SID144089633

ID: ALA3188921

PubChem CID: 60156649

Max Phase: Preclinical

Molecular Formula: C20H24N2O8S

Molecular Weight: 452.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C(C(=O)OC)[C@H]1C=C[C@@H](C(=O)NS(=O)(=O)c2ccc(C)cc2)N(C(C)=O)C1

Standard InChI:  InChI=1S/C20H24N2O8S/c1-12-5-8-15(9-6-12)31(27,28)21-18(24)16-10-7-14(11-22(16)13(2)23)17(19(25)29-3)20(26)30-4/h5-10,14,16-17H,11H2,1-4H3,(H,21,24)/t14-,16-/m0/s1

Standard InChI Key:  HBKUTRXJNHFYCR-HOCLYGCPSA-N

Molfile:  

     RDKit          2D

 31 32  0  0  1  0  0  0  0  0999 V2000
   -3.8933    3.7570    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8956    2.5570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9336    3.1588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375    0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -3.7570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1972   -1.5121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0432    3.5994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -3.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9040    0.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951    3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5973    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8912    5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031    3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8999   -0.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5911    6.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1892    6.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5890    7.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1871    7.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8870    8.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0351    3.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8853    9.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8916   -4.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2387   -0.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  2  0
  1 11  1  0
  1 17  1  0
  4 14  2  0
  5 21  1  0
  5 30  1  0
  6 22  1  0
  6 31  1  0
  7 20  2  0
  8 21  2  0
  9 22  2  0
 10 12  1  0
 10 16  1  0
 10 20  1  0
 11 14  1  0
 12 14  1  1
 12 18  1  0
 13 15  1  1
 13 16  1  0
 13 19  1  0
 15 21  1  0
 15 22  1  0
 17 23  2  0
 17 24  1  0
 18 19  2  0
 20 28  1  0
 23 25  1  0
 24 26  2  0
 25 27  2  0
 26 27  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3188921

   dimethyl 2-[(3R,6S)-1-acetyl-6-[(4-methylphenyl)sulfonylcarbamoyl]-3,6-dihydro-2H-pyridin-3-yl]propanedioate

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: 452.49

Molecular Weight (Monoisotopic): 452.1253

AlogP: 0.17

#Rotatable Bonds: 6

Polar Surface Area: 136.15

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.99

CX Basic pKa: ┄

CX LogP: 0.57

CX LogD: -0.37

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: -0.32

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays