Ethyl 1-(4-trifluoromethylbenzyl)-1H-indole-2-carboxylate

ID: ALA4531064

Cas Number: 866236-21-7

PubChem CID: 11581037

Max Phase: Preclinical

Molecular Formula: C19H16F3NO2

Molecular Weight: 347.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cc2ccccc2n1Cc1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C19H16F3NO2/c1-2-25-18(24)17-11-14-5-3-4-6-16(14)23(17)12-13-7-9-15(10-8-13)19(20,21)22/h3-11H,2,12H2,1H3

Standard InChI Key:  KIRMBIMJAZHQEF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.5002  -21.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0555  -22.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0543  -23.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7624  -23.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7606  -22.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.4695  -23.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2524  -23.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7362  -23.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2520  -22.4292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5533  -23.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9502  -21.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1999  -20.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6507  -19.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8513  -19.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6041  -20.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1550  -21.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9622  -23.8022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9617  -22.3868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7794  -23.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1882  -24.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3005  -19.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5479  -18.4647    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.5023  -19.4115    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.7185  -18.6509    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
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  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
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  9 11  1  0
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  1 12  1  0
 12 13  2  0
 13 14  1  0
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 15 16  1  0
 16 17  2  0
 17 12  1  0
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 11 19  2  0
 18 20  1  0
 20 21  1  0
 15 22  1  0
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 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4531064

   1-(4-trifluoromethylbenzyl)-1H-indole-2-carboxylic acid ethyl ester

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 347.34

Molecular Weight (Monoisotopic): 347.1133

AlogP: 4.89

#Rotatable Bonds: 4

Polar Surface Area: 31.23

Molecular Species: ┄

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.18

CX LogD: 5.18

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.63

Np Likeness Score: -1.35

References

1. Keček Plešec K, Urbančič D, Gobec M, Pekošak A, Tomašič T, Anderluh M, Mlinarič-Raščan I, Jakopin Ž..  (2016)  Identification of indole scaffold-based dual inhibitors of NOD1 and NOD2.,  24  (21): [PMID:27601373] [10.1016/j.bmc.2016.08.044]

Source

Source(1):

• Scientific Literature