569   -8.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2711   -8.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9859   -8.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9820   -7.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2671   -7.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2988   -7.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0132   -7.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7275   -7.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286   -8.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0095   -8.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2981   -8.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2993   -5.9585    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1246   -5.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379   -4.7184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5911   -4.7227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4429   -8.8456    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1625   -9.2500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0344   -9.5623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8510   -8.1286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7016   -8.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7040   -9.6675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4149   -8.4279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
 14 15  1  0
  7  8  2  0
 15 16  2  0
 16 17  1  0
  8  9  1  0
 17 18  2  0
 18 13  1  0
  2 13  1  0
  4  5  1  0
  1 19  1  0
  9 10  2  0
  6 20  1  0
  2  3  1  0
 20 21  1  0
 10 11  1  0
 20 22  2  0
  5  6  2  0
 16 23  1  0
 11 12  2  0
 23 24  1  0
 12  7  1  0
 23 25  2  0
  4  7  1  0
 23 26  2  0
  6  1  1  0
 10 27  1  0
  1  2  2  0
 27 28  1  0
 13 14  2  0
 27 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA514582

   2-Amino-5-(4-carbamoylphenyl)-3-(4-sulfamoylphenyl)benzamide

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: 410.46

Molecular Weight (Monoisotopic): 410.1049

AlogP: 1.45

#Rotatable Bonds: 5

Polar Surface Area: 172.36

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.22

CX Basic pKa: 1.82

CX LogP: 1.40

CX LogD: 1.40

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -0.75

References

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Source

Source(1):

• Scientific Literature