2-(methylsulfonyl)-1-p-tolyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

ID: ALA593654

PubChem CID: 11709864

Max Phase: Preclinical

Molecular Formula: C19H20N2O2S

Molecular Weight: 340.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C2c3[nH]c4ccccc4c3CCN2S(C)(=O)=O)cc1

Standard InChI:  InChI=1S/C19H20N2O2S/c1-13-7-9-14(10-8-13)19-18-16(11-12-21(19)24(2,22)23)15-5-3-4-6-17(15)20-18/h3-10,19-20H,11-12H2,1-2H3

Standard InChI Key:  TUXOMFHXGSQVLL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   11.8487   -8.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8475   -9.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5619   -9.4586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5601   -7.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2749   -8.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2752   -9.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0652   -9.3026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0647   -7.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5532   -8.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3756   -8.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7160   -7.7879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2277   -7.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3987   -7.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8587   -9.2139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4612   -9.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8877  -10.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7128  -10.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1095   -9.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6807   -9.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1410  -11.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5361   -7.7034    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.0194   -8.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5302   -6.8785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2464   -7.2867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  3  6  2  0
 10 14  1  0
  6  7  1  0
 14 15  2  0
  7  9  1  0
 15 16  1  0
  8  5  1  0
 16 17  2  0
  8  9  2  0
 17 18  1  0
  1  2  2  0
 18 19  2  0
 19 14  1  0
  5  4  2  0
 17 20  1  0
  4  1  1  0
 11 21  1  0
  5  6  1  0
 21 22  1  0
 21 23  2  0
  2  3  1  0
 21 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA593654

   1-(4-Methylphenyl)-2-methylsulfonyl-1,3,4,9-tetrahydropyrido[3,4-b]indole

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: 340.45

Molecular Weight (Monoisotopic): 340.1245

AlogP: 3.38

#Rotatable Bonds: 2

Polar Surface Area: 53.17

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.99

CX LogD: 2.99

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.78

Np Likeness Score: -0.74

References

1. Miller JF, Turner EM, Sherrill RG, Gudmundsson K, Spaltenstein A, Sethna P, Brown KW, Harvey R, Romines KR, Golden P..  (2010)  Substituted tetrahydro-beta-carbolines as potential agents for the treatment of human papillomavirus infection.,  20  (1): [PMID:19914830] [10.1016/j.bmcl.2009.10.123]

Source

Source(1):

• Scientific Literature