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

ID: ALA4085743

PubChem CID: 137642638

Max Phase: Preclinical

Molecular Formula: C26H26ClN3O

Molecular Weight: 431.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCN(CCOc2ccc3c(ccn3-c3ccc(Cl)nc3)c2)c2ccccc21

Standard InChI:  InChI=1S/C26H26ClN3O/c1-26(2)12-14-29(24-6-4-3-5-22(24)26)15-16-31-21-8-9-23-19(17-21)11-13-30(23)20-7-10-25(27)28-18-20/h3-11,13,17-18H,12,14-16H2,1-2H3

Standard InChI Key:  OKSFJFMIONBOPJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   31.0161  -22.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6117  -21.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2027  -22.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4973  -21.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2028  -21.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2002  -20.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4953  -20.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9123  -20.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9100  -21.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3207  -21.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3230  -20.6944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6165  -20.2820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6176  -19.4648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3259  -19.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3271  -18.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0354  -17.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7397  -18.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7370  -16.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0321  -17.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4491  -17.0183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4459  -17.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2224  -18.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7056  -17.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2276  -16.7689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4798  -15.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2811  -15.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5368  -15.0540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9922  -14.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1886  -14.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9366  -15.3890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2467  -13.6671    0.0000 Cl  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
  8  6  1  0
  6  7  2  0
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  8 12  1  0
  9  2  1  0
  2 10  1  0
 10 11  1  0
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 12 13  1  0
 13 14  1  0
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 15 16  1  0
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 20 18  1  0
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 20 21  2  0
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 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
 24 25  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4085743

   ---

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: 431.97

Molecular Weight (Monoisotopic): 431.1764

AlogP: 6.25

#Rotatable Bonds: 5

Polar Surface Area: 30.29

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.09

CX LogP: 6.38

CX LogD: 6.38

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.35

Np Likeness Score: -1.01

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