NP-MRD: Showing NP-Card for Enantiopyochelin (NP0007358)

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Record Information

Version

2.0

Created at

2020-12-09 04:10:53 UTC

Updated at

2021-07-15 16:57:22 UTC

NP-MRD ID

NP0007358

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Enantiopyochelin

Provided By

NPAtlas

Description

Enantiopyochelin belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom. Enantiopyochelin is found in Pseudomonas, Pseudomonas akbaalia 8(C)X and Pseudomonas fluorescens. Based on a literature review very few articles have been published on Enantiopyochelin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118393D          

 37 39  0  0  0  0            999 V2000
   -2.9354   -1.4031   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6964   -0.8157   -0.1934 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4204   -0.3287    0.1169 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3430   -0.5865   -0.9039 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1162   -2.0399   -1.1675 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7140   -2.0018   -1.4024 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9404   -0.4399   -0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2134    0.1098   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3747   -0.5786   -0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5650   -0.0373    0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6651    1.1870    0.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5060    1.8790    0.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2958    1.3514    0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0996    2.0473    0.7113 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8165    0.0615   -0.4450 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6974    1.4917    0.1064 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5337    1.4172    0.0138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7302   -0.0542    0.3889 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7982   -0.2137    1.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9519   -0.9831    2.4084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7319    0.4393    2.6475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0455   -1.3451   -1.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513   -0.9656   -2.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7508   -2.5137   -1.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477   -0.5787    1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6889   -0.0625   -1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007   -2.7133   -0.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5027   -2.3638   -2.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3345   -1.5353   -0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4766   -0.5893   -0.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6102    1.5862    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251    2.8459    1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1052    2.9350    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8852    1.6280   -0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9741    2.0700    0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6958   -0.3553   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8445    1.4558    2.6784 H   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
  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
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  7 15  2  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 18  2  1  0  0  0  0
 15  4  1  0  0  0  0
 13  8  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  3 25  1  1  0  0  0
  4 26  1  6  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  9 29  1  0  0  0  0
 10 30  1  0  0  0  0
 11 31  1  0  0  0  0
 12 32  1  0  0  0  0
 14 33  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 18 36  1  6  0  0  0
 21 37  1  0  0  0  0
M  END

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -2.9354   -1.4031   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6964   -0.8157   -0.1934 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4204   -0.3287    0.1169 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3430   -0.5865   -0.9039 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1162   -2.0399   -1.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7140   -2.0018   -1.4024 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9404   -0.4399   -0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2134    0.1098   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3747   -0.5786   -0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5650   -0.0373    0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6651    1.1870    0.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5060    1.8790    0.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2958    1.3514    0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0996    2.0473    0.7113 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8165    0.0615   -0.4450 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6974    1.4917    0.1064 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5337    1.4172    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7302   -0.0542    0.3889 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7982   -0.2137    1.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9519   -0.9831    2.4084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7319    0.4393    2.6475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0455   -1.3451   -1.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513   -0.9656   -2.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7508   -2.5137   -1.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477   -0.5787    1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6889   -0.0625   -1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007   -2.7133   -0.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5027   -2.3638   -2.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3345   -1.5353   -0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4766   -0.5893   -0.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6102    1.5862    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251    2.8459    1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1052    2.9350    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8852    1.6280   -0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9741    2.0700    0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6958   -0.3553   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8445    1.4558    2.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  7 15  2  0
  3 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18  2  1  0
 15  4  1  0
 13  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  1
  4 26  1  6
  5 27  1  0
  5 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  6
 21 37  1  0
M  END


  Mrv1652306242118393D          

 37 39  0  0  0  0            999 V2000
   -2.9354   -1.4031   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6964   -0.8157   -0.1934 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4204   -0.3287    0.1169 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3430   -0.5865   -0.9039 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1162   -2.0399   -1.1675 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7140   -2.0018   -1.4024 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9404   -0.4399   -0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2134    0.1098   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3747   -0.5786   -0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5650   -0.0373    0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6651    1.1870    0.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5060    1.8790    0.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2958    1.3514    0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0996    2.0473    0.7113 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8165    0.0615   -0.4450 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6974    1.4917    0.1064 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5337    1.4172    0.0138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7302   -0.0542    0.3889 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7982   -0.2137    1.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9519   -0.9831    2.4084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7319    0.4393    2.6475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0455   -1.3451   -1.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513   -0.9656   -2.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7508   -2.5137   -1.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477   -0.5787    1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6889   -0.0625   -1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007   -2.7133   -0.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5027   -2.3638   -2.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3345   -1.5353   -0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4766   -0.5893   -0.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6102    1.5862    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251    2.8459    1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1052    2.9350    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8852    1.6280   -0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9741    2.0700    0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6958   -0.3553   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8445    1.4558    2.6784 H   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
  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
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  7 15  2  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 18  2  1  0  0  0  0
 15  4  1  0  0  0  0
 13  8  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  3 25  1  1  0  0  0
  4 26  1  6  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  9 29  1  0  0  0  0
 10 30  1  0  0  0  0
 11 31  1  0  0  0  0
 12 32  1  0  0  0  0
 14 33  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 18 36  1  6  0  0  0
 21 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007358

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]1([H])N(C([H])([H])[H])[C@]([H])(SC1([H])[H])[C@@]1([H])N=C(SC1([H])[H])C1=C([H])C([H])=C([H])C([H])=C1O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H16N2O3S2/c1-16-10(14(18)19)7-21-13(16)9-6-20-12(15-9)8-4-2-3-5-11(8)17/h2-5,9-10,13,17H,6-7H2,1H3,(H,18,19)/t9-,10+,13+/m0/s1

> <INCHI_KEY>
NYBZAGXTZXPYND-RGPRDZHESA-N

> <FORMULA>
C14H16N2O3S2

> <MOLECULAR_WEIGHT>
324.41

> <EXACT_MASS>
324.060234731

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
33.20298217971197

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,4S)-2-[(4S)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidine-4-carboxylic acid

> <ALOGPS_LOGP>
1.49

> <JCHEM_LOGP>
1.7453949831981777

> <ALOGPS_LOGS>
-3.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.618344340683889

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.683771769768955

> <JCHEM_PKA_STRONGEST_BASIC>
4.711909639129939

> <JCHEM_POLAR_SURFACE_AREA>
73.13

> <JCHEM_REFRACTIVITY>
85.2026

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4S)-2-[(4S)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidine-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -2.9354   -1.4031   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6964   -0.8157   -0.1934 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4204   -0.3287    0.1169 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3430   -0.5865   -0.9039 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1162   -2.0399   -1.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7140   -2.0018   -1.4024 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9404   -0.4399   -0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2134    0.1098   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3747   -0.5786   -0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5650   -0.0373    0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6651    1.1870    0.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5060    1.8790    0.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2958    1.3514    0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0996    2.0473    0.7113 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8165    0.0615   -0.4450 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6974    1.4917    0.1064 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5337    1.4172    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7302   -0.0542    0.3889 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7982   -0.2137    1.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9519   -0.9831    2.4084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7319    0.4393    2.6475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0455   -1.3451   -1.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513   -0.9656   -2.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7508   -2.5137   -1.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477   -0.5787    1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6889   -0.0625   -1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007   -2.7133   -0.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5027   -2.3638   -2.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3345   -1.5353   -0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4766   -0.5893   -0.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6102    1.5862    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251    2.8459    1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1052    2.9350    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8852    1.6280   -0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9741    2.0700    0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6958   -0.3553   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8445    1.4558    2.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  7 15  2  0
  3 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18  2  1  0
 15  4  1  0
 13  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  1
  4 26  1  6
  5 27  1  0
  5 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  6
 21 37  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.935  -1.403  -1.450  0.00  0.00           C+0
HETATM    2  N   UNK     0      -2.696  -0.816  -0.193  0.00  0.00           N+0
HETATM    3  C   UNK     0      -1.420  -0.329   0.117  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.343  -0.587  -0.904  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.116  -2.040  -1.167  0.00  0.00           C+0
HETATM    6  S   UNK     0       1.714  -2.002  -1.402  0.00  0.00           S+0
HETATM    7  C   UNK     0       1.940  -0.440  -0.579  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.213   0.110  -0.158  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.375  -0.579  -0.383  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.565  -0.037   0.024  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.665   1.187   0.661  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.506   1.879   0.888  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.296   1.351   0.486  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.100   2.047   0.711  0.00  0.00           O+0
HETATM   15  N   UNK     0       0.817   0.062  -0.445  0.00  0.00           N+0
HETATM   16  S   UNK     0      -1.697   1.492   0.106  0.00  0.00           S+0
HETATM   17  C   UNK     0      -3.534   1.417   0.014  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.730  -0.054   0.389  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.798  -0.214   1.877  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.952  -0.983   2.408  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.732   0.439   2.648  0.00  0.00           O+0
HETATM   22  H   UNK     0      -4.045  -1.345  -1.653  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.451  -0.966  -2.318  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.751  -2.514  -1.357  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.048  -0.579   1.115  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.689  -0.063  -1.846  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.401  -2.713  -0.362  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.503  -2.364  -2.179  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.335  -1.535  -0.877  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.477  -0.589  -0.159  0.00  0.00           H+0
HETATM   31  H   UNK     0       6.610   1.586   0.969  0.00  0.00           H+0
HETATM   32  H   UNK     0       4.525   2.846   1.385  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.105   2.935   1.166  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.885   1.628  -0.996  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.974   2.070   0.799  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.696  -0.355  -0.014  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.845   1.456   2.678  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    1    3   18                                                  
CONECT    3    2    4   16   25                                             
CONECT    4    3    5   15   26                                             
CONECT    5    4    6   27   28                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   29                                                  
CONECT   10    9   11   30                                                  
CONECT   11   10   12   31                                                  
CONECT   12   11   13   32                                                  
CONECT   13   12   14    8                                                  
CONECT   14   13   33                                                       
CONECT   15    7    4                                                       
CONECT   16    3   17                                                       
CONECT   17   16   18   34   35                                             
CONECT   18   17   19    2   36                                             
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   37                                                       
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
CONECT   31   11                                                            
CONECT   32   12                                                            
CONECT   33   14                                                            
CONECT   34   17                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   21                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

RDKit          3D

37 39  0  0  0  0  0  0  0  0999 V2000
   -2.9354   -1.4031   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6964   -0.8157   -0.1934 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4204   -0.3287    0.1169 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3430   -0.5865   -0.9039 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1162   -2.0399   -1.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7140   -2.0018   -1.4024 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9404   -0.4399   -0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2134    0.1098   -0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3747   -0.5786   -0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5650   -0.0373    0.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6651    1.1870    0.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5060    1.8790    0.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2958    1.3514    0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0996    2.0473    0.7113 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8165    0.0615   -0.4450 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6974    1.4917    0.1064 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5337    1.4172    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7302   -0.0542    0.3889 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7982   -0.2137    1.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9519   -0.9831    2.4084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7319    0.4393    2.6475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0455   -1.3451   -1.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4513   -0.9656   -2.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7508   -2.5137   -1.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477   -0.5787    1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6889   -0.0625   -1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4007   -2.7133   -0.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5027   -2.3638   -2.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3345   -1.5353   -0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4766   -0.5893   -0.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6102    1.5862    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5251    2.8459    1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1052    2.9350    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8852    1.6280   -0.9955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9741    2.0700    0.7989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6958   -0.3553   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8445    1.4558    2.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  7 15  2  0
  3 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18  2  1  0
 15  4  1  0
 13  8  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  1
  4 26  1  6
  5 27  1  0
  5 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  6
 21 37  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(4S)-2-[(4S)-2-(2-Hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidine-4-carboxylate	Generator

Chemical Formula

C₁₄H₁₆N₂O₃S₂

Average Mass

324.4100 Da

Monoisotopic Mass

324.06023 Da

IUPAC Name

(2R,4S)-2-[(4S)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidine-4-carboxylic acid

Traditional Name

(2R,4S)-2-[(4S)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidine-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

CN1C(SC[C@@H]1C(O)=O)[C@@H]1CSC(=N1)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C14H16N2O3S2/c1-16-10(14(18)19)7-21-13(16)9-6-20-12(15-9)8-4-2-3-5-11(8)17/h2-5,9-10,13,17H,6-7H2,1H3,(H,18,19)/t9-,10+,13?/m0/s1

InChI Key

NYBZAGXTZXPYND-RGPRDZHESA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Pseudomonas	NPAtlas	17938167
Pseudomonas akbaalia 8(C)X	Bacteria	KNApSAcK
Pseudomonas fluorescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

D-alpha-amino acids

Alternative Parents

Substituents

D-alpha-amino acid
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Imidothiolactone
Benzenoid
Monocyclic benzene moiety
Meta-thiazoline
Thiazolidine
Azacycle
Organoheterocyclic compound
Dialkylthioether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Hemithioaminal
Thioether
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	1.49	ALOGPS
logP	1.75	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	2.68	ChemAxon
pKa (Strongest Basic)	4.71	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	73.13 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	85.2 m³·mol⁻¹	ChemAxon
Polarizability	33.2 Å³	ChemAxon
Number of Rings	3	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

NPAtlas ID

NPA028468

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

146684603

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Enantiopyochelin (NP0007358)

MOL for NP0007358 (Enantiopyochelin)

3D MOL for NP0007358 (Enantiopyochelin)

3D SDF for NP0007358 (Enantiopyochelin)

3D-SDF for NP0007358 (Enantiopyochelin)

PDB for NP0007358 (Enantiopyochelin)

3D PDB for NP0007358 (Enantiopyochelin)

SMILES for NP0007358 (Enantiopyochelin)

INCHI for NP0007358 (Enantiopyochelin)

Structure for NP0007358 (Enantiopyochelin)

3D Structure for NP0007358 (Enantiopyochelin)