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

ID: ALA4102136

PubChem CID: 137660121

Max Phase: Preclinical

Molecular Formula: C26H27N3O

Molecular Weight: 397.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCN(CCOc2ccc3c(ccn3-c3ccncc3)c2)c2ccccc21

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

Standard InChI Key:  IYMGGPHYCYNEAQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.7942   -8.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4996   -9.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4970   -7.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7921   -7.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2091   -7.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9133   -7.5371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6228   -6.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6239   -5.4951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3322   -5.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5192   -5.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0024   -4.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5244   -4.0240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7766   -3.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5780   -3.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8337   -2.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2890   -1.6988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4854   -1.8690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2334   -2.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 10  1  0
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 23 24  1  0
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 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
M  END

Alternative Forms

1. Parent:

   

   ALA4102136

   ---

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: 5.59

#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: 7.63

CX LogP: 5.56

CX LogD: 5.20

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: -0.84

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