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

ID: ALA4066912

PubChem CID: 137633965

Max Phase: Preclinical

Molecular Formula: C28H29BrN2O

Molecular Weight: 489.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCN(CCOc2ccc3c(ccn3Cc3ccccc3)c2)c2ccc(Br)cc21

Standard InChI:  InChI=1S/C28H29BrN2O/c1-28(2)13-15-30(27-10-8-23(29)19-25(27)28)16-17-32-24-9-11-26-22(18-24)12-14-31(26)20-21-6-4-3-5-7-21/h3-12,14,18-19H,13,15-17,20H2,1-2H3

Standard InChI Key:  APVMBNTYULALBE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   17.5118  -15.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1074  -14.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6984  -15.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2847  -14.5495    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   14.9930  -14.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6985  -14.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6959  -12.9180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9910  -13.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4080  -13.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4057  -14.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8164  -14.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8187  -13.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1122  -12.9190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1134  -12.1018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8216  -11.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8228  -10.8770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   19.9416  -10.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7181  -10.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2013  -10.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7233   -9.4059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9789   -8.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7789   -8.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3209   -9.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1202   -8.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3765   -8.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8273   -7.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0300   -7.6885    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  1  0
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  6 10  1  0
  9  7  1  0
  7  8  2  0
  8  5  1  0
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  9 13  1  0
 10  2  1  0
  2 11  1  0
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 27 28  2  0
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 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4066912

   ---

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: 489.46

Molecular Weight (Monoisotopic): 488.1463

AlogP: 7.02

#Rotatable Bonds: 6

Polar Surface Area: 17.40

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.66

CX LogP: 7.61

CX LogD: 7.61

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: -0.91

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