NP-MRD: Showing NP-Card for cespitulactam F (NP0033412)

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Record Information

Version

2.0

Created at

2021-06-19 23:57:53 UTC

Updated at

2021-06-30 00:03:10 UTC

NP-MRD ID

NP0033412

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cespitulactam F

Provided By

JEOL Database JEOL Logo

Description

Cespitulactam F 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. cespitulactam F is found in Cespitularia taeniata and Conglomeratusclera coerulea. cespitulactam F was first documented in 2007 (Shen, Y. -C., et al.). Based on a literature review very few articles have been published on cespitulactam F.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101573D          

 53 55  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652306202101573D          

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   -3.4033    2.6877   -3.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096   -0.2672   -4.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6194    1.9882   -2.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4451    0.4774   -2.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4327   -0.7304    0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7884   -0.9788   -1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635   -0.1665    0.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9695    3.1313   -0.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5377    1.5736    1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7974    3.3153    2.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7927    4.0311    1.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5770    3.8606    2.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0533   -1.7388   -3.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0  0  0  0
  9 10  1  0  0  0  0
 16 18  2  0  0  0  0
  8  7  1  0  0  0  0
  7  6  1  0  0  0  0
 18 19  1  0  0  0  0
  6  5  1  0  0  0  0
  3  2  1  0  0  0  0
  5 10  1  0  0  0  0
 19 21  1  0  0  0  0
  2 21  1  0  0  0  0
 13  9  1  0  0  0  0
 23 24  2  0  0  0  0
 13 14  1  6  0  0  0
 13 22  1  0  0  0  0
 10 11  1  6  0  0  0
 22 23  1  0  0  0  0
 10 12  1  0  0  0  0
 13 15  1  0  0  0  0
 19 20  1  0  0  0  0
 16 15  1  0  0  0  0
  2  1  2  3  0  0  0
 23  8  1  0  0  0  0
  5  4  1  0  0  0  0
  4  3  1  0  0  0  0
  9  8  2  0  0  0  0
  5 31  1  6  0  0  0
 22 53  1  0  0  0  0
  7 34  1  0  0  0  0
  7 35  1  0  0  0  0
  6 32  1  0  0  0  0
  6 33  1  0  0  0  0
 15 43  1  0  0  0  0
 15 44  1  0  0  0  0
 17 45  1  0  0  0  0
 17 46  1  0  0  0  0
 17 47  1  0  0  0  0
 18 48  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
 19 49  1  1  0  0  0
 21 51  1  0  0  0  0
 21 52  1  0  0  0  0
 14 42  1  0  0  0  0
 11 36  1  0  0  0  0
 11 37  1  0  0  0  0
 11 38  1  0  0  0  0
 12 39  1  0  0  0  0
 12 40  1  0  0  0  0
 12 41  1  0  0  0  0
 20 50  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033412

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])\C([H])=C(C([H])([H])[H])\C([H])([H])[C@@]2(O[H])N([H])C(=O)C3=C2C(C([H])([H])[H])(C([H])([H])[H])[C@@]([H])(C([H])([H])C3([H])[H])C([H])([H])C([H])([H])C(=C([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H29NO3/c1-12-5-6-14-7-8-16-17(19(14,3)4)20(24,21-18(16)23)11-13(2)10-15(22)9-12/h10,14-15,22,24H,1,5-9,11H2,2-4H3,(H,21,23)/b13-10+/t14-,15+,20+/m1/s1

> <INCHI_KEY>
VUHHBGBYIFFAAI-XBKCGROWSA-N

> <FORMULA>
C20H29NO3

> <MOLECULAR_WEIGHT>
331.456

> <EXACT_MASS>
331.214743798

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
36.481205205337396

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3E,5S,10R)-1,5-dihydroxy-3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.0^{13,16}]heptadeca-3,13(16)-dien-14-one

> <ALOGPS_LOGP>
2.07

> <JCHEM_LOGP>
2.3823613200000002

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.189544516643428

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.069432958112873

> <JCHEM_PKA_STRONGEST_BASIC>
-0.08973017051145815

> <JCHEM_POLAR_SURFACE_AREA>
69.56

> <JCHEM_REFRACTIVITY>
95.77189999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3E,5S,10R)-1,5-dihydroxy-3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.0^{13,16}]heptadeca-3,13(16)-dien-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 53 55  0  0  0  0  0  0  0  0999 V2000
   -0.2203    2.3017    3.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0178    2.4239    2.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575    1.7092    1.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8406    2.6347    0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5851    2.0676   -0.7128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3835    0.7786   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5807   -0.5282   -0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4043   -0.4444   -1.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9500    0.6179   -2.0235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7353    1.9162   -2.0440 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8852    3.1721   -2.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7202    1.8302   -3.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2892    0.2762   -2.8149 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0388    0.4259   -4.1932 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6309    0.9749   -2.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0290    1.0327   -0.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3381   -0.2788   -0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1165    2.2217   -0.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3458    2.4891    1.1208 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5289    3.2866    1.1846 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1736    3.2736    1.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3547   -1.1323   -2.6025 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5569   -1.5866   -1.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6667   -2.7211   -1.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3930    2.8033    4.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0417    1.6985    3.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2165    1.1865    0.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299    0.9285    1.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3524    3.5764    0.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6081    2.9272    1.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3447    2.8365   -0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2086    0.6971   -1.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8702    0.8680    0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2420   -0.7932    0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2434   -1.3400   -0.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3828    3.1401   -3.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5106    4.0728   -2.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1199    3.3069   -1.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1889    1.8328   -4.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3319    0.9216   -3.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033    2.6877   -3.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096   -0.2672   -4.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6194    1.9882   -2.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4451    0.4774   -2.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4327   -0.7304    0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7884   -0.9788   -1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635   -0.1665    0.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9695    3.1313   -0.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5377    1.5736    1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7974    3.3153    2.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7927    4.0311    1.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5770    3.8606    2.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0533   -1.7388   -3.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
  9 10  1  0
 16 18  2  0
  8  7  1  0
  7  6  1  0
 18 19  1  0
  6  5  1  0
  3  2  1  0
  5 10  1  0
 19 21  1  0
  2 21  1  0
 13  9  1  0
 23 24  2  0
 13 14  1  6
 13 22  1  0
 10 11  1  6
 22 23  1  0
 10 12  1  0
 13 15  1  0
 19 20  1  0
 16 15  1  0
  2  1  2  3
 23  8  1  0
  5  4  1  0
  4  3  1  0
  9  8  2  0
  5 31  1  6
 22 53  1  0
  7 34  1  0
  7 35  1  0
  6 32  1  0
  6 33  1  0
 15 43  1  0
 15 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
  3 27  1  0
  3 28  1  0
 19 49  1  1
 21 51  1  0
 21 52  1  0
 14 42  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
 20 50  1  0
  1 25  1  0
  1 26  1  0
  4 29  1  0
  4 30  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.220   2.302   3.587  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.018   2.424   2.269  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.858   1.709   1.257  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.841   2.635   0.534  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.585   2.068  -0.713  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.384   0.779  -0.387  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.581  -0.528  -0.443  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.404  -0.444  -1.336  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.950   0.618  -2.023  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.735   1.916  -2.044  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.885   3.172  -2.289  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.720   1.830  -3.245  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.289   0.276  -2.815  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.039   0.426  -4.193  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.631   0.975  -2.447  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.029   1.033  -0.974  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.338  -0.279  -0.304  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.116   2.222  -0.341  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.346   2.489   1.121  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.529   3.287   1.185  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.174   3.274   1.762  0.00  0.00           C+0
HETATM   22  N   UNK     0       0.355  -1.132  -2.603  0.00  0.00           N+0
HETATM   23  C   UNK     0      -0.557  -1.587  -1.690  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.667  -2.721  -1.272  0.00  0.00           O+0
HETATM   25  H   UNK     0       0.393   2.803   4.329  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.042   1.698   3.963  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.217   1.187   0.554  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.430   0.929   1.772  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.352   3.576   0.264  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.608   2.927   1.266  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.345   2.837  -0.925  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.209   0.697  -1.107  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.870   0.868   0.592  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.242  -0.793   0.565  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.243  -1.340  -0.766  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.383   3.140  -3.262  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.511   4.073  -2.283  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.120   3.307  -1.527  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.189   1.833  -4.204  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.332   0.922  -3.221  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.403   2.688  -3.255  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.610  -0.267  -4.400  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.619   1.988  -2.869  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.445   0.477  -2.994  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.433  -0.730   0.109  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.788  -0.979  -1.016  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.063  -0.167   0.507  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.970   3.131  -0.921  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.538   1.574   1.688  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.797   3.315   2.118  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.793   4.031   1.065  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.577   3.861   2.600  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.053  -1.739  -3.005  0.00  0.00           H+0
CONECT    1    2   25   26                                                  
CONECT    2    3   21    1                                                  
CONECT    3    2    4   27   28                                             
CONECT    4    5    3   29   30                                             
CONECT    5    6   10    4   31                                             
CONECT    6    7    5   32   33                                             
CONECT    7    8    6   34   35                                             
CONECT    8    7   23    9                                                  
CONECT    9   10   13    8                                                  
CONECT   10    9    5   11   12                                             
CONECT   11   10   36   37   38                                             
CONECT   12   10   39   40   41                                             
CONECT   13    9   14   22   15                                             
CONECT   14   13   42                                                       
CONECT   15   13   16   43   44                                             
CONECT   16   17   18   15                                                  
CONECT   17   16   45   46   47                                             
CONECT   18   16   19   48                                                  
CONECT   19   18   21   20   49                                             
CONECT   20   19   50                                                       
CONECT   21   19    2   51   52                                             
CONECT   22   13   23   53                                                  
CONECT   23   24   22    8                                                  
CONECT   24   23                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    3                                                            
CONECT   28    3                                                            
CONECT   29    4                                                            
CONECT   30    4                                                            
CONECT   31    5                                                            
CONECT   32    6                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35    7                                                            
CONECT   36   11                                                            
CONECT   37   11                                                            
CONECT   38   11                                                            
CONECT   39   12                                                            
CONECT   40   12                                                            
CONECT   41   12                                                            
CONECT   42   14                                                            
CONECT   43   15                                                            
CONECT   44   15                                                            
CONECT   45   17                                                            
CONECT   46   17                                                            
CONECT   47   17                                                            
CONECT   48   18                                                            
CONECT   49   19                                                            
CONECT   50   20                                                            
CONECT   51   21                                                            
CONECT   52   21                                                            
CONECT   53   22                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  110    0
END

RDKit          3D

53 55  0  0  0  0  0  0  0  0999 V2000
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    2.3458    2.4891    1.1208 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5289    3.2866    1.1846 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1736    3.2736    1.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3547   -1.1323   -2.6025 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5569   -1.5866   -1.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6096   -0.2672   -4.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5377    1.5736    1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0533   -1.7388   -3.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  2  3
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  5  4  1  0
  4  3  1  0
  9  8  2  0
  5 31  1  6
 22 53  1  0
  7 34  1  0
  7 35  1  0
  6 32  1  0
  6 33  1  0
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  3 27  1  0
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  1 25  1  0
  1 26  1  0
  4 29  1  0
  4 30  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₉NO₃

Average Mass

331.4560 Da

Monoisotopic Mass

331.21474 Da

IUPAC Name

(1S,3E,5S,10R)-1,5-dihydroxy-3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.0^{13,16}]heptadeca-3,13(16)-dien-14-one

Traditional Name

(1S,3E,5S,10R)-1,5-dihydroxy-3,17,17-trimethyl-7-methylidene-15-azatricyclo[8.5.2.0^{13,16}]heptadeca-3,13(16)-dien-14-one

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])\C([H])=C(C([H])([H])[H])\C([H])([H])[C@@]2(O[H])N([H])C(=O)C3=C2C(C([H])([H])[H])(C([H])([H])[H])[C@@]([H])(C([H])([H])C3([H])[H])C([H])([H])C([H])([H])C(=C([H])[H])C1([H])[H]

InChI Identifier

InChI=1S/C20H29NO3/c1-12-5-6-14-7-8-16-17(19(14,3)4)20(24,21-18(16)23)11-13(2)10-15(22)9-12/h10,14-15,22,24H,1,5-9,11H2,2-4H3,(H,21,23)/b13-10+/t14-,15+,20+/m1/s1

InChI Key

VUHHBGBYIFFAAI-XBKCGROWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Cespitularia taeniata	JEOL database	Shen, Y. -C., et al, J. Nat. Prod. 70, 1961 (2007)
Conglomeratusclera coerulea	LOTUS Database	35616633

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
Isoindolone
Isoindole or derivatives
Pyrroline
Carboxamide group
Lactam
Secondary carboxylic acid amide
Secondary alcohol
Alkanolamine
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Alcohol
Organonitrogen compound
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	2.07	ALOGPS
logP	2.38	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	11.07	ChemAxon
pKa (Strongest Basic)	-0.09	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.56 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	95.77 m³·mol⁻¹	ChemAxon
Polarizability	36.48 Å³	ChemAxon
Number of Rings	3	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

23311109

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24762911

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shen, Y. -C., et al. (2007). Shen, Y. -C., et al, J. Nat. Prod. 70, 1961 (2007). J. Nat. Prod..

Showing NP-Card for cespitulactam F (NP0033412)

MOL for NP0033412 (cespitulactam F)

3D MOL for NP0033412 (cespitulactam F)

3D SDF for NP0033412 (cespitulactam F)

3D-SDF for NP0033412 (cespitulactam F)

PDB for NP0033412 (cespitulactam F)

3D PDB for NP0033412 (cespitulactam F)

SMILES for NP0033412 (cespitulactam F)

INCHI for NP0033412 (cespitulactam F)

Structure for NP0033412 (cespitulactam F)

3D Structure for NP0033412 (cespitulactam F)