7-Benzyloxy-2-benzyl-9-n-butyl-1-methyl-beta-carbolinium bromide

ID: ALA2314897

PubChem CID: 71575375

Max Phase: Preclinical

Molecular Formula: C30H31BrN2O

Molecular Weight: 435.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1c2cc(OCc3ccccc3)ccc2c2cc[n+](Cc3ccccc3)c(C)c21.[Br-]

Standard InChI:  InChI=1S/C30H31N2O.BrH/c1-3-4-18-32-29-20-26(33-22-25-13-9-6-10-14-25)15-16-27(29)28-17-19-31(23(2)30(28)32)21-24-11-7-5-8-12-24;/h5-17,19-20H,3-4,18,21-22H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  UYNPENHBQCGBKD-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
    8.1001  -29.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4345  -28.7954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9502  -28.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1398  -28.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8096  -28.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0282  -29.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3233  -28.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6142  -29.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6142  -30.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3233  -30.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0282  -30.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8096  -30.2893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2856  -29.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5803  -30.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2046  -31.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0210  -31.0183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9051  -30.4439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2001  -30.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2001  -29.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4171  -31.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2342  -31.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2512  -28.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6763  -29.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2806  -30.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7051  -30.8859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5229  -30.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9144  -30.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4876  -29.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9096  -28.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9099  -27.9970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2017  -27.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4916  -28.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4948  -28.8157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7580  -27.0705    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
 11 12  1  0
 12 13  1  0
  5 13  2  0
  1 13  1  0
  1 14  1  0
 15 16  1  0
 12 15  1  0
 18 19  1  0
 17 18  1  0
  9 17  1  0
 16 20  1  0
 20 21  1  0
  2 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 19 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 19  1  0
M  CHG  2   2   1  34  -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: 435.59

Molecular Weight (Monoisotopic): 435.2431

AlogP: 6.82

#Rotatable Bonds: 8

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: 2.43

CX LogD: 2.43

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.24

Np Likeness Score: -0.24

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