NP-MRD: Showing NP-Card for 2-hydroxy-n-[(2r,3s,6s,7r,8r)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid (NP0204924)

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Record Information

Version

2.0

Created at

2022-09-05 00:43:21 UTC

Updated at

2022-09-05 00:43:21 UTC

NP-MRD ID

NP0204924

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-hydroxy-n-[(2r,3s,6s,7r,8r)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid

Description

N-[(3S)-2,6-Dioxo-4beta,9alpha-dimethyl-7alpha-(3-methylbutyl)-8beta-hydroxy-1,5-dioxacyclononane-3beta-yl]-2-hydroxy-3-(formylamino)benzamide belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated. Based on a literature review very few articles have been published on N-[(3S)-2,6-Dioxo-4beta,9alpha-dimethyl-7alpha-(3-methylbutyl)-8beta-hydroxy-1,5-dioxacyclononane-3beta-yl]-2-hydroxy-3-(formylamino)benzamide.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052202432D          

 32 33  0  0  1  0            999 V2000
    3.1785   12.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7088   11.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5213   11.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4266   10.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9569   10.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6748    9.5467    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3067    9.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0212    9.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4500    8.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0375    7.4895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5678    6.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623    7.2073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2623    6.3823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5478    5.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333    6.3823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5478    5.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623    4.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623    3.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5478    3.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333    3.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1188    3.4948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4044    3.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101    3.4948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333    4.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1188    5.1448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4870    7.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9567    6.8575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0745    8.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2178    9.0164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5033    9.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8498    9.5467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5676   10.3220    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  2  0  0  0  0
 14 15  1  4  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  4  0  0  0
 20 24  2  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 12 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
  6 31  1  0  0  0  0
 31 32  1  6  0  0  0
M  END

     RDKit          3D

 62 63  0  0  0  0  0  0  0  0999 V2000
   -6.4357    0.6864    0.0285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1022   -0.7537   -0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4375   -1.4029    1.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7916   -1.1798   -0.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5393   -0.7731    0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2509    0.6873    0.1484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0910    0.9971    1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0689    2.1383    1.6075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1269    0.1120    1.2884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833   -0.4619    0.6120 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8429   -1.0673    1.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7918    0.4429   -0.2039 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1677    0.4707    0.2913 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1996    0.2664   -0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1134    0.0046   -1.7976 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5021    0.3293    0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5734    0.6007    1.5634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7500    0.6758    2.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9386    0.4807    1.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9146    0.2158    0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1435    0.0144   -0.4409 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0642   -0.7486    0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8327   -1.3766    1.2498 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7031    0.1377   -0.4583 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7955   -0.1310   -1.7779 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2072    1.7976   -0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7466    2.6757    0.4823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8213    2.1246   -1.0195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7947    1.5491   -1.7729 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3895    0.3485   -2.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1395    1.3917   -1.1471 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6393    2.7060   -0.9653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9675    1.2580   -0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3896    1.1431    1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5588    0.7634   -0.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8701   -1.2399   -0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7631   -1.0721    2.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4944   -2.4847    1.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4586   -1.0506    1.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8429   -2.3121   -0.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7542   -0.8250   -1.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5037   -1.1060    1.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150   -1.3729   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1226    1.1388    0.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3910   -1.3691    0.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6629   -1.6151    1.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2796   -1.6979    2.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3249   -0.1855    2.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    0.0247   -1.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215   -0.8581   -2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6618    0.7615    2.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7774    0.8897    3.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8567    0.5473    2.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0038   -0.9167   -0.4644 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5550   -1.4448    1.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1812   -0.2463   -2.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9916    2.3279   -2.5949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4416    0.5623   -3.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2554   -0.5737   -2.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1519    0.2610   -3.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8135    0.9340   -1.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1135    3.3773   -1.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6 31  1  0
 31 32  1  0
 31 29  1  0
 29 30  1  0
 29 28  1  0
 28 26  1  0
 26 27  2  0
 26 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 20 24  2  0
 24 25  1  0
 12 10  1  0
 10 11  1  0
 10  9  1  0
  9  7  1  0
  7  8  2  0
  7  6  1  0
 24 16  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  1
 31 61  1  6
 32 62  1  0
 29 57  1  6
 30 58  1  0
 30 59  1  0
 30 60  1  0
 12 49  1  6
 15 50  1  0
 17 51  1  0
 18 52  1  0
 19 53  1  0
 22 54  1  0
 23 55  1  0
 25 56  1  0
 10 45  1  6
 11 46  1  0
 11 47  1  0
 11 48  1  0
M  END


  Mrv1652309052202432D          

 32 33  0  0  1  0            999 V2000
    3.1785   12.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7088   11.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5213   11.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4266   10.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9569   10.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6748    9.5467    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3067    9.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0212    9.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4500    8.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0375    7.4895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5678    6.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623    7.2073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2623    6.3823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5478    5.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333    6.3823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5478    5.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623    4.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623    3.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5478    3.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333    3.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1188    3.4948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4044    3.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101    3.4948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333    4.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1188    5.1448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4870    7.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9567    6.8575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0745    8.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2178    9.0164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5033    9.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8498    9.5467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5676   10.3220    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  2  0  0  0  0
 14 15  1  4  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  4  0  0  0
 20 24  2  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 12 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
  6 31  1  0  0  0  0
 31 32  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0204924

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC[C@@H]1[C@@H](O)[C@H](C)OC(=O)[C@@H](N=C(O)C2=CC=CC(N=CO)=C2O)[C@@H](C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H30N2O8/c1-11(2)8-9-15-18(26)13(4)32-22(30)17(12(3)31-21(15)29)24-20(28)14-6-5-7-16(19(14)27)23-10-25/h5-7,10-13,15,17-18,26-27H,8-9H2,1-4H3,(H,23,25)(H,24,28)/t12-,13+,15-,17+,18+/m1/s1

> <INCHI_KEY>
KJGZFCSJCWHCFC-ASZYTAPTSA-N

> <FORMULA>
C22H30N2O8

> <MOLECULAR_WEIGHT>
450.488

> <EXACT_MASS>
450.200215934

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
47.11327775727171

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-N-[(2R,3S,6S,7R,8R)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzene-1-carboximidic acid

> <JCHEM_LOGP>
4.671794597333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.434489007218341

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.287807949508068

> <JCHEM_PKA_STRONGEST_BASIC>
0.12538926676918505

> <JCHEM_POLAR_SURFACE_AREA>
158.23999999999998

> <JCHEM_REFRACTIVITY>
115.57260000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-N-[(2R,3S,6S,7R,8R)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       5.933  23.074   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.923  21.894   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.440  22.162   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.396  20.447   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.386  19.268   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.860  17.821   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.039  16.831   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.373  17.601   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       8.307  15.314   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.537  13.980   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.527  12.801   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.090  13.454   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       6.090  11.914   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       4.756  11.144   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.422  11.914   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.756   9.604   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.090   8.834   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.090   7.294   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.756   6.524   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.422   7.294   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       2.089   6.524   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       0.755   7.294   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.579   6.524   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.422   8.834   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.089   9.604   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.642  13.980   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.653  12.801   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       3.872  15.314   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.140  16.831   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.806  17.601   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.320  17.821   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.793  19.268   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   31                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   26                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   20   16   25                                                  
CONECT   25   24                                                            
CONECT   26   12   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    6   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

View in JSmol

Synonyms

Value	Source
N-[(3S)-2,6-Dioxo-4b,9a-dimethyl-7a-(3-methylbutyl)-8b-hydroxy-1,5-dioxacyclononane-3b-yl]-2-hydroxy-3-(formylamino)benzamide	Generator
N-[(3S)-2,6-Dioxo-4β,9α-dimethyl-7α-(3-methylbutyl)-8β-hydroxy-1,5-dioxacyclononane-3β-yl]-2-hydroxy-3-(formylamino)benzamide	Generator

Chemical Formula

C₂₂H₃₀N₂O₈

Average Mass

450.4880 Da

Monoisotopic Mass

450.20022 Da

IUPAC Name

2-hydroxy-N-[(2R,3S,6S,7R,8R)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzene-1-carboximidic acid

Traditional Name

2-hydroxy-N-[(2R,3S,6S,7R,8R)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid

CAS Registry Number

Not Available

SMILES

CC(C)CC[C@@H]1[C@@H](O)[C@H](C)OC(=O)[C@@H](N=C(O)C2=CC=CC(N=CO)=C2O)[C@@H](C)OC1=O

InChI Identifier

InChI=1S/C22H30N2O8/c1-11(2)8-9-15-18(26)13(4)32-22(30)17(12(3)31-21(15)29)24-20(28)14-6-5-7-16(19(14)27)23-10-25/h5-7,10-13,15,17-18,26-27H,8-9H2,1-4H3,(H,23,25)(H,24,28)/t12-,13+,15-,17+,18+/m1/s1

InChI Key

KJGZFCSJCWHCFC-ASZYTAPTSA-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 acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Acylaminobenzoic acid and derivatives

Alternative Parents

Substituents

Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Acylaminobenzoic acid or derivatives
Alpha-amino acid or derivatives
Salicylamide
Salicylic acid or derivatives
Benzamide
Anilide
Benzoyl
N-arylamide
1-hydroxy-4-unsubstituted benzenoid
Phenol
Dicarboxylic acid or derivatives
Vinylogous acid
Lactone
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
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	4.67	ChemAxon
pKa (Strongest Acidic)	3.29	ChemAxon
pKa (Strongest Basic)	0.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	158.24 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	115.57 m³·mol⁻¹	ChemAxon
Polarizability	47.11 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58829321

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102430362

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-hydroxy-n-[(2r,3s,6s,7r,8r)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid (NP0204924)

MOL for NP0204924 (2-hydroxy-n-[(2r,3s,6s,7r,8r)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

3D MOL for NP0204924 (2-hydroxy-n-[(2r,3s,6s,7r,8r)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

3D SDF for NP0204924 (2-hydroxy-n-[(2r,3s,6s,7r,8r)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

3D-SDF for NP0204924 (2-hydroxy-n-[(2r,3s,6s,7r,8r)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

PDB for NP0204924 (2-hydroxy-n-[(2r,3s,6s,7r,8r)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

3D PDB for NP0204924 (2-hydroxy-n-[(2r,3s,6s,7r,8r)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

SMILES for NP0204924 (2-hydroxy-n-[(2r,3s,6s,7r,8r)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

INCHI for NP0204924 (2-hydroxy-n-[(2r,3s,6s,7r,8r)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

Structure for NP0204924 (2-hydroxy-n-[(2r,3s,6s,7r,8r)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

3D Structure for NP0204924 (2-hydroxy-n-[(2r,3s,6s,7r,8r)-7-hydroxy-2,6-dimethyl-8-(3-methylbutyl)-4,9-dioxo-1,5-dioxonan-3-yl]-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)