7-Decyloxy-2-benzyl-9-isobutyl-1-methyl-beta-carbolinium bromide

ID: ALA2314899

PubChem CID: 71575378

Max Phase: Preclinical

Molecular Formula: C33H45BrN2O

Molecular Weight: 485.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCOc1ccc2c3cc[n+](Cc4ccccc4)c(C)c3n(CC(C)C)c2c1.[Br-]

Standard InChI:  InChI=1S/C33H45N2O.BrH/c1-5-6-7-8-9-10-11-15-22-36-29-18-19-30-31-20-21-34(25-28-16-13-12-14-17-28)27(4)33(31)35(24-26(2)3)32(30)23-29;/h12-14,16-21,23,26H,5-11,15,22,24-25H2,1-4H3;1H/q+1;/p-1

Standard InChI Key:  QPTKKIOSDLPGAO-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 37 39  0  0  0  0  0  0  0  0999 V2000
    5.3571   -9.0056    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   11.3235  -11.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6579  -10.6067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1736   -9.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3632  -10.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0329  -10.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2516  -11.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5466  -10.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8375  -11.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8375  -11.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5466  -12.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2516  -11.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0329  -12.1006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5090  -11.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8036  -12.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4280  -12.8153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1284  -12.2553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4235  -11.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4745  -10.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8997  -11.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5040  -11.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9285  -12.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7463  -12.6783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1378  -11.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7110  -11.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0063  -13.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4017  -14.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1893  -13.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4249  -11.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7178  -10.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7192   -9.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0122   -9.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3038   -9.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3024  -10.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5940  -11.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8870  -10.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1786  -11.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 12  2  0
 12 13  1  0
 13 14  1  0
  6 14  2  0
  2 14  1  0
  2 15  1  0
 13 16  1  0
 17 18  1  0
 10 17  1  0
  3 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 16 26  1  0
 26 27  1  0
 26 28  1  0
 18 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
M  CHG  2   1  -1   3   1
M  END

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: 485.74

Molecular Weight (Monoisotopic): 485.3526

AlogP: 8.61

#Rotatable Bonds: 14

Polar Surface Area: 18.04

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.62

CX LogD: 4.62

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.13

Np Likeness Score: -0.12

References

1. Cao R, Fan W, Guo L, Ma Q, Zhang G, Li J, Chen X, Ren Z, Qiu L..  (2013)  Synthesis and structure-activity relationships of harmine derivatives as potential antitumor agents.,  60  [PMID:23291116] [10.1016/j.ejmech.2012.11.045]

Source

Source(1):

• Scientific Literature