3-(2-Amino-propyl)-1H-indol-4-ol

ID: ALA1788284

PubChem CID: 14083215

Max Phase: Preclinical

Molecular Formula: C11H14N2O

Molecular Weight: 190.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](N)Cc1c[nH]c2cccc(O)c12

Standard InChI:  InChI=1S/C11H14N2O/c1-7(12)5-8-6-13-9-3-2-4-10(14)11(8)9/h2-4,6-7,13-14H,5,12H2,1H3/t7-/m1/s1

Standard InChI Key:  BYMNOLWNRCZVLJ-SSDOTTSWSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
    4.6740   -6.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8893   -6.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1609   -6.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6798   -7.5323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9065   -7.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6626   -5.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848   -6.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1676   -5.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3671   -4.1299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3671   -4.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4802   -7.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1848   -7.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4745   -6.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0888   -5.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  3  1  0
  5  2  2  0
  6  1  1  0
  7  2  1  0
  8  7  1  0
  9 10  1  0
 10  6  1  0
 11 13  1  0
 12  5  1  0
 13  7  2  0
 10 14  1  6
  4  5  1  0
 12 11  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1788284

   3-[(2R)-2-aminopropyl]-1H-indol-4-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: 190.25

Molecular Weight (Monoisotopic): 190.1106

AlogP: 1.76

#Rotatable Bonds: 2

Polar Surface Area: 62.04

Molecular Species: BASE

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.09

CX Basic pKa: 10.04

CX LogP: 0.70

CX LogD: -0.64

Aromatic Rings: 2

Heavy Atoms: 14

QED Weighted: 0.68

Np Likeness Score: 0.59

References

1. Nichols DE, Lloyd DH, Johnson MP, Hoffman AJ..  (1988)  Synthesis and serotonin receptor affinities of a series of enantiomers of alpha-methyltryptamines: evidence for the binding conformation of tryptamines at serotonin 5-HT1B receptors.,  31  (7): [PMID:3385733] [10.1021/jm00402a026]

Source

Source(1):

• Scientific Literature