1'-((4-Bromo-2-ethylphenyl)sulfonyl)-4-methyl-1,4'-bipiperidine

ID: ALA4525195

PubChem CID: 118308402

Max Phase: Preclinical

Molecular Formula: C19H29BrN2O2S

Molecular Weight: 429.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cc(Br)ccc1S(=O)(=O)N1CCC(N2CCC(C)CC2)CC1

Standard InChI:  InChI=1S/C19H29BrN2O2S/c1-3-16-14-17(20)4-5-19(16)25(23,24)22-12-8-18(9-13-22)21-10-6-15(2)7-11-21/h4-5,14-15,18H,3,6-13H2,1-2H3

Standard InChI Key:  IVFQQAMOHSJPEE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   15.1758  -20.1367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8857  -20.5453    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.8846  -19.7263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9328  -19.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1156  -19.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7057  -20.5537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1085  -21.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9257  -21.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3401  -20.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1529  -20.5635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5577  -21.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3713  -21.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7863  -20.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3815  -19.8641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5618  -19.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4754  -21.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6596  -21.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2466  -21.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6506  -22.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4721  -22.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8814  -21.9565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6035  -20.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6986  -21.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1064  -22.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2384  -23.3642    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 10  1  0
  6  2  1  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 13 22  1  0
 21 23  1  0
 23 24  1  0
 19 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525195

   1'-((4-Bromo-2-ethylphenyl)sulfonyl)-4-methyl-1,4'-bipiperidine

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: 429.42

Molecular Weight (Monoisotopic): 428.1133

AlogP: 3.90

#Rotatable Bonds: 4

Polar Surface Area: 40.62

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.89

CX LogP: 3.92

CX LogD: 2.41

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -1.55

References

1. Wang W, Zhang L, Morlock L, Williams NS, Shay JW, De Brabander JK..  (2019)  Design and Synthesis of TASIN Analogues Specifically Targeting Colorectal Cancer Cell Lines with Mutant Adenomatous Polyposis Coli (APC).,  62  (10): [PMID:31070915] [10.1021/acs.jmedchem.9b00532]

Source

Source(1):

• Scientific Literature