(5,6-Dimethoxy-indan-2-yl)-dipropyl-amine

ID: ALA16410

Cas Number: 1217227-99-0

PubChem CID: 5626

Max Phase: Preclinical

Molecular Formula: C17H27NO2

Molecular Weight: 277.41

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Synonyms: PNU-99194A | 82668-33-5|JPC-211|1H-Inden-2-amine, 2,3-dihydro-5,6-dimethoxy-N,N-dipropyl-|PNU-99194A free base|U-99194|CHEMBL16410|929J96FO8T|JPC 211|1H-Inden-2-amine,2,3-dihydro-5,6-dimethoxy-N,N-dipropyl-|1217227-99-0|UNII-929J96FO8T|TAM-67|U 99194|5,6-dimethoxy-N,N-dipropyl-2,3-dihydro-1H-inden-2-amine|2-Di-n-propylamino-5,6-dimethoxyindane|NCGC00016073-01|Tocris-1357|Lopac-U-116|Biomol-NT_000031|Lopac0_001207|BPBio1_001223|SCHEMBL2640137|CHEBI:93232|DTXSID50274471|BDBM50107876|AKOS040748642|Show More

Canonical SMILES:  CCCN(CCC)C1Cc2cc(OC)c(OC)cc2C1

Standard InChI:  InChI=1S/C17H27NO2/c1-5-7-18(8-6-2)15-9-13-11-16(19-3)17(20-4)12-14(13)10-15/h11-12,15H,5-10H2,1-4H3

Standard InChI Key:  UOLJKAPABHXFRE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   11.6792  -19.9424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6780  -20.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3924  -21.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3906  -19.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1056  -19.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1104  -20.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8974  -21.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3791  -20.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8896  -19.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2036  -20.3394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6200  -21.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6116  -19.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4361  -19.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4445  -21.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8610  -21.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8442  -18.9017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9651  -19.5303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9649  -18.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9637  -21.1809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2500  -20.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  8 10  1  0
  5  6  1  0
 10 11  1  0
 10 12  1  0
  2  3  1  0
 12 13  1  0
  3  6  2  0
 11 14  1  0
  1  2  2  0
 14 15  1  0
  5  4  2  0
 13 16  1  0
  6  7  1  0
  1 17  1  0
  7  8  1  0
 17 18  1  0
  8  9  1  0
  2 19  1  0
  9  5  1  0
 19 20  1  0
M  END

Alternative Forms

  1. Parent:

    ALA16410

    PNU-99194A
  2. Alternative Forms:

Associated Targets(Human)

FYN Tclin Tyrosine-protein kinase FYN (5308 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAPK1 Tchem MAP kinase ERK2 (25055 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
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ARSA Tbio Cerebroside-sulfatase (655 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC6 Tclin Histone deacetylase 6 (20808 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Drd2 Dopamine D2 receptor (7893 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Drd3 Dopamine D3 receptor (1050 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Drd3 Dopamine receptor D2 and D3 (225 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Impa1 Inositol monophosphatase 1 (16203 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Chrm1 Muscarinic acetylcholine receptor M1 (3437 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pfk 6-phospho-1-fructokinase (7870 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 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

Biocomponents

Calculated Properties

Molecular Weight: 277.41Molecular Weight (Monoisotopic): 277.2042AlogP: 3.29#Rotatable Bonds: 7
Polar Surface Area: 21.70Molecular Species: BASEHBA: 3HBD:
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 10.38CX LogP: 3.75CX LogD: 0.88
Aromatic Rings: 1Heavy Atoms: 20QED Weighted: 0.76Np Likeness Score: -0.34

References

1. Jagoe CT, Kreifels SE, Li J.  (1997)  Covalent binding of catechols to src family SH2 domains,  (2): [10.1016/S0960-894X(96)00589-6]
2. Haadsma-Svensson SR, Cleek KA, Dinh DM, Duncan JN, Haber CL, Huff RM, Lajiness ME, Nichols NF, Smith MW, Svensson KA, Zaya MJ, Carlsson A, Lin CH..  (2001)  Dopamine D(3) receptor antagonists. 1. Synthesis and structure-activity relationships of 5,6-dimethoxy-N-alkyl- and N-alkylaryl-substituted 2-aminoindans.,  44  (26): [PMID:11741489] [10.1021/jm010145w]
3. PubChem BioAssay data set, 
4. PubChem BioAssay data set, 
5. PubChem BioAssay data set, 
6. PubChem BioAssay data set, 
7. PubChem BioAssay data set, 
8. Bernhard Ellinger, Justus Dick, Vanessa Lage-Rupprecht, Bruce Schultz, Andrea Zaliani, Marcin Namysl, Stephan Gebel, Ole Pless, Jeanette Reinshagen, Christian Ebeling, Alexander Esser, Marc Jacobs, Carsten Claussen, and Martin Hofmann-Apitius.  (2021)  HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators,  [10.6019/CHEMBL4808148]