NP-MRD: Showing NP-Card for 2-amino-5-[(2r,3r,4s,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid (NP0192282)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 09:27:29 UTC

Updated at

2022-09-04 09:27:29 UTC

NP-MRD ID

NP0192282

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-amino-5-[(2r,3r,4s,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid

Description

Not Available

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042211272D          

 32 33  0  0  1  0            999 V2000
    1.0828    2.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0828    1.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683    1.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461    1.6235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606    1.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751    0.7985    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683    0.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0828   -0.0265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -0.0265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -0.8515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3683   -1.2640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0828   -0.8515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -2.0890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0828   -2.5015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -2.5015    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3461   -3.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1586   -3.1832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663   -3.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9966   -3.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8091   -3.6719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448   -5.2224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -4.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802   -5.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1926   -5.6522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1501   -6.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283   -4.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4408   -4.2450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606   -2.0890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7751   -0.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751   -0.0265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  2  0  0  0  0
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 16 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
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  2  0  0  0  0
 15 29  1  0  0  0  0
 29 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
M  END

     RDKit          3D

 52 53  0  0  0  0  0  0  0  0999 V2000
    7.1510    0.9121   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887    0.6382   -0.4948 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2256   -0.2170    0.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1330   -0.9060    1.2232 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8189   -2.0446    1.6995 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5723   -3.3428    2.6134 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8033   -0.4711    0.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3752   -1.3056    1.4003 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8348    0.1443   -0.2243 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4534   -0.1177   -0.0684 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7427    1.1102    0.4500 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0330    2.2511   -0.2454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7321    0.7754    0.4741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4763    1.7803    1.0335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1465    0.4968   -0.9392 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6164    0.0782   -0.9975 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9336    0.0549   -2.3761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611   -1.2558   -0.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1541   -1.3545    0.3157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7466   -2.4557    0.3518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7831   -0.2233    0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7634   -0.3966    1.9965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4202    1.0007    0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0294    2.1751    1.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8915    2.0504    2.1590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6426    3.4299    0.8804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4252    1.1622   -0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2066    2.3341   -0.8719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4211   -0.4036   -1.6078 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8331   -0.7078   -1.2859 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9245   -2.2425   -1.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5855   -2.7940   -2.4313 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3623    0.9756   -1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7301    0.1419   -0.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4268    1.8923   -0.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0319    1.2000   -1.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3781   -0.8726    0.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0574    1.2605    1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706    2.1475   -1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8302   -0.1556    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1792    1.9649    1.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1195    1.4787   -1.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4135   -0.6876   -2.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0689   -1.5875    0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8706   -2.0087   -1.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7783   -0.3300    1.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4873   -0.5945    2.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1173    4.2633    1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119   -0.4555   -2.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0866   -2.5294   -0.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9043   -2.5690   -0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1796   -3.6895   -2.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  2  0
  3  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 30  1  0
 30 31  1  0
 31 32  1  0
 30 29  1  0
 29 15  1  0
 15 13  1  0
 13 14  1  0
 13 11  1  0
 11 12  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 26  1  0
 24 25  2  0
 23 27  1  0
 27 28  2  0
 11 10  1  0
 27 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
 10 37  1  1
 30 49  1  6
 31 50  1  0
 31 51  1  0
 32 52  1  0
 15 42  1  6
 13 40  1  1
 14 41  1  0
 11 38  1  1
 12 39  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 22 46  1  0
 22 47  1  0
 26 48  1  0
M  END


  Mrv1652309042211272D          

 32 33  0  0  1  0            999 V2000
    1.0828    2.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0828    1.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683    1.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461    1.6235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606    1.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751    0.7985    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683    0.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0828   -0.0265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -0.0265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -0.8515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3683   -1.2640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0828   -0.8515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -2.0890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0828   -2.5015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -2.5015    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3461   -3.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1586   -3.1832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663   -3.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9966   -3.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8091   -3.6719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448   -5.2224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -4.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802   -5.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1926   -5.6522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1501   -6.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283   -4.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4408   -4.2450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606   -2.0890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7751   -0.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751   -0.0265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  2  0  0  0  0
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 16 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
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  2  0  0  0  0
 15 29  1  0  0  0  0
 29 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0192282

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C(/N=C=S)C(=O)O[C@@H]1[C@@H](CO)O[C@H]([C@H](O)[C@@H]1O)C1(O)CC(=O)C(N)=C(C(O)=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H20N2O11S/c1-2-6(20-5-32)17(28)31-13-8(4-21)30-15(12(24)11(13)23)18(29)3-7(22)10(19)9(14(18)25)16(26)27/h2,8,11-13,15,21,23-24,29H,3-4,19H2,1H3,(H,26,27)/b6-2-/t8-,11+,12-,13-,15-,18?/m1/s1

> <INCHI_KEY>
PZKPUSLCAHUBGV-BBADFMSJSA-N

> <FORMULA>
C18H20N2O11S

> <MOLECULAR_WEIGHT>
472.42

> <EXACT_MASS>
472.078780646

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
42.86812695172968

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-5-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2Z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid

> <JCHEM_LOGP>
-1.8646669353333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.955781408961057

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7760175050813385

> <JCHEM_PKA_STRONGEST_BASIC>
-2.979650903875034

> <JCHEM_POLAR_SURFACE_AREA>
226.26999999999998

> <JCHEM_REFRACTIVITY>
108.06349999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-5-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2Z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid

> <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       2.021   4.571   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.021   3.031   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.688   2.261   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.646   3.031   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.980   2.261   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0      -3.313   1.491   0.000  0.00  0.00           S+0
HETATM    7  C   UNK     0       0.688   0.721   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.021  -0.049   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.646  -0.049   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.646  -1.589   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.688  -2.359   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.021  -1.589   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.688  -3.899   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.021  -4.669   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.646  -4.669   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.646  -6.209   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.163  -5.942   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.870  -5.942   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.860  -7.122   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.377  -6.854   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.334  -8.569   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       2.324  -9.749   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      -0.183  -8.836   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.710 -10.283   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.226 -10.551   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.280 -11.463   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.173  -7.657   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.689  -7.924   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -1.980  -3.899   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.980  -2.359   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.313  -1.589   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -3.313  -0.049   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    3    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   30                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   29                                                  
CONECT   16   15   17   18   27                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   23   16   28                                                  
CONECT   28   27                                                            
CONECT   29   15   30                                                       
CONECT   30   29   10   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₀N₂O₁₁S

Average Mass

472.4200 Da

Monoisotopic Mass

472.07878 Da

IUPAC Name

2-amino-5-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2Z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid

Traditional Name

2-amino-5-[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2Z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

C\C=C(/N=C=S)C(=O)O[C@@H]1[C@@H](CO)O[C@H]([C@H](O)[C@@H]1O)C1(O)CC(=O)C(N)=C(C(O)=O)C1=O

InChI Identifier

InChI=1S/C18H20N2O11S/c1-2-6(20-5-32)17(28)31-13-8(4-21)30-15(12(24)11(13)23)18(29)3-7(22)10(19)9(14(18)25)16(26)27/h2,8,11-13,15,21,23-24,29H,3-4,19H2,1H3,(H,26,27)/b6-2-/t8-,11+,12-,13-,15-,18?/m1/s1

InChI Key

PZKPUSLCAHUBGV-BBADFMSJSA-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

Classification

Not classified

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	-1.9	ChemAxon
pKa (Strongest Acidic)	2.78	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	226.27 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	108.06 m³·mol⁻¹	ChemAxon
Polarizability	42.87 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-amino-5-[(2r,3r,4s,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid (NP0192282)

MOL for NP0192282 (2-amino-5-[(2r,3r,4s,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

3D MOL for NP0192282 (2-amino-5-[(2r,3r,4s,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

3D SDF for NP0192282 (2-amino-5-[(2r,3r,4s,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

3D-SDF for NP0192282 (2-amino-5-[(2r,3r,4s,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

PDB for NP0192282 (2-amino-5-[(2r,3r,4s,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

3D PDB for NP0192282 (2-amino-5-[(2r,3r,4s,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

SMILES for NP0192282 (2-amino-5-[(2r,3r,4s,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

INCHI for NP0192282 (2-amino-5-[(2r,3r,4s,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

Structure for NP0192282 (2-amino-5-[(2r,3r,4s,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

3D Structure for NP0192282 (2-amino-5-[(2r,3r,4s,5s,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2z)-2-isothiocyanatobut-2-enoyl]oxy}oxan-2-yl]-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)