NP-MRD: Showing NP-Card for R-4'-phosphopantothenoyl-L-cysteine (NP0339942)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-12 00:22:00 UTC

Updated at

2024-09-12 00:22:01 UTC

NP-MRD ID

NP0339942

Secondary Accession Numbers

None

Natural Product Identification

Common Name

R-4'-phosphopantothenoyl-L-cysteine

Description

R-4'-phosphopantothenoyl-L-cysteine 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. Based on a literature review very few articles have been published on R-4'-phosphopantothenoyl-L-cysteine.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272302542D          

 25 24  0  0  0  0            999 V2000
   -1.2765   -3.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6528   -2.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0292   -1.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1929   -1.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0030   -2.0133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5431   -1.3896    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0832   -0.7660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1668   -1.9297    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.9195   -0.8495    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.1127   -3.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3828   -3.8842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974   -2.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675   -2.1692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0476   -3.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5877   -4.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979   -3.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6679   -3.1046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9379   -4.5078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7481   -4.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882   -4.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0983   -4.8196    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0181   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780   -2.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8283   -3.4164    0.0000 O   0  5  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
  6  9  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 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  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  CHG  3   8  -1   9  -1  25  -1
M  END
> <DATABASE_ID>
NP0339942

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(COP([O-])([O-])=O)C(O)C(=O)NCCC(=O)NC(CS)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/p-3

> <INCHI_KEY>
XQYALQVLCNHCFT-UHFFFAOYNA-K

> <FORMULA>
C12H20N2O9PS

> <MOLECULAR_WEIGHT>
399.33

> <EXACT_MASS>
399.064359144

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
36.11495440043795

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{3-[2-hydroxy-3,3-dimethyl-4-(phosphonatooxy)butanamido]propanamido}-3-sulfanylpropanoate

> <JCHEM_LOGP>
-1.966908166

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.492691096684799

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7848516255104239

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8105802644855964

> <JCHEM_POLAR_SURFACE_AREA>
190.98

> <JCHEM_REFRACTIVITY>
96.00139999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-{3-[2-hydroxy-3,3-dimethyl-4-(phosphonatooxy)butanamido]propanamido}-3-sulfanylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0      -2.383  -5.639   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.219  -4.631   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.054  -3.623   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.227  -3.467   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -3.739  -3.758   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0      -4.747  -2.594   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      -5.755  -1.430   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -5.911  -3.602   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0      -3.583  -1.586   0.000  0.00  0.00           O-1
HETATM   10  C   UNK     0      -0.210  -5.795   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.714  -7.250   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.302  -5.504   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.806  -4.049   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       2.310  -6.668   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.822  -6.377   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.830  -7.541   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.343  -7.250   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.847  -5.795   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       7.351  -8.415   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       8.863  -8.124   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.871  -9.288   0.000  0.00  0.00           C+0
HETATM   22  S   UNK     0      11.383  -8.997   0.000  0.00  0.00           S+0
HETATM   23  C   UNK     0       9.367  -6.668   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.359  -5.504   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.879  -6.377   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3    4   10                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    2   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₂₀N₂O₉PS

Average Mass

399.3300 Da

Monoisotopic Mass

399.06436 Da

IUPAC Name

2-{3-[2-hydroxy-3,3-dimethyl-4-(phosphonatooxy)butanamido]propanamido}-3-sulfanylpropanoate

Traditional Name

2-{3-[2-hydroxy-3,3-dimethyl-4-(phosphonatooxy)butanamido]propanamido}-3-sulfanylpropanoate

CAS Registry Number

Not Available

SMILES

CC(C)(COP([O-])([O-])=O)C(O)C(=O)NCCC(=O)NC(CS)C([O-])=O

InChI Identifier

InChI=1/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/p-3

InChI Key

XQYALQVLCNHCFT-UHFFFAOYNA-K

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as hybrid peptides. These 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-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Cysteine or derivatives
Beta amino acid or derivatives
Alpha-amino acid or derivatives
Fatty amide
Fatty acyl
Monosaccharide
Alkyl phosphate
Phosphoric acid ester
N-acyl-amine
Organic phosphoric acid derivative
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Alkylthiol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

a small molecule (R-4-PHOSPHOPANTOTHENOYL-L-CYSTEINE )

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	ChemAxon
pKa (Strongest Acidic)	1.78	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	190.98 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	96 m³·mol⁻¹	ChemAxon
Polarizability	36.11 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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for R-4'-phosphopantothenoyl-L-cysteine (NP0339942)

MOL for NP0339942 (R-4'-phosphopantothenoyl-L-cysteine)

3D MOL for NP0339942 (R-4'-phosphopantothenoyl-L-cysteine)

3D SDF for NP0339942 (R-4'-phosphopantothenoyl-L-cysteine)

3D-SDF for NP0339942 (R-4'-phosphopantothenoyl-L-cysteine)

PDB for NP0339942 (R-4'-phosphopantothenoyl-L-cysteine)

3D PDB for NP0339942 (R-4'-phosphopantothenoyl-L-cysteine)

SMILES for NP0339942 (R-4'-phosphopantothenoyl-L-cysteine)

INCHI for NP0339942 (R-4'-phosphopantothenoyl-L-cysteine)

Structure for NP0339942 (R-4'-phosphopantothenoyl-L-cysteine)

3D Structure for NP0339942 (R-4'-phosphopantothenoyl-L-cysteine)