1-(2-((1H-indol-5-yl)oxy)ethyl)-4,4-dimethyl-6-(pyridin-2-yl)-1,2,3,4-tetrahydroquinoline

ID: ALA4077884

PubChem CID: 137651479

Max Phase: Preclinical

Molecular Formula: C26H27N3O

Molecular Weight: 397.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCN(CCOc2ccc3[nH]ccc3c2)c2ccc(-c3ccccn3)cc21

Standard InChI:  InChI=1S/C26H27N3O/c1-26(2)11-14-29(15-16-30-21-7-8-24-20(17-21)10-13-28-24)25-9-6-19(18-22(25)26)23-5-3-4-12-27-23/h3-10,12-13,17-18,28H,11,14-16H2,1-2H3

Standard InChI Key:  UPORCGQAGWRLGG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.5045  -17.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1000  -16.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9857  -16.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6912  -16.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6886  -15.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9836  -15.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4006  -15.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3984  -16.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8114  -15.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1049  -15.0321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1060  -14.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8143  -13.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8155  -12.9902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5237  -12.5825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.9375  -11.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9343  -12.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7108  -12.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1940  -12.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7160  -11.5190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785  -16.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5706  -16.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8632  -16.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625  -17.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750  -17.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2794  -17.4797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  9  1  0
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  6  7  2  0
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  9  2  1  0
  2 10  1  0
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 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 21  1  0
 20 18  1  0
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 19 16  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
  4 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4077884

   ---

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: 397.52

Molecular Weight (Monoisotopic): 397.2154

AlogP: 5.80

#Rotatable Bonds: 5

Polar Surface Area: 41.15

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.66

CX LogP: 5.71

CX LogD: 5.71

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.46

Np Likeness Score: -0.74

References

1. Juen L, Brachet-Botineau M, Parmenon C, Bourgeais J, Hérault O, Gouilleux F, Viaud-Massuard MC, Prié G..  (2017)  New Inhibitor Targeting Signal Transducer and Activator of Transcription 5 (STAT5) Signaling in Myeloid Leukemias.,  60  (14): [PMID:28654259] [10.1021/acs.jmedchem.7b00369]

Source

Source(1):

• Scientific Literature