NP-MRD: Showing NP-Card for n-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5h-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid (NP0301214)

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Record Information

Version

2.0

Created at

2022-09-10 14:01:58 UTC

Updated at

2022-09-10 14:01:58 UTC

NP-MRD ID

NP0301214

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5h-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid

Description

Althiomycin belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. n-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5h-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid was first documented in 2014 (PMID: 24847000). Based on a literature review a small amount of articles have been published on Althiomycin (PMID: 31850328) (PMID: 34994917) (PMID: 31791952) (PMID: 35630432).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102216022D          

 29 31  0  0  0  0            999 V2000
   -1.1191   -3.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8335   -4.1845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8335   -5.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1661   -5.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210   -6.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9361   -6.9465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2460   -6.2791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310   -6.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5514   -6.8603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3954   -7.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5884   -7.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5022   -8.6922    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2559   -9.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4274   -9.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2120  -10.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3835  -10.8966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8143  -10.3868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9858  -11.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7704  -11.4487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3727  -11.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5658  -11.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1533  -12.2887    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7053  -12.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5338  -13.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2509  -13.9637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8639  -13.4117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4590  -12.5663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8079   -8.4147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5010   -5.4945    0.0000 C   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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 14  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 23 27  2  0  0  0  0
 20 27  1  0  0  0  0
 13 28  2  0  0  0  0
 10 28  1  0  0  0  0
  7 29  1  0  0  0  0
  3 29  1  0  0  0  0
M  END

     RDKit          3D

 46 48  0  0  0  0  0  0  0  0999 V2000
    7.4033    1.8912   -0.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1182    1.2117    0.7551 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0677    0.2640    0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2431   -1.0338    0.6703 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7155   -2.9586    0.5191 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8912    1.0076   -0.9738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2212    1.1160   -1.6982 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5734    0.0965   -0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3002   -0.9778    0.6843 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3280   -1.1031    1.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2021   -1.9527    2.5072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6235   -0.4303    1.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7035   -0.6280    1.9512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8956    0.3456    1.2095 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9631    0.9349   -0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3561    1.8630   -1.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5473    2.3327   -1.2223 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4133    1.9359   -0.2232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7939    0.3584    0.1083 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2884   -0.2453    0.3302 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6366    0.5430    0.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4499    2.4128   -0.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7245    1.1535   -1.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2048    2.6426   -0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2170   -1.5160    0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000    0.8342    1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2486    2.0292   -0.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5742    0.4747   -1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5823    0.7319   -0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4662   -1.2395   -1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1813   -0.3917   -2.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1699   -2.3563   -0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9265   -1.6197    3.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7669   -1.2571    2.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6063    2.1050   -1.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3203    1.5255   -0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054    1.1066    1.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292    1.1885   -0.3912 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
  4  5  1  0
  5  6  2  0
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  7 29  1  0
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 13 28  2  0
 13 14  1  0
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 17 18  2  0
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 18 20  1  0
 20 21  2  0
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 22 23  1  0
 23 24  1  0
 24 25  2  0
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 23 27  2  0
 29  3  1  0
 28 10  1  0
 27 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
 29 45  1  0
 29 46  1  0
 10 34  1  1
 11 35  1  0
 11 36  1  0
 14 37  1  1
 15 38  1  0
 15 39  1  0
 16 40  1  0
 19 41  1  0
 21 42  1  0
 24 43  1  0
 26 44  1  0
M  END


  Mrv1652309102216022D          

 29 31  0  0  0  0            999 V2000
   -1.1191   -3.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8335   -4.1845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8335   -5.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1661   -5.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4210   -6.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9361   -6.9465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2460   -6.2791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310   -6.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5514   -6.8603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3954   -7.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5884   -7.8717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5022   -8.6922    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2559   -9.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4274   -9.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2120  -10.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3835  -10.8966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8143  -10.3868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9858  -11.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7704  -11.4487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3727  -11.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5658  -11.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1533  -12.2887    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7053  -12.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5338  -13.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2509  -13.9637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8639  -13.4117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4590  -12.5663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8079   -8.4147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5010   -5.4945    0.0000 C   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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
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 15 16  1  0  0  0  0
 17 14  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
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 13 28  2  0  0  0  0
 10 28  1  0  0  0  0
  7 29  1  0  0  0  0
  3 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0301214

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=O)N(C1)C(=O)C1CSC(=N1)C(CO)N=C(O)C1=CSC(\C=N/O)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C16H17N5O6S2/c1-27-8-2-13(23)21(4-8)16(25)11-7-29-15(20-11)9(5-22)19-14(24)10-6-28-12(18-10)3-17-26/h2-3,6,9,11,22,26H,4-5,7H2,1H3,(H,19,24)/b17-3-

> <INCHI_KEY>
VQQNQKXWJMRPHT-YPEHOIGNSA-N

> <FORMULA>
C16H17N5O6S2

> <MOLECULAR_WEIGHT>
439.46

> <EXACT_MASS>
439.062025635

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
40.83446527730648

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{2-hydroxy-1-[4-(4-methoxy-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(1Z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid

> <JCHEM_LOGP>
-0.07648667366666656

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.159993173274762

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.2222405431419014

> <JCHEM_PKA_STRONGEST_BASIC>
0.9410814616895309

> <JCHEM_POLAR_SURFACE_AREA>
157.26999999999998

> <JCHEM_REFRACTIVITY>
106.22869999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
N-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5H-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(1Z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic 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  C   UNK     0      -2.089  -7.041   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.423  -7.811   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.423  -9.351   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.177 -10.256   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.653 -11.721   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.747 -12.967   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      -4.193 -11.721   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -5.098 -12.967   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -6.629 -12.806   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.471 -14.374   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.965 -14.694   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0      -2.804 -16.225   0.000  0.00  0.00           S+0
HETATM   13  C   UNK     0      -4.211 -16.852   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.531 -18.358   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.996 -18.834   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.316 -20.340   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      -3.387 -19.389   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -3.707 -20.895   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -5.172 -21.371   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.562 -21.925   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.056 -21.605   0.000  0.00  0.00           C+0
HETATM   22  S   UNK     0      -0.286 -22.939   0.000  0.00  0.00           S+0
HETATM   23  C   UNK     0      -1.317 -24.083   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.996 -25.590   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       0.468 -26.066   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0       1.613 -25.035   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0      -2.723 -23.457   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      -5.241 -15.707   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      -4.668 -10.256   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   29                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   28                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   28                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   23   20                                                       
CONECT   28   13   10                                                       
CONECT   29    7    3                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₇N₅O₆S₂

Average Mass

439.4600 Da

Monoisotopic Mass

439.06203 Da

IUPAC Name

N-{2-hydroxy-1-[4-(4-methoxy-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(1Z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid

Traditional Name

N-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5H-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(1Z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(=O)N(C1)C(=O)C1CSC(=N1)C(CO)N=C(O)C1=CSC(\C=N/O)=N1

InChI Identifier

InChI=1S/C16H17N5O6S2/c1-27-8-2-13(23)21(4-8)16(25)11-7-29-15(20-11)9(5-22)19-14(24)10-6-28-12(18-10)3-17-26/h2-3,6,9,11,22,26H,4-5,7H2,1H3,(H,19,24)/b17-3-

InChI Key

VQQNQKXWJMRPHT-YPEHOIGNSA-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 acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

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 acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
2-heteroaryl carboxamide
Thiazolecarboxamide
Thiazolecarboxylic acid or derivatives
2,4-disubstituted 1,3-thiazole
Carboxylic acid imide, n-substituted
Azole
Carboxylic acid imide
Dicarboximide
Pyrroline
Thiazole
Meta-thiazoline
Vinylogous ester
Heteroaromatic compound
Secondary carboxylic acid amide
Carboxamide group
Aldoxime
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Alcohol
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Primary alcohol
Organic oxide
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	-0.076	ChemAxon
pKa (Strongest Acidic)	6.22	ChemAxon
pKa (Strongest Basic)	0.94	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	157.27 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	106.23 m³·mol⁻¹	ChemAxon
Polarizability	40.83 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	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018669

Chemspider ID

20127159

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Althiomycin

METLIN ID

Not Available

PubChem Compound

135801124

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pan X, Sun C, Tang M, Liu C, Zhang J, You J, Osire T, Sun Y, Zhao Y, Xu M, Yang T, Rao Z: Loss of Serine-Type D-Ala-D-Ala Carboxypeptidase DacA Enhances Prodigiosin Production in Serratia marcescens. Front Bioeng Biotechnol. 2019 Dec 3;7:367. doi: 10.3389/fbioe.2019.00367. eCollection 2019. [PubMed:31850328 ]
Moradi A, Yaghoubi-Avini M, Wink J: Isolation of Nannocystis species from Iran and exploring their natural products. Arch Microbiol. 2022 Jan 7;204(2):123. doi: 10.1007/s00203-021-02738-0. [PubMed:34994917 ]
Pan X, Sun C, Tang M, You J, Osire T, Zhao Y, Xu M, Zhang X, Shao M, Yang S, Yang T, Rao Z: LysR-Type Transcriptional Regulator MetR Controls Prodigiosin Production, Methionine Biosynthesis, Cell Motility, H(2)O(2) Tolerance, Heat Tolerance, and Exopolysaccharide Synthesis in Serratia marcescens. Appl Environ Microbiol. 2020 Feb 3;86(4):e02241-19. doi: 10.1128/AEM.02241-19. Print 2020 Feb 3. [PubMed:31791952 ]
Gerc AJ, Stanley-Wall NR, Coulthurst SJ: Role of the phosphopantetheinyltransferase enzyme, PswP, in the biosynthesis of antimicrobial secondary metabolites by Serratia marcescens Db10. Microbiology (Reading). 2014 Aug;160(Pt 8):1609-1617. doi: 10.1099/mic.0.078576-0. Epub 2014 May 20. [PubMed:24847000 ]
Liu SW, Jadambaa N, Nikandrova AA, Osterman IA, Sun CH: Exploring the Diversity and Antibacterial Potentiality of Cultivable Actinobacteria from the Soil of the Saxaul Forest in Southern Gobi Desert in Mongolia. Microorganisms. 2022 May 9;10(5):989. doi: 10.3390/microorganisms10050989. [PubMed:35630432 ]
LOTUS database [Link]

Showing NP-Card for n-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5h-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid (NP0301214)

MOL for NP0301214 (n-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5h-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid)

3D MOL for NP0301214 (n-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5h-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid)

3D SDF for NP0301214 (n-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5h-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid)

3D-SDF for NP0301214 (n-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5h-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid)

PDB for NP0301214 (n-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5h-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid)

3D PDB for NP0301214 (n-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5h-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid)

SMILES for NP0301214 (n-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5h-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid)

INCHI for NP0301214 (n-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5h-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid)

Structure for NP0301214 (n-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5h-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid)

3D Structure for NP0301214 (n-{2-hydroxy-1-[4-(4-methoxy-2-oxo-5h-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(z)-(hydroxyimino)methyl]-1,3-thiazole-4-carboximidic acid)