3-(2-Amino-propyl)-1H-indol-5-ol

ID: ALA1416204

Cas Number: 95114-43-5

PubChem CID: 6603907

Max Phase: Preclinical

Molecular Formula: C11H14N2O

Molecular Weight: 190.25

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  C[C@H](N)Cc1c[nH]c2ccc(O)cc12

Standard InChI:  InChI=1S/C11H14N2O/c1-7(12)4-8-6-13-11-3-2-9(14)5-10(8)11/h2-3,5-7,13-14H,4,12H2,1H3/t7-/m0/s1

Standard InChI Key:  LYPCGXKCQDYTFV-ZETCQYMHSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  1  0  0  0  0  0999 V2000
    2.8436    0.2107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0844    1.7032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4013   -1.3725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7002    0.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7002    1.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0844    0.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147    0.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5693    1.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4147    1.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291    0.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3394   -0.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291    1.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1463   -0.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6984    0.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0
  2  5  1  0
  2  8  1  0
 13  3  1  1
  4  5  2  0
  4  6  1  0
  4  7  1  0
  5  9  1  0
  6  8  2  0
  6 11  1  0
  7 10  2  0
  9 12  2  0
 10 12  1  0
 11 13  1  0
 13 14  1  0
M  END

Alternative Forms

Associated Targets(Human)

NFKB1 Tclin Nuclear factor NF-kappa-B p105 subunit (1459 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Htr1b Serotonin 1b (5-HT1b) receptor (2343 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Htr2b Serotonin 2 (5-HT2) receptor (2078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 190.25Molecular Weight (Monoisotopic): 190.1106AlogP: 1.76#Rotatable Bonds: 2
Polar Surface Area: 62.04Molecular Species: BASEHBA: 2HBD: 3
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 9.38CX Basic pKa: 10.16CX LogP: 0.84CX LogD: -0.76
Aromatic Rings: 2Heavy Atoms: 14QED Weighted: 0.68Np Likeness Score: 0.47

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]
2. PubChem BioAssay data set, 
3. PubChem BioAssay data set,