NP-MRD: Showing NP-Card for 2-(1H-Indole-3-carboxamido)benzoic acid (NP0138383)

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Record Information

Version

1.0

Created at

2022-05-31 17:57:11 UTC

Updated at

2022-05-31 17:57:12 UTC

NP-MRD ID

NP0138383

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(1H-Indole-3-carboxamido)benzoic acid

Description

2-(1H-Indole-3-carboxamido)benzoic acid belongs to the class of organic compounds known as aromatic anilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with an aromatic group. They have the general structure RNC(=O)R', where R= benzene, and R = aryl group. It was first documented in 2022 (PMID: 35633637). Based on a literature review a significant number of articles have been published on 2-(1H-Indole-3-carboxamido)benzoic acid (PMID: 35633636) (PMID: 35633635) (PMID: 35633634) (PMID: 35633633).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
   -3.3959   -2.3512    1.2507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6706   -1.6220    0.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4508   -2.1206    0.1482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -0.3056    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3814    0.1482    0.5708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8431    1.3995    0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0514    2.2070   -0.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8145    1.8005   -1.0116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3695    0.5332   -0.6388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1170    0.0249   -1.0379 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0737    0.2347   -0.3335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2095    0.9747    0.8314 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2464   -0.2726   -0.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817   -1.0200   -1.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9100   -1.2811   -1.7839 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377   -0.7315   -0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7294   -0.7092   -0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9805   -0.0418    0.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9705    0.5945    1.6547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6754    0.5687    1.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4103   -0.0925   -0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4186   -3.0555   -0.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9987   -0.5120    1.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8003    1.7801    0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3714    3.2060   -0.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1660    2.4103   -1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4990    0.4528    1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8555   -1.3208   -2.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3604   -1.8494   -2.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4890   -1.2211   -0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9893   -0.0206    1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2121    1.1059    2.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9344    1.0865    1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  9  4  1  0
 21 13  1  0
 21 16  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
  8 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 20 33  1  0
M  END


  Mrv1652305312219572D          

 21 23  0  0  0  0            999 V2000
   -1.2822   -1.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -2.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441   -2.8361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400   -4.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880   -4.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    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   -1.5229    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  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
 10  9  1  4  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 21  1  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138383

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C1=CC=CC=C1N=C(O)C1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H12N2O3/c19-15(12-9-17-13-7-3-1-5-10(12)13)18-14-8-4-2-6-11(14)16(20)21/h1-9,17H,(H,18,19)(H,20,21)

> <INCHI_KEY>
DRWUBVFXVNQIND-UHFFFAOYSA-N

> <FORMULA>
C16H12N2O3

> <MOLECULAR_WEIGHT>
280.283

> <EXACT_MASS>
280.084792254

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.63057432985055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[hydroxy(1H-indol-3-yl)methylidene]amino}benzoic acid

> <JCHEM_LOGP>
3.5489321929999993

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.232447189459856

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7505556587882256

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1701654325148287

> <JCHEM_POLAR_SURFACE_AREA>
85.68

> <JCHEM_REFRACTIVITY>
80.6893

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-{[hydroxy(1H-indol-3-yl)methylidene]amino}benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-MAY-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-22         0                                  
HETATM    1  O   UNK     0      -2.393  -3.509   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.869  -4.974   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.376  -5.294   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.839  -6.118   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.315  -7.583   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.284  -8.727   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.222  -8.407   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.698  -6.943   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.143  -4.334   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.680  -5.158   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   13   16                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Value	Source
2-(1H-Indole-3-carboxamido)benzoate	Generator

Chemical Formula

C₁₆H₁₂N₂O₃

Average Mass

280.2830 Da

Monoisotopic Mass

280.08479 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

171817-95-1

SMILES

OC(=O)C1=CC=CC=C1N=C(O)C1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C16H12N2O3/c19-15(12-9-17-13-7-3-1-5-10(12)13)18-14-8-4-2-6-11(14)16(20)21/h1-9,17H,(H,18,19)(H,20,21)

InChI Key

DRWUBVFXVNQIND-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic anilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with an aromatic group. They have the general structure RNC(=O)R', where R= benzene, and R = aryl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Aromatic anilides

Alternative Parents

Substituents

Aromatic anilide
Indolecarboxamide derivative
Indolecarboxylic acid derivative
Benzoic acid or derivatives
Benzoic acid
Indole
Indole or derivatives
Benzoyl
Pyrrole-3-carboxylic acid or derivatives
Pyrrole-3-carboxamide
Substituted pyrrole
Heteroaromatic compound
Vinylogous amide
Pyrrole
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Organonitrogen 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

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

23994899

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

28370180

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Obilom RE, Amanyam CT, Ogunbode AM, Mosuro OA, Ndukwu GU, Onuoha FM, Grema BA, Akangoziri MD: Prevalence and Factors Associated with Depression among Resident Doctors in Nigeria: A Multi-Center Study. West Afr J Med. 2022 May 27;39(5):521-528. [PubMed:35633637 ]
Fischer FB, Deml MJ, Mausezahl D: Legionnaires' disease - a qualitative study on Swiss physicians' approaches to the diagnosis and treatment of community-acquired pneumonia. Swiss Med Wkly. 2022 May 2;152(17-18). pii: Swiss Med Wkly. 2022;152:w30157. doi: 10.4414/smw.2022.w30157. eCollection 2022 Apr 25. [PubMed:35633636 ]
Schneider C, Reimann S, Schmid J, Bernhard J, Rabaglio M, Campbell KL, Wilhelm M, Eser P: Qualitative analysis of facilitators and barriers to centre- and home-based exercise training in breast cancer patients - a Swiss tertiary centre experience. Swiss Med Wkly. 2022 May 12;(19-20). pii: Swiss Med Wkly. 2022;152:w30155. doi: 10.4414/smw.2022.w30155. eCollection 2022 May 9. [PubMed:35633635 ]
Adumah CC, Mosanya AO, Salami OF, Apata OK, Ogundele IO, Onuoha EC: Early Experience of Laparoscopic Surgery in a Teaching Hospital in Rural Nigeria. West Afr J Med. 2022 May 27;39(5):516-520. [PubMed:35633634 ]
Jungblut L, von Garnier C, Puhan M, Tomonaga Y, Kaufmann C, Azzola A, Burgi U, Bremerich J, Brutsche M, Christe A, Ebner L, Heverhagen JT, Eich C, Franzen D, Schmitt-Opitz I, Schneiter D, Spieldenner J, Horwath N, Kohler M, Weder W, Lovis A, Meuli R, Menig M, Beigelmann-Aubry C, Niemann T, Stohr S, Vock P, Senn O, Neuner-Jehle S, Selby K, Laures S, Ott S, Frauenfelder T: The Swiss Approach - feasibility of a national low-dose CT lung cancer screening program. Swiss Med Wkly. 2022 Apr 14;152(15-16). pii: Swiss Med Wkly. 2022;152:w30154. doi: 10.4414/smw.2022.w30154. eCollection 2022 Apr 11. [PubMed:35633633 ]

Showing NP-Card for 2-(1H-Indole-3-carboxamido)benzoic acid (NP0138383)

MOL for NP0138383 (2-(1H-Indole-3-carboxamido)benzoic acid)

3D MOL for NP0138383 (2-(1H-Indole-3-carboxamido)benzoic acid)

3D SDF for NP0138383 (2-(1H-Indole-3-carboxamido)benzoic acid)

3D-SDF for NP0138383 (2-(1H-Indole-3-carboxamido)benzoic acid)

PDB for NP0138383 (2-(1H-Indole-3-carboxamido)benzoic acid)

3D PDB for NP0138383 (2-(1H-Indole-3-carboxamido)benzoic acid)

SMILES for NP0138383 (2-(1H-Indole-3-carboxamido)benzoic acid)

INCHI for NP0138383 (2-(1H-Indole-3-carboxamido)benzoic acid)

Structure for NP0138383 (2-(1H-Indole-3-carboxamido)benzoic acid)

3D Structure for NP0138383 (2-(1H-Indole-3-carboxamido)benzoic acid)