Ethyl 2-(5-(2-(4,4-Dimethyl-3,4-dihydroquinolin-1(2H)-yl)ethoxy)-1H-indol-1-yl)acetate

ID: ALA4086660

PubChem CID: 137644812

Max Phase: Preclinical

Molecular Formula: C25H30N2O3

Molecular Weight: 406.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)Cn1ccc2cc(OCCN3CCC(C)(C)c4ccccc43)ccc21

Standard InChI:  InChI=1S/C25H30N2O3/c1-4-29-24(28)18-27-13-11-19-17-20(9-10-22(19)27)30-16-15-26-14-12-25(2,3)21-7-5-6-8-23(21)26/h5-11,13,17H,4,12,14-16,18H2,1-3H3

Standard InChI Key:  ZMCMBLOPCZAASD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.9559  -22.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5469  -23.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8415  -22.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5470  -22.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5444  -21.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8395  -21.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2565  -21.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2542  -22.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6649  -22.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6672  -21.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9607  -21.1157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9619  -20.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6701  -19.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6713  -19.0737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3796  -18.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0840  -19.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0812  -17.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763  -17.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7933  -17.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7901  -18.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5666  -18.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0498  -18.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5718  -17.6026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8274  -16.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6274  -16.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8830  -15.8834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1718  -17.2691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6830  -15.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9386  -14.9405    0.0000 C   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
  7  4  1  0
  8  9  2  0
  8 12  1  0
  9  2  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 21  1  0
 20 18  1  0
 18 19  2  0
 19 16  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4086660

   ---

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: 406.53

Molecular Weight (Monoisotopic): 406.2256

AlogP: 4.77

#Rotatable Bonds: 7

Polar Surface Area: 43.70

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.09

CX LogP: 5.10

CX LogD: 5.10

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.53

Np Likeness Score: -0.94

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