NP-MRD: Showing NP-Card for Pyrrole-2-carboxamide (NP0016022)

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Record Information

Version

1.0

Created at

2021-01-06 01:06:57 UTC

Updated at

2021-07-15 17:21:33 UTC

NP-MRD ID

NP0016022

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pyrrole-2-carboxamide

Provided By

NPAtlas

Description

Pyrrole-2-carboxamide is found in Agelas oroides and Streptomyces sp. RM-14-6. It was first documented in 2017 (PMID: 28029795). Based on a literature review very few articles have been published on 1H-Pyrrole-2-carboxamide (PMID: 34380192) (PMID: 34380191) (PMID: 34380190) (PMID: 34380189).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117263D          

 14 14  0  0  0  0            999 V2000
   -2.5244    0.1379   -0.0490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4492   -0.7814    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876   -2.0084    0.1363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627   -0.3361    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3368    0.9956   -0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7121    1.0817   -0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1525   -0.2221    0.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695   -1.0311    0.0991 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3739   -0.1020   -0.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4777    1.0643    0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3598    1.8218   -0.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3239    1.9710   -0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2071   -0.5171    0.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1334   -2.0741    0.1840 H   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  4  1  0  0  0  0
  1  9  1  0  0  0  0
  1 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0016022

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N([H])C(=O)C1=C([H])C([H])=C([H])N1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C5H6N2O/c6-5(8)4-2-1-3-7-4/h1-3,7H,(H2,6,8)

> <INCHI_KEY>
RLOQBKJCOAXOLR-UHFFFAOYSA-N

> <FORMULA>
C5H6N2O

> <MOLECULAR_WEIGHT>
110.116

> <EXACT_MASS>
110.048012821

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
10.869796429796269

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1H-pyrrole-2-carboxamide

> <ALOGPS_LOGP>
-0.21

> <JCHEM_LOGP>
-0.17622865333333335

> <ALOGPS_LOGS>
0.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.143352374863952

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.906517584107238

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7800076695071753

> <JCHEM_POLAR_SURFACE_AREA>
58.88

> <JCHEM_REFRACTIVITY>
29.772699999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.29e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1H-pyrrole-2-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  N   UNK     0      -2.524   0.138  -0.049  0.00  0.00           N+0
HETATM    2  C   UNK     0      -1.449  -0.781   0.041  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.688  -2.008   0.136  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.063  -0.336   0.026  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.337   0.996  -0.075  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.712   1.082  -0.061  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.152  -0.222   0.050  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.069  -1.031   0.099  0.00  0.00           N+0
HETATM    9  H   UNK     0      -3.374  -0.102  -0.574  0.00  0.00           H+0
HETATM   10  H   UNK     0      -2.478   1.064   0.409  0.00  0.00           H+0
HETATM   11  H   UNK     0      -0.360   1.822  -0.152  0.00  0.00           H+0
HETATM   12  H   UNK     0       2.324   1.971  -0.124  0.00  0.00           H+0
HETATM   13  H   UNK     0       3.207  -0.517   0.090  0.00  0.00           H+0
HETATM   14  H   UNK     0       1.133  -2.074   0.184  0.00  0.00           H+0
CONECT    1    2    9   10                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    8                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    4   14                                                  
CONECT    9    1                                                            
CONECT   10    1                                                            
CONECT   11    5                                                            
CONECT   12    6                                                            
CONECT   13    7                                                            
CONECT   14    8                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₅H₆N₂O

Average Mass

110.1160 Da

Monoisotopic Mass

110.04801 Da

IUPAC Name

1H-pyrrole-2-carboxamide

Traditional Name

1H-pyrrole-2-carboxamide

CAS Registry Number

Not Available

SMILES

NC(=O)C1=CC=CN1

InChI Identifier

InChI=1S/C5H6N2O/c6-5(8)4-2-1-3-7-4/h1-3,7H,(H2,6,8)

InChI Key

RLOQBKJCOAXOLR-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Agelas oroides	LOTUS Database	35616633
Streptomyces sp. RM-14-6	NPAtlas	28029795

Chemical Taxonomy

Classification

Not classified

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	-0.21	ALOGPS
logP	-0.18	ChemAxon
logS	0.32	ALOGPS
pKa (Strongest Acidic)	14.91	ChemAxon
pKa (Strongest Basic)	-0.78	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	29.77 m³·mol⁻¹	ChemAxon
Polarizability	10.87 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA022114

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

498677

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

573553

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shaaban KA, Saunders MA, Zhang Y, Tran T, Elshahawi SI, Ponomareva LV, Wang X, Zhang J, Copley GC, Sunkara M, Kharel MK, Morris AJ, Hower JC, Tremblay MS, Prendergast MA, Thorson JS: Spoxazomicin D and Oxachelin C, Potent Neuroprotective Carboxamides from the Appalachian Coal Fire-Associated Isolate Streptomyces sp. RM-14-6. J Nat Prod. 2017 Jan 27;80(1):2-11. doi: 10.1021/acs.jnatprod.6b00948. Epub 2016 Dec 28. [PubMed:28029795 ]
Kim S, Park KY, Chung J, Kim YB, Lee JW, Huh SK: Comparative Analysis of Feasibility of the Retrograde Suction Decompression Technique for Microsurgical Treatment of Large and Giant Internal Carotid Artery Aneurysms. J Korean Neurosurg Soc. 2021 Aug 12. pii: jkns.2021.0066. doi: 10.3340/jkns.2021.0066. [PubMed:34380192 ]
Bahloul M, Kharrat S, Chtara K, Hafdhi M, Turki O, Baccouche N, Ammar R, Kallel N, Hsairi M, Chakroun-Walha O, Hamida CB, Chelly H, Mahfoudh KB, Karoui A, Karray H, Rekik N, Bouaziz M: Clinical characteristics and outcomes of critically ill COVID-19 patients in Sfax, Tunisia. Acute Crit Care. 2021 Aug 12. pii: acc.2021.00129. doi: 10.4266/acc.2021.00129. [PubMed:34380191 ]
Yi J, Kim KH: Identification and infection control of carbapenem-resistant Enterobacterales in intensive care units. Acute Crit Care. 2021 Aug 12. pii: acc.2021.00409. doi: 10.4266/acc.2021.00409. [PubMed:34380190 ]
Lee Y, Kim SH, Hwang HY, Sohn SH, Choi JW, Kim KH: Perfusion parameters during cardiopulmonary bypass as a predictor of acute kidney injury after aortic valve replacement. Acute Crit Care. 2021 Aug 12. pii: acc.2021.00094. doi: 10.4266/acc.2021.00094. [PubMed:34380189 ]

Showing NP-Card for Pyrrole-2-carboxamide (NP0016022)

MOL for NP0016022 (Pyrrole-2-carboxamide)

3D MOL for NP0016022 (Pyrrole-2-carboxamide)

3D SDF for NP0016022 (Pyrrole-2-carboxamide)

3D-SDF for NP0016022 (Pyrrole-2-carboxamide)

PDB for NP0016022 (Pyrrole-2-carboxamide)

3D PDB for NP0016022 (Pyrrole-2-carboxamide)

SMILES for NP0016022 (Pyrrole-2-carboxamide)

INCHI for NP0016022 (Pyrrole-2-carboxamide)

Structure for NP0016022 (Pyrrole-2-carboxamide)

3D Structure for NP0016022 (Pyrrole-2-carboxamide)