(2S,6S)-2-(3-bromophenyl)-6-(4-methoxyphenyl)-1-(o-tolylsulfonyl)-1,2,5,6-tetrahydropyridine-3-carboxylic acid

ID: ALA4514566

PubChem CID: 155539338

Max Phase: Preclinical

Molecular Formula: C26H24BrNO5S

Molecular Weight: 542.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc([C@@H]2CC=C(C(=O)O)[C@H](c3cccc(Br)c3)N2S(=O)(=O)c2ccccc2C)cc1

Standard InChI:  InChI=1S/C26H24BrNO5S/c1-17-6-3-4-9-24(17)34(31,32)28-23(18-10-12-21(33-2)13-11-18)15-14-22(26(29)30)25(28)19-7-5-8-20(27)16-19/h3-14,16,23,25H,15H2,1-2H3,(H,29,30)/t23-,25-/m0/s1

Standard InChI Key:  CAUKTTCNGKFHNN-ZCYQVOJMSA-N

Molfile:  

 
     RDKit          2D

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   29.8372  -25.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8372  -26.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5492  -26.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2612  -26.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2612  -25.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5492  -25.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9768  -25.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6902  -25.4331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9792  -24.1935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5492  -24.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2657  -23.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2661  -22.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5510  -22.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8343  -22.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8374  -23.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1183  -22.5457    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   29.1215  -25.0185    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   29.5289  -24.2997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2754  -26.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4704  -26.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9609  -28.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5189  -27.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1516  -28.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9071  -27.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6931  -25.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9804  -25.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9824  -26.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7031  -26.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4129  -26.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5911  -28.6707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7866  -28.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6924  -24.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  6 10  1  1
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  1 17  1  0
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 17 19  2  0
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  2 21  1  1
 21 22  2  0
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 25 23  1  0
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 24 21  1  0
 25 26  2  0
 18 27  2  0
 27 28  1  0
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 29 30  1  0
 30 31  2  0
 31 18  1  0
 25 32  1  0
 32 33  1  0
 27 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514566

   ---

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: 542.45

Molecular Weight (Monoisotopic): 541.0559

AlogP: 5.65

#Rotatable Bonds: 6

Polar Surface Area: 83.91

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.19

CX Basic pKa: ┄

CX LogP: 5.80

CX LogD: 2.35

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.44

Np Likeness Score: -0.51

References

1.  (2013)  Inhibitors of protein prenyltransferases, 

Source

Source(1):

• Patent Bioactivity Data