NP-MRD: Showing NP-Card for n-[(3s,4r,7r,8r,9s)-7-ethyl-4,9-dimethyl-8-[(2-methylpropanoyl)oxy]-2,6-dioxo-1,5-dioxonan-3-yl]-2-hydroxy-3-[(hydroxymethylidene)amino]benzenecarboximidic acid (NP0282230)

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Record Information

Version

2.0

Created at

2022-09-09 08:59:02 UTC

Updated at

2022-09-09 08:59:02 UTC

NP-MRD ID

NP0282230

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Antimycin A6a 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 Antimycin A6a.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092210592D          

 34 35  0  0  1  0            999 V2000
    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
    1.7551   10.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2248    9.8332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4730   11.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605   11.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0033   11.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 17 21  2  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
  3 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
M  END

     RDKit          3D

 64 65  0  0  0  0  0  0  0  0999 V2000
   -4.4226    2.3733   -1.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4047    1.3927   -2.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2245    1.2388   -1.1604 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4713    2.5115   -1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0538    3.4180   -0.3433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2572    2.6534   -1.5742 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9352    1.9671   -1.4275 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9250    0.5912   -2.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5304    1.9426   -0.0775 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3112    0.7291    0.0635 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5471    0.6482   -0.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1002    1.7812   -0.8433 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3054   -0.5884   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6496   -1.6958    0.4141 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3056   -2.8889    0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6283   -3.0560    0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2778   -1.9864   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6363   -2.1571   -0.7023 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5043   -1.3764   -0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1598   -0.3984    0.7682 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6130   -0.7626   -0.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3340    0.2454   -1.0597 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6016    2.0064    1.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1475    2.4706    2.1299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6988    1.6569    1.1248 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3649    0.4540    0.9613 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7467   -0.1361    2.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6774    0.7552    0.2239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3837   -0.4459    0.1026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6768   -0.5484    0.6322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1376    0.4676    1.1989 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4700   -1.7933    0.5323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8055   -2.9713    1.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7981   -1.5757    1.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4353    1.9771   -1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3379    3.3414   -2.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4706    2.5233   -0.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9967    1.7180   -3.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8582    0.3912   -2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6117    0.4080   -1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6648    2.5354   -2.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2900    0.5991   -2.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7119   -0.2002   -1.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9609    0.3412   -2.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2817    2.7889   -0.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3820    2.5587   -0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6109   -1.5659    0.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7956   -3.7487    1.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1028   -4.0228    0.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5489   -1.4840   -0.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7574   -0.1438    1.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1687    1.1614   -1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530   -0.3394    0.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2131   -1.1321    2.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4599    0.5265    2.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7943   -0.2786    2.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2395    1.5476    0.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6603   -2.0879   -0.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1163   -3.9240    0.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1334   -3.0033    2.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6972   -2.8845    1.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0704   -0.4886    1.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5931   -2.2125    0.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6535   -1.8240    2.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 28 26  1  0
 26 27  1  0
 26 25  1  0
 25 23  1  0
 23 24  2  0
 23  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 17 21  2  0
 21 22  1  0
  9  7  1  0
  7  8  1  0
  7  6  1  0
  6  4  1  0
  4  5  2  0
  4  3  1  0
 21 13  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 40  1  6
 28 57  1  1
 32 58  1  0
 33 59  1  0
 33 60  1  0
 33 61  1  0
 34 62  1  0
 34 63  1  0
 34 64  1  0
 26 53  1  6
 27 54  1  0
 27 55  1  0
 27 56  1  0
  9 45  1  6
 12 46  1  0
 14 47  1  0
 15 48  1  0
 16 49  1  0
 19 50  1  0
 20 51  1  0
 22 52  1  0
  7 41  1  6
  8 42  1  0
  8 43  1  0
  8 44  1  0
M  END


  Mrv1652309092210592D          

 34 35  0  0  1  0            999 V2000
    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
    1.7551   10.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2248    9.8332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4730   11.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6605   11.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0033   11.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 17 21  2  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
  3 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282230

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H]1[C@@H](OC(=O)C(C)C)[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/C23H30N2O9/c1-6-14-19(34-21(29)11(2)3)13(5)33-23(31)17(12(4)32-22(14)30)25-20(28)15-8-7-9-16(18(15)27)24-10-26/h7-14,17,19,27H,6H2,1-5H3,(H,24,26)(H,25,28)/t12-,13+,14-,17+,19+/m1/s1

> <INCHI_KEY>
PXBKZBZWFCFZDD-GEWQEOBGSA-N

> <FORMULA>
C23H30N2O9

> <MOLECULAR_WEIGHT>
478.498

> <EXACT_MASS>
478.195130554

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
48.739178810895126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
5.180285706666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.388581802146775

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.287776584096135

> <JCHEM_PKA_STRONGEST_BASIC>
0.08455774824367335

> <JCHEM_POLAR_SURFACE_AREA>
164.30999999999997

> <JCHEM_REFRACTIVITY>
120.17490000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(3S,4R,7R,8R,9S)-7-ethyl-4,9-dimethyl-8-[(2-methylpropanoyl)oxy]-2,6-dioxo-1,5-dioxonan-3-yl]-2-hydroxy-3-[(hydroxymethylidene)amino]benzenecarboximidic 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       6.396  20.447   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.386  19.268   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.860  17.821   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.039  16.831   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.373  17.601   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       8.307  15.314   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.537  13.980   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.527  12.801   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.090  13.454   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       6.090  11.914   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       4.756  11.144   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.422  11.914   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.756   9.604   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.090   8.834   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.090   7.294   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.756   6.524   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.422   7.294   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       2.089   6.524   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       0.755   7.294   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.579   6.524   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.422   8.834   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.089   9.604   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.642  13.980   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.653  12.801   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.872  15.314   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.140  16.831   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.806  17.601   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.320  17.821   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.793  19.268   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.276  19.535   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.286  18.355   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.750  20.982   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.233  21.250   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.739  22.162   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   28                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   23                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   17   13   22                                                  
CONECT   22   21                                                            
CONECT   23    9   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    3   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₀N₂O₉

Average Mass

478.4980 Da

Monoisotopic Mass

478.19513 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC[C@@H]1[C@@H](OC(=O)C(C)C)[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/C23H30N2O9/c1-6-14-19(34-21(29)11(2)3)13(5)33-23(31)17(12(4)32-22(14)30)25-20(28)15-8-7-9-16(18(15)27)24-10-26/h7-14,17,19,27H,6H2,1-5H3,(H,24,26)(H,25,28)/t12-,13+,14-,17+,19+/m1/s1

InChI Key

PXBKZBZWFCFZDD-GEWQEOBGSA-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
Tricarboxylic acid or derivatives
Anilide
N-arylamide
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
Phenol
Vinylogous acid
Secondary carboxylic acid amide
Carboxamide group
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organic nitrogen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.18	ChemAxon
pKa (Strongest Acidic)	3.29	ChemAxon
pKa (Strongest Basic)	0.085	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	164.31 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	120.17 m³·mol⁻¹	ChemAxon
Polarizability	48.74 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

34983611

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86278287

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[(3s,4r,7r,8r,9s)-7-ethyl-4,9-dimethyl-8-[(2-methylpropanoyl)oxy]-2,6-dioxo-1,5-dioxonan-3-yl]-2-hydroxy-3-[(hydroxymethylidene)amino]benzenecarboximidic acid (NP0282230)

MOL for NP0282230 (n-[(3s,4r,7r,8r,9s)-7-ethyl-4,9-dimethyl-8-[(2-methylpropanoyl)oxy]-2,6-dioxo-1,5-dioxonan-3-yl]-2-hydroxy-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

3D MOL for NP0282230 (n-[(3s,4r,7r,8r,9s)-7-ethyl-4,9-dimethyl-8-[(2-methylpropanoyl)oxy]-2,6-dioxo-1,5-dioxonan-3-yl]-2-hydroxy-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

3D SDF for NP0282230 (n-[(3s,4r,7r,8r,9s)-7-ethyl-4,9-dimethyl-8-[(2-methylpropanoyl)oxy]-2,6-dioxo-1,5-dioxonan-3-yl]-2-hydroxy-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

3D-SDF for NP0282230 (n-[(3s,4r,7r,8r,9s)-7-ethyl-4,9-dimethyl-8-[(2-methylpropanoyl)oxy]-2,6-dioxo-1,5-dioxonan-3-yl]-2-hydroxy-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

PDB for NP0282230 (n-[(3s,4r,7r,8r,9s)-7-ethyl-4,9-dimethyl-8-[(2-methylpropanoyl)oxy]-2,6-dioxo-1,5-dioxonan-3-yl]-2-hydroxy-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

3D PDB for NP0282230 (n-[(3s,4r,7r,8r,9s)-7-ethyl-4,9-dimethyl-8-[(2-methylpropanoyl)oxy]-2,6-dioxo-1,5-dioxonan-3-yl]-2-hydroxy-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

SMILES for NP0282230 (n-[(3s,4r,7r,8r,9s)-7-ethyl-4,9-dimethyl-8-[(2-methylpropanoyl)oxy]-2,6-dioxo-1,5-dioxonan-3-yl]-2-hydroxy-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

INCHI for NP0282230 (n-[(3s,4r,7r,8r,9s)-7-ethyl-4,9-dimethyl-8-[(2-methylpropanoyl)oxy]-2,6-dioxo-1,5-dioxonan-3-yl]-2-hydroxy-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

Structure for NP0282230 (n-[(3s,4r,7r,8r,9s)-7-ethyl-4,9-dimethyl-8-[(2-methylpropanoyl)oxy]-2,6-dioxo-1,5-dioxonan-3-yl]-2-hydroxy-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)

3D Structure for NP0282230 (n-[(3s,4r,7r,8r,9s)-7-ethyl-4,9-dimethyl-8-[(2-methylpropanoyl)oxy]-2,6-dioxo-1,5-dioxonan-3-yl]-2-hydroxy-3-[(hydroxymethylidene)amino]benzenecarboximidic acid)