Np mrd loader

Showing NP-Card for Makaluvic acid B (NP0070096)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-04-28 15:21:34 UTC
Updated at2022-04-28 15:21:34 UTC
NP-MRD IDNP0070096
Secondary Accession NumbersNone
Natural Product Identification
Common NameMakaluvic acid B
DescriptionMakaluvic acid B, also known as makaluvate b, belongs to the class of organic compounds known as pyrrolopyridines. Pyrrolopyridines are compounds containing a pyrrolopyridine moiety, which consists of a pyrrole ring fused to a pyridine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center. Makaluvic acid B is found in Zyzzya fuliginosa and Zyzzya fuliginosus. Based on a literature review very few articles have been published on Makaluvic acid B.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0070096 (Makaluvic acid B)


  Mrv1652304282217212D          

 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 N   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
    2.6378   -0.1271    0.0000 O   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 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
M  END
Download

3D MOL for NP0070096 (Makaluvic acid B)

     RDKit          3D

 24 25  0  0  0  0  0  0  0  0999 V2000
    2.9760   -1.2924    0.3452 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999   -0.8805    0.1105 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890   -1.5978   -0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708   -0.8098   -0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2115    0.4323    0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1225    0.3853    0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9210    1.4679    0.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497    1.2841    1.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3930    2.7075    1.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2558    1.4615    0.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9807    2.5913    0.4965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5992    1.1370   -0.3396 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996   -0.2713   -0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9305   -1.0939   -0.8882 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0226   -2.4046    0.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3065   -1.0361    1.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6342   -0.8335   -0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5970   -2.6395   -0.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6251    3.5339    0.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2239    1.8753   -0.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9396   -0.3631   -0.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0959   -0.5960    0.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1924   -2.1717   -0.8095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9368   -0.8860   -2.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4 14  1  0
 14 13  1  0
 13 12  1  0
 12 10  1  0
 10 11  2  0
 10  5  1  0
  5  6  2  0
  6  7  1  0
  7  9  1  0
  7  8  2  0
  6  2  1  0
  5  4  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
 14 23  1  0
 14 24  1  0
 13 21  1  0
 13 22  1  0
 12 20  1  0
  9 19  1  0
M  END
Download

3D SDF for NP0070096 (Makaluvic acid B)


  Mrv1652304282217212D          

 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 N   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
    2.6378   -0.1271    0.0000 O   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 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0070096

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C=C2CCNC(=O)C2=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H10N2O3/c1-11-4-5-2-3-10-8(12)6(5)7(11)9(13)14/h4H,2-3H2,1H3,(H,10,12)(H,13,14)

> <INCHI_KEY>
OLQCKORDSCNMIR-UHFFFAOYSA-N

> <FORMULA>
C9H10N2O3

> <MOLECULAR_WEIGHT>
194.19

> <EXACT_MASS>
194.06914219

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
19.027953054744128

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-4-oxo-2H,4H,5H,6H,7H-pyrrolo[3,4-c]pyridine-3-carboxylic acid

> <ALOGPS_LOGP>
-0.09

> <JCHEM_LOGP>
-0.03140510766666629

> <ALOGPS_LOGS>
-1.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.78123136214128

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.047062075938603

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7105229145797267

> <JCHEM_POLAR_SURFACE_AREA>
71.33

> <JCHEM_REFRACTIVITY>
50.1319

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.30e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-4-oxo-5H,6H,7H-pyrrolo[3,4-c]pyridine-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0070096 (Makaluvic acid B)

Download
PDB for NP0070096 (Makaluvic acid B)
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  N   UNK     0       6.258   2.073   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.924  -0.237   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.220   2.843   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.680  -1.012   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.143  -0.188   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    1                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

Download
3D PDB for NP0070096 (Makaluvic acid B)
Download
SMILES for NP0070096 (Makaluvic acid B)
CN1C=C2CCNC(=O)C2=C1C(O)=O
Download
INCHI for NP0070096 (Makaluvic acid B)
InChI=1S/C9H10N2O3/c1-11-4-5-2-3-10-8(12)6(5)7(11)9(13)14/h4H,2-3H2,1H3,(H,10,12)(H,13,14)
Download
View in JSmol
Synonyms
ValueSource
Makaluvate bGenerator
Chemical FormulaC9H10N2O3
Average Mass194.1900 Da
Monoisotopic Mass194.06914 Da
IUPAC Name2-methyl-4-oxo-2H,4H,5H,6H,7H-pyrrolo[3,4-c]pyridine-3-carboxylic acid
Traditional Name2-methyl-4-oxo-5H,6H,7H-pyrrolo[3,4-c]pyridine-3-carboxylic acid
CAS Registry NumberNot Available
SMILES
CN1C=C2CCNC(=O)C2=C1C(O)=O
InChI Identifier
InChI=1S/C9H10N2O3/c1-11-4-5-2-3-10-8(12)6(5)7(11)9(13)14/h4H,2-3H2,1H3,(H,10,12)(H,13,14)
InChI KeyOLQCKORDSCNMIR-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
Zyzzya fuliginosaLOTUS Database
Zyzzya fuliginosus-
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrrolopyridines. Pyrrolopyridines are compounds containing a pyrrolopyridine moiety, which consists of a pyrrole ring fused to a pyridine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Pyridine is a 6-membered ring consisting of five carbon atoms and one nitrogen center.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassPyrrolopyridines  
Sub ClassNot Available
Direct ParentPyrrolopyridines  
Alternative Parents
Substituents
  • Pyrrolopyridine
    • 

  • Pyrrole-2-carboxylic acid
    • 

  • Pyrrole-2-carboxylic acid or derivatives
    • 

  • N-methylpyrrole
    • 

  • Pyridine
    • 

  • Substituted pyrrole
    • 

  • Pyrrole
    • 

  • Heteroaromatic compound
    • 

  • Vinylogous amide
    • 

  • Carboxamide group
    • 

  • Lactam
    • 

  • Secondary carboxylic acid amide
    • 

  • Carboxylic acid
    • 

  • Azacycle
    • 

  • Carboxylic acid derivative
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic nitrogen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
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
logP-0.09ALOGPS
logP-0.031ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)5.05ChemAxon
pKa (Strongest Basic)-1.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area71.33 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity50.13 m³·mol⁻¹ChemAxon
Polarizability19.03 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00028557  
Chemspider ID8854684  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10679337  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available