NP-MRD: Showing NP-Card for 2-{[(1e)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid (NP0286962)

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Record Information

Version

2.0

Created at

2022-09-09 15:47:26 UTC

Updated at

2022-09-09 15:47:26 UTC

NP-MRD ID

NP0286962

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[(1e)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid

Description

Not Available

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092217472D          

 32 33  0  0  0  0            999 V2000
   -1.1738    8.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3614    8.4746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1689    7.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9814    7.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2636    8.7611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7333    9.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0154   10.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4851   10.8003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8279   10.3116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5117    7.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2295    6.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0420    6.4353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2295    5.7536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9440    5.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9440    4.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6114    4.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3961    4.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565    3.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8414    2.5791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5315    3.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0466    2.5791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2766    4.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4919    4.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4171    6.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132    7.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9257    6.9241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2079    6.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6776    5.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9597    4.7416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0203    6.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3025    5.2303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5506    6.6376    0.0000 O   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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END

     RDKit          3D

 60 61  0  0  0  0  0  0  0  0999 V2000
   -5.0456   -0.0199   -0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2089    0.6274    0.7065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274    0.4829    0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1939    1.4997   -0.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8660    2.6845   -0.4995 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345    3.8992   -0.7354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0331    5.0079   -1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2637    4.7766   -1.1944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4775    6.2462   -1.3849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7406    1.4144   -0.3878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2244    0.0254   -0.4547 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7315   -0.5996   -1.6245 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1368    0.0098   -0.5432 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8609    0.5546    0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3610    0.4681    0.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7966    1.1751   -1.0115 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5503    2.3272   -0.7278 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6822    0.2311   -1.7618 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0206   -0.1326   -2.9322 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446   -0.9616   -0.9045 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1194   -0.8733   -0.1662 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7996   -0.9820    0.0749 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7523   -1.6698   -0.4928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7251   -0.8515    0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1586   -0.7417    0.8781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7933   -1.7015    1.3702 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2728   -2.9251    1.7954 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3926   -2.9602    3.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9606   -4.2837    3.2806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8402   -3.8581    0.7056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2942   -4.9619    0.9496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0107   -3.5749   -0.6522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1059    0.1125   -0.0491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7483   -1.0855   -0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7476    0.3975   -1.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9046    2.6232   -0.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3754    3.7548   -1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5579    4.1229    0.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6424    6.5138   -0.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5757    1.8886   -1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445    2.0651    0.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739   -1.2258   -1.9898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6978   -0.0771    1.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6784    1.6243    0.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9313    0.8809    1.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9137    1.5176   -1.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9890    3.0514   -0.3489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6477    0.7060   -2.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4562   -0.9171   -2.8473 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9609   -1.9172   -1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0025   -1.4955    0.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0735   -1.4363    1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6602   -2.5972   -0.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2908   -1.8201    0.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2759   -0.3402    1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170   -3.4677    2.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8864   -2.6418    3.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4621   -2.4074    2.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8197   -4.7913    3.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9121   -3.3711   -1.0430 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 10  1  0
 10 11  1  0
 11 12  1  6
 11 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 32  1  0
 30 31  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  7  8  2  0
 25  3  1  0
 22 15  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  0
 24 54  1  0
 24 55  1  0
 27 56  1  1
 28 57  1  0
 28 58  1  0
 29 59  1  0
 32 60  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  6
 17 47  1  0
 18 48  1  6
 19 49  1  0
 20 50  1  6
 21 51  1  0
 22 52  1  1
 23 53  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  9 39  1  0
M  END


  Mrv1652309092217472D          

 32 33  0  0  0  0            999 V2000
   -1.1738    8.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3614    8.4746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1689    7.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9814    7.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2636    8.7611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7333    9.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0154   10.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4851   10.8003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8279   10.3116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5117    7.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2295    6.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0420    6.4353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2295    5.7536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9440    5.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9440    4.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6114    4.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3961    4.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565    3.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8414    2.5791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5315    3.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0466    2.5791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2766    4.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4919    4.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4171    6.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1132    7.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9257    6.9241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2079    6.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6776    5.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9597    4.7416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0203    6.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3025    5.2303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5506    6.6376    0.0000 O   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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0286962

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(CC(O)(C\C1=N/C(CO)C(O)=O)OCC1C(O)C(O)C(O)C1O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H28N2O12/c1-31-16-8(19-4-11(22)23)2-18(30,3-9(16)20-10(5-21)17(28)29)32-6-7-12(24)14(26)15(27)13(7)25/h7,10,12-15,19,21,24-27,30H,2-6H2,1H3,(H,22,23)(H,28,29)/b20-9+

> <INCHI_KEY>
XIPVYVNADKHBEN-AWQFTUOYSA-N

> <FORMULA>
C18H28N2O12

> <MOLECULAR_WEIGHT>
464.424

> <EXACT_MASS>
464.16422435

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
43.68331885250368

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[(1E)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid

> <JCHEM_LOGP>
-5.298060462758217

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.163156812324656

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5989254064498706

> <JCHEM_PKA_STRONGEST_BASIC>
2.794036350216955

> <JCHEM_POLAR_SURFACE_AREA>
238.82999999999998

> <JCHEM_REFRACTIVITY>
103.41349999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(1E)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.191  15.552   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.675  15.819   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.315  14.639   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.832  14.907   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.359  16.354   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.369  17.534   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.895  18.981   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.906  20.161   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       3.412  19.248   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.822  13.727   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.295  12.280   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.812  12.013   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.295  10.740   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.629   9.970   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.629   8.430   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.875   7.525   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.339   8.001   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.399   6.060   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.304   4.814   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.859   6.060   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.954   4.814   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.383   7.525   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.918   8.001   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.779  12.013   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.211  13.192   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      -1.728  12.925   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      -2.255  11.478   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.265  10.298   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.792   8.851   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -3.771  11.210   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.298   9.763   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -4.761  12.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    4   11                                                       
CONECT   11   10   12   13   24                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15   23                                                  
CONECT   23   22                                                            
CONECT   24   11   25                                                       
CONECT   25   24    3   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₈N₂O₁₂

Average Mass

464.4240 Da

Monoisotopic Mass

464.16422 Da

IUPAC Name

2-{[(1E)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid

Traditional Name

2-{[(1E)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid

CAS Registry Number

Not Available

SMILES

COC1=C(CC(O)(C\C1=N/C(CO)C(O)=O)OCC1C(O)C(O)C(O)C1O)NCC(O)=O

InChI Identifier

InChI=1S/C18H28N2O12/c1-31-16-8(19-4-11(22)23)2-18(30,3-9(16)20-10(5-21)17(28)29)32-6-7-12(24)14(26)15(27)13(7)25/h7,10,12-15,19,21,24-27,30H,2-6H2,1H3,(H,22,23)(H,28,29)/b20-9+

InChI Key

XIPVYVNADKHBEN-AWQFTUOYSA-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	-5.3	ChemAxon
pKa (Strongest Acidic)	3.6	ChemAxon
pKa (Strongest Basic)	2.79	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	238.83 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	103.41 m³·mol⁻¹	ChemAxon
Polarizability	43.68 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-{[(1e)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid (NP0286962)

MOL for NP0286962 (2-{[(1e)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid)

3D MOL for NP0286962 (2-{[(1e)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid)

3D SDF for NP0286962 (2-{[(1e)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid)

3D-SDF for NP0286962 (2-{[(1e)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid)

PDB for NP0286962 (2-{[(1e)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid)

3D PDB for NP0286962 (2-{[(1e)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid)

SMILES for NP0286962 (2-{[(1e)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid)

INCHI for NP0286962 (2-{[(1e)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid)

Structure for NP0286962 (2-{[(1e)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid)

3D Structure for NP0286962 (2-{[(1e)-3-[(carboxymethyl)amino]-5-hydroxy-2-methoxy-5-[(2,3,4,5-tetrahydroxycyclopentyl)methoxy]cyclohex-2-en-1-ylidene]amino}-3-hydroxypropanoic acid)