(E)-3-(6-Fluoro-1H-indol-3-yl)prop-2-en-1-ol

ID: ALA1812548

PubChem CID: 53391944

Max Phase: Preclinical

Molecular Formula: C11H10FNO

Molecular Weight: 191.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC/C=C/c1c[nH]c2cc(F)ccc12

Standard InChI:  InChI=1S/C11H10FNO/c12-9-3-4-10-8(2-1-5-14)7-13-11(10)6-9/h1-4,6-7,13-14H,5H2/b2-1+

Standard InChI Key:  OBZYXKUTLPNAOX-OWOJBTEDSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   -4.2389    0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2401    0.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253   -0.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5271    1.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8117    0.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8114    0.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0210   -0.0881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5326    0.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0214    1.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7667    2.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598    2.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7051    2.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1018    3.1695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9549   -0.2434    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  5  4  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4  1  1  0
  9 10  1  0
  5  6  1  0
 10 11  2  0
 11 12  1  0
  2  3  1  0
 12 13  1  0
  3  6  2  0
  2 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1812548

   (E)-3-(6-fluoro-1H-indol-3-yl)prop-2-en-1-ol

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: 191.21

Molecular Weight (Monoisotopic): 191.0746

AlogP: 2.31

#Rotatable Bonds: 2

Polar Surface Area: 36.02

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.06

CX LogD: 2.06

Aromatic Rings: 2

Heavy Atoms: 14

QED Weighted: 0.75

Np Likeness Score: 0.25

References

1. Dolusić E, Larrieu P, Moineaux L, Stroobant V, Pilotte L, Colau D, Pochet L, Van den Eynde B, Masereel B, Wouters J, Frédérick R..  (2011)  Tryptophan 2,3-dioxygenase (TDO) inhibitors. 3-(2-(pyridyl)ethenyl)indoles as potential anticancer immunomodulators.,  54  (15): [PMID:21726069] [10.1021/jm2006782]

Source

Source(1):

• Scientific Literature