NP-MRD: Showing NP-Card for methyl 2-[(8z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1h-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate (NP0195759)

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Record Information

Version

2.0

Created at

2022-09-04 13:41:15 UTC

Updated at

2022-09-04 13:41:15 UTC

NP-MRD ID

NP0195759

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(8z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1h-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate

Description

152509-78-9, Also known as thiazohalostatin, belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. Based on a literature review very few articles have been published on 152509-78-9.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042215412D          

 30 31  0  0  0  0            999 V2000
   -3.6655   -7.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299   -7.0646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5094   -6.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0245   -7.6458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739   -6.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5864   -5.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0343   -4.8972    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2807   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5662   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5662   -3.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8628   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8628   -3.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5772   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -3.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0062   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0062   -6.0577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7206   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4351   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4351   -6.0577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1496   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2358   -3.9997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0428   -3.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3783   -3.0745    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4553   -4.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2758   -4.6289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9033   -5.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0748   -5.9627    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669   -6.0532    0.0000 N   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  2  0  0  0  0
  3  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  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  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
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 22 28  2  0  0  0  0
 28 29  1  0  0  0  0
  8 30  2  0  0  0  0
  5 30  1  0  0  0  0
M  END

     RDKit          3D

 55 56  0  0  0  0  0  0  0  0999 V2000
    6.3436    1.4358   -3.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6927    0.6158   -2.1802 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3405   -0.4526   -1.6283 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5293   -0.6858   -1.9877 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7486   -1.3716   -0.6272 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6894   -1.5043    0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6795   -0.6390    1.8130 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1662   -0.7117    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8334   -0.3649    1.4334 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6455   -1.3475    2.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498   -0.5176    0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3541   -0.1609    0.8387 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2351   -0.9166    1.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5663   -0.2509   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899    0.1213   -0.0132 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9665    1.5604    0.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8148    0.1724   -1.2670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2186    0.0497   -2.3921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2321    0.3568   -1.2454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0068    0.4743   -0.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4537    0.4200    1.0686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4568    0.6625   -0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1517    0.7372   -1.4836 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4684    0.9139   -1.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7268    1.0615   -2.4583 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -8.6147    0.9533    0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1304    1.1647    0.9738 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -7.3374    0.7932    0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0243    0.7772    2.3948 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4497   -1.0865   -0.2585 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6200    2.3751   -2.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2938    1.0020   -3.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7142    1.6448   -4.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7375   -2.3868   -1.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8763   -2.5516    0.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5981   -0.9012    0.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8772    0.6738    1.7864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4694   -0.8253    3.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9468   -2.1662    2.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6218   -1.9067    2.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7063   -1.6140    0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0123   -0.0123   -0.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3823    0.9296    1.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3494   -1.9932    1.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2946   -0.5393    2.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2536   -0.6768    2.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6095   -1.2959   -0.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2237    0.4383   -1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4795   -0.5671    0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1036    1.6183    1.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7408    2.1847    0.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9997    2.0308    0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7610    0.4103   -2.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6055    1.1960    1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7701    0.6728   -2.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8 30  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 28  2  0
 28 29  1  0
 28 26  1  0
 26 27  1  0
 26 24  2  0
 24 25  1  0
 24 23  1  0
 30  5  1  0
 23 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  6
  6 35  1  0
  6 36  1  0
  9 37  1  1
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  1
 13 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  1
 16 50  1  0
 16 51  1  0
 16 52  1  0
 19 53  1  0
 21 54  1  0
 23 55  1  0
M  END


  Mrv1652309042215412D          

 30 31  0  0  0  0            999 V2000
   -3.6655   -7.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3299   -7.0646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5094   -6.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0245   -7.6458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739   -6.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5864   -5.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0343   -4.8972    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2807   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5662   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5662   -3.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1483   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8628   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8628   -3.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5772   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -3.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0062   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0062   -6.0577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7206   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4351   -5.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4351   -6.0577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1496   -4.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2358   -3.9997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0428   -3.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3783   -3.0745    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4553   -4.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2758   -4.6289    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9033   -5.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0748   -5.9627    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669   -6.0532    0.0000 N   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  2  0  0  0  0
  3  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  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  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
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 22 28  2  0  0  0  0
 28 29  1  0  0  0  0
  8 30  2  0  0  0  0
  5 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0195759

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1CSC(=N1)C(C)CC(C)CC(C)C(=O)\C=C(/O)C1=C(Cl)C(Cl)=C(Cl)N1

> <INCHI_IDENTIFIER>
InChI=1S/C20H25Cl3N2O4S/c1-9(6-11(3)19-24-12(8-30-19)20(28)29-4)5-10(2)13(26)7-14(27)17-15(21)16(22)18(23)25-17/h7,9-12,25,27H,5-6,8H2,1-4H3/b14-7-

> <INCHI_KEY>
QZKSBMSTJXABHJ-AUWJEWJLSA-N

> <FORMULA>
C20H25Cl3N2O4S

> <MOLECULAR_WEIGHT>
495.84

> <EXACT_MASS>
494.0600616

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
48.74430967199172

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(8Z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1H-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate

> <JCHEM_LOGP>
5.312239626

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.509775220563276

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.561381034811727

> <JCHEM_PKA_STRONGEST_BASIC>
1.709364169305276

> <JCHEM_POLAR_SURFACE_AREA>
91.75000000000001

> <JCHEM_REFRACTIVITY>
122.80079999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-[(8Z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1H-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.842 -14.594   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -6.216 -13.187   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.684 -13.026   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.779 -14.272   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.058 -11.619   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.828 -10.286   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0      -3.797  -9.141   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0      -2.391  -9.768   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.057  -8.998   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.057  -7.458   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.277  -9.768   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.610  -8.998   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.610  -7.458   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.944  -9.768   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.278  -8.998   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.278  -7.458   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.612  -9.768   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.612 -11.308   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.945  -8.998   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.279  -9.768   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.279 -11.308   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.613  -8.998   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       9.774  -7.466   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      11.280  -7.146   0.000  0.00  0.00           C+0
HETATM   25 Cl   UNK     0      11.906  -5.739   0.000  0.00  0.00          Cl+0
HETATM   26  C   UNK     0      12.050  -8.480   0.000  0.00  0.00           C+0
HETATM   27 Cl   UNK     0      13.581  -8.641   0.000  0.00  0.00          Cl+0
HETATM   28  C   UNK     0      11.019  -9.624   0.000  0.00  0.00           C+0
HETATM   29 Cl   UNK     0      11.340 -11.130   0.000  0.00  0.00          Cl+0
HETATM   30  N   UNK     0      -2.552 -11.299   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   30                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   30                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   22   29                                                  
CONECT   29   28                                                            
CONECT   30    8    5                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Value	Source
Thiazohalostatin	MeSH

Chemical Formula

C₂₀H₂₅Cl₃N₂O₄S

Average Mass

495.8400 Da

Monoisotopic Mass

494.06006 Da

IUPAC Name

methyl 2-[(8Z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1H-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate

Traditional Name

methyl 2-[(8Z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1H-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1CSC(=N1)C(C)CC(C)CC(C)C(=O)\C=C(/O)C1=C(Cl)C(Cl)=C(Cl)N1

InChI Identifier

InChI=1S/C20H25Cl3N2O4S/c1-9(6-11(3)19-24-12(8-30-19)20(28)29-4)5-10(2)13(26)7-14(27)17-15(21)16(22)18(23)25-17/h7,9-12,25,27H,5-6,8H2,1-4H3/b14-7-

InChI Key

QZKSBMSTJXABHJ-AUWJEWJLSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Alpha-amino acid ester
Aryl chloride
Aryl halide
Substituted pyrrole
Acryloyl-group
Enone
Pyrrole
Meta-thiazoline
Methyl ester
Alpha,beta-unsaturated ketone
Vinylogous acid
Heteroaromatic compound
Carboxylic acid ester
Ketone
Enol
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Organic oxygen compound
Organohalogen compound
Organic nitrogen compound
Organic oxide
Organochloride
Organonitrogen compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
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	5.31	ChemAxon
pKa (Strongest Acidic)	5.56	ChemAxon
pKa (Strongest Basic)	1.71	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.75 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	122.8 m³·mol⁻¹	ChemAxon
Polarizability	48.74 Å³	ChemAxon
Number of Rings	2	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016900

Chemspider ID

4947672

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6443703

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-[(8z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1h-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate (NP0195759)

MOL for NP0195759 (methyl 2-[(8z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1h-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate)

3D MOL for NP0195759 (methyl 2-[(8z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1h-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate)

3D SDF for NP0195759 (methyl 2-[(8z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1h-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate)

3D-SDF for NP0195759 (methyl 2-[(8z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1h-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate)

PDB for NP0195759 (methyl 2-[(8z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1h-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate)

3D PDB for NP0195759 (methyl 2-[(8z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1h-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate)

SMILES for NP0195759 (methyl 2-[(8z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1h-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate)

INCHI for NP0195759 (methyl 2-[(8z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1h-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate)

Structure for NP0195759 (methyl 2-[(8z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1h-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate)

3D Structure for NP0195759 (methyl 2-[(8z)-9-hydroxy-4,6-dimethyl-7-oxo-9-(3,4,5-trichloro-1h-pyrrol-2-yl)non-8-en-2-yl]-4,5-dihydro-1,3-thiazole-4-carboxylate)