7-Isobutoxy-9-ethyl-1-methyl-beta-carboline

ID: ALA2314906

PubChem CID: 44217455

Max Phase: Preclinical

Molecular Formula: C18H22N2O

Molecular Weight: 282.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1c2cc(OCC(C)C)ccc2c2ccnc(C)c21

Standard InChI:  InChI=1S/C18H22N2O/c1-5-20-17-10-14(21-11-12(2)3)6-7-15(17)16-8-9-19-13(4)18(16)20/h6-10,12H,5,11H2,1-4H3

Standard InChI Key:  QUDVBRBLKVUKOB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    6.8661  -14.9365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2005  -14.1892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7162  -13.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9058  -13.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5755  -14.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7942  -14.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0892  -14.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3801  -14.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3801  -15.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0892  -15.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7942  -15.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5755  -15.6838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0515  -15.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3462  -15.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261  -16.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6245  -16.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6710  -15.8377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661  -15.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9661  -14.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738  -14.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2584  -14.2033    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
M  END

Alternative Forms

1. Parent:

   

   ALA2314906

   9-Ethyl-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: 282.39

Molecular Weight (Monoisotopic): 282.1732

AlogP: 4.55

#Rotatable Bonds: 4

Polar Surface Area: 27.05

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.04

CX LogP: 3.67

CX LogD: 3.65

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.70

Np Likeness Score: -0.27

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