NP-MRD: Showing NP-Card for NP-101A (NP0023239)

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Record Information

Version

2.0

Created at

2021-01-06 08:21:04 UTC

Updated at

2021-07-15 17:41:13 UTC

NP-MRD ID

NP0023239

Secondary Accession Numbers

None

Natural Product Identification

Common Name

NP-101A

Provided By

NPAtlas

Description

2-Acetamidobenzamide is also known as 2'-carbamoylacetanilide or N-acetylanthranilamide. 2-Acetamidobenzamide is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. NP-101A is found in Streptomyces, Streptomyces aurantiogriseus and Streptomyces xiamenensis. NP-101A was first documented in 1996 (PMID: 8784436). Based on a literature review very few articles have been published on 2-acetamidobenzamide.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105403D          

 23 23  0  0  0  0            999 V2000
   -3.5662   -1.3296    0.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4214   -0.4059    0.8536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6093    0.3835    1.7727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2209   -0.4782    0.1208 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0555    0.2962    0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0134    1.3396    1.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1226    2.1505    1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2443    1.9037    0.5905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2169    0.8704   -0.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0690    0.0556   -0.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1875   -1.0124   -1.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4195   -1.1833   -2.1649 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3145   -1.8389   -1.6802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3954   -2.3257    0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6055   -1.4969   -0.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5194   -0.9441    0.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2636   -1.2318   -0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8803    1.5631    1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1002    2.9474    2.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221    2.5365    0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1023    0.6714   -0.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3117   -1.4182   -1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3404   -1.0529   -3.1801 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  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 10  5  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  4 17  1  0  0  0  0
  6 18  1  0  0  0  0
  7 19  1  0  0  0  0
  8 20  1  0  0  0  0
  9 21  1  0  0  0  0
 12 22  1  0  0  0  0
 12 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0023239

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N([H])C(=O)C1=C([H])C([H])=C([H])C([H])=C1N([H])C(=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C9H10N2O2/c1-6(12)11-8-5-3-2-4-7(8)9(10)13/h2-5H,1H3,(H2,10,13)(H,11,12)

> <INCHI_KEY>
WFKPHYKFAOXUTI-UHFFFAOYSA-N

> <FORMULA>
C9H10N2O2

> <MOLECULAR_WEIGHT>
178.191

> <EXACT_MASS>
178.07422757

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.15599090553627

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-acetamidobenzamide

> <ALOGPS_LOGP>
0.12

> <JCHEM_LOGP>
0.7115964776666666

> <ALOGPS_LOGS>
-1.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.238533588388691

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.761246132008932

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7875332745886549

> <JCHEM_POLAR_SURFACE_AREA>
72.19

> <JCHEM_REFRACTIVITY>
49.99940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.01e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzamide, O-acetylamino

> <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  C   UNK     0      -3.566  -1.330   0.526  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.421  -0.406   0.854  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.609   0.384   1.773  0.00  0.00           O+0
HETATM    4  N   UNK     0      -1.221  -0.478   0.121  0.00  0.00           N+0
HETATM    5  C   UNK     0      -0.056   0.296   0.279  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.013   1.340   1.166  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.123   2.151   1.334  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.244   1.904   0.591  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.217   0.870  -0.294  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.069   0.056  -0.460  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.188  -1.012  -1.415  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.420  -1.183  -2.165  0.00  0.00           N+0
HETATM   13  O   UNK     0       0.315  -1.839  -1.680  0.00  0.00           O+0
HETATM   14  H   UNK     0      -3.395  -2.326   0.972  0.00  0.00           H+0
HETATM   15  H   UNK     0      -3.606  -1.497  -0.588  0.00  0.00           H+0
HETATM   16  H   UNK     0      -4.519  -0.944   0.897  0.00  0.00           H+0
HETATM   17  H   UNK     0      -1.264  -1.232  -0.652  0.00  0.00           H+0
HETATM   18  H   UNK     0      -0.880   1.563   1.764  0.00  0.00           H+0
HETATM   19  H   UNK     0       1.100   2.947   2.038  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.122   2.537   0.726  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.102   0.671  -0.885  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.312  -1.418  -1.718  0.00  0.00           H+0
HETATM   23  H   UNK     0       2.340  -1.053  -3.180  0.00  0.00           H+0
CONECT    1    2   14   15   16                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   17                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    9   20                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11    5                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11   22   23                                                  
CONECT   13   11                                                            
CONECT   14    1                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    4                                                            
CONECT   18    6                                                            
CONECT   19    7                                                            
CONECT   20    8                                                            
CONECT   21    9                                                            
CONECT   22   12                                                            
CONECT   23   12                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2'-Carbamoylacetanilide	ChEBI
Acetanilide, 2'-carbamoyl- (6ci,8ci)	ChEBI
N-Acetyl-anthranilic acid amide	ChEBI
N-Acetylanthranilamide	ChEBI
O-Acetamidobenzamide	ChEBI
N-Acetyl-anthranilate amide	Generator
NP 101a	MeSH
NP-101a	MeSH
2-Acetamidobenzamide	ChEBI

Chemical Formula

C₉H₁₀N₂O₂

Average Mass

178.1910 Da

Monoisotopic Mass

178.07423 Da

IUPAC Name

2-acetamidobenzamide

Traditional Name

benzamide, O-acetylamino

CAS Registry Number

Not Available

SMILES

CC(=O)NC1=CC=CC=C1C(N)=O

InChI Identifier

InChI=1S/C9H10N2O2/c1-6(12)11-8-5-3-2-4-7(8)9(10)13/h2-5H,1H3,(H2,10,13)(H,11,12)

InChI Key

WFKPHYKFAOXUTI-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
Streptomyces	NPAtlas	8784436
Streptomyces aurantiogriseus	LOTUS Database	35616633
Streptomyces xiamenensis	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Streptomyces aurantiogriseus NPO-101	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzamides (CHEBI:66639 )
acetamides (CHEBI:66639 )

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	0.12	ALOGPS
logP	0.71	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	12.76	ChemAxon
pKa (Strongest Basic)	-0.79	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	72.19 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	50 m³·mol⁻¹	ChemAxon
Polarizability	18.16 Å³	ChemAxon
Number of Rings	1	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

NPAtlas ID

NPA007210

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016245

Chemspider ID

105955

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

118553

PDB ID

Not Available

ChEBI ID

66639

Good Scents ID

Not Available

References

General References

Phay N, Yada H, Higashiyama T, Yokota A, Ichihara A, Tomita F: NP-101A, antifungal antibiotic from Streptomyces aurantiogriseus NPO-101. J Antibiot (Tokyo). 1996 Jul;49(7):703-5. doi: 10.7164/antibiotics.49.703. [PubMed:8784436 ]

Showing NP-Card for NP-101A (NP0023239)

MOL for NP0023239 (NP-101A)

3D MOL for NP0023239 (NP-101A)

3D SDF for NP0023239 (NP-101A)

3D-SDF for NP0023239 (NP-101A)

PDB for NP0023239 (NP-101A)

3D PDB for NP0023239 (NP-101A)

SMILES for NP0023239 (NP-101A)

INCHI for NP0023239 (NP-101A)

Structure for NP0023239 (NP-101A)

3D Structure for NP0023239 (NP-101A)