NP-MRD: Showing NP-Card for (2s,8s,11r,15s,22s)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1¹¹,¹⁴.1¹⁸,²¹.0²,⁶]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one (NP0291707)

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Record Information

Version

2.0

Created at

2022-09-09 22:53:58 UTC

Updated at

2022-09-09 22:53:58 UTC

NP-MRD ID

NP0291707

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,8s,11r,15s,22s)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1¹¹,¹⁴.1¹⁸,²¹.0²,⁶]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one

Description

Mayotamide A belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. (2s,8s,11r,15s,22s)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1¹¹,¹⁴.1¹⁸,²¹.0²,⁶]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one is found in Didemnum molle. Based on a literature review very few articles have been published on Mayotamide A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102200532D          

 45 49  0  0  1  0            999 V2000
    1.1272    1.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6495    0.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4637    0.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9860    0.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7556    1.6810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5699    1.8139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9911    1.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5874    0.3851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8160    1.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3934    0.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1323    0.8925    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0370    1.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2197    1.8342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5434    2.3726    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3662    2.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5640    3.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8304    3.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2334    2.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5253    3.0912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  5 44  1  0  0  0  0
 44 45  2  0  0  0  0
 41 45  1  0  0  0  0
M  END

     RDKit          3D

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    3.5628    0.5427   -0.9214 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4712    0.3653    0.2373 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3873    1.6019    0.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309102200532D          

 45 49  0  0  1  0            999 V2000
    1.1272    1.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6495    0.7764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4637    0.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9860    0.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7556    1.6810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5699    1.8139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9911    1.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5874    0.3851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8160    1.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3934    0.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1323    0.8925    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0370    1.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2197    1.8342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5434    2.3726    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3662    2.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5640    3.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0303    3.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2326    3.1368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8304    3.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6551    3.7278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6369    4.5073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2348    5.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0413    5.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0260    4.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8457    4.7408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7739    5.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4498    6.0357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0263    5.9114    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7617    6.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9368    6.6827    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6631    5.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3504    5.4384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9242    5.5276    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2369    5.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2885    6.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0273    7.1744    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    7.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8727    4.7042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0874    4.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4758    5.0051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137    3.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2107    3.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042    2.4111    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2334    2.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5253    3.0912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  9 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  4  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 28 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 33 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  4  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
  5 44  1  0  0  0  0
 44 45  2  0  0  0  0
 41 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0291707

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)[C@@H]1N=C(O)C2CSC(=N2)[C@@H]2CCCN2C(=O)[C@@H](N=C(O)[C@@H]2CSC(=N2)[C@H](CCSC)N=C(O)C2=CSC1=N2)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C30H43N7O4S4/c1-6-16(4)23-29-34-18(14-45-29)24(38)31-17(9-11-42-5)27-32-19(12-43-27)25(39)35-22(15(2)3)30(41)37-10-7-8-21(37)28-33-20(13-44-28)26(40)36-23/h14-17,19-23H,6-13H2,1-5H3,(H,31,38)(H,35,39)(H,36,40)/t16?,17-,19-,20?,21-,22-,23-/m0/s1

> <INCHI_KEY>
LSEYSXPYKIZRFF-CFISBECPSA-N

> <FORMULA>
C30H43N7O4S4

> <MOLECULAR_WEIGHT>
693.96

> <EXACT_MASS>
693.225937589

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
71.99663607648475

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,8S,11R,15S,22S)-22-(butan-2-yl)-10,17,24-trihydroxy-15-[2-(methylsulfanyl)ethyl]-8-(propan-2-yl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1^{11,14}.1^{18,21}.0^{2,6}]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one

> <JCHEM_LOGP>
4.466146587105155

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.294962640132987

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.229935102115273

> <JCHEM_PKA_STRONGEST_BASIC>
3.9733811967451342

> <JCHEM_POLAR_SURFACE_AREA>
155.69

> <JCHEM_REFRACTIVITY>
182.23769999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,8S,11R,15S,22S)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1^{11,14}.1^{18,21}.0^{2,6}]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       2.104   2.641   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.079   1.449   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.599   1.697   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.574   0.505   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.144   3.138   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       6.664   3.386   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       7.450   2.062   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.696   0.719   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.990   2.081   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.068   0.981   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0      11.447   1.666   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0      11.269   3.213   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       9.743   3.424   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      12.214   4.429   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.750   4.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.119   6.035   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.123   6.544   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      11.634   5.855   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      12.750   6.917   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      14.289   6.959   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      12.389   8.414   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.505   9.475   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.144  10.972   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.982   9.039   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      10.912   8.849   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      10.778  10.384   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.040  11.267   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       9.382  11.035   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.889  12.493   0.000  0.00  0.00           C+0
HETATM   30  S   UNK     0       7.349  12.474   0.000  0.00  0.00           S+0
HETATM   31  C   UNK     0       6.838  11.003   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0       8.121  10.152   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0       5.459  10.318   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.176  11.170   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.272  12.707   0.000  0.00  0.00           C+0
HETATM   36  S   UNK     0       5.651  13.392   0.000  0.00  0.00           S+0
HETATM   37  C   UNK     0       5.747  14.929   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0       5.362   8.781   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0       3.896   8.309   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       2.755   9.343   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       3.572   6.804   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.260   5.998   0.000  0.00  0.00           C+0
HETATM   43  S   UNK     0       2.621   4.501   0.000  0.00  0.00           S+0
HETATM   44  C   UNK     0       4.169   4.330   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0       4.714   5.770   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   44                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12    9                                                       
CONECT   14   12   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   25                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   21   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   32                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31   28                                                       
CONECT   33   31   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36                                                            
CONECT   38   33   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   45                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43    5   45                                                  
CONECT   45   44   41                                                       
MASTER        0    0    0    0    0    0    0    0   45    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₃N₇O₄S₄

Average Mass

693.9600 Da

Monoisotopic Mass

693.22594 Da

IUPAC Name

(2S,8S,11R,15S,22S)-22-(butan-2-yl)-10,17,24-trihydroxy-15-[2-(methylsulfanyl)ethyl]-8-(propan-2-yl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1^{11,14}.1^{18,21}.0^{2,6}]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one

Traditional Name

(2S,8S,11R,15S,22S)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1^{11,14}.1^{18,21}.0^{2,6}]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one

CAS Registry Number

Not Available

SMILES

CCC(C)[C@@H]1N=C(O)C2CSC(=N2)[C@@H]2CCCN2C(=O)[C@@H](N=C(O)[C@@H]2CSC(=N2)[C@H](CCSC)N=C(O)C2=CSC1=N2)C(C)C

InChI Identifier

InChI=1S/C30H43N7O4S4/c1-6-16(4)23-29-34-18(14-45-29)24(38)31-17(9-11-42-5)27-32-19(12-43-27)25(39)35-22(15(2)3)30(41)37-10-7-8-21(37)28-33-20(13-44-28)26(40)36-23/h14-17,19-23H,6-13H2,1-5H3,(H,31,38)(H,35,39)(H,36,40)/t16?,17-,19-,20?,21-,22-,23-/m0/s1

InChI Key

LSEYSXPYKIZRFF-CFISBECPSA-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
Didemnum molle	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Cyclic alpha peptide
Alpha-amino acid or derivatives
Imidothiolactone
Heteroaromatic compound
Cyclic carboximidic acid
Meta-thiazoline
Thiazole
Tertiary carboxylic acid amide
Pyrrolidine
Azole
Lactam
Carboxamide group
Azacycle
Organoheterocyclic compound
Dialkylthioether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Thioether
Polyol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	4.47	ChemAxon
pKa (Strongest Acidic)	2.23	ChemAxon
pKa (Strongest Basic)	3.97	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	155.69 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	182.24 m³·mol⁻¹	ChemAxon
Polarizability	72 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

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KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

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METLIN ID

Not Available

PubChem Compound

100916131

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,8s,11r,15s,22s)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1¹¹,¹⁴.1¹⁸,²¹.0²,⁶]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one (NP0291707)

MOL for NP0291707 ((2s,8s,11r,15s,22s)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1¹¹,¹⁴.1¹⁸,²¹.0²,⁶]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one)

3D MOL for NP0291707 ((2s,8s,11r,15s,22s)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1¹¹,¹⁴.1¹⁸,²¹.0²,⁶]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one)

3D SDF for NP0291707 ((2s,8s,11r,15s,22s)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1¹¹,¹⁴.1¹⁸,²¹.0²,⁶]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one)

3D-SDF for NP0291707 ((2s,8s,11r,15s,22s)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1¹¹,¹⁴.1¹⁸,²¹.0²,⁶]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one)

PDB for NP0291707 ((2s,8s,11r,15s,22s)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1¹¹,¹⁴.1¹⁸,²¹.0²,⁶]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one)

3D PDB for NP0291707 ((2s,8s,11r,15s,22s)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1¹¹,¹⁴.1¹⁸,²¹.0²,⁶]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one)

SMILES for NP0291707 ((2s,8s,11r,15s,22s)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1¹¹,¹⁴.1¹⁸,²¹.0²,⁶]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one)

INCHI for NP0291707 ((2s,8s,11r,15s,22s)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1¹¹,¹⁴.1¹⁸,²¹.0²,⁶]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one)

Structure for NP0291707 ((2s,8s,11r,15s,22s)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1¹¹,¹⁴.1¹⁸,²¹.0²,⁶]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one)

3D Structure for NP0291707 ((2s,8s,11r,15s,22s)-10,17,24-trihydroxy-8-isopropyl-15-[2-(methylsulfanyl)ethyl]-22-(sec-butyl)-13,20,27-trithia-6,9,16,23,28,29,30-heptaazapentacyclo[23.2.1.1¹¹,¹⁴.1¹⁸,²¹.0²,⁶]triaconta-1(28),9,14(30),16,18,21(29),23-heptaen-7-one)