7-(3-Phenylpropoxy)-9-n-butyl-1-methyl-beta-carboline

ID: ALA2314672

PubChem CID: 71575156

Max Phase: Preclinical

Molecular Formula: C25H28N2O

Molecular Weight: 372.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1c2cc(OCCCc3ccccc3)ccc2c2ccnc(C)c21

Standard InChI:  InChI=1S/C25H28N2O/c1-3-4-16-27-24-18-21(28-17-8-11-20-9-6-5-7-10-20)12-13-22(24)23-14-15-26-19(2)25(23)27/h5-7,9-10,12-15,18H,3-4,8,11,16-17H2,1-2H3

Standard InChI Key:  FWCJAYKBKGZZHP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   10.5723  -22.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9067  -22.0846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4225  -21.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6120  -21.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2818  -22.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5004  -22.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7955  -22.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0864  -22.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0864  -23.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7955  -23.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5004  -23.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2818  -23.5784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7578  -22.9159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0525  -23.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6769  -24.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4932  -24.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3773  -23.7331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6716  -23.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9621  -23.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8893  -25.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7064  -25.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2562  -23.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5467  -23.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8431  -23.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1341  -23.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1302  -24.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8412  -24.9398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5472  -24.5325    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
 16 20  1  0
 20 21  1  0
 19 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
M  END

Alternative Forms

1. Parent:

   

   ALA2314672

   9-Butyl-1-methyl-7-(3-phenylpropoxy)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: 372.51

Molecular Weight (Monoisotopic): 372.2202

AlogP: 6.31

#Rotatable Bonds: 8

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: 5.85

CX LogD: 5.83

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.34

Np Likeness Score: -0.34

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