NP-MRD: Showing NP-Card for Imidacin A2 (NP0333739)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-08-22 10:58:53 UTC

Updated at

2024-09-16 10:47:04 UTC

NP-MRD ID

NP0333739

Natural Product DOI

https://doi.org/10.57994/3218

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Imidacin A2

Description

Imidacin A2 was first documented in 2024 (PMID: 39037587).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05062313312D          

 25 26  0  0  1  0            999 V2000
    3.7281   -6.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4426   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4426   -8.0140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1571   -6.7765    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5696   -6.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9821   -6.7765    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6966   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4110   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1255   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8400   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5544   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2689   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9834   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6979   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4123   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1268   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8413   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5557   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2702   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9847   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6991   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4528   -6.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0049   -7.4665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5924   -8.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7854   -8.0094    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
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  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
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 21 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333739

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)[C@@H]1C[C@H]1CCCCCCCCCCCC\C=C\C1=CNC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C21H34N2O2/c24-21(25)20-15-18(20)13-11-9-7-5-3-1-2-4-6-8-10-12-14-19-16-22-17-23-19/h12,14,16-18,20H,1-11,13,15H2,(H,22,23)(H,24,25)/b14-12+/t18-,20-/m1/s1

> <INCHI_KEY>
YAKSOKJKRRLJPM-VODAHFCRSA-N

> <FORMULA>
C21H34N2O2

> <MOLECULAR_WEIGHT>
346.515

> <EXACT_MASS>
346.262028343

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
43.7377292392963

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R)-2-[(13E)-14-(1H-imidazol-4-yl)tetradec-13-en-1-yl]cyclopropane-1-carboxylic acid

> <JCHEM_LOGP>
4.971892318090008

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.938227229854194

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.744053428917354

> <JCHEM_PKA_STRONGEST_BASIC>
6.1443620969438175

> <JCHEM_POLAR_SURFACE_AREA>
65.97999999999999

> <JCHEM_REFRACTIVITY>
102.7248

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R)-2-[(13E)-14-(1H-imidazol-4-yl)tetradec-13-en-1-yl]cyclopropane-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-23         0                                  
HETATM    1  O   UNK     0       6.959 -12.649   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.293 -13.419   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.293 -14.959   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       9.627 -12.649   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.397 -11.316   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.167 -12.649   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.500 -13.419   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.834 -12.649   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.168 -13.419   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.501 -12.649   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.835 -13.419   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.169 -12.649   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.502 -13.419   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.836 -12.649   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.170 -13.419   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.503 -12.649   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.837 -13.419   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      27.171 -12.649   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.504 -13.419   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.838 -12.649   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      31.172 -13.419   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      32.579 -12.793   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      33.609 -13.937   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      32.839 -15.271   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      31.333 -14.951   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4    6                                                       
CONECT    6    4    5    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   21                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₄N₂O₂

Average Mass

346.5150 Da

Monoisotopic Mass

346.26203 Da

IUPAC Name

(1R,2R)-2-[(13E)-14-(1H-imidazol-4-yl)tetradec-13-en-1-yl]cyclopropane-1-carboxylic acid

Traditional Name

(1R,2R)-2-[(13E)-14-(1H-imidazol-4-yl)tetradec-13-en-1-yl]cyclopropane-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)[C@@H]1C[C@H]1CCCCCCCCCCCC\C=C\C1=CNC=N1

InChI Identifier

InChI=1S/C21H34N2O2/c24-21(25)20-15-18(20)13-11-9-7-5-3-1-2-4-6-8-10-12-14-19-16-22-17-23-19/h12,14,16-18,20H,1-11,13,15H2,(H,22,23)(H,24,25)/b14-12+/t18-,20-/m1/s1

InChI Key

YAKSOKJKRRLJPM-VODAHFCRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	stefan.schulz@tu-bs.de	Technische Universität Braunschweig	Stefan Schulz	2024-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	stefan.schulz@tu-bs.de	Technische Universität Braunschweig	Stefan Schulz	2024-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	stefan.schulz@tu-bs.de	Technische Universität Braunschweig	Stefan Schulz	2024-08-22	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
aurantiaca		Not Available

Chemical Taxonomy

Classification

Not classified

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	4.97	ChemAxon
pKa (Strongest Acidic)	4.74	ChemAxon
pKa (Strongest Basic)	6.14	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	65.98 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	102.72 m³·mol⁻¹	ChemAxon
Polarizability	43.74 Å³	ChemAxon
Number of Rings	2	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

Not Available

References

General References

Not Available

Showing NP-Card for Imidacin A2 (NP0333739)

MOL for NP0333739 (Imidacin A2)

3D MOL for NP0333739 (Imidacin A2)

3D SDF for NP0333739 (Imidacin A2)

3D-SDF for NP0333739 (Imidacin A2)

PDB for NP0333739 (Imidacin A2)

3D PDB for NP0333739 (Imidacin A2)

SMILES for NP0333739 (Imidacin A2)

INCHI for NP0333739 (Imidacin A2)

Structure for NP0333739 (Imidacin A2)

3D Structure for NP0333739 (Imidacin A2)