SID49715083

ID: ALA1505001

PubChem CID: 6622426

Max Phase: Preclinical

Molecular Formula: C19H20N4O3S2

Molecular Weight: 416.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCc1ccccc1)C1CCCN1S(=O)(=O)c1cccc2nsnc12

Standard InChI:  InChI=1S/C19H20N4O3S2/c24-19(20-12-11-14-6-2-1-3-7-14)16-9-5-13-23(16)28(25,26)17-10-4-8-15-18(17)22-27-21-15/h1-4,6-8,10,16H,5,9,11-13H2,(H,20,24)

Standard InChI Key:  XWDKYNWGVAVZQB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -1.3487    2.3722    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3328    4.0222    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1737    2.3722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5237    2.3722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7164    0.7652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3487    1.5472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8478    3.3548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8478    4.6897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2748    2.1242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3487    3.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0632    3.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6813    1.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0632    4.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6343    3.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0162    1.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1033    1.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9362    0.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3487    4.8472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612    0.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6343    4.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0595    2.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310    3.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0156    3.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1871    4.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287    2.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9718    4.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4133    3.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5849    3.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0
  1  4  2  0
  1  6  1  0
  1 10  1  0
  2  7  1  0
  2  8  1  0
  5 16  2  0
  6 12  1  0
  6 15  1  0
  7 11  2  0
  8 13  2  0
  9 16  1  0
  9 21  1  0
 10 11  1  0
 10 14  2  0
 11 13  1  0
 12 16  1  0
 12 17  1  0
 13 18  1  0
 14 20  1  0
 15 19  1  0
 17 19  1  0
 18 20  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 24 26  1  0
 25 27  2  0
 26 28  2  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1505001

   1-(2,1,3-Benzothiadiazole-4-sulfonyl)-N-(2-phenylethyl)pyrrolidine-2-carboxamide

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: 416.53

Molecular Weight (Monoisotopic): 416.0977

AlogP: 2.20

#Rotatable Bonds: 6

Polar Surface Area: 92.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.70

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: -1.91

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays