7-Isobutoxy-9-n-butyl-1-methyl-beta-carboline

ID: ALA2314666

PubChem CID: 44217605

Max Phase: Preclinical

Molecular Formula: C20H26N2O

Molecular Weight: 310.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1c2cc(OCC(C)C)ccc2c2ccnc(C)c21

Standard InChI:  InChI=1S/C20H26N2O/c1-5-6-11-22-19-12-16(23-13-14(2)3)7-8-17(19)18-9-10-21-15(4)20(18)22/h7-10,12,14H,5-6,11,13H2,1-4H3

Standard InChI Key:  RGOAWOXUKGTRIN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   27.5022  -29.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8366  -28.5478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3523  -27.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5419  -27.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2117  -28.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4303  -28.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7254  -28.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0163  -28.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0163  -29.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7254  -30.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4303  -29.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2117  -30.0417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6877  -29.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9824  -29.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6067  -30.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4231  -30.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3072  -30.1963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6022  -29.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6022  -28.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3099  -28.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8945  -28.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8192  -31.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6363  -31.4997    0.0000 C   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
 19 20  1  0
 19 21  1  0
 16 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2314666

   9-Butyl-1-methyl-7-(2-methylpropoxy)pyrido[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: 310.44

Molecular Weight (Monoisotopic): 310.2045

AlogP: 5.33

#Rotatable Bonds: 6

Polar Surface Area: 27.05

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.04

CX LogP: 4.64

CX LogD: 4.62

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.61

Np Likeness Score: -0.35

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