SID4263264

ID: ALA1604319

PubChem CID: 2974776

Max Phase: Preclinical

Molecular Formula: C17H20N2O4S

Molecular Weight: 348.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)N2CCCC2C(=O)NCc2ccco2)cc1

Standard InChI:  InChI=1S/C17H20N2O4S/c1-13-6-8-15(9-7-13)24(21,22)19-10-2-5-16(19)17(20)18-12-14-4-3-11-23-14/h3-4,6-9,11,16H,2,5,10,12H2,1H3,(H,18,20)

Standard InChI Key:  MIKMHYPUYKKXBV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    0.9529    2.0952    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7598    2.2667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459    1.9237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4013    3.2377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0687    0.2778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7813    2.9022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6868    2.0002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0277    3.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1244    1.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3334    3.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6868    2.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1139    4.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9209    4.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9090    1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5113    0.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0805    0.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6828   -0.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4674   -0.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4013    1.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4013    0.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7338    0.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6390   -1.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8138   -0.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9888   -0.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  2  0
  1  6  1  0
  1  9  1  0
  4 11  2  0
  5 20  1  0
  5 23  1  0
  6  8  1  0
  6 10  1  0
  7 11  1  0
  7 19  1  0
  8 11  1  0
  8 12  1  0
  9 14  2  0
  9 15  1  0
 10 13  1  0
 12 13  1  0
 14 16  1  0
 15 17  2  0
 16 18  2  0
 17 18  1  0
 18 22  1  0
 19 20  1  0
 20 21  2  0
 21 24  1  0
 23 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1604319

   N-(2-furylmethyl)-1-[(4-methylphenyl)sulfonyl]prolinamide

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: 348.42

Molecular Weight (Monoisotopic): 348.1144

AlogP: 2.06

#Rotatable Bonds: 5

Polar Surface Area: 79.62

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.36

CX Basic pKa: ┄

CX LogP: 1.84

CX LogD: 1.84

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.90

Np Likeness Score: -2.05

References

1. PubChem BioAssay data set, 

2. Izquierdo, M; Lin, D; De Rycker, M.  (2023)  RapidFire TcLAP Compounds Screening,  [10.6019/CHEMBL5305021]

Source

Source(2):

• PubChem BioAssays
• University of Dundee - T. cruzi data