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Showing NP-Card for (2e,4e)-n-[2-(4-hydroxy-6-oxopyran-2-yl)ethyl]-5-(4-hydroxyphenyl)penta-2,4-dienimidic acid (NP0142022)

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Record Information
Version2.0
Created at2022-09-01 20:28:18 UTC
Updated at2022-09-01 20:28:18 UTC
NP-MRD IDNP0142022
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2e,4e)-n-[2-(4-hydroxy-6-oxopyran-2-yl)ethyl]-5-(4-hydroxyphenyl)penta-2,4-dienimidic acid
DescriptionFuligopyrone belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Based on a literature review very few articles have been published on Fuligopyrone.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0142022 ((2e,4e)-n-[2-(4-hydroxy-6-oxopyran-2-yl)ethyl]-5-(4-hydroxyphenyl)penta-2,4-dienimidic acid)


  Mrv1652309012222282D          

 24 25  0  0  0  0            999 V2000
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  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  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
  7 24  1  0  0  0  0
  2 24  1  0  0  0  0
M  END
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3D MOL for NP0142022 ((2e,4e)-n-[2-(4-hydroxy-6-oxopyran-2-yl)ethyl]-5-(4-hydroxyphenyl)penta-2,4-dienimidic acid)

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3D SDF for NP0142022 ((2e,4e)-n-[2-(4-hydroxy-6-oxopyran-2-yl)ethyl]-5-(4-hydroxyphenyl)penta-2,4-dienimidic acid)

  Mrv1652309012222282D          

 24 25  0  0  0  0            999 V2000
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  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  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
  7 24  1  0  0  0  0
  2 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0142022

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(\C=C\C=C\C1=CC=C(O)C=C1)=NCCC1=CC(O)=CC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO5/c20-14-7-5-13(6-8-14)3-1-2-4-17(22)19-10-9-16-11-15(21)12-18(23)24-16/h1-8,11-12,20-21H,9-10H2,(H,19,22)/b3-1+,4-2+

> <INCHI_KEY>
WDDXZETYSGHOSC-ZPUQHVIOSA-N

> <FORMULA>
C18H17NO5

> <MOLECULAR_WEIGHT>
327.336

> <EXACT_MASS>
327.110672651

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
34.83997883230016

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E)-N-[2-(4-hydroxy-2-oxo-2H-pyran-6-yl)ethyl]-5-(4-hydroxyphenyl)penta-2,4-dienimidic acid

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
2.158505559645306

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.689999164217197

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.489117957950367

> <JCHEM_PKA_STRONGEST_BASIC>
6.402649648819901

> <JCHEM_POLAR_SURFACE_AREA>
99.35000000000001

> <JCHEM_REFRACTIVITY>
94.55469999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.74e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E)-N-[2-(4-hydroxy-6-oxopyran-2-yl)ethyl]-5-(4-hydroxyphenyl)penta-2,4-dienimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0142022 ((2e,4e)-n-[2-(4-hydroxy-6-oxopyran-2-yl)ethyl]-5-(4-hydroxyphenyl)penta-2,4-dienimidic acid)
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PDB for NP0142022 ((2e,4e)-n-[2-(4-hydroxy-6-oxopyran-2-yl)ethyl]-5-(4-hydroxyphenyl)penta-2,4-dienimidic acid)
HEADER    PROTEIN                                 01-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-SEP-22         0                                  
HETATM    1  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.001 -14.630   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334 -14.630   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000 -13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334 -14.630   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -4.001 -14.630   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.335 -12.320   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.002 -18.480   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.336 -19.250   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.336 -20.790   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -10.669 -21.560   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -12.003 -20.790   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -13.337 -21.560   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0     -12.003 -19.250   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -10.669 -18.480   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.000 -12.320   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   24                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   17                                                       
CONECT   24    7    2                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

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3D PDB for NP0142022 ((2e,4e)-n-[2-(4-hydroxy-6-oxopyran-2-yl)ethyl]-5-(4-hydroxyphenyl)penta-2,4-dienimidic acid)
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SMILES for NP0142022 ((2e,4e)-n-[2-(4-hydroxy-6-oxopyran-2-yl)ethyl]-5-(4-hydroxyphenyl)penta-2,4-dienimidic acid)
OC(\C=C\C=C\C1=CC=C(O)C=C1)=NCCC1=CC(O)=CC(=O)O1
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INCHI for NP0142022 ((2e,4e)-n-[2-(4-hydroxy-6-oxopyran-2-yl)ethyl]-5-(4-hydroxyphenyl)penta-2,4-dienimidic acid)
InChI=1S/C18H17NO5/c20-14-7-5-13(6-8-14)3-1-2-4-17(22)19-10-9-16-11-15(21)12-18(23)24-16/h1-8,11-12,20-21H,9-10H2,(H,19,22)/b3-1+,4-2+
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SynonymsNot Available
Chemical FormulaC18H17NO5
Average Mass327.3360 Da
Monoisotopic Mass327.11067 Da
IUPAC Name(2E,4E)-N-[2-(4-hydroxy-2-oxo-2H-pyran-6-yl)ethyl]-5-(4-hydroxyphenyl)penta-2,4-dienimidic acid
Traditional Name(2E,4E)-N-[2-(4-hydroxy-6-oxopyran-2-yl)ethyl]-5-(4-hydroxyphenyl)penta-2,4-dienimidic acid
CAS Registry NumberNot Available
SMILES
OC(\C=C\C=C\C1=CC=C(O)C=C1)=NCCC1=CC(O)=CC(=O)O1
InChI Identifier
InChI=1S/C18H17NO5/c20-14-7-5-13(6-8-14)3-1-2-4-17(22)19-10-9-16-11-15(21)12-18(23)24-16/h1-8,11-12,20-21H,9-10H2,(H,19,22)/b3-1+,4-2+
InChI KeyWDDXZETYSGHOSC-ZPUQHVIOSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassStyrenes  
Direct ParentStyrenes  
Alternative Parents
Substituents
  • Styrene
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Pyranone
    • 

  • N-acyl-amine
    • 

  • Pyran
    • 

  • Vinylogous acid
    • 

  • Heteroaromatic compound
    • 

  • Secondary carboxylic acid amide
    • 

  • Lactone
    • 

  • Carboxamide group
    • 

  • Organoheterocyclic compound
    • 

  • Carboxylic acid derivative
    • 

  • Oxacycle
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic nitrogen compound
    • 

  • Carbonyl group
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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
logP2.73ALOGPS
logP2.16ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)4.49ChemAxon
pKa (Strongest Basic)6.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area99.35 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity94.55 m³·mol⁻¹ChemAxon
Polarizability34.84 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 IDNot Available
Chemspider ID78436095  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound139584111  
PDB IDNot Available
ChEBI ID189364  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]