7-(3-Phenylpropoxy)-9-ethyl-1-methyl-beta-carboline

ID: ALA2314909

PubChem CID: 44217457

Max Phase: Preclinical

Molecular Formula: C23H24N2O

Molecular Weight: 344.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1c2cc(OCCCc3ccccc3)ccc2c2ccnc(C)c21

Standard InChI:  InChI=1S/C23H24N2O/c1-3-25-22-16-19(26-15-7-10-18-8-5-4-6-9-18)11-12-20(22)21-13-14-24-17(2)23(21)25/h4-6,8-9,11-14,16H,3,7,10,15H2,1-2H3

Standard InChI Key:  IMILGNXNGVFKDE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.1426  -26.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4770  -25.5184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9927  -24.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1823  -24.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8521  -25.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0707  -25.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3657  -25.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6566  -25.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6566  -26.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3657  -27.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0707  -26.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8521  -27.0130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3281  -26.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6227  -26.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026  -27.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9010  -27.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9476  -27.1669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2426  -26.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2426  -25.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5349  -25.5325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5349  -24.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2413  -24.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2417  -23.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5334  -23.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8234  -23.4926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8265  -24.3076    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
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  6 11  2  0
 11 12  1  0
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  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
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 20 21  1  0
 21 22  2  0
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 24 25  1  0
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 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2314909

   9-Ethyl-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: 344.46

Molecular Weight (Monoisotopic): 344.1889

AlogP: 5.53

#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: 4.89

CX LogD: 4.87

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.43

Np Likeness Score: -0.26

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