NP-MRD: Showing NP-Card for 5-{[(2e)-1-hydroxy-3-(3h-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid (NP0301412)

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Record Information

Version

2.0

Created at

2022-09-10 14:21:06 UTC

Updated at

2022-09-10 14:21:06 UTC

NP-MRD ID

NP0301412

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-{[(2e)-1-hydroxy-3-(3h-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid

Description

SCHEMBL19051481 belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. Based on a literature review very few articles have been published on SCHEMBL19051481.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 32  0  0  0  0  0  0  0  0999 V2000
   -4.5267    1.4781   -1.3538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2269    1.4949   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7985    2.6911    0.4667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2937    0.3011    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0017   -0.4508    0.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8136   -0.8703   -0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5071   -1.6438   -0.9508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3834   -0.8013   -0.5463 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8349   -1.1801   -0.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1348   -2.4027   -1.3296 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9066   -0.2945   -0.3089 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1862   -0.5880   -0.4562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2127    0.3443   -0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5845    0.1676   -0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1596    1.2635    0.4314 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2120    2.1352    0.8579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0497    1.5412    0.5741 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1366    3.5748    0.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1615   -0.3279    0.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4222    0.5938    1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0088   -1.3835    1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353    0.1275    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7476    0.0031   -1.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6253   -1.5347   -1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5874   -2.5628   -0.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3477   -1.9093   -2.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8370   -3.2279   -0.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6863    0.6565    0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4290   -1.5350   -0.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0471   -0.7104   -0.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3259    3.0948    1.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1179    1.9553    0.7787 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
M  END


  Mrv1652309102216212D          

 17 17  0  0  0  0            999 V2000
    0.4957   -5.7764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102   -6.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102   -7.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9247   -5.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391   -6.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3536   -5.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0681   -6.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7825   -5.7764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4970   -6.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4970   -7.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2115   -5.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2115   -4.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260   -4.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0122   -3.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8192   -3.5469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2317   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6796   -4.8744    0.0000 N   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 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
 13 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0301412

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CCCCN=C(O)\C=C\C1=CN=CN1

> <INCHI_IDENTIFIER>
InChI=1S/C11H15N3O3/c15-10(5-4-9-7-12-8-14-9)13-6-2-1-3-11(16)17/h4-5,7-8H,1-3,6H2,(H,12,14)(H,13,15)(H,16,17)/b5-4+

> <INCHI_KEY>
SHSMVDHCOXDVDR-SNAWJCMRSA-N

> <FORMULA>
C11H15N3O3

> <MOLECULAR_WEIGHT>
237.259

> <EXACT_MASS>
237.111341355

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
24.986325816954906

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-{[(2E)-1-hydroxy-3-(1H-imidazol-5-yl)prop-2-en-1-ylidene]amino}pentanoic acid

> <JCHEM_LOGP>
-1.0054155955045136

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.716607928523883

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.031593510444336

> <JCHEM_PKA_STRONGEST_BASIC>
7.013174861948528

> <JCHEM_POLAR_SURFACE_AREA>
98.57

> <JCHEM_REFRACTIVITY>
63.2728

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-{[(2E)-1-hydroxy-3-(3H-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  O   UNK     0       0.925 -10.783   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.259 -11.553   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.259 -13.093   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.593 -10.783   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.926 -11.553   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.260 -10.783   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.594 -11.553   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       8.927 -10.783   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      10.261 -11.553   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.261 -13.093   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.595 -10.783   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.595  -9.243   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.928  -8.473   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.089  -6.941   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      14.596  -6.621   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      15.366  -7.954   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      14.335  -9.099   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₅N₃O₃

Average Mass

237.2590 Da

Monoisotopic Mass

237.11134 Da

IUPAC Name

5-{[(2E)-1-hydroxy-3-(1H-imidazol-5-yl)prop-2-en-1-ylidene]amino}pentanoic acid

Traditional Name

5-{[(2E)-1-hydroxy-3-(3H-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCCCN=C(O)\C=C\C1=CN=CN1

InChI Identifier

InChI=1S/C11H15N3O3/c15-10(5-4-9-7-12-8-14-9)13-6-2-1-3-11(16)17/h4-5,7-8H,1-3,6H2,(H,12,14)(H,13,15)(H,16,17)/b5-4+

InChI Key

SHSMVDHCOXDVDR-SNAWJCMRSA-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 imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Imidazoles

Direct Parent

Imidazolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Imidazolyl carboxylic acid derivative
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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
logP	-1	ChemAxon
pKa (Strongest Acidic)	4.03	ChemAxon
pKa (Strongest Basic)	7.01	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	98.57 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	63.27 m³·mol⁻¹	ChemAxon
Polarizability	24.99 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10207704

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21589256

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-{[(2e)-1-hydroxy-3-(3h-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid (NP0301412)

MOL for NP0301412 (5-{[(2e)-1-hydroxy-3-(3h-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid)

3D MOL for NP0301412 (5-{[(2e)-1-hydroxy-3-(3h-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid)

3D SDF for NP0301412 (5-{[(2e)-1-hydroxy-3-(3h-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid)

3D-SDF for NP0301412 (5-{[(2e)-1-hydroxy-3-(3h-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid)

PDB for NP0301412 (5-{[(2e)-1-hydroxy-3-(3h-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid)

3D PDB for NP0301412 (5-{[(2e)-1-hydroxy-3-(3h-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid)

SMILES for NP0301412 (5-{[(2e)-1-hydroxy-3-(3h-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid)

INCHI for NP0301412 (5-{[(2e)-1-hydroxy-3-(3h-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid)

Structure for NP0301412 (5-{[(2e)-1-hydroxy-3-(3h-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid)

3D Structure for NP0301412 (5-{[(2e)-1-hydroxy-3-(3h-imidazol-4-yl)prop-2-en-1-ylidene]amino}pentanoic acid)