3-(1-Ethyl-1H-imidazol-5-yl)-5-(trifluoromethoxy)-1H-indole

ID: ALA4476520

PubChem CID: 155538144

Max Phase: Preclinical

Molecular Formula: C14H12F3N3O

Molecular Weight: 295.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1cncc1-c1c[nH]c2ccc(OC(F)(F)F)cc12

Standard InChI:  InChI=1S/C14H12F3N3O/c1-2-20-8-18-7-13(20)11-6-19-12-4-3-9(5-10(11)12)21-14(15,16)17/h3-8,19H,2H2,1H3

Standard InChI Key:  GRSQXDFCYGJDMR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   21.3900  -12.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3889  -13.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0969  -13.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0951  -12.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8037  -12.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8085  -13.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5886  -13.6061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0659  -12.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5808  -12.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8277  -11.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6034  -11.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5986  -10.4334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8199  -10.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3435  -10.8494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5263  -10.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1136  -10.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6822  -12.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6820  -11.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9742  -10.9086    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.3896  -10.9082    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.6774  -10.4997    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
  9 10  1  0
 14 15  1  0
 15 16  1  0
  1 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476520

   ---

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: 295.26

Molecular Weight (Monoisotopic): 295.0932

AlogP: 3.95

#Rotatable Bonds: 3

Polar Surface Area: 42.84

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.03

CX LogP: 3.53

CX LogD: 3.52

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -0.81

References

1. Hogendorf AS, Hogendorf A, Popiołek-Barczyk K, Ciechanowska A, Mika J, Satała G, Walczak M, Latacz G, Handzlik J, Kieć-Kononowicz K, Ponimaskin E, Schade S, Zeug A, Bijata M, Kubicki M, Kurczab R, Lenda T, Staroń J, Bugno R, Duszyńska B, Pilarski B, Bojarski AJ..  (2019)  Fluorinated indole-imidazole conjugates: Selective orally bioavailable 5-HT7 receptor low-basicity agonists, potential neuropathic painkillers.,  170  [PMID:30904783] [10.1016/j.ejmech.2019.03.017]

Source

Source(1):

• Scientific Literature