NP-MRD: Showing NP-Card for indole-3-carboxamide (NP0029704)

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Record Information

Version

2.0

Created at

2021-06-19 21:15:40 UTC

Updated at

2021-06-29 23:57:15 UTC

NP-MRD ID

NP0029704

Secondary Accession Numbers

None

Natural Product Identification

Common Name

indole-3-carboxamide

Provided By

JEOL Database JEOL Logo

Description

indole-3-carboxamide is found in Isatis tinctoria and Rhizoctonia solani. indole-3-carboxamide was first documented in 2000 (Pedras, M. S. C., et al.). Based on a literature review very few articles have been published on 1H-indole-3-carboximidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123153D          

 20 21  0  0  0  0            999 V2000
   -3.2803   -1.7465   -1.7004 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5878   -1.8604   -0.5284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1635   -2.2539    0.4811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1752   -1.4934   -0.5726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4573   -1.0422   -1.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8366   -0.8115   -1.2832 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.0999    0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1327   -1.0126    0.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0024   -1.3760    2.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7815   -1.8089    2.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3456   -1.8898    1.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2457   -1.5294    0.5253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8653   -1.4301   -2.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2582   -1.9971   -1.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7456   -0.8624   -2.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5764   -0.4768   -1.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0863   -0.6755    0.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8674   -1.3196    2.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976   -2.0879    3.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2943   -2.2295    2.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
  8  7  2  0  0  0  0
 10  9  2  0  0  0  0
 12 11  2  0  0  0  0
  7  6  1  0  0  0  0
  6  5  1  0  0  0  0
  5  4  2  0  0  0  0
  4 12  1  0  0  0  0
 11 10  1  0  0  0  0
  4  2  1  0  0  0  0
  2  3  2  0  0  0  0
 12  7  1  0  0  0  0
  1  2  1  0  0  0  0
 10 19  1  0  0  0  0
  9 18  1  0  0  0  0
  8 17  1  0  0  0  0
 11 20  1  0  0  0  0
  6 16  1  0  0  0  0
  5 15  1  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029704

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N([H])C(=O)C1=C([H])N([H])C2=C([H])C([H])=C([H])C([H])=C12

> <INCHI_IDENTIFIER>
InChI=1S/C9H8N2O/c10-9(12)7-5-11-8-4-2-1-3-6(7)8/h1-5,11H,(H2,10,12)

> <INCHI_KEY>
LSGKMZLPZFPAIN-UHFFFAOYSA-N

> <FORMULA>
C9H8N2O

> <MOLECULAR_WEIGHT>
160.176

> <EXACT_MASS>
160.063662886

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
16.558361411916238

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1H-indole-3-carboxamide

> <ALOGPS_LOGP>
1.02

> <JCHEM_LOGP>
0.9226481033333334

> <ALOGPS_LOGS>
-1.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.751862128159313

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.207641301929904

> <JCHEM_PKA_STRONGEST_BASIC>
-0.928452276508345

> <JCHEM_POLAR_SURFACE_AREA>
58.88

> <JCHEM_REFRACTIVITY>
46.2229

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.63e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1H-indole-3-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  N   UNK     0      -3.280  -1.746  -1.700  0.00  0.00           N+0
HETATM    2  C   UNK     0      -2.588  -1.860  -0.528  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.163  -2.254   0.481  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.175  -1.493  -0.573  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.457  -1.042  -1.671  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.837  -0.812  -1.283  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.994  -1.100   0.050  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.133  -1.013   0.861  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.002  -1.376   2.204  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.782  -1.809   2.713  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.346  -1.890   1.887  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.246  -1.529   0.525  0.00  0.00           C+0
HETATM   13  H   UNK     0      -2.865  -1.430  -2.561  0.00  0.00           H+0
HETATM   14  H   UNK     0      -4.258  -1.997  -1.684  0.00  0.00           H+0
HETATM   15  H   UNK     0      -0.746  -0.862  -2.696  0.00  0.00           H+0
HETATM   16  H   UNK     0       1.576  -0.477  -1.885  0.00  0.00           H+0
HETATM   17  H   UNK     0       3.086  -0.676   0.468  0.00  0.00           H+0
HETATM   18  H   UNK     0       2.867  -1.320   2.861  0.00  0.00           H+0
HETATM   19  H   UNK     0       0.698  -2.088   3.760  0.00  0.00           H+0
HETATM   20  H   UNK     0      -1.294  -2.229   2.296  0.00  0.00           H+0
CONECT    1    2   13   14                                                  
CONECT    2    4    3    1                                                  
CONECT    3    2                                                            
CONECT    4    5   12    2                                                  
CONECT    5    6    4   15                                                  
CONECT    6    7    5   16                                                  
CONECT    7    8    6   12                                                  
CONECT    8    9    7   17                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11   19                                                  
CONECT   11   12   10   20                                                  
CONECT   12   11    4    7                                                  
CONECT   13    1                                                            
CONECT   14    1                                                            
CONECT   15    5                                                            
CONECT   16    6                                                            
CONECT   17    8                                                            
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   11                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Value	Source
1H-Indole-3-carboximidate	Generator
3-Indoleacetamide	ChEMBL
Indole-3-acetamide	ChEMBL
1H-Indole-3-carboxylate amide	Generator

Chemical Formula

C₉H₈N₂O

Average Mass

160.1760 Da

Monoisotopic Mass

160.06366 Da

IUPAC Name

1H-indole-3-carboxamide

Traditional Name

1H-indole-3-carboxamide

CAS Registry Number

Not Available

SMILES

[H]N([H])C(=O)C1=C([H])N([H])C2=C([H])C([H])=C([H])C([H])=C12

InChI Identifier

InChI=1S/C9H8N2O/c10-9(12)7-5-11-8-4-2-1-3-6(7)8/h1-5,11H,(H2,10,12)

InChI Key

LSGKMZLPZFPAIN-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Isatis tinctoria	LOTUS Database	35616633
Rhizoctonia solani	JEOL database	Pedras, M. S. C., et al, Phytochemistry 53, 59 (2000)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as indolecarboxamides and derivatives. These are compounds containing a carboxamide group attached to an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolecarboxylic acids and derivatives

Direct Parent

Indolecarboxamides and derivatives

Alternative Parents

Substituents

Indolecarboxamide derivative
Indole
Pyrrole-3-carboxamide
Pyrrole-3-carboxylic acid or derivatives
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Vinylogous amide
Primary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Azacycle
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.02	ALOGPS
logP	0.92	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	13.21	ChemAxon
pKa (Strongest Basic)	-0.93	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.88 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	46.22 m³·mol⁻¹	ChemAxon
Polarizability	16.56 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1636821

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pedras, M. S. C., et al. (2000). Pedras, M. S. C., et al, Phytochemistry 53, 59 (2000). Phytochem..

Showing NP-Card for indole-3-carboxamide (NP0029704)

MOL for NP0029704 (indole-3-carboxamide)

3D MOL for NP0029704 (indole-3-carboxamide)

3D SDF for NP0029704 (indole-3-carboxamide)

3D-SDF for NP0029704 (indole-3-carboxamide)

PDB for NP0029704 (indole-3-carboxamide)

3D PDB for NP0029704 (indole-3-carboxamide)

SMILES for NP0029704 (indole-3-carboxamide)

INCHI for NP0029704 (indole-3-carboxamide)

Structure for NP0029704 (indole-3-carboxamide)

3D Structure for NP0029704 (indole-3-carboxamide)