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Showing NP-Card for 1-aci-Nitro-2-indolylethane (NP0054957)

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Record Information
Version2.0
Created at2022-04-28 01:09:01 UTC
Updated at2022-04-28 01:09:01 UTC
NP-MRD IDNP0054957
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-aci-Nitro-2-indolylethane
Description1-Aci-nitro-2-(1H-indol-3-yl)ethane, also known as iaox N-oxide or indole-3-acetaldoxime N-oxide, belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 1-aci-Nitro-2-indolylethane is found in Arabidopsis thaliana. Based on a literature review very few articles have been published on 1-aci-nitro-2-(1H-indol-3-yl)ethane.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0054957 (1-aci-Nitro-2-indolylethane)


  Mrv1652304282203092D          

 14 15  0  0  0  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358    3.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809    4.3727    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.3739    4.5442    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.7329    4.9858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
M  CHG  2  12   1  13  -1
M  END
Download

3D MOL for NP0054957 (1-aci-Nitro-2-indolylethane)

     RDKit          3D

 24 25  0  0  0  0  0  0  0  0999 V2000
    4.3302    0.0585    0.7922 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.6321    0.2913   -0.3837 N   0  0  0  0  0  4  0  0  0  0  0  0
    4.2929    0.5856   -1.5473 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3269    0.2281   -0.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6080   -0.0970    0.9091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2840   -0.6256    0.5801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0955   -1.9460    0.6018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3808   -2.0464    0.2337 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8567   -0.8016   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1015   -0.3720   -0.4397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2951    0.9735   -0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2652    1.8641   -0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0175    1.4590   -0.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8182    0.0961    0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9193    0.2836   -2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8316    0.4164   -1.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417    0.8327    1.5388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323   -0.8112    1.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5692   -2.7706    0.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9222   -2.9329    0.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9231   -1.0791   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2639    1.3214   -0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4240    2.9291   -0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2045    2.1430    0.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  1  0
  2  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  6  1  0
 14  9  1  0
  3 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  7 19  1  0
  8 20  1  0
 10 21  1  0
 11 22  1  0
 12 23  1  0
 13 24  1  0
M  CHG  2   1  -1   2   1
M  END
Download

3D SDF for NP0054957 (1-aci-Nitro-2-indolylethane)


  Mrv1652304282203092D          

 14 15  0  0  0  0            999 V2000
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358    3.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809    4.3727    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.3739    4.5442    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.7329    4.9858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
M  CHG  2  12   1  13  -1
M  END
> <DATABASE_ID>
NP0054957

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O\[N+]([O-])=C\CC1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C10H10N2O2/c13-12(14)6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,6-7,11H,5H2,(H,13,14)

> <INCHI_KEY>
LZEDEUNADWSJKX-UHFFFAOYSA-N

> <FORMULA>
C10H10N2O2

> <MOLECULAR_WEIGHT>
190.202

> <EXACT_MASS>
190.07422757

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
19.11809376452308

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(E)-hydroxy[2-(1H-indol-3-yl)ethylidene]oxidoazanium

> <ALOGPS_LOGP>
1.40

> <JCHEM_LOGP>
-1.8580208944717458

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.546339445497663

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.61817265740381

> <JCHEM_POLAR_SURFACE_AREA>
62.09

> <JCHEM_REFRACTIVITY>
63.206199999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(E)-hydroxy[2-(1H-indol-3-yl)ethylidene]oxidoazanium

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0054957 (1-aci-Nitro-2-indolylethane)

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PDB for NP0054957 (1-aci-Nitro-2-indolylethane)
HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.650   5.553   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.680   6.698   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.204   8.162   0.000  0.00  0.00           N+1
HETATM   13  O   UNK     0       0.698   8.483   0.000  0.00  0.00           O-1
HETATM   14  O   UNK     0       3.235   9.307   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

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3D PDB for NP0054957 (1-aci-Nitro-2-indolylethane)
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SMILES for NP0054957 (1-aci-Nitro-2-indolylethane)
O\[N+]([O-])=C\CC1=CNC2=CC=CC=C12
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INCHI for NP0054957 (1-aci-Nitro-2-indolylethane)
InChI=1S/C10H10N2O2/c13-12(14)6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,6-7,11H,5H2,(H,13,14)
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View in JSmol
Synonyms
ValueSource
IAOx N-oxideChEBI
Indole-3-acetaldoxime N-oxideChEBI
1-(1H-indol-3-yl)-2-Aci-nitroethaneKegg
Chemical FormulaC10H10N2O2
Average Mass190.2020 Da
Monoisotopic Mass190.07423 Da
IUPAC Name(E)-hydroxy[2-(1H-indol-3-yl)ethylidene]oxidoazanium
Traditional Name(E)-hydroxy[2-(1H-indol-3-yl)ethylidene]oxidoazanium
CAS Registry NumberNot Available
SMILES
O\[N+]([O-])=C\CC1=CNC2=CC=CC=C12
InChI Identifier
InChI=1S/C10H10N2O2/c13-12(14)6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,6-7,11H,5H2,(H,13,14)
InChI KeyLZEDEUNADWSJKX-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Arabidopsis thalianaPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassIndoles  
Direct Parent3-alkylindoles  
Alternative Parents
Substituents
  • 3-alkylindole
    • 

  • Substituted pyrrole
    • 

  • Benzenoid
    • 

  • Pyrrole
    • 

  • Heteroaromatic compound
    • 

  • Nitronic acid
    • 

  • Aldoxime
    • 

  • Azacycle
    • 

  • Allyl-type 1,3-dipolar organic compound
    • 

  • Organic 1,3-dipolar compound
    • 

  • Organic zwitterion
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Organonitrogen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.4ALOGPS
logP-1.9ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)5.62ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area62.09 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity63.21 m³·mol⁻¹ChemAxon
Polarizability19.12 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID30791707  
KEGG Compound IDC17204  
BioCyc IDCPD-12386  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15663323  
PDB IDNot Available
ChEBI ID136445  
Good Scents IDNot Available
References
General ReferencesNot Available