NP-MRD: Showing NP-Card for Lysylisoleucine (NP0136557)

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Record Information

Version

2.0

Created at

2022-05-12 15:17:37 UTC

Updated at

2022-05-12 15:17:37 UTC

NP-MRD ID

NP0136557

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lysylisoleucine

Description

Lys-Ile 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. Lys-Ile is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 42  0  0  0  0  0  0  0  0999 V2000
    4.4544    1.5618    0.4781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7296    0.4219    1.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5736   -0.1327    0.3583 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8614   -0.6479   -1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2642    0.6230    0.4732 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3344   -0.1572   -0.3509 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4523   -1.2263    0.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2945   -1.4424    1.4340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3478   -1.9785   -0.6223 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6025   -3.2799    0.0892 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6573   -1.4146   -0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6501   -1.1345    0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4494   -0.1093    1.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3503    1.3046    0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2864    1.5914   -0.2682 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2852    1.9854   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805    2.2774   -1.0667 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9196    3.0601    0.6038 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5534    1.3080    0.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0868    1.8951   -0.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4823    2.4095    1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983   -0.3781    1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3849    0.7135    2.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3240   -1.1030    0.9377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7809   -1.2248   -1.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0312   -1.3640   -1.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8193    0.1369   -1.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9581    0.5473    1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2533    0.0756   -1.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8571   -2.3407   -1.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6611   -3.5846    0.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0120   -3.9103   -0.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1472   -2.0835   -1.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4986   -0.4565   -1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6815   -0.9706   -0.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8129   -2.1150    0.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053   -0.3235    1.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3960   -0.1563    1.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3217    1.5747    0.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3117    2.0121    1.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6583    1.8791   -1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7370    2.4545    0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5154    3.7021    0.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  5 16  1  0
 16 18  1  0
 16 17  2  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  1
  4 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  1
  6 29  1  0
  9 30  1  6
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 18 43  1  0
M  END


  Mrv1652304062013592D          

 18 17  0  0  0  0            999 V2000
10001.807510000.0195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.0931 9999.6070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.378610000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6633 9999.6070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.949310000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2353 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.519210000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8051 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.089010000.0195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6633 9998.7821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.378610000.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.5220 9999.6070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10003.236410000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.9509 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.5220 9998.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.807510000.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.522010001.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.093110001.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  1  0  0  0  0
  1 16  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 11  2  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 12 13  1  0  0  0  0
 12 15  1  6  0  0  0
 13 14  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0136557

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)[C@H](NC(=O)[C@@H](N)CCCCN)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H25N3O3/c1-3-8(2)10(12(17)18)15-11(16)9(14)6-4-5-7-13/h8-10H,3-7,13-14H2,1-2H3,(H,15,16)(H,17,18)/t8-,9-,10-/m0/s1

> <INCHI_KEY>
FMIIKPHLJKUXGE-GUBZILKMSA-N

> <FORMULA>
C12H25N3O3

> <MOLECULAR_WEIGHT>
259.35

> <EXACT_MASS>
259.189591677

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
29.12349044136933

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S)-2-[(2S)-2,6-diaminohexanamido]-3-methylpentanoic acid

> <ALOGPS_LOGP>
-1.87

> <JCHEM_LOGP>
-2.300637221591271

> <ALOGPS_LOGS>
-1.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.93508615773062

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8680177216500766

> <JCHEM_PKA_STRONGEST_BASIC>
10.212705117904143

> <JCHEM_POLAR_SURFACE_AREA>
118.44

> <JCHEM_REFRACTIVITY>
68.70349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.57e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-2-[(2S)-2,6-diaminohexanamido]-3-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8670.0418666.703   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8668.7078665.933   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8667.3738666.703   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8666.0388665.933   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8664.7058666.703   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8663.3738665.933   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8662.0368666.703   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8660.7038665.933   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    8659.3668666.703   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0    8666.0388664.393   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0    8667.3738668.244   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8671.3748665.933   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8672.7088666.703   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8674.0428665.933   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8671.3748664.393   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8670.0418668.244   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8671.3748669.015   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8668.7078669.015   0.000  0.00  0.00           O+0
CONECT    1    2   12   16                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    4                                                            
CONECT   11    3                                                            
CONECT   12    1   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12                                                            
CONECT   16    1   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

View in JSmol

Synonyms

Value	Source
K-I dipeptide	HMDB
KI dipeptide	HMDB
L-Lys-L-Ile	HMDB
L-Lysyl-L-isoleucine	HMDB
Lys-Ile	HMDB
Lysine isoleucine dipeptide	HMDB
Lysine-isoleucine dipeptide	HMDB
Lysyl-isoleucine	HMDB
Lysylisoleucine	HMDB
N-L-Lysyl-L-isoleucine	HMDB
N-Lysylisoleucine	HMDB

Chemical Formula

C₁₂H₂₅N₃O₃

Average Mass

259.3500 Da

Monoisotopic Mass

259.18959 Da

IUPAC Name

(2S,3S)-2-[(2S)-2,6-diaminohexanamido]-3-methylpentanoic acid

Traditional Name

(2S,3S)-2-[(2S)-2,6-diaminohexanamido]-3-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

CC[C@H](C)[C@H](NC(=O)[C@@H](N)CCCCN)C(O)=O

InChI Identifier

InChI=1S/C12H25N3O3/c1-3-8(2)10(12(17)18)15-11(16)9(14)6-4-5-7-13/h8-10H,3-7,13-14H2,1-2H3,(H,15,16)(H,17,18)/t8-,9-,10-/m0/s1

InChI Key

FMIIKPHLJKUXGE-GUBZILKMSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 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
Isoleucine or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Branched fatty acid
Methyl-branched fatty acid
Fatty amide
N-acyl-amine
Fatty acyl
Fatty acid
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Organic oxygen compound
Primary aliphatic amine
Organic oxide
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Amine
Organonitrogen compound
Organooxygen compound
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:74559 )

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	-1.9	ALOGPS
logP	-2.3	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	10.21	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	118.44 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	68.7 m³·mol⁻¹	ChemAxon
Polarizability	29.12 Å³	ChemAxon
Number of Rings	0	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

HMDB0028954

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5374066

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7010499

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Lysylisoleucine (NP0136557)

MOL for NP0136557 (Lysylisoleucine)

3D MOL for NP0136557 (Lysylisoleucine)

3D SDF for NP0136557 (Lysylisoleucine)

3D-SDF for NP0136557 (Lysylisoleucine)

PDB for NP0136557 (Lysylisoleucine)

3D PDB for NP0136557 (Lysylisoleucine)

SMILES for NP0136557 (Lysylisoleucine)

INCHI for NP0136557 (Lysylisoleucine)

Structure for NP0136557 (Lysylisoleucine)

3D Structure for NP0136557 (Lysylisoleucine)