SID85148991

ID: ALA1736247

PubChem CID: 44144185

Max Phase: Preclinical

Molecular Formula: C23H24N2O4S

Molecular Weight: 424.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC1CCCC1)c1cccc2c1C(=O)c1ccc(N3CCCC3)cc1S2(=O)=O

Standard InChI:  InChI=1S/C23H24N2O4S/c26-22-17-11-10-16(25-12-3-4-13-25)14-20(17)30(28,29)19-9-5-8-18(21(19)22)23(27)24-15-6-1-2-7-15/h5,8-11,14-15H,1-4,6-7,12-13H2,(H,24,27)

Standard InChI Key:  YJIWIMVUCWMGCZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    0.1475    1.9424    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6778    2.5744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3828    2.5744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1475   -0.5326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8619   -0.9451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7104    1.9424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2909   -0.9451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8619    1.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670    1.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8619    0.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670    0.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1475    0.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5764    0.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2815    1.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5764    1.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2815    0.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959    1.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5764   -0.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2909    0.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959    0.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2909    1.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4641    1.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7966    2.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2909   -1.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0161    2.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6036    2.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9583   -2.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6235   -2.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7034   -3.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8784   -3.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  2  0
  1  8  1  0
  1  9  1  0
  4 12  2  0
  5 18  2  0
  6 17  1  0
  6 22  1  0
  6 23  1  0
  7 18  1  0
  7 24  1  0
  8 10  2  0
  8 15  1  0
  9 11  1  0
  9 14  2  0
 10 12  1  0
 10 13  1  0
 11 12  1  0
 11 16  2  0
 13 18  1  0
 13 19  2  0
 14 17  1  0
 15 21  2  0
 16 20  1  0
 17 20  2  0
 19 21  1  0
 22 25  1  0
 23 26  1  0
 24 27  1  0
 24 28  1  0
 25 26  1  0
 27 29  1  0
 28 30  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1736247

   N-cyclopentyl-9,10,10-trioxo-6-pyrrolidin-1-ylthioxanthene-1-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: 424.52

Molecular Weight (Monoisotopic): 424.1457

AlogP: 3.34

#Rotatable Bonds: 3

Polar Surface Area: 83.55

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.43

CX Basic pKa: 1.03

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.70

Np Likeness Score: -1.09

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays