SID49674578

ID: ALA1598733

PubChem CID: 4331078

Max Phase: Preclinical

Molecular Formula: C20H24N4O5S

Molecular Weight: 432.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1ccc(CCNC(=O)c2cc([N+](=O)[O-])ccc2N2CCCCC2)cc1

Standard InChI:  InChI=1S/C20H24N4O5S/c21-30(28,29)17-7-4-15(5-8-17)10-11-22-20(25)18-14-16(24(26)27)6-9-19(18)23-12-2-1-3-13-23/h4-9,14H,1-3,10-13H2,(H,22,25)(H2,21,28,29)

Standard InChI Key:  AASCVMWJPSWHNO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    1.4409   -0.8370    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5604   -0.4245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1553   -1.2495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8534   -0.1226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7038    3.2880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2749    3.2880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9894   -0.4245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9894    2.8755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8460    0.8130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0284   -1.5515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2749    0.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9894    0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9894    2.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2749    1.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5604    0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7038    0.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7038    1.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264   -0.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2749   -0.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7038   -0.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7025    0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0119   -0.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7264    0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7025   -0.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0119    0.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1315    0.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4170    0.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2749   -1.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7038   -1.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9894   -2.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0
  1  4  2  0
  1 10  1  0
  1 18  1  0
  2 15  2  0
  5  8  1  0
  6  8  2  0
  7 12  1  0
  7 19  1  0
  7 20  1  0
  8 13  1  0
  9 15  1  0
  9 26  1  0
 11 12  1  0
 11 14  2  0
 11 15  1  0
 12 16  2  0
 13 14  1  0
 13 17  2  0
 16 17  1  0
 18 22  2  0
 18 23  1  0
 19 28  1  0
 20 29  1  0
 21 24  2  0
 21 25  1  0
 21 27  1  0
 22 24  1  0
 23 25  2  0
 26 27  1  0
 28 30  1  0
 29 30  1  0
M  CHG  2   5  -1   8   1
M  END

Alternative Forms

1. Parent:

   

   ALA1598733

   5-nitro-2-piperidin-1-yl-N-[2-(4-sulfamoylphenyl)ethyl]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: 432.50

Molecular Weight (Monoisotopic): 432.1467

AlogP: 2.20

#Rotatable Bonds: 7

Polar Surface Area: 135.64

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.22

CX Basic pKa: 1.82

CX LogP: 2.57

CX LogD: 2.56

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: -1.74

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays