NP-MRD: Showing NP-Card for Pyrrocidine A (NP0024003)

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Record Information

Version

2.0

Created at

2021-06-19 16:18:25 UTC

Updated at

2021-06-19 16:18:25 UTC

NP-MRD ID

NP0024003

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pyrrocidine A

Provided By

JEOL Database JEOL Logo

Description

Pyrrocidine A is found in LL-Cyan426 and Neonectria candida. Pyrrocidine A was first documented in 2002 (He, H., et al.). Based on a literature review very few articles have been published on (3S,4R,5S,7R,9S,10R,13R,14S,19R,27S)-13-ethenyl-17,19-dihydroxy-5,7,9,11-tetramethyl-2-oxa-18-azahexacyclo[19.2.2.1³,¹⁰.1¹⁶,¹⁹.0⁴,⁹.0¹⁴,²⁷]Heptacosa-1(23),11,16(26),17,21,24-hexaen-15-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192118183D          

 73 78  0  0  0  0            999 V2000
   -1.5104   -3.3025   -0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 73 78  0  0  0  0  0  0  0  0999 V2000
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   -0.2445   -3.4250   -0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
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 14 15  1  6
  7  8  1  0
 25 57  1  1
  8 46  1  6
 26 27  1  0
  7  5  1  0
 29 30  1  0
 24 23  1  0
  3  2  1  0
  8  9  1  0
  5  6  1  0
  2  1  2  3
  9 10  1  0
  9 47  1  6
  3 40  1  1
  4 41  1  0
 29 64  1  6
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 28 63  1  0
 26 58  1  6
 31 68  1  0
 31 69  1  0
 24 56  1  6
 33 70  1  0
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 16 50  1  0
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 13 48  1  0
 34 73  1  0
 15 49  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
 30 65  1  0
 30 66  1  0
 30 67  1  0
  2 39  1  0
  6 42  1  0
  6 43  1  0
  6 44  1  0
  1 37  1  0
  1 38  1  0
M  END


  Mrv1652306192118183D          

 73 78  0  0  0  0            999 V2000
   -1.5104   -3.3025   -0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445   -3.4250   -0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840   -2.6620   -0.1589 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7335   -1.8303    1.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6692   -0.4884    1.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6349    0.2021    2.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8116    0.3834   -0.1341 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1183   -0.3985   -1.4573 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6089   -1.8560   -1.3084 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1411   -1.8767   -1.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7837   -1.2735   -0.3778 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8468   -2.5664   -2.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8373   -2.0462   -3.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0502   -2.8139   -4.3428 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3829   -3.2403   -4.4425 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042   -2.0576   -5.6333 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2988   -1.2993   -5.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0746   -1.9843   -5.4358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9435   -1.3770   -4.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1933    0.6682   -4.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3284    0.0597   -5.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0731    0.4625   -3.5749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1518   -0.3094   -2.3708 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1938    0.3815   -1.4848 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3875    1.0773   -2.1573 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1765    0.1152   -3.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3155    1.6562   -1.0685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5806    2.5306   -0.0350 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5335    2.9358    1.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3441    1.8081    0.5440 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3832    1.3128   -0.5562 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2213    2.5529   -1.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2712   -3.9748   -4.0829 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4686   -3.8301   -2.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6147   -4.6077   -2.6006 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5248   -3.8339   -3.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0205   -1.9420   -4.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2416    1.6937   -4.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2565    0.6258   -5.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473   -1.2922   -2.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0396    1.9005   -2.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0504    0.6160   -3.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5298   -0.7534   -2.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5650   -0.2491   -3.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9031    2.0605    1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0292    3.5927    1.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3982    3.4763    0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8172    2.4734    1.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7127    0.9554    1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7087    3.2086   -0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5249    3.1530   -1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9855    2.2888   -2.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2071   -4.7742   -4.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  3  1  0  0  0  0
 10 11  2  0  0  0  0
  3  4  1  0  0  0  0
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 29 31  1  0  0  0  0
 23 20  1  0  0  0  0
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 19 18  1  0  0  0  0
 25 32  1  0  0  0  0
 18 17  2  0  0  0  0
 32 31  1  0  0  0  0
 17 22  1  0  0  0  0
 32  7  1  0  0  0  0
 22 21  2  0  0  0  0
 21 20  1  0  0  0  0
  4  5  2  0  0  0  0
 17 16  1  0  0  0  0
 25 24  1  0  0  0  0
 12 13  2  0  0  0  0
 24  8  1  0  0  0  0
 12 35  1  0  0  0  0
 29 28  1  0  0  0  0
 35 36  2  0  0  0  0
 32 33  1  6  0  0  0
 35 34  1  0  0  0  0
 13 14  1  0  0  0  0
 34 14  1  0  0  0  0
 14 16  1  0  0  0  0
  7 45  1  1  0  0  0
 14 15  1  6  0  0  0
  7  8  1  0  0  0  0
 25 57  1  1  0  0  0
  8 46  1  6  0  0  0
 26 27  1  0  0  0  0
  7  5  1  0  0  0  0
 29 30  1  0  0  0  0
 24 23  1  0  0  0  0
  3  2  1  0  0  0  0
  8  9  1  0  0  0  0
  5  6  1  0  0  0  0
  2  1  2  3  0  0  0
  9 10  1  0  0  0  0
  9 47  1  6  0  0  0
  3 40  1  1  0  0  0
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 29 64  1  6  0  0  0
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 34 73  1  0  0  0  0
 15 49  1  0  0  0  0
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 30 67  1  0  0  0  0
  2 39  1  0  0  0  0
  6 42  1  0  0  0  0
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  6 44  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0024003

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]12N([H])C(=O)C(=C1[H])C(=O)[C@]1([H])[C@@]3([H])[C@]([H])(OC4=C([H])C([H])=C(C([H])=C4[H])C2([H])[H])[C@]2([H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@@]2(C([H])([H])[H])[C@@]3([H])C(=C([H])[C@@]1([H])C([H])=C([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C31H37NO4/c1-6-20-12-18(4)25-24-23(20)27(33)22-15-31(35,32-29(22)34)14-19-7-9-21(10-8-19)36-28(24)26-17(3)11-16(2)13-30(25,26)5/h6-10,12,15-17,20,23-26,28,35H,1,11,13-14H2,2-5H3,(H,32,34)/t16-,17+,20-,23+,24-,25+,26+,28+,30+,31-/m1/s1

> <INCHI_KEY>
KXMGXXHZDLJDBH-UHLMFRFDSA-N

> <FORMULA>
C31H37NO4

> <MOLECULAR_WEIGHT>
487.64

> <EXACT_MASS>
487.272258675

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
53.52432139272518

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4R,5S,7R,9S,10R,13R,14S,19R,27S)-13-ethenyl-19-hydroxy-5,7,9,11-tetramethyl-2-oxa-18-azahexacyclo[19.2.2.1^{3,10}.1^{16,19}.0^{4,9}.0^{14,27}]heptacosa-1(23),11,16(26),21,24-pentaene-15,17-dione

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
5.126558378333334

> <ALOGPS_LOGS>
-5.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.336115570711748

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.597149561376362

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4878165538380412

> <JCHEM_POLAR_SURFACE_AREA>
75.63

> <JCHEM_REFRACTIVITY>
140.91530000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.33e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4R,5S,7R,9S,10R,13R,14S,19R,27S)-13-ethenyl-19-hydroxy-5,7,9,11-tetramethyl-2-oxa-18-azahexacyclo[19.2.2.1^{3,10}.1^{16,19}.0^{4,9}.0^{14,27}]heptacosa-1(23),11,16(26),21,24-pentaene-15,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 73 78  0  0  0  0  0  0  0  0999 V2000
   -1.5104   -3.3025   -0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445   -3.4250   -0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840   -2.6620   -0.1589 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7335   -1.8303    1.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6692   -0.4884    1.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6349    0.2021    2.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8116    0.3834   -0.1341 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1183   -0.3985   -1.4573 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6089   -1.8560   -1.3084 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1411   -1.8767   -1.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7837   -1.2735   -0.3778 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8468   -2.5664   -2.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0396    1.9005   -2.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0504    0.6160   -3.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.510  -3.303  -0.202  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.245  -3.425  -0.626  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.984  -2.662  -0.159  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.734  -1.830   1.064  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.669  -0.488   1.100  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.635   0.202   2.441  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.812   0.383  -0.134  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.118  -0.399  -1.457  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.609  -1.856  -1.308  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.141  -1.877  -1.235  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.784  -1.274  -0.378  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.847  -2.566  -2.333  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.837  -2.046  -3.074  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.050  -2.814  -4.343  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.383  -3.240  -4.442  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.604  -2.058  -5.633  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.299  -1.299  -5.459  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.075  -1.984  -5.436  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.944  -1.377  -4.890  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.041  -0.087  -4.376  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.193   0.668  -4.582  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.328   0.060  -5.112  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.073   0.463  -3.575  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.152  -0.309  -2.371  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.194   0.382  -1.485  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.388   1.077  -2.157  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.176   0.115  -3.050  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.316   1.656  -1.069  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.581   2.531  -0.035  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.534   2.936   1.091  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.344   1.808   0.544  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.383   1.313  -0.556  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.221   2.553  -1.273  0.00  0.00           C+0
HETATM   34  N   UNK     0       4.271  -3.975  -4.083  0.00  0.00           N+0
HETATM   35  C   UNK     0       3.469  -3.830  -2.979  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.615  -4.608  -2.601  0.00  0.00           O+0
HETATM   37  H   UNK     0      -2.295  -3.927  -0.618  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.802  -2.590   0.563  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.044  -4.176  -1.392  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.707  -3.434   0.144  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.658  -2.393   1.994  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.226   1.123   2.420  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.386   0.445   2.744  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.065  -0.429   3.228  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.690   1.014   0.073  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.927   0.165  -1.939  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.364  -2.366  -2.247  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.298  -1.087  -2.884  0.00  0.00           H+0
HETATM   49  H   UNK     0       6.525  -3.834  -3.686  0.00  0.00           H+0
HETATM   50  H   UNK     0       5.395  -1.358  -5.938  0.00  0.00           H+0
HETATM   51  H   UNK     0       4.507  -2.764  -6.469  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.015  -3.026  -5.743  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.021  -1.942  -4.797  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.242   1.694  -4.226  0.00  0.00           H+0
HETATM   55  H   UNK     0       4.256   0.626  -5.157  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.547  -1.292  -2.652  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.617  -0.412  -0.848  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.040   1.901  -2.792  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.050   0.616  -3.480  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.530  -0.753  -2.483  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.565  -0.249  -3.881  0.00  0.00           H+0
HETATM   62  H   UNK     0      -4.110   2.245  -1.543  0.00  0.00           H+0
HETATM   63  H   UNK     0      -3.815   0.829  -0.546  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.261   3.455  -0.529  0.00  0.00           H+0
HETATM   65  H   UNK     0      -3.903   2.061   1.636  0.00  0.00           H+0
HETATM   66  H   UNK     0      -3.029   3.593   1.808  0.00  0.00           H+0
HETATM   67  H   UNK     0      -4.398   3.476   0.692  0.00  0.00           H+0
HETATM   68  H   UNK     0      -0.817   2.473   1.239  0.00  0.00           H+0
HETATM   69  H   UNK     0      -1.713   0.955   1.126  0.00  0.00           H+0
HETATM   70  H   UNK     0       0.709   3.209  -0.542  0.00  0.00           H+0
HETATM   71  H   UNK     0      -0.525   3.153  -1.799  0.00  0.00           H+0
HETATM   72  H   UNK     0       0.986   2.289  -2.009  0.00  0.00           H+0
HETATM   73  H   UNK     0       4.207  -4.774  -4.696  0.00  0.00           H+0
CONECT    1    2   37   38                                                  
CONECT    2    3    1   39                                                  
CONECT    3    9    4    2   40                                             
CONECT    4    3    5   41                                                  
CONECT    5    4    7    6                                                  
CONECT    6    5   42   43   44                                             
CONECT    7   32   45    8    5                                             
CONECT    8   24    7   46    9                                             
CONECT    9    3    8   10   47                                             
CONECT   10   11   12    9                                                  
CONECT   11   10                                                            
CONECT   12   10   13   35                                                  
CONECT   13   12   14   48                                                  
CONECT   14   13   34   16   15                                             
CONECT   15   14   49                                                       
CONECT   16   17   14   50   51                                             
CONECT   17   18   22   16                                                  
CONECT   18   19   17   52                                                  
CONECT   19   20   18   53                                                  
CONECT   20   23   19   21                                                  
CONECT   21   22   20   54                                                  
CONECT   22   17   21   55                                                  
CONECT   23   20   24                                                       
CONECT   24   25    8   23   56                                             
CONECT   25   26   32   24   57                                             
CONECT   26   28   25   27   58                                             
CONECT   27   26   59   60   61                                             
CONECT   28   26   29   62   63                                             
CONECT   29   31   28   30   64                                             
CONECT   30   29   65   66   67                                             
CONECT   31   29   32   68   69                                             
CONECT   32   25   31    7   33                                             
CONECT   33   32   70   71   72                                             
CONECT   34   35   14   73                                                  
CONECT   35   12   36   34                                                  
CONECT   36   35                                                            
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    2                                                            
CONECT   40    3                                                            
CONECT   41    4                                                            
CONECT   42    6                                                            
CONECT   43    6                                                            
CONECT   44    6                                                            
CONECT   45    7                                                            
CONECT   46    8                                                            
CONECT   47    9                                                            
CONECT   48   13                                                            
CONECT   49   15                                                            
CONECT   50   16                                                            
CONECT   51   16                                                            
CONECT   52   18                                                            
CONECT   53   19                                                            
CONECT   54   21                                                            
CONECT   55   22                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
CONECT   58   26                                                            
CONECT   59   27                                                            
CONECT   60   27                                                            
CONECT   61   27                                                            
CONECT   62   28                                                            
CONECT   63   28                                                            
CONECT   64   29                                                            
CONECT   65   30                                                            
CONECT   66   30                                                            
CONECT   67   30                                                            
CONECT   68   31                                                            
CONECT   69   31                                                            
CONECT   70   33                                                            
CONECT   71   33                                                            
CONECT   72   33                                                            
CONECT   73   34                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  156    0
END

RDKit          3D

73 78  0  0  0  0  0  0  0  0999 V2000
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    4.5070   -2.7635   -6.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146   -3.0264   -5.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0205   -1.9420   -4.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2416    1.6937   -4.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2565    0.6258   -5.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473   -1.2922   -2.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6168   -0.4115   -0.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0396    1.9005   -2.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0504    0.6160   -3.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5298   -0.7534   -2.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5650   -0.2491   -3.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1103    2.2455   -1.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8149    0.8286   -0.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2608    3.4550   -0.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9031    2.0605    1.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0292    3.5927    1.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3982    3.4763    0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8172    2.4734    1.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7127    0.9554    1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7087    3.2086   -0.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5249    3.1530   -1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9855    2.2888   -2.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2071   -4.7742   -4.6964 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  3  1  0
 10 11  2  0
  3  4  1  0
 10 12  1  0
 29 31  1  0
 23 20  1  0
 28 26  1  0
 20 19  2  0
 26 25  1  0
 19 18  1  0
 25 32  1  0
 18 17  2  0
 32 31  1  0
 17 22  1  0
 32  7  1  0
 22 21  2  0
 21 20  1  0
  4  5  2  0
 17 16  1  0
 25 24  1  0
 12 13  2  0
 24  8  1  0
 12 35  1  0
 29 28  1  0
 35 36  2  0
 32 33  1  6
 35 34  1  0
 13 14  1  0
 34 14  1  0
 14 16  1  0
  7 45  1  1
 14 15  1  6
  7  8  1  0
 25 57  1  1
  8 46  1  6
 26 27  1  0
  7  5  1  0
 29 30  1  0
 24 23  1  0
  3  2  1  0
  8  9  1  0
  5  6  1  0
  2  1  2  3
  9 10  1  0
  9 47  1  6
  3 40  1  1
  4 41  1  0
 29 64  1  6
 28 62  1  0
 28 63  1  0
 26 58  1  6
 31 68  1  0
 31 69  1  0
 24 56  1  6
 33 70  1  0
 33 71  1  0
 33 72  1  0
 19 53  1  0
 18 52  1  0
 22 55  1  0
 21 54  1  0
 16 50  1  0
 16 51  1  0
 13 48  1  0
 34 73  1  0
 15 49  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
 30 65  1  0
 30 66  1  0
 30 67  1  0
  2 39  1  0
  6 42  1  0
  6 43  1  0
  6 44  1  0
  1 37  1  0
  1 38  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₃₇NO₄

Average Mass

487.6400 Da

Monoisotopic Mass

487.27226 Da

IUPAC Name

(3S,4R,5S,7R,9S,10R,13R,14S,19R,27S)-13-ethenyl-19-hydroxy-5,7,9,11-tetramethyl-2-oxa-18-azahexacyclo[19.2.2.1^{3,10}.1^{16,19}.0^{4,9}.0^{14,27}]heptacosa-1(23),11,16(26),21,24-pentaene-15,17-dione

Traditional Name

(3S,4R,5S,7R,9S,10R,13R,14S,19R,27S)-13-ethenyl-19-hydroxy-5,7,9,11-tetramethyl-2-oxa-18-azahexacyclo[19.2.2.1^{3,10}.1^{16,19}.0^{4,9}.0^{14,27}]heptacosa-1(23),11,16(26),21,24-pentaene-15,17-dione

CAS Registry Number

Not Available

SMILES

[H]O[C@@]12N([H])C(=O)C(=C1[H])C(=O)[C@]1([H])[C@@]3([H])[C@]([H])(OC4=C([H])C([H])=C(C([H])=C4[H])C2([H])[H])[C@]2([H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@@]2(C([H])([H])[H])[C@@]3([H])C(=C([H])[C@@]1([H])C([H])=C([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C31H37NO4/c1-6-20-12-18(4)25-24-23(20)27(33)22-15-31(35,32-29(22)34)14-19-7-9-21(10-8-19)36-28(24)26-17(3)11-16(2)13-30(25,26)5/h6-10,12,15-17,20,23-26,28,35H,1,11,13-14H2,2-5H3,(H,32,34)/t16-,17+,20-,23+,24-,25+,26+,28+,30+,31-/m1/s1

InChI Key

KXMGXXHZDLJDBH-UHLMFRFDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
LL-Cyan426	JEOL database	He, H., et al, Tetrahedron Lett. 43, 1633 (2002)
Neonectria candida	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.1	ALOGPS
logP	5.13	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	10.6	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.63 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	140.92 m³·mol⁻¹	ChemAxon
Polarizability	53.52 Å³	ChemAxon
Number of Rings	6	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

9082331

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10907072

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

He, H., et al. (2002). He, H., et al, Tetrahedron Lett. 43, 1633 (2002). Tetrahedron Lett.

Showing NP-Card for Pyrrocidine A (NP0024003)

MOL for NP0024003 (Pyrrocidine A )

3D MOL for NP0024003 (Pyrrocidine A )

3D SDF for NP0024003 (Pyrrocidine A )

3D-SDF for NP0024003 (Pyrrocidine A )

PDB for NP0024003 (Pyrrocidine A )

3D PDB for NP0024003 (Pyrrocidine A )

SMILES for NP0024003 (Pyrrocidine A )

INCHI for NP0024003 (Pyrrocidine A )

Structure for NP0024003 (Pyrrocidine A )

3D Structure for NP0024003 (Pyrrocidine A )