NP-MRD: Showing NP-Card for methyl (4s,9r)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1?,??]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate (NP0280873)

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Record Information

Version

2.0

Created at

2022-09-09 06:54:24 UTC

Updated at

2022-09-09 06:54:24 UTC

NP-MRD ID

NP0280873

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (4s,9r)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1?,??]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate

Description

Emericellolide A belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides. Based on a literature review very few articles have been published on Emericellolide A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092208542D          

 40 42  0  0  1  0            999 V2000
   -0.3494   -0.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4096   -0.4325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0692    0.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9700    0.8820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8281   -0.2606    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5380    0.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7143    1.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5352    1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9519    1.8966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8664    0.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6720    0.0216    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3526    0.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0331    0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8862    1.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8189   -0.1926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7535   -0.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052   -1.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5866   -1.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9164   -2.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3383   -2.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4198   -3.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7495   -3.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8310   -4.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5827   -4.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1607   -4.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4090   -4.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3276   -3.7433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759   -3.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8406   -3.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971   -4.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -5.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489   -3.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1925   -2.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7427   -2.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4944   -2.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1647   -2.1014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6613   -1.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9096   -1.0816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094   -1.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -2.1011    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
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  4  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  4  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
  5 38  1  0  0  0  0
 38 39  1  0  0  0  0
 33 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END

     RDKit          3D

 81 83  0  0  0  0  0  0  0  0999 V2000
   -3.9614    4.4321   -3.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3958    4.5497   -2.1618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4090    3.3832   -1.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9107    2.3612   -1.8999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8633    3.3217   -0.0152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5060    4.0037   -0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8431    3.7252    1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5999    3.9429    1.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0123    5.1660    1.4998 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4957    2.9701    1.1455 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9874    2.2653    0.0337 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2506    2.8931   -0.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7912    2.2261   -1.7356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3423    3.0628    0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8659    4.2179   -0.8900 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9689    0.8026    0.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2471    0.0497    0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3021   -1.1494   -0.5249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5686   -1.3305   -1.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3201   -2.0075   -0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5143   -2.6182    0.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6147   -4.1225    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4921   -4.8125    0.9203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5241   -4.9748    2.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5703   -5.3243    0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1409   -4.8127   -0.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2711   -4.0053   -0.7071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4073   -2.6538   -0.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0830   -2.5903    0.9187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5225   -3.7816    1.5484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1187   -3.8576    2.7959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3708   -1.4468    1.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9187   -0.2881    0.9301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2521   -0.3131   -0.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572   -1.4981   -0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3149   -1.5682   -2.2090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8094    1.0740   -0.5081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6920    1.9090    0.3232 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1979    1.1029    1.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7971    1.4223    2.4031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7051    3.3793   -3.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0572    4.4914   -3.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5033    5.0941   -4.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5782    3.8206    0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6628    5.1012   -0.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8796    3.7066   -0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3083    4.4618    2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1138    2.7011    1.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2246    2.4786   -0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2045    1.3018   -1.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8887    2.0205   -1.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6338    2.8904   -2.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3380    2.7182    0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0827    2.6424    1.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4911    4.1494    0.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3517    4.8949   -0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3392    0.4918    1.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4024    0.3080   -0.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0966    0.7133    0.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4071   -0.2614    1.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3079   -0.5423   -1.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3182   -1.1984   -2.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0114   -2.3200   -1.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0642   -2.3194   -1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4473   -2.3610    0.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746   -2.3557    1.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7382   -4.4157   -0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5489   -4.4816    0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7969   -4.0353    2.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2871   -5.7483    2.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4678   -5.2760    2.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0108   -6.2043    0.7730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5302   -5.6316   -1.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3501   -4.2444   -1.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2030   -3.6533    2.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9609   -4.8533    3.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7041   -3.0998    3.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8830   -1.3908    2.5286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8950   -1.5086   -2.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8787    1.5532   -1.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7471    1.2566   -0.1164 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 29 32  1  0
 32 33  2  0
 33 39  1  0
 39 40  2  0
 39 38  1  0
 38 37  1  0
 37 34  1  0
 34 35  2  0
 35 36  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 38  5  1  0
 35 28  1  0
 34 33  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  5 44  1  1
  6 45  1  0
  6 46  1  0
  7 47  1  0
  7 48  1  0
 11 49  1  6
 16 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 19 61  1  0
 19 62  1  0
 19 63  1  0
 20 64  1  0
 21 65  1  0
 21 66  1  0
 22 67  1  0
 22 68  1  0
 24 69  1  0
 24 70  1  0
 24 71  1  0
 25 72  1  0
 26 73  1  0
 26 74  1  0
 31 75  1  0
 31 76  1  0
 31 77  1  0
 32 78  1  0
 37 80  1  0
 37 81  1  0
 36 79  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 14 54  1  0
 14 55  1  0
 15 56  1  0
M  END


  Mrv1652309092208542D          

 40 42  0  0  1  0            999 V2000
   -0.3494   -0.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4096   -0.4325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0692    0.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9700    0.8820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8281   -0.2606    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5380    0.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7143    1.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5352    1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9519    1.8966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8664    0.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6720    0.0216    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3526    0.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0331    0.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8862    1.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8189   -0.1926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7535   -0.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5052   -1.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5866   -1.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9164   -2.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3383   -2.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4198   -3.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7495   -3.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8310   -4.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5827   -4.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1607   -4.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4090   -4.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3276   -3.7433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759   -3.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8406   -3.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971   -4.6015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -5.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489   -3.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1925   -2.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7427   -2.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4944   -2.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1647   -2.1014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6613   -1.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9096   -1.0816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094   -1.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -2.1011    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
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  4  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  4  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 28 35  1  0  0  0  0
 35 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
  5 38  1  0  0  0  0
 38 39  1  0  0  0  0
 33 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0280873

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@H]1CCC(=O)O[C@H](CCC(C)=CCCC(C)=CCOC2=C(OC)C=C3C(=O)N1CC3=C2O)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C30H41NO9/c1-18-8-7-9-19(2)14-15-39-27-23(37-5)16-20-21(26(27)33)17-31(28(20)34)22(29(35)38-6)11-13-25(32)40-24(12-10-18)30(3,4)36/h8,14,16,22,24,33,36H,7,9-13,15,17H2,1-6H3/t22-,24+/m0/s1

> <INCHI_KEY>
ZEKGYLQKGKLSCC-LADGPHEKSA-N

> <FORMULA>
C30H41NO9

> <MOLECULAR_WEIGHT>
559.656

> <EXACT_MASS>
559.278131904

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
59.10876951458969

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (4S,9R)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1^{3,23}]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate

> <JCHEM_LOGP>
3.447755545333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.914989512796687

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.996950172158867

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7822279329899056

> <JCHEM_POLAR_SURFACE_AREA>
131.83

> <JCHEM_REFRACTIVITY>
150.10850000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (4S,9R)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1^{3,23}]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate

> <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      -0.652  -0.203   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.764  -0.807   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.996   0.118   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.811   1.646   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.412  -0.486   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.738   0.555   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.067   2.059   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.599   2.211   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.377   3.540   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       7.217   0.801   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.721   0.040   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.991   0.911   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.262   1.781   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.121   2.181   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.862  -0.360   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.873  -1.492   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.276  -2.127   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.428  -3.659   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.177  -4.557   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.832  -4.294   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.984  -5.826   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.732  -6.724   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.885  -8.257   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.288  -8.891   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.633  -9.155   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.230  -8.520   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.078  -6.988   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.675  -6.353   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.302  -7.052   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.221  -8.589   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.512  -9.429   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.011  -6.212   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.093  -4.674   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.120  -4.186   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.523  -4.821   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       7.774  -3.923   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       4.968  -2.653   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0       3.565  -2.019   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0       3.004  -3.585   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       1.501  -3.922   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   38                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16   11   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   35                                                  
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34   39                                                  
CONECT   34   33   35   37                                                  
CONECT   35   34   28   36                                                  
CONECT   36   35                                                            
CONECT   37   34   38                                                       
CONECT   38   37    5   39                                                  
CONECT   39   38   33   40                                                  
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₁NO₉

Average Mass

559.6560 Da

Monoisotopic Mass

559.27813 Da

IUPAC Name

methyl (4S,9R)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1^{3,23}]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate

Traditional Name

methyl (4S,9R)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1^{3,23}]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@H]1CCC(=O)O[C@H](CCC(C)=CCCC(C)=CCOC2=C(OC)C=C3C(=O)N1CC3=C2O)C(C)(C)O

InChI Identifier

InChI=1S/C30H41NO9/c1-18-8-7-9-19(2)14-15-39-27-23(37-5)16-20-21(26(27)33)17-31(28(20)34)22(29(35)38-6)11-13-25(32)40-24(12-10-18)30(3,4)36/h8,14,16,22,24,33,36H,7,9-13,15,17H2,1-6H3/t22-,24+/m0/s1

InChI Key

ZEKGYLQKGKLSCC-LADGPHEKSA-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 macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolactams

Sub Class

Not Available

Direct Parent

Macrolactams

Alternative Parents

Substituents

Macrolactam
Alpha-amino acid ester
Isoindolone
Alpha-amino acid or derivatives
Isoindole or derivatives
Isoindoline
Anisole
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Dicarboxylic acid or derivatives
Methyl ester
Tertiary carboxylic acid amide
Tertiary alcohol
Lactone
Lactam
Carboxylic acid ester
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
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	3.45	ChemAxon
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	131.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	150.11 m³·mol⁻¹	ChemAxon
Polarizability	59.11 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

139586835

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (4s,9r)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1?,??]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate (NP0280873)

MOL for NP0280873 (methyl (4s,9r)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1?,??]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate)

3D MOL for NP0280873 (methyl (4s,9r)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1?,??]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate)

3D SDF for NP0280873 (methyl (4s,9r)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1?,??]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate)

3D-SDF for NP0280873 (methyl (4s,9r)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1?,??]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate)

PDB for NP0280873 (methyl (4s,9r)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1?,??]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate)

3D PDB for NP0280873 (methyl (4s,9r)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1?,??]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate)

SMILES for NP0280873 (methyl (4s,9r)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1?,??]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate)

INCHI for NP0280873 (methyl (4s,9r)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1?,??]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate)

Structure for NP0280873 (methyl (4s,9r)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1?,??]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate)

3D Structure for NP0280873 (methyl (4s,9r)-24-hydroxy-9-(2-hydroxypropan-2-yl)-21-methoxy-12,16-dimethyl-7,25-dioxo-8,19-dioxa-3-azatricyclo[18.3.1.1?,??]pentacosa-1(24),12,16,20,22-pentaene-4-carboxylate)