NP-MRD: Showing NP-Card for 3-[(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}-1-hydroxypropylidene)amino]-2,4-dihydroxybenzoic acid (NP0308019)

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Record Information

Version

2.0

Created at

2022-09-11 01:32:06 UTC

Updated at

2022-09-11 01:32:07 UTC

NP-MRD ID

NP0308019

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}-1-hydroxypropylidene)amino]-2,4-dihydroxybenzoic acid

Description

PLATENSIMYCIN 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. 3-[(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}-1-hydroxypropylidene)amino]-2,4-dihydroxybenzoic acid is found in Streptomyces platensis. PLATENSIMYCIN is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161522342D          

 32 36  0  0  0  0            999 V2000
    4.5815   -0.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0547    0.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2423   -0.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7427    0.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5790    0.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4743    0.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4376    1.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5800    1.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8961    1.0410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7933    1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804    1.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6710    2.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6440    2.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322    3.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5958    4.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7713    3.9915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9840    4.7473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5476    5.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7231    5.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3349    4.6916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2867    6.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6749    6.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4994    6.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8876    7.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4512    8.3037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7121    7.6314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9358    6.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7603    6.2033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2869    1.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406    2.1215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1926    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9084    0.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  8 10  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  2  0  0  0  0
 15 17  1  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
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  2  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
  4 32  1  0  0  0  0
M  END

     RDKit          3D

 59 63  0  0  0  0  0  0  0  0999 V2000
   -5.4881    1.9302    0.9987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639    0.9082    0.6510 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1131    0.8619   -0.8085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4507   -0.4802   -0.8889 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1918   -0.7580   -2.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9449   -0.9782   -2.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8121   -0.9646   -1.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3189   -1.2124   -2.3548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9461   -0.6878   -0.3662 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5647    0.7609   -0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1182   -1.5837    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3004   -1.7643    0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3051   -0.7451    0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2148    0.4197    0.9623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6535   -1.1542    0.2156 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6964   -0.2148    0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4010   -0.0960    1.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0583   -0.9423    2.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4171    0.8227    1.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7307    1.6494    0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0420    1.5467   -0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3270    2.3849   -1.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6807    2.2712   -2.7820 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3488    3.3238   -1.5917 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297    0.6127   -0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3332    0.5066   -1.8498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3878   -0.8044    0.0542 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6863   -0.1834    1.3934 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8972   -0.9683    1.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9303   -0.5184    0.9134 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6819   -1.2909   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2602    1.0719    1.3172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1592    1.4961    1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0648    2.8708    1.3973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1379    2.1036    0.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5908    1.7080   -1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1113    0.7307   -1.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9921   -0.7823   -3.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8164   -1.1801   -3.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5041    1.3948   -0.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3726    0.9277    1.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2550    1.1425   -0.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5638   -2.6244    0.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -1.3914    1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5688   -2.5445    1.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5678   -2.4283   -0.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8183   -2.1126   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3246   -1.6237    2.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9646    0.9067    2.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5251    2.3737    0.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2452    4.2147   -2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5968   -0.1485   -1.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.9274    0.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8691   -0.1420    2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1788   -0.6033    2.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6852   -2.0355    1.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9520   -0.5889    1.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4145   -2.3301   -0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5413   -1.1300   -1.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4 31  1  0
 31 30  1  0
 30 29  1  0
 29 28  1  0
 28 32  1  0
 28 27  1  0
 27  9  1  0
  9 10  1  6
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 24  1  0
 22 23  2  0
 21 25  2  0
 25 26  1  0
  9  7  1  0
  7  8  2  0
  7  6  1  0
  6  5  2  0
 30  2  1  0
 25 16  1  0
 32  2  1  0
 27  4  1  0
  4  5  1  6
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
 31 58  1  0
 31 59  1  0
 30 57  1  1
 29 55  1  0
 29 56  1  0
 28 54  1  1
 27 53  1  1
 10 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 15 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 24 51  1  0
 26 52  1  0
  6 39  1  0
  5 38  1  0
M  END


  Mrv1533004161522342D          

 32 36  0  0  0  0            999 V2000
    4.5815   -0.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0547    0.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2423   -0.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7427    0.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5790    0.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4743    0.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4376    1.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5800    1.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8961    1.0410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7933    1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804    1.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6710    2.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6440    2.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322    3.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5958    4.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7713    3.9915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9840    4.7473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5476    5.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7231    5.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3349    4.6916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2867    6.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6749    6.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4994    6.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8876    7.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4512    8.3037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7121    7.6314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9358    6.1754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7603    6.2033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2869    1.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406    2.1215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1926    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9084    0.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  8 10  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  2  0  0  0  0
 15 17  1  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
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  2  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
  4 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0308019

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CC34CC1CC(O2)C3C(C)(CCC(=O)NC1=C(O)C=CC(C(O)=O)=C1O)C(=O)C=C4

> <INCHI_IDENTIFIER>
InChI=1S/C24H27NO7/c1-22(7-6-17(28)25-18-14(26)4-3-13(19(18)29)21(30)31)16(27)5-8-24-10-12-9-15(20(22)24)32-23(12,2)11-24/h3-5,8,12,15,20,26,29H,6-7,9-11H2,1-2H3,(H,25,28)(H,30,31)

> <INCHI_KEY>
CSOMAHTTWTVBFL-UHFFFAOYSA-N

> <FORMULA>
C24H27NO7

> <MOLECULAR_WEIGHT>
441.48

> <EXACT_MASS>
441.178752213

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
45.06972436960251

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}propanamido)-2,4-dihydroxybenzoic acid

> <ALOGPS_LOGP>
2.60

> <JCHEM_LOGP>
3.2362086423333336

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.149922452000974

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9567831906943804

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3995074083452637

> <JCHEM_POLAR_SURFACE_AREA>
133.16

> <JCHEM_REFRACTIVITY>
116.81049999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
platensimycin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       8.552  -0.951   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.569   0.235   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.052  -0.343   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.120   0.995   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.681   1.030   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.352   1.513   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.283   3.134   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.683   3.367   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.273   1.943   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.214   2.654   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.883   3.530   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.986   4.605   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.069   4.837   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.793   6.196   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.979   7.503   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.440   7.451   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       3.703   8.862   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       2.889  10.169   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.350  10.117   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.625   8.758   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.535  11.424   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.260  12.782   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.799  12.834   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.524  14.193   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.709  15.500   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.063  14.245   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.613  11.527   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.153  11.579   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.402   3.003   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.196   3.960   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.226   1.441   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.562   0.607   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6    9                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   10   32                                             
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    2                                                       
CONECT   10    8    4   11                                                  
CONECT   11   10   12   13   29                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   27                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   23   18   28                                                  
CONECT   28   27                                                            
CONECT   29   11   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31    4                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₇NO₇

Average Mass

441.4800 Da

Monoisotopic Mass

441.17875 Da

IUPAC Name

3-(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}propanamido)-2,4-dihydroxybenzoic acid

Traditional Name

platensimycin

CAS Registry Number

Not Available

SMILES

CC12CC34CC1CC(O2)C3C(C)(CCC(=O)NC1=C(O)C=CC(C(O)=O)=C1O)C(=O)C=C4

InChI Identifier

InChI=1S/C24H27NO7/c1-22(7-6-17(28)25-18-14(26)4-3-13(19(18)29)21(30)31)16(27)5-8-24-10-12-9-15(20(22)24)32-23(12,2)11-24/h3-5,8,12,15,20,26,29H,6-7,9-11H2,1-2H3,(H,25,28)(H,30,31)

InChI Key

CSOMAHTTWTVBFL-UHFFFAOYSA-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

Species Name	Source	Reference
Streptomyces platensis	LOTUS Database	35616633

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

Acylaminobenzoic acid or derivatives
Dihydroxybenzoic acid
Hydroxybenzoic acid
Salicylic acid or derivatives
Salicylic acid
Benzoic acid
Anilide
Benzoyl
Resorcinol
N-arylamide
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Oxepane
Phenol
Cyclohexenone
Fatty acyl
Fatty amide
Oxane
Vinylogous acid
Oxolane
Secondary carboxylic acid amide
Cyclic ketone
Carboxamide group
Ketone
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid
Dialkyl ether
Ether
Aldehyde
Carbonyl group
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	2.6	ALOGPS
logP	3.24	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	2.96	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.16 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	116.81 m³·mol⁻¹	ChemAxon
Polarizability	45.07 Å³	ChemAxon
Number of Rings	5	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24824400

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-[(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}-1-hydroxypropylidene)amino]-2,4-dihydroxybenzoic acid (NP0308019)

MOL for NP0308019 (3-[(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}-1-hydroxypropylidene)amino]-2,4-dihydroxybenzoic acid)

3D MOL for NP0308019 (3-[(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}-1-hydroxypropylidene)amino]-2,4-dihydroxybenzoic acid)

3D SDF for NP0308019 (3-[(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}-1-hydroxypropylidene)amino]-2,4-dihydroxybenzoic acid)

3D-SDF for NP0308019 (3-[(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}-1-hydroxypropylidene)amino]-2,4-dihydroxybenzoic acid)

PDB for NP0308019 (3-[(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}-1-hydroxypropylidene)amino]-2,4-dihydroxybenzoic acid)

3D PDB for NP0308019 (3-[(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}-1-hydroxypropylidene)amino]-2,4-dihydroxybenzoic acid)

SMILES for NP0308019 (3-[(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}-1-hydroxypropylidene)amino]-2,4-dihydroxybenzoic acid)

INCHI for NP0308019 (3-[(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}-1-hydroxypropylidene)amino]-2,4-dihydroxybenzoic acid)

Structure for NP0308019 (3-[(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}-1-hydroxypropylidene)amino]-2,4-dihydroxybenzoic acid)

3D Structure for NP0308019 (3-[(3-{5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl}-1-hydroxypropylidene)amino]-2,4-dihydroxybenzoic acid)