NP-MRD: Showing NP-Card for beta-Alanyl-L-arginine (NP0339559)

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Record Information

Version

2.0

Created at

2024-09-11 22:26:28 UTC

Updated at

2024-09-11 22:26:28 UTC

NP-MRD ID

NP0339559

Secondary Accession Numbers

None

Natural Product Identification

Common Name

beta-Alanyl-L-arginine

Description

Beta-Alanyl-L-arginine, also known as betaala-arg, belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. Beta-Alanyl-L-arginine is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304032019042D          

 18 17  0  0  1  0            999 V2000
   -1.2672   -1.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8073   -1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5078   -2.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3179   -2.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571   -1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6175   -1.4940    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9677   -1.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8931   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8580   -3.0531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4332   -0.0908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1632   -1.4940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0830   -0.5586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1575   -2.1177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2377   -1.1822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976   -0.5586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3474   -0.0908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0774   -0.8704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  6  1  0  0  0  0
 10  4  1  0  0  0  0
 11  9  2  0  0  0  0
 12  9  1  0  0  0  0
 13  5  1  0  0  0  0
 13  9  1  0  0  0  0
  6 14  1  1  0  0  0
 14  7  2  0  0  0  0
  7 15  1  4  0  0  0
 16  8  2  0  0  0  0
 17  8  1  0  0  0  0
  6 18  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0339559

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](CCCNC(N)=N)(N=C(O)CCN)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H19N5O3/c10-4-3-7(15)14-6(8(16)17)2-1-5-13-9(11)12/h6H,1-5,10H2,(H,14,15)(H,16,17)(H4,11,12,13)/t6-/m0/s1

> <INCHI_KEY>
DLRGFJGVZXSSTP-LURJTMIESA-N

> <FORMULA>
C9H19N5O3

> <MOLECULAR_WEIGHT>
245.2789

> <EXACT_MASS>
245.148789499

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.118286975445336

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(3-amino-1-hydroxypropylidene)amino]-5-carbamimidamidopentanoic acid

> <ALOGPS_LOGP>
-3.76

> <JCHEM_LOGP>
-5.446002882864801

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
5.534777054751538

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.707575561696398

> <JCHEM_PKA_STRONGEST_BASIC>
12.149960651311334

> <JCHEM_POLAR_SURFACE_AREA>
157.81

> <JCHEM_REFRACTIVITY>
71.94769999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(3-amino-1-hydroxypropylidene)amino]-5-carbamimidamidopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0      -2.365  -1.916   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.374  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.415  -4.826   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.927  -4.535   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.853  -2.207   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.886  -2.789   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.406  -3.662   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.390  -1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.667  -1.334   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0     -10.935  -5.699   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       2.675  -0.169   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       2.171  -2.789   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       0.155  -1.043   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      -5.894  -3.953   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      -7.910  -2.207   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -6.902  -1.043   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.382  -0.169   0.000  0.00  0.00           O+0
HETATM   18  H   UNK     0      -3.878  -1.625   0.000  0.00  0.00           H+0
CONECT    1    2    5                                                       
CONECT    2    1    6                                                       
CONECT    3    4    7                                                       
CONECT    4    3   10                                                       
CONECT    5    1   13                                                       
CONECT    6    2    8   14   18                                             
CONECT    7    3   14   15                                                  
CONECT    8    6   16   17                                                  
CONECT    9   11   12   13                                                  
CONECT   10    4                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13    5    9                                                       
CONECT   14    6    7                                                       
CONECT   15    7                                                            
CONECT   16    8                                                            
CONECT   17    8                                                            
CONECT   18    6                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

View in JSmol

Synonyms

Value	Source
(2S)-5-{[amino(imino)methyl]amino}-2-[(3-aminopropanoyl)amino]pentanoic acid	ChEBI
BetaAla-arg	ChEBI
(2S)-5-{[amino(imino)methyl]amino}-2-[(3-aminopropanoyl)amino]pentanoate	Generator
b-Alanyl-L-arginine	Generator
Β-alanyl-L-arginine	Generator

Chemical Formula

C₉H₁₉N₅O₃

Average Mass

245.2789 Da

Monoisotopic Mass

245.14879 Da

IUPAC Name

(2S)-2-[(3-amino-1-hydroxypropylidene)amino]-5-carbamimidamidopentanoic acid

Traditional Name

(2S)-2-[(3-amino-1-hydroxypropylidene)amino]-5-carbamimidamidopentanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](CCCNC(N)=N)(N=C(O)CCN)C(O)=O

InChI Identifier

InChI=1S/C9H19N5O3/c10-4-3-7(15)14-6(8(16)17)2-1-5-13-9(11)12/h6H,1-5,10H2,(H,14,15)(H,16,17)(H4,11,12,13)/t6-/m0/s1

InChI Key

DLRGFJGVZXSSTP-LURJTMIESA-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 hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

Hybrid peptide
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Beta amino acid or derivatives
Alpha-amino acid or derivatives
Fatty acid
Amino acid or derivatives
Carboxamide group
Amino acid
Guanidine
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Primary aliphatic amine
Amine
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:28712 )

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	-3.8	ALOGPS
logP	-5.4	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.71	ChemAxon
pKa (Strongest Basic)	12.15	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	157.81 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	71.95 m³·mol⁻¹	ChemAxon
Polarizability	25.12 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

HMDB0060441

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

C05340

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440637

PDB ID

Not Available

ChEBI ID

28712

Good Scents ID

Not Available

References

General References

Showing NP-Card for beta-Alanyl-L-arginine (NP0339559)

MOL for NP0339559 (beta-Alanyl-L-arginine)

3D MOL for NP0339559 (beta-Alanyl-L-arginine)

3D SDF for NP0339559 (beta-Alanyl-L-arginine)

3D-SDF for NP0339559 (beta-Alanyl-L-arginine)

PDB for NP0339559 (beta-Alanyl-L-arginine)

3D PDB for NP0339559 (beta-Alanyl-L-arginine)

SMILES for NP0339559 (beta-Alanyl-L-arginine)

INCHI for NP0339559 (beta-Alanyl-L-arginine)

Structure for NP0339559 (beta-Alanyl-L-arginine)

3D Structure for NP0339559 (beta-Alanyl-L-arginine)