3-(1-Ethyl-1H-imidazol-5-yl)-4-fluoro-5-iodo-1H-indole

ID: ALA4452569

PubChem CID: 139488606

Max Phase: Preclinical

Molecular Formula: C13H11FIN3

Molecular Weight: 355.15

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H11FIN3/c1-2-18-7-16-6-11(18)8-5-17-10-4-3-9(15)13(14)12(8)10/h3-7,17H,2H2,1H3

Standard InChI Key:  KBQLQDPQEMFGCB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    8.7147  -28.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7136  -28.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283  -29.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4266  -27.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1419  -28.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1468  -28.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9342  -29.1094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4161  -28.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9264  -27.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1755  -26.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9586  -26.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9538  -25.9066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1677  -25.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6868  -26.3266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8619  -26.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4452  -25.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4241  -26.7981    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0002  -27.6236    0.0000 I   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:

   

   ALA4452569

   ---

2. Alternative Forms:

   

   ALA4452569

   ---

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: 355.15

Molecular Weight (Monoisotopic): 354.9982

AlogP: 3.80

#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: 5.96

CX LogP: 3.17

CX LogD: 3.16

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.70

Np Likeness Score: -0.95

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