NP-MRD: Showing NP-Card for 6-[(2s)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid (NP0292656)

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Record Information

Version

2.0

Created at

2022-09-10 00:17:20 UTC

Updated at

2022-09-10 00:17:20 UTC

NP-MRD ID

NP0292656

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-[(2s)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid

Description

ZINC1646622 belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 6-[(2s)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid is found in Streptomyces cinnamonensis and Streptomyces virginiae. Based on a literature review very few articles have been published on ZINC1646622.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
    5.4271   -0.3608    1.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066   -0.1363    0.8982 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.2234    2.0201 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5488   -0.2531   -0.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0719    0.0677   -0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4123   -0.0542   -1.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0417    0.2623   -1.5292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8013   -0.6294   -0.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2558   -0.2099   -0.5743 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9230   -0.9033    0.4706 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6629   -0.3106    1.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3322   -0.9930    2.3066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8505    1.1433    1.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4324    1.5084   -0.0043 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9505    0.8921    2.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0047    0.3956   -1.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6255   -1.3191   -0.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6012   -0.6669    0.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9764    1.0873    0.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6273   -1.0325   -2.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8650    0.7279   -2.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1698    1.3240   -1.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5305    0.1719   -2.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4337   -0.6484    0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7742   -1.6575   -1.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7081   -0.3523   -1.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3306   -0.9377    2.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7881    1.3953    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652    1.7080    2.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  1  0
 11 10  2  0
 10  9  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  6
 13 28  1  0
 13 29  1  0
 12 27  1  0
M  END


  Mrv1652309102202172D          

 14 14  0  0  1  0            999 V2000
    1.7344   -2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489   -4.1894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7357   -3.3644    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4894   -3.0288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0414   -3.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8619   -3.5557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6289   -4.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8220   -4.1848    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0292656

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CCCCC[C@@H]1SCC(O)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C9H15NO3S/c11-7-6-14-8(10-7)4-2-1-3-5-9(12)13/h8H,1-6H2,(H,10,11)(H,12,13)/t8-/m0/s1

> <INCHI_KEY>
CSOJYIADHHNGRM-QMMMGPOBSA-N

> <FORMULA>
C9H15NO3S

> <MOLECULAR_WEIGHT>
217.28

> <EXACT_MASS>
217.077264521

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.89783962013394

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[(2S)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid

> <JCHEM_LOGP>
1.3613026616178698

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.15994429266866

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.2393638793803685

> <JCHEM_PKA_STRONGEST_BASIC>
2.2998697496097296

> <JCHEM_POLAR_SURFACE_AREA>
69.89

> <JCHEM_REFRACTIVITY>
54.8265

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
6-[(2S)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  O   UNK     0       3.238  -5.510   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.571  -6.280   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.571  -7.820   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.905  -5.510   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.239  -6.280   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.572  -5.510   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.906  -6.280   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.240  -5.510   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.573  -6.280   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      13.980  -5.654   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      15.011  -6.798   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.542  -6.637   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      14.241  -8.132   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0      12.734  -7.812   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    9                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₉H₁₅NO₃S

Average Mass

217.2800 Da

Monoisotopic Mass

217.07726 Da

IUPAC Name

6-[(2S)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid

Traditional Name

6-[(2S)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCCCC[C@@H]1SCC(O)=N1

InChI Identifier

InChI=1S/C9H15NO3S/c11-7-6-14-8(10-7)4-2-1-3-5-9(12)13/h8H,1-6H2,(H,10,11)(H,12,13)/t8-/m0/s1

InChI Key

CSOJYIADHHNGRM-QMMMGPOBSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces cinnamonensis	LOTUS Database	35616633
Streptomyces virginiae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Heterocyclic fatty acid
Thiazolidine
Carboxamide group
Lactam
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Thioether
Hemithioaminal
Dialkylthioether
Organoheterocyclic compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	1.36	ChemAxon
pKa (Strongest Acidic)	4.24	ChemAxon
pKa (Strongest Basic)	2.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.89 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	54.83 m³·mol⁻¹	ChemAxon
Polarizability	22.9 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

34994573

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90478521

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-[(2s)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid (NP0292656)

MOL for NP0292656 (6-[(2s)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid)

3D MOL for NP0292656 (6-[(2s)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid)

3D SDF for NP0292656 (6-[(2s)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid)

3D-SDF for NP0292656 (6-[(2s)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid)

PDB for NP0292656 (6-[(2s)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid)

3D PDB for NP0292656 (6-[(2s)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid)

SMILES for NP0292656 (6-[(2s)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid)

INCHI for NP0292656 (6-[(2s)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid)

Structure for NP0292656 (6-[(2s)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid)

3D Structure for NP0292656 (6-[(2s)-4-hydroxy-2,5-dihydro-1,3-thiazol-2-yl]hexanoic acid)