NP-MRD: Showing NP-Card for methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate (NP0143415)

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Record Information

Version

1.0

Created at

2022-09-01 22:09:59 UTC

Updated at

2022-09-01 22:10:00 UTC

NP-MRD ID

NP0143415

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate

Description

CHEMBL1780251 belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate is found in Geotrichum candidum. Based on a literature review very few articles have been published on CHEMBL1780251.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 32  0  0  0  0  0  0  0  0999 V2000
   -2.4824    2.9959   -0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0657    1.6244   -0.2241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7594    1.2944    0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0311    2.2437    0.3444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2815   -0.1104    0.2101 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8389   -0.4148   -0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0197    0.4643   -0.5686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2443    1.6786   -1.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4263    2.1232   -0.7455 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407    1.2488    0.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0698    0.2307    0.2408 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2317   -0.9453    1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3539   -1.0456   -0.0887 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6826   -2.0111    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0767   -2.3111    1.8824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7319   -2.8276    0.2564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4889   -2.4729   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3392    3.3467   -1.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5636    2.9818   -0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9575    3.6044    0.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0103   -0.3093    1.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4416   -0.2466   -1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0813   -1.4726   -0.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790    2.1627   -1.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8938    1.3347    0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5818   -0.6402    2.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9730   -1.5994    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2841   -1.4899    1.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6705   -2.3309    2.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9548   -1.4773   -0.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8982   -2.4405   -1.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3407   -3.1890   -0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 14  1  0
 14 15  1  0
 14 13  2  0
 13  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  1  0
 11  7  1  0
 17 30  1  0
 17 31  1  0
 17 32  1  0
 15 29  1  0
  5 21  1  1
  6 22  1  0
  6 23  1  0
  8 24  1  0
 10 25  1  0
 12 26  1  0
 12 27  1  0
 12 28  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
M  END


  Mrv1652309022200102D          

 17 17  0  0  0  0            999 V2000
   -1.7484   -1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0339   -1.8936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -0.6561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3950   -1.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1095   -1.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1095   -0.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4421   -0.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6970    0.6134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5220    0.6134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7769   -0.1712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5616   -0.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3950   -2.7186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -3.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0339   -2.7186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -3.9561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3950   -4.3686    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
  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
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13  5  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0143415

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(O)=NC(CC1=CN=CN1C)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C10H15N3O4/c1-13-6-11-5-7(13)4-8(9(14)16-2)12-10(15)17-3/h5-6,8H,4H2,1-3H3,(H,12,15)

> <INCHI_KEY>
JPHHKAWWKOJODV-UHFFFAOYSA-N

> <FORMULA>
C10H15N3O4

> <MOLECULAR_WEIGHT>
241.247

> <EXACT_MASS>
241.106255975

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
23.642747398451576

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(1-methyl-1H-imidazol-5-yl)propanoate

> <ALOGPS_LOGP>
0.02

> <JCHEM_LOGP>
-0.5649190525580188

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.779694418381987

> <JCHEM_PKA_STRONGEST_BASIC>
6.6008007391864485

> <JCHEM_POLAR_SURFACE_AREA>
85.94

> <JCHEM_REFRACTIVITY>
59.5828

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.88e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.264  -2.765   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.930  -3.535   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.596  -2.765   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.596  -1.225   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.737  -3.535   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.071  -2.765   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.071  -1.225   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.825  -0.320   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.301   1.145   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.841   1.145   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.317  -0.320   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       4.782  -0.795   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.737  -5.075   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -0.596  -5.845   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.930  -5.075   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.596  -7.385   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.737  -8.155   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7   12                                                  
CONECT   12   11                                                            
CONECT   13    5   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₅N₃O₄

Average Mass

241.2470 Da

Monoisotopic Mass

241.10626 Da

IUPAC Name

methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(1-methyl-1H-imidazol-5-yl)propanoate

Traditional Name

methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate

CAS Registry Number

Not Available

SMILES

COC(O)=NC(CC1=CN=CN1C)C(=O)OC

InChI Identifier

InChI=1S/C10H15N3O4/c1-13-6-11-5-7(13)4-8(9(14)16-2)12-10(15)17-3/h5-6,8H,4H2,1-3H3,(H,12,15)

InChI Key

JPHHKAWWKOJODV-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, 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

Species Name	Source	Reference
Geotrichum candidum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Histidine and derivatives

Alternative Parents

Substituents

Histidine or derivatives
Alpha-amino acid ester
Imidazolyl carboxylic acid derivative
Fatty acid ester
N-substituted imidazole
Fatty acyl
Methylcarbamate
Azole
Imidazole
Carbamic acid ester
Methyl ester
Heteroaromatic compound
Carboxylic acid ester
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
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	0.02	ALOGPS
logP	-0.56	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.78	ChemAxon
pKa (Strongest Basic)	6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.94 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	59.58 m³·mol⁻¹	ChemAxon
Polarizability	23.64 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

26339943

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54586559

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate (NP0143415)

MOL for NP0143415 (methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate)

3D MOL for NP0143415 (methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate)

3D SDF for NP0143415 (methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate)

3D-SDF for NP0143415 (methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate)

PDB for NP0143415 (methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate)

3D PDB for NP0143415 (methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate)

SMILES for NP0143415 (methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate)

INCHI for NP0143415 (methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate)

Structure for NP0143415 (methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate)

3D Structure for NP0143415 (methyl 2-{[hydroxy(methoxy)methylidene]amino}-3-(3-methylimidazol-4-yl)propanoate)