6-chloro-1-(4-methoxyphenyl)-2-(2-methoxyphenylsulfonyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

ID: ALA4559185

PubChem CID: 117937403

Max Phase: Preclinical

Molecular Formula: C25H23ClN2O4S

Molecular Weight: 482.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C2c3[nH]c4ccc(Cl)cc4c3CCN2S(=O)(=O)c2ccccc2OC)cc1

Standard InChI:  InChI=1S/C25H23ClN2O4S/c1-31-18-10-7-16(8-11-18)25-24-19(20-15-17(26)9-12-21(20)27-24)13-14-28(25)33(29,30)23-6-4-3-5-22(23)32-2/h3-12,15,25,27H,13-14H2,1-2H3

Standard InChI Key:  OOZIQUAEDIFLKW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   43.2616  -15.7701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.8571  -15.0644    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.4482  -15.7675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.4467  -15.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1479  -14.6656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.1361  -13.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4231  -13.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4582  -15.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7543  -16.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7646  -17.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4781  -17.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1827  -17.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1689  -16.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7383  -14.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7236  -13.8738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9704  -14.9509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4810  -14.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9467  -13.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6052  -12.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7983  -12.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3341  -13.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6782  -14.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4899  -18.3474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7882  -18.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4518  -12.0959    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   43.5632  -14.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2724  -15.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9742  -14.6306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9640  -13.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2460  -13.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5471  -13.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2814  -15.8649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.9936  -16.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
 15  7  1  0
 14  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  4  8  1  0
 14 15  2  0
 15 18  1  0
 17 16  1  0
 16 14  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  5  2  1  0
 11 23  1  0
 23 24  1  0
 20 25  1  0
  2 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 27 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559185

   6-Chloro-1-(4-methoxyphenyl)-2-(2-methoxyphenyl)sulfonyl-1,3,4,9-tetrahydropyrido[3,4-b]indole

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: 482.99

Molecular Weight (Monoisotopic): 482.1067

AlogP: 5.17

#Rotatable Bonds: 5

Polar Surface Area: 71.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.88

CX LogD: 4.88

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.43

Np Likeness Score: -0.96

References

1. Tikhmyanova N, Paparoidamis N, Romero-Masters J, Feng X, Mohammed FS, Reddy PAN, Kenney SC, Lieberman PM, Salvino JM..  (2019)  Development of a novel inducer for EBV lytic therapy.,  29  (16): [PMID:31255485] [10.1016/j.bmcl.2019.06.034]

Source

Source(1):

• Scientific Literature