7-(3-Phenylpropoxy)-2-benzyl-9-ethyl-1-methyl-beta-carbolinium bromide

ID: ALA2314894

PubChem CID: 71575369

Max Phase: Preclinical

Molecular Formula: C30H31BrN2O

Molecular Weight: 435.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1c2cc(OCCCc3ccccc3)ccc2c2cc[n+](Cc3ccccc3)c(C)c21.[Br-]

Standard InChI:  InChI=1S/C30H31N2O.BrH/c1-3-32-29-21-26(33-20-10-15-24-11-6-4-7-12-24)16-17-27(29)28-18-19-31(23(2)30(28)32)22-25-13-8-5-9-14-25;/h4-9,11-14,16-19,21H,3,10,15,20,22H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  QZBVNDCFUOZFQB-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   20.3018  -15.2212    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   19.7678  -17.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1022  -17.0906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6179  -16.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8075  -16.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4772  -17.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6959  -17.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9909  -17.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2818  -17.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2818  -18.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9909  -18.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6959  -18.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4772  -18.5845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9533  -17.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2479  -18.4971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8723  -19.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6886  -19.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5728  -18.7391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8678  -18.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8678  -17.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1601  -17.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9188  -17.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3440  -17.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9483  -18.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3728  -19.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1906  -19.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5821  -18.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1553  -17.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1601  -16.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8686  -15.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8689  -15.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1607  -14.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4506  -15.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4538  -15.8834    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
 16 17  1  0
 13 16  1  0
 19 20  1  0
 18 19  1  0
 10 18  1  0
 20 21  1  0
  3 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
 21 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  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: 435.59

Molecular Weight (Monoisotopic): 435.2431

AlogP: 6.47

#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: 2.20

CX LogD: 2.20

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.20

Np Likeness Score: -0.13

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