NP-MRD: Showing NP-Card for 14-bromo-9-(chloromethylidene)-n-[3-methoxy-5-(2-methyl-5-oxo-2h-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid (NP0165779)

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Record Information

Version

2.0

Created at

2022-09-03 01:00:43 UTC

Updated at

2022-09-03 01:00:43 UTC

NP-MRD ID

NP0165779

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14-bromo-9-(chloromethylidene)-n-[3-methoxy-5-(2-methyl-5-oxo-2h-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid

Description

14-Bromo-9-(chloromethylidene)-N-[3-methoxy-5-(2-methyl-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid belongs to the class of organic compounds known as n-substituted carboxylic acid imides. N-substituted carboxylic acid imides are compounds comprising an N-substituted carboxylic acid imide group, with the general structure R1N(C(R2)=O)C(R3)=O (R2,R3=H, alkyl, aryl; R1=Anything but H). Based on a literature review very few articles have been published on 14-bromo-9-(chloromethylidene)-N-[3-methoxy-5-(2-methyl-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032203002D          

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M  END

     RDKit          3D

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  Mrv1652309032203002D          

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 27 28  2  0  0  0  0
 28 29  1  4  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  3  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0165779

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(CCN=C(O)CCC=CC(C)CCC(CCCC#CBr)=CCl)=CC(=O)N1C(C)C=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H36BrClN2O4/c1-21(12-14-23(20-29)10-5-4-8-17-28)9-6-7-11-25(32)30-18-16-24(35-3)19-27(34)31-22(2)13-15-26(31)33/h6,9,13,15,19-22H,4-5,7,10-12,14,16,18H2,1-3H3,(H,30,32)

> <INCHI_KEY>
NAIKIJSSBJHCBL-UHFFFAOYSA-N

> <FORMULA>
C27H36BrClN2O4

> <MOLECULAR_WEIGHT>
567.95

> <EXACT_MASS>
566.154698

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
58.061613779723785

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-bromo-9-(chloromethylidene)-N-[3-methoxy-5-(2-methyl-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid

> <ALOGPS_LOGP>
5.62

> <JCHEM_LOGP>
4.954299999999998

> <ALOGPS_LOGS>
-5.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.47548233443536

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.384268911959715

> <JCHEM_PKA_STRONGEST_BASIC>
4.1964073589910855

> <JCHEM_POLAR_SURFACE_AREA>
79.2

> <JCHEM_REFRACTIVITY>
148.05429999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-bromo-9-(chloromethylidene)-N-[3-methoxy-5-(2-methyl-5-oxo-2H-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       1.060   8.240   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.060   6.700   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.274   5.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.393   4.390   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       1.060   2.080   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.770   1.651   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.608   6.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.608   8.240   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -2.941   9.010   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -2.941  10.550   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.608  11.320   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.275  11.320   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.275  12.860   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.609  13.630   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.609  15.170   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.942  15.940   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.276  15.170   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.942  17.480   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.276  18.250   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -8.276  19.790   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.942  20.560   0.000  0.00  0.00           C+0
HETATM   29 Cl   UNK     0      -5.609  19.790   0.000  0.00  0.00          Cl+0
HETATM   30  C   UNK     0      -9.610  20.560   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -10.943  19.790   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -12.277  20.560   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -13.611  19.790   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -14.944  19.020   0.000  0.00  0.00           C+0
HETATM   35 Br   UNK     0     -16.278  18.250   0.000  0.00  0.00          Br+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12                                                            
CONECT   14    3   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   70    0
END

View in JSmol

Synonyms

Value	Source
14-Bromo-9-(chloromethylidene)-N-[3-methoxy-5-(2-methyl-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidate	Generator

Chemical Formula

C₂₇H₃₆BrClN₂O₄

Average Mass

567.9500 Da

Monoisotopic Mass

566.15470 Da

IUPAC Name

14-bromo-9-(chloromethylidene)-N-[3-methoxy-5-(2-methyl-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid

Traditional Name

14-bromo-9-(chloromethylidene)-N-[3-methoxy-5-(2-methyl-5-oxo-2H-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid

CAS Registry Number

Not Available

SMILES

COC(CCN=C(O)CCC=CC(C)CCC(CCCC#CBr)=CCl)=CC(=O)N1C(C)C=CC1=O

InChI Identifier

InChI=1S/C27H36BrClN2O4/c1-21(12-14-23(20-29)10-5-4-8-17-28)9-6-7-11-25(32)30-18-16-24(35-3)19-27(34)31-22(2)13-15-26(31)33/h6,9,13,15,19-22H,4-5,7,10-12,14,16,18H2,1-3H3,(H,30,32)

InChI Key

NAIKIJSSBJHCBL-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-substituted carboxylic acid imides. N-substituted carboxylic acid imides are compounds comprising an N-substituted carboxylic acid imide group, with the general structure R1N(C(R2)=O)C(R3)=O (R2,R3=H, alkyl, aryl; R1=Anything but H).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

N-substituted carboxylic acid imides

Alternative Parents

Substituents

Carboxylic acid imide, n-substituted
Dicarboximide
Pyrroline
Vinylogous ester
Carboximidic acid
Carboximidic acid derivative
Haloacetylene or derivatives
Vinyl chloride
Vinyl halide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Haloalkene
Chloroalkene
Azacycle
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organohalogen compound
Organic oxide
Organobromide
Organochloride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	5.62	ALOGPS
logP	4.95	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	6.38	ChemAxon
pKa (Strongest Basic)	4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	79.2 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	148.05 m³·mol⁻¹	ChemAxon
Polarizability	58.06 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73807954

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 14-bromo-9-(chloromethylidene)-n-[3-methoxy-5-(2-methyl-5-oxo-2h-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid (NP0165779)

MOL for NP0165779 (14-bromo-9-(chloromethylidene)-n-[3-methoxy-5-(2-methyl-5-oxo-2h-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid)

3D MOL for NP0165779 (14-bromo-9-(chloromethylidene)-n-[3-methoxy-5-(2-methyl-5-oxo-2h-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid)

3D SDF for NP0165779 (14-bromo-9-(chloromethylidene)-n-[3-methoxy-5-(2-methyl-5-oxo-2h-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid)

3D-SDF for NP0165779 (14-bromo-9-(chloromethylidene)-n-[3-methoxy-5-(2-methyl-5-oxo-2h-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid)

PDB for NP0165779 (14-bromo-9-(chloromethylidene)-n-[3-methoxy-5-(2-methyl-5-oxo-2h-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid)

3D PDB for NP0165779 (14-bromo-9-(chloromethylidene)-n-[3-methoxy-5-(2-methyl-5-oxo-2h-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid)

SMILES for NP0165779 (14-bromo-9-(chloromethylidene)-n-[3-methoxy-5-(2-methyl-5-oxo-2h-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid)

INCHI for NP0165779 (14-bromo-9-(chloromethylidene)-n-[3-methoxy-5-(2-methyl-5-oxo-2h-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid)

Structure for NP0165779 (14-bromo-9-(chloromethylidene)-n-[3-methoxy-5-(2-methyl-5-oxo-2h-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid)

3D Structure for NP0165779 (14-bromo-9-(chloromethylidene)-n-[3-methoxy-5-(2-methyl-5-oxo-2h-pyrrol-1-yl)-5-oxopent-3-en-1-yl]-6-methyltetradec-4-en-13-ynimidic acid)