NP-MRD: Showing NP-Card for Neurotensin 11-13 (NP0339153)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 19:56:09 UTC

Updated at

2024-09-11 19:56:09 UTC

NP-MRD ID

NP0339153

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Neurotensin 11-13

Description

Neurotensin 11-13, also known as tyr-ile-leu, belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Neurotensin 11-13 is a very strong basic compound (based on its pKa). Neurotensin was first isolated from extracts of bovine hypothalamus based on its ability to cause a visible vasodilation in the exposed cutaneous regions of anesthetized rats.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303102016482D          

 29 29  0  0  1  0            999 V2000
   14.1116  -13.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6297  -14.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3326  -14.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5176  -15.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8507  -15.5863    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.5536  -16.3560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7385  -16.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2205  -15.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4415  -17.2532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6264  -17.3808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9596  -17.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7746  -17.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0717  -16.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8867  -16.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4048  -17.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2199  -17.3849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1078  -18.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2927  -18.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6658  -15.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1838  -16.1008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9628  -14.6890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7779  -14.5614    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.2959  -15.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1110  -15.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6291  -15.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4081  -14.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0749  -13.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8900  -13.6641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5569  -13.1496    0.0000 O   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  1  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  5 19  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 18  2  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
M  END


  Mrv1652303102016482D          

 29 29  0  0  1  0            999 V2000
   14.1116  -13.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6297  -14.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3326  -14.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5176  -15.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8507  -15.5863    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.5536  -16.3560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7385  -16.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2205  -15.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4415  -17.2532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6264  -17.3808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9596  -17.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7746  -17.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0717  -16.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8867  -16.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4048  -17.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2199  -17.3849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1078  -18.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2927  -18.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6658  -15.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1838  -16.1008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9628  -14.6890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7779  -14.5614    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.2959  -15.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1110  -15.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6291  -15.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4081  -14.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0749  -13.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8900  -13.6641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5569  -13.1496    0.0000 O   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  1  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  5 19  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 18  2  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339153

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)[C@H](NC(=O)[C@H](N)CC1=CC=C(O)C=C1)C(=O)N[C@H](CC(C)C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H33N3O5/c1-5-13(4)18(20(27)23-17(21(28)29)10-12(2)3)24-19(26)16(22)11-14-6-8-15(25)9-7-14/h6-9,12-13,16-18,25H,5,10-11,22H2,1-4H3,(H,23,27)(H,24,26)(H,28,29)/t13?,16-,17-,18+/m1/s1

> <INCHI_KEY>
HVPPEXXUDXAPOM-WOFBESPQSA-N

> <FORMULA>
C21H33N3O5

> <MOLECULAR_WEIGHT>
407.5038

> <EXACT_MASS>
407.242021181

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
44.12134829390311

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-[(2S)-2-[(2R)-2-amino-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido]-4-methylpentanoic acid

> <ALOGPS_LOGP>
-0.31

> <JCHEM_LOGP>
0.025354498721439786

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.510974572269077

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8875299564633004

> <JCHEM_PKA_STRONGEST_BASIC>
7.727099491215695

> <JCHEM_POLAR_SURFACE_AREA>
141.75000000000003

> <JCHEM_REFRACTIVITY>
108.96219999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.82e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2S)-2-[(2R)-2-amino-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido]-4-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0      26.342 -25.260   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      27.309 -26.459   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.754 -27.896   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.233 -28.134   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.721 -29.094   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      27.167 -30.531   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      25.645 -30.769   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      24.678 -29.571   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      25.091 -32.206   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      23.569 -32.444   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      26.058 -33.405   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.579 -33.166   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.134 -31.730   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.655 -31.492   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.622 -32.690   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      32.144 -32.452   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      30.068 -34.127   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.546 -34.365   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      29.243 -28.856   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      30.210 -30.055   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0      29.797 -27.419   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      31.319 -27.181   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      32.286 -28.380   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      33.807 -28.142   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      34.774 -29.340   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      34.362 -26.705   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      31.873 -25.745   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      33.395 -25.506   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      30.906 -24.546   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   12   17                                                       
CONECT   19    5   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

View in JSmol

Synonyms

Value	Source
Neurotensin (11-13)	HMDB
Neurotensin fragment 11-13	HMDB
Tyr-ile-leu	HMDB
(2R)-2-{[(2S)-2-{[(2R)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-1-hydroxy-3-methylpentylidene]amino}-4-methylpentanoate	Generator

Chemical Formula

C₂₁H₃₃N₃O₅

Average Mass

407.5038 Da

Monoisotopic Mass

407.24202 Da

IUPAC Name

(2R)-2-[(2S)-2-[(2R)-2-amino-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido]-4-methylpentanoic acid

Traditional Name

(2R)-2-[(2S)-2-[(2R)-2-amino-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido]-4-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

CCC(C)[C@H](NC(=O)[C@H](N)CC1=CC=C(O)C=C1)C(=O)N[C@H](CC(C)C)C(O)=O

InChI Identifier

InChI=1S/C21H33N3O5/c1-5-13(4)18(20(27)23-17(21(28)29)10-12(2)3)24-19(26)16(22)11-14-6-8-15(25)9-7-14/h6-9,12-13,16-18,25H,5,10-11,22H2,1-4H3,(H,23,27)(H,24,26)(H,28,29)/t13?,16-,17-,18+/m1/s1

InChI Key

HVPPEXXUDXAPOM-WOFBESPQSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Tyrosine or derivatives
Phenylalanine or derivatives
Isoleucine or derivatives
Leucine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Aralkylamine
Phenol
1-hydroxy-2-unsubstituted benzenoid
Fatty amide
Fatty acyl
Benzenoid
N-acyl-amine
Monocyclic benzene moiety
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Primary aliphatic amine
Hydrocarbon derivative
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	-0.31	ALOGPS
logP	0.025	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.89	ChemAxon
pKa (Strongest Basic)	7.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	141.75 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	108.96 m³·mol⁻¹	ChemAxon
Polarizability	44.12 Å³	ChemAxon
Number of Rings	1	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

HMDB ID

HMDB0013024

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029252

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

53481585

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Neurotensin 11-13 (NP0339153)

MOL for NP0339153 (Neurotensin 11-13)

3D MOL for NP0339153 (Neurotensin 11-13)

3D SDF for NP0339153 (Neurotensin 11-13)

3D-SDF for NP0339153 (Neurotensin 11-13)

PDB for NP0339153 (Neurotensin 11-13)

3D PDB for NP0339153 (Neurotensin 11-13)

SMILES for NP0339153 (Neurotensin 11-13)

INCHI for NP0339153 (Neurotensin 11-13)

Structure for NP0339153 (Neurotensin 11-13)

3D Structure for NP0339153 (Neurotensin 11-13)