(E)-3-phenyl-1-(1-p-tolyl-3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl)prop-2-en-1-one

ID: ALA596417

PubChem CID: 46227700

Max Phase: Preclinical

Molecular Formula: C27H24N2O

Molecular Weight: 392.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C2c3[nH]c4ccccc4c3CCN2C(=O)/C=C/c2ccccc2)cc1

Standard InChI:  InChI=1S/C27H24N2O/c1-19-11-14-21(15-12-19)27-26-23(22-9-5-6-10-24(22)28-26)17-18-29(27)25(30)16-13-20-7-3-2-4-8-20/h2-16,27-28H,17-18H2,1H3/b16-13+

Standard InChI Key:  XWSYIQQRVPOFPA-DTQAZKPQSA-N

Molfile:  

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    3.1234    2.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222    1.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8369    1.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8351    2.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5505    2.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5508    1.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3411    1.2243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3407    2.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8295    1.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6526    1.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9931    2.7398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5045    3.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6750    3.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1359    1.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7381    0.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1649   -0.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9906   -0.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3875    0.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9584    1.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4190   -0.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8177    2.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2507    2.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2095    3.4896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0752    2.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5081    1.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1132    0.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5455   -0.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3709   -0.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7623    0.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3279    1.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 22 24  2  0
  8 13  1  0
 24 25  1  0
  9 10  1  0
 25 26  2  0
 10 11  1  0
 26 27  1  0
 11 12  1  0
 27 28  2  0
 12 13  1  0
 28 29  1  0
  3  6  2  0
 29 30  2  0
 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA596417

   (E)-1-[1-(4-methylphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]-3-phenylprop-2-en-1-one

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: 392.50

Molecular Weight (Monoisotopic): 392.1889

AlogP: 5.66

#Rotatable Bonds: 3

Polar Surface Area: 36.10

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.86

CX LogD: 5.86

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.45

Np Likeness Score: -0.30

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