(2S,6S)-2-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(o-tolylsulfonyl)-1,2,5,6-tetrahydropyridine-3-carboxamide

ID: ALA4537588

PubChem CID: 58360958

Max Phase: Preclinical

Molecular Formula: C25H22Cl2N2O3S

Molecular Weight: 501.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccccc1S(=O)(=O)N1[C@@H](c2cccc(Cl)c2)C(C(N)=O)=CC[C@H]1c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C25H22Cl2N2O3S/c1-16-5-2-3-8-23(16)33(31,32)29-22(17-9-11-19(26)12-10-17)14-13-21(25(28)30)24(29)18-6-4-7-20(27)15-18/h2-13,15,22,24H,14H2,1H3,(H2,28,30)/t22-,24-/m0/s1

Standard InChI Key:  DCUQDDGCHPUQNI-UPVQGACJSA-N

Molfile:  

 
     RDKit          2D

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    9.0374   -6.4916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2541   -7.2916    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8385   -6.7040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9708   -7.7040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9708   -8.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.6827   -7.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2604   -9.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4540   -7.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8726   -6.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0723   -7.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8533   -7.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4410   -8.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2390   -8.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1143   -4.8150    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.1104   -7.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8236   -7.7083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1128   -6.4687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0915   -6.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1165  -10.1831    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 19 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537588

   (2S,6S)-6-(3-chlorophenyl)-2-(4-chlorophenyl)-1-(2-methylphenyl)sulfonyl-3,6-dihydro-2H-pyridine-5-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 501.44

Molecular Weight (Monoisotopic): 500.0728

AlogP: 5.59

#Rotatable Bonds: 5

Polar Surface Area: 80.47

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.59

CX LogD: 5.59

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.50

Np Likeness Score: -0.78

References

1.  (2013)  Inhibitors of protein prenyltransferases, 

Source

Source(1):

• Patent Bioactivity Data