NP-MRD: Showing NP-Card for (1z,4s,5r,14r,15s,16s,19z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione (NP0244948)

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Record Information

Version

2.0

Created at

2022-09-07 05:51:11 UTC

Updated at

2022-09-07 05:51:11 UTC

NP-MRD ID

NP0244948

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1z,4s,5r,14r,15s,16s,19z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione

Description

(4S,5R,14R,15S,16S,19Z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]Hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. (1z,4s,5r,14r,15s,16s,19z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione is found in Penicillium simplicissimum. Based on a literature review very few articles have been published on (4S,5R,14R,15S,16S,19Z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]Hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072207512D          

 43 50  0  0  1  0            999 V2000
    0.3896    4.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1855    4.1648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520    3.4265    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5756    3.3789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2845    4.2045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1621    3.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1336    4.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9578    3.7415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3741    4.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1721    4.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1306    5.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7374    4.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0937    3.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9816    2.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5559    1.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8004    0.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1356    1.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 41 42  1  0  0  0  0
  3 42  1  0  0  0  0
 28 42  1  0  0  0  0
 42 43  1  1  0  0  0
M  END

     RDKit          3D

 77 84  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652309072207512D          

 43 50  0  0  1  0            999 V2000
    0.3896    4.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1336    4.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9578    3.7415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3741    4.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1721    4.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8844    4.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1306    5.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7374    4.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0937    3.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8997    3.2729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9816    2.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6465    1.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5559    1.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8004    0.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1356    1.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2262    2.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6774    2.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8794    2.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1671    2.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5031    2.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5612    1.4970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7849    2.5809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0906    2.1353    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8593    1.8356    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7895    2.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4610    1.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5595    1.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667    0.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1772    0.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7909    1.3667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9673    1.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3808    0.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4149    1.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6242    1.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0378    2.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7580    2.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4523    2.6579    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7760    3.1791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  8 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  4 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 28 35  1  6  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 41 42  1  0  0  0  0
  3 42  1  0  0  0  0
 28 42  1  0  0  0  0
 42 43  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0244948

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1[C@@]2(O)N(C(=O)\C3=C\C4=C(NC5=CC=CC=C45)C(C)(C)\C=C/N3C2=O)[C@]23[C@H](CO)C(C)(C)N2C2=CC=CC=C2[C@]13O

> <INCHI_IDENTIFIER>
InChI=1S/C33H34N4O6/c1-29(2)14-15-35-23(16-19-18-10-6-8-12-21(18)34-25(19)29)26(39)37-32(42,28(35)40)27(43-5)31(41)20-11-7-9-13-22(20)36-30(3,4)24(17-38)33(31,36)37/h6-16,24,27,34,38,41-42H,17H2,1-5H3/b15-14-,23-16-/t24-,27+,31+,32+,33+/m1/s1

> <INCHI_KEY>
VIKRIYAAOWJXCT-ZLMSUABPSA-N

> <FORMULA>
C33H34N4O6

> <MOLECULAR_WEIGHT>
582.657

> <EXACT_MASS>
582.247834831

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
61.136677035638

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,5R,14R,15S,16S,19Z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0^{3,16}.0^{4,7}.0^{4,14}.0^{8,13}.0^{22,30}.0^{24,29}]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione

> <JCHEM_LOGP>
2.950989710333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.018751787652526

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.075129122634328

> <JCHEM_PKA_STRONGEST_BASIC>
-0.28771313974476154

> <JCHEM_POLAR_SURFACE_AREA>
129.57000000000002

> <JCHEM_REFRACTIVITY>
159.81280000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4S,5R,14R,15S,16S,19Z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0^{3,16}.0^{4,7}.0^{4,14}.0^{8,13}.0^{22,30}.0^{24,29}]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       0.727   8.434   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.213   7.774   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.270   6.396   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.808   6.307   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.264   7.848   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.903   7.391   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.849   9.021   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       7.388   6.984   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       8.165   8.314   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.655   8.704   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.984   7.927   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.444   9.508   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.576   8.288   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.375   6.438   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      12.879   6.109   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      13.032   4.577   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.273   3.665   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.104   2.135   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.694   1.516   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.453   2.427   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.622   3.958   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.598   5.108   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.108   4.717   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.779   5.494   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.539   4.574   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.648   2.794   0.000  0.00  0.00           O+0
HETATM   27  N   UNK     0       5.199   4.818   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       3.903   3.986   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.337   3.426   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.074   3.818   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.327   2.822   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       4.778   1.992   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.725   0.646   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.064   0.505   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0       3.343   2.551   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0       1.806   2.640   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.711   1.557   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.775   1.963   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.165   3.453   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.070   4.536   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.415   4.129   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.711   4.961   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       1.448   5.934   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   42                                                  
CONECT    4    3    5    6   27                                             
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   24                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15   22                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21   14   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23    8   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    4   28                                                  
CONECT   28   27   29   35   42                                             
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33   34   35                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   32   28   36                                                  
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   36   42                                                  
CONECT   42   41    3   28   43                                             
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₃₄N₄O₆

Average Mass

582.6570 Da

Monoisotopic Mass

582.24783 Da

IUPAC Name

(4S,5R,14R,15S,16S,19Z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0^{3,16}.0^{4,7}.0^{4,14}.0^{8,13}.0^{22,30}.0^{24,29}]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

CO[C@@H]1[C@@]2(O)N(C(=O)\C3=C\C4=C(NC5=CC=CC=C45)C(C)(C)\C=C/N3C2=O)[C@]23[C@H](CO)C(C)(C)N2C2=CC=CC=C2[C@]13O

InChI Identifier

InChI=1S/C33H34N4O6/c1-29(2)14-15-35-23(16-19-18-10-6-8-12-21(18)34-25(19)29)26(39)37-32(42,28(35)40)27(43-5)31(41)20-11-7-9-13-22(20)36-30(3,4)24(17-38)33(31,36)37/h6-16,24,27,34,38,41-42H,17H2,1-5H3/b15-14-,23-16-/t24-,27+,31+,32+,33+/m1/s1

InChI Key

VIKRIYAAOWJXCT-ZLMSUABPSA-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
Penicillium simplicissimum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyrroloindoles

Direct Parent

Pyrroloindoles

Alternative Parents

Substituents

Pyrroloindole
Benzazepine
Alpha-amino acid or derivatives
Indole
Dioxopiperazine
Dialkylarylamine
2,5-dioxopiperazine
Azepine
N-alkylpiperazine
Piperazine
1,4-diazinane
Benzenoid
Heteroaromatic compound
Pyrrolidine
Tertiary alcohol
Tertiary carboxylic acid amide
Pyrrole
Azetidine
Carboxamide group
Lactam
Ether
Azacycle
Dialkyl ether
Carboxylic acid derivative
Alkanolamine
Primary alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Organic oxygen compound
Amine
Organic nitrogen compound
Organonitrogen compound
Organooxygen 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	2.95	ChemAxon
pKa (Strongest Acidic)	10.08	ChemAxon
pKa (Strongest Basic)	-0.29	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.57 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	159.81 m³·mol⁻¹	ChemAxon
Polarizability	61.14 Å³	ChemAxon
Number of Rings	8	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

65104344

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101678965

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1z,4s,5r,14r,15s,16s,19z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione (NP0244948)

MOL for NP0244948 ((1z,4s,5r,14r,15s,16s,19z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione)

3D MOL for NP0244948 ((1z,4s,5r,14r,15s,16s,19z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione)

3D SDF for NP0244948 ((1z,4s,5r,14r,15s,16s,19z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione)

3D-SDF for NP0244948 ((1z,4s,5r,14r,15s,16s,19z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione)

PDB for NP0244948 ((1z,4s,5r,14r,15s,16s,19z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione)

3D PDB for NP0244948 ((1z,4s,5r,14r,15s,16s,19z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione)

SMILES for NP0244948 ((1z,4s,5r,14r,15s,16s,19z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione)

INCHI for NP0244948 ((1z,4s,5r,14r,15s,16s,19z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione)

Structure for NP0244948 ((1z,4s,5r,14r,15s,16s,19z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione)

3D Structure for NP0244948 ((1z,4s,5r,14r,15s,16s,19z)-14,16-dihydroxy-5-(hydroxymethyl)-15-methoxy-6,6,21,21-tetramethyl-3,7,18,23-tetraazaoctacyclo[16.13.0.0³,¹⁶.0⁴,⁷.0⁴,¹⁴.0⁸,¹³.0²²,³⁰.0²⁴,²⁹]hentriaconta-1(31),8,10,12,19,22(30),24,26,28-nonaene-2,17-dione)