NP-MRD: Showing NP-Card for 2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-n-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid (NP0156395)

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Record Information

Version

2.0

Created at

2022-09-02 13:35:55 UTC

Updated at

2022-09-02 13:35:55 UTC

NP-MRD ID

NP0156395

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-n-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid

Description

2-({1-Hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-N-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. 2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-n-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid is found in Diplosoma virens. 2-({1-Hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-N-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191515542D          

 37 39  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1533004191515542D          

 37 39  0  0  0  0            999 V2000
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   -3.2355   -2.3797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5564   -1.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9327   -1.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2264   -1.5058    0.0000 S   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  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  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  2  0  0  0  0
  4 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 33 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0156395

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(NC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC1=CC=CC=C1)NC(C)(C)C=C)C1=NC=CS1

> <INCHI_IDENTIFIER>
InChI=1S/C30H38N4O2S/c1-6-30(4,5)34-25(20-23-15-11-8-12-16-23)28(36)32-24(19-22-13-9-7-10-14-22)27(35)33-26(21(2)3)29-31-17-18-37-29/h6-18,21,24-26,34H,1,19-20H2,2-5H3,(H,32,36)(H,33,35)

> <INCHI_KEY>
PFMOVDHBCDTEPM-UHFFFAOYSA-N

> <FORMULA>
C30H38N4O2S

> <MOLECULAR_WEIGHT>
518.72

> <EXACT_MASS>
518.271547654

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
57.63802604626225

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(1-{[2-methyl-1-(1,3-thiazol-2-yl)propyl]carbamoyl}-2-phenylethyl)-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropanamide

> <ALOGPS_LOGP>
4.19

> <JCHEM_LOGP>
5.387829598666667

> <ALOGPS_LOGS>
-5.93

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.91747287731835

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.268256836681392

> <JCHEM_PKA_STRONGEST_BASIC>
7.9369177235575785

> <JCHEM_POLAR_SURFACE_AREA>
83.12

> <JCHEM_REFRACTIVITY>
149.3834

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.11e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(1-{[2-methyl-1-(1,3-thiazol-2-yl)propyl]carbamoyl}-2-phenylethyl)-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -2.993  -8.094   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.513  -7.221   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.497  -5.475   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.985  -5.184   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -0.977  -6.348   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.481  -7.803   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.536  -6.057   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.040  -4.602   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.032  -3.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.481  -3.729   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.489  -2.565   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.985  -1.109   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.472  -0.818   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.536  -1.982   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.544  -7.221   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.056  -6.930   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.064  -8.094   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.560  -5.475   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.552  -4.311   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.056  -2.856   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.048  -1.691   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.552  -0.236   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.064   0.055   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.072  -1.109   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.568  -2.565   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       5.072  -5.184   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       6.081  -6.348   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.089  -7.512   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.245  -5.340   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.916  -7.356   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.208  -8.868   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.505  -4.311   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      -6.040  -4.442   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0      -6.639  -3.023   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -5.474  -2.015   0.000  0.00  0.00           C+0
HETATM   37  S   UNK     0      -4.156  -2.811   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   33                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    8   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   19   28                                                       
CONECT   28   27   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28   32                                                       
CONECT   32   31                                                            
CONECT   33    4   34   37                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   33                                                       
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

View in JSmol

Synonyms

Value	Source
2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-N-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidate	Generator

Chemical Formula

C₃₀H₃₈N₄O₂S

Average Mass

518.7200 Da

Monoisotopic Mass

518.27155 Da

IUPAC Name

N-(1-{[2-methyl-1-(1,3-thiazol-2-yl)propyl]carbamoyl}-2-phenylethyl)-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropanamide

Traditional Name

N-(1-{[2-methyl-1-(1,3-thiazol-2-yl)propyl]carbamoyl}-2-phenylethyl)-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropanamide

CAS Registry Number

Not Available

SMILES

CC(C)C(NC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC1=CC=CC=C1)NC(C)(C)C=C)C1=NC=CS1

InChI Identifier

InChI=1S/C30H38N4O2S/c1-6-30(4,5)34-25(20-23-15-11-8-12-16-23)28(36)32-24(19-22-13-9-7-10-14-22)27(35)33-26(21(2)3)29-31-17-18-37-29/h6-18,21,24-26,34H,1,19-20H2,2-5H3,(H,32,36)(H,33,35)

InChI Key

PFMOVDHBCDTEPM-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
Diplosoma virens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Aralkylamine
Monocyclic benzene moiety
Fatty amide
Fatty acyl
Benzenoid
Azole
Heteroaromatic compound
Thiazole
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Secondary amine
Organoheterocyclic compound
Azacycle
Secondary aliphatic amine
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Amine
Organonitrogen compound
Organopnictogen 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	4.19	ALOGPS
logP	5.39	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	12.27	ChemAxon
pKa (Strongest Basic)	7.94	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	83.12 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	149.38 m³·mol⁻¹	ChemAxon
Polarizability	57.64 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

73836038

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-n-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid (NP0156395)

MOL for NP0156395 (2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-n-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid)

3D MOL for NP0156395 (2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-n-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid)

3D SDF for NP0156395 (2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-n-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid)

3D-SDF for NP0156395 (2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-n-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid)

PDB for NP0156395 (2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-n-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid)

3D PDB for NP0156395 (2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-n-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid)

SMILES for NP0156395 (2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-n-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid)

INCHI for NP0156395 (2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-n-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid)

Structure for NP0156395 (2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-n-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid)

3D Structure for NP0156395 (2-({1-hydroxy-2-[(2-methylbut-3-en-2-yl)amino]-3-phenylpropylidene}amino)-n-[2-methyl-1-(1,3-thiazol-2-yl)propyl]-3-phenylpropanimidic acid)