NP-MRD: Showing NP-Card for Neuromedin B (1-3) (NP0339145)

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Record Information

Version

2.0

Created at

2024-09-11 19:53:47 UTC

Updated at

2024-09-11 19:53:48 UTC

NP-MRD ID

NP0339145

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Neuromedin B (1-3)

Description

Neuromedin B (1-3), also known as gly-asn-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. This structure shows the 1-3 fragment of neuromedin B. Neuromedin B (1-3) is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303102016482D          

 21 20  0  0  1  0            999 V2000
   12.8600  -25.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0975  -25.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8600  -24.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0350  -21.4799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7975  -23.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2725  -25.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6225  -22.1944    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.2725  -23.6234    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.6225  -20.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3850  -22.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0350  -22.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0975  -23.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3850  -24.3378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0350  -20.0510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7975  -22.1944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8600  -22.9088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7975  -20.7654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5600  -22.9088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6225  -23.6234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5100  -24.3378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5100  -22.9088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  6  1  0  0  0  0
  3  6  1  0  0  0  0
  8  3  1  1  0  0  0
  7  4  1  1  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
  5 13  1  0  0  0  0
  7 11  1  0  0  0  0
  7 15  1  0  0  0  0
  8 12  1  0  0  0  0
  8 16  1  0  0  0  0
  9 14  2  0  0  0  0
  9 17  1  0  0  0  0
 10 15  1  0  0  0  0
 10 18  2  0  0  0  0
 11 16  1  0  0  0  0
 11 19  2  0  0  0  0
 12 20  1  0  0  0  0
 12 21  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339145

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H22N4O5/c1-6(2)3-8(12(20)21)16-11(19)7(4-9(14)17)15-10(18)5-13/h6-8H,3-5,13H2,1-2H3,(H2,14,17)(H,15,18)(H,16,19)(H,20,21)/t7-,8+/m0/s1

> <INCHI_KEY>
JVWPPCWUDRJGAE-JGVFFNPUSA-N

> <FORMULA>
C12H22N4O5

> <MOLECULAR_WEIGHT>
302.3269

> <EXACT_MASS>
302.159019834

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
29.94568701203866

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(2S)-2-(2-aminoacetamido)-3-(C-hydroxycarbonimidoyl)propanamido]-4-methylpentanoic acid

> <ALOGPS_LOGP>
-2.93

> <JCHEM_LOGP>
-6.506024871555821

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.573707369011988

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.7239511279690491

> <JCHEM_PKA_STRONGEST_BASIC>
13.010324829395973

> <JCHEM_POLAR_SURFACE_AREA>
165.6

> <JCHEM_REFRACTIVITY>
83.06599999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2S)-2-(2-aminoacetamido)-3-(C-hydroxycarbonimidoyl)propanamido]-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      24.005 -48.098   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.315 -46.764   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.005 -45.431   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.465 -40.096   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.155 -44.097   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.775 -46.764   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.695 -41.430   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.775 -44.097   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.695 -38.762   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.385 -42.763   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.465 -42.763   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.315 -44.097   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      19.385 -45.431   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      22.465 -37.429   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      20.155 -41.430   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      24.005 -42.763   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      20.155 -38.762   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      17.845 -42.763   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      21.695 -44.097   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      27.085 -45.431   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      27.085 -42.763   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    6                                                            
CONECT    3    6    8                                                       
CONECT    4    7    9                                                       
CONECT    5   10   13                                                       
CONECT    6    1    2    3                                                  
CONECT    7    4   11   15                                                  
CONECT    8    3   12   16                                                  
CONECT    9    4   14   17                                                  
CONECT   10    5   15   18                                                  
CONECT   11    7   16   19                                                  
CONECT   12    8   20   21                                                  
CONECT   13    5                                                            
CONECT   14    9                                                            
CONECT   15    7   10                                                       
CONECT   16    8   11                                                       
CONECT   17    9                                                            
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21   12                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

View in JSmol

Synonyms

Value	Source
Gly-asn-leu	HMDB
(2R)-2-{[(2S)-2-[(2-amino-1-hydroxyethylidene)amino]-1-hydroxy-3-(C-hydroxycarbonimidoyl)propylidene]amino}-4-methylpentanoate	Generator

Chemical Formula

C₁₂H₂₂N₄O₅

Average Mass

302.3269 Da

Monoisotopic Mass

302.15902 Da

IUPAC Name

(2R)-2-[(2S)-2-(2-aminoacetamido)-3-(C-hydroxycarbonimidoyl)propanamido]-4-methylpentanoic acid

Traditional Name

(2R)-2-[(2S)-2-(2-aminoacetamido)-3-(C-hydroxycarbonimidoyl)propanamido]-4-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H22N4O5/c1-6(2)3-8(12(20)21)16-11(19)7(4-9(14)17)15-10(18)5-13/h6-8H,3-5,13H2,1-2H3,(H2,14,17)(H,15,18)(H,16,19)(H,20,21)/t7-,8+/m0/s1

InChI Key

JVWPPCWUDRJGAE-JGVFFNPUSA-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
Leucine or derivatives
Asparagine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Branched fatty acid
Methyl-branched fatty acid
N-acyl-amine
Fatty amide
Fatty acyl
Fatty acid
Carboxamide group
Primary carboxylic acid amide
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	-2.9	ALOGPS
logP	-6.5	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	-0.72	ChemAxon
pKa (Strongest Basic)	13.01	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	165.6 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	83.07 m³·mol⁻¹	ChemAxon
Polarizability	29.95 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0013016

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029244

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

53481577

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Neuromedin B (1-3) (NP0339145)

MOL for NP0339145 (Neuromedin B (1-3))

3D MOL for NP0339145 (Neuromedin B (1-3))

3D SDF for NP0339145 (Neuromedin B (1-3))

3D-SDF for NP0339145 (Neuromedin B (1-3))

PDB for NP0339145 (Neuromedin B (1-3))

3D PDB for NP0339145 (Neuromedin B (1-3))

SMILES for NP0339145 (Neuromedin B (1-3))

INCHI for NP0339145 (Neuromedin B (1-3))

Structure for NP0339145 (Neuromedin B (1-3))

3D Structure for NP0339145 (Neuromedin B (1-3))