5-Chloro-3-(1-ethyl-1H-imidazol-5-yl)-4-fluoro-1H-indole

ID: ALA4476372

PubChem CID: 155538367

Max Phase: Preclinical

Molecular Formula: C13H11ClFN3

Molecular Weight: 263.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1cncc1-c1c[nH]c2ccc(Cl)c(F)c12

Standard InChI:  InChI=1S/C13H11ClFN3/c1-2-18-7-16-6-11(18)8-5-17-10-4-3-9(14)13(15)12(8)10/h3-7,17H,2H2,1H3

Standard InChI Key:  YRDCNEMHYLERHI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   26.8008  -20.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7997  -20.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5077  -21.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5059  -19.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2145  -20.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2193  -20.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9994  -21.1465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4767  -20.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9916  -19.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2385  -19.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0142  -18.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0094  -17.9739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2306  -17.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7543  -18.3899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9371  -18.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5244  -17.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5035  -18.8570    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.0930  -19.6746    0.0000 Cl  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
  4 17  1  0
  1 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476372

   ---

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: 263.70

Molecular Weight (Monoisotopic): 263.0626

AlogP: 3.84

#Rotatable Bonds: 2

Polar Surface Area: 33.61

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.97

CX LogP: 2.85

CX LogD: 2.84

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.75

Np Likeness Score: -1.13

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