SID144089634

ID: ALA3184374

PubChem CID: 60156650

Max Phase: Preclinical

Molecular Formula: C17H22N2O4S

Molecular Weight: 350.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H22N2O4S/c1-4-14-7-10-16(19(11-14)13(3)20)17(21)18-24(22,23)15-8-5-12(2)6-9-15/h5-10,14,16H,4,11H2,1-3H3,(H,18,21)/t14-,16-/m0/s1

Standard InChI Key:  KNAROJKRFLCGPR-HOCLYGCPSA-N

Molfile:  

     RDKit          2D

 24 25  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
    1.0432    3.5994    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
   -2.5973    1.5031    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
    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
    0.0031    3.0008    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
    0.0000   -1.5000    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
   -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
    2.5973   -1.5031    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
    2.5956   -2.7031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  2  0
  1  7  1  0
  1 10  1  0
  4  9  2  0
  5 14  2  0
  6  8  1  0
  6 12  1  0
  6 14  1  0
  7  9  1  0
  8  9  1  1
  8 11  1  0
 10 15  2  0
 10 16  1  0
 11 17  2  0
 12 13  1  0
 13 17  1  0
 13 21  1  1
 14 22  1  0
 15 19  1  0
 16 20  2  0
 18 19  2  0
 18 20  1  0
 18 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3184374

   (3S,6S)-1-acetyl-3-ethyl-N-tosyl-3,6-dihydro-2H-pyridine-6-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: 350.44

Molecular Weight (Monoisotopic): 350.1300

AlogP: 1.61

#Rotatable Bonds: 4

Polar Surface Area: 83.55

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.99

CX Basic pKa: ┄

CX LogP: 1.87

CX LogD: 0.92

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.84

Np Likeness Score: -0.47

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays