NP-MRD: Showing NP-Card for (2s,8s,11s,12r,15r,22s,25r)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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 (NP0220236)

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Record Information

Version

1.0

Created at

2022-09-05 21:29:27 UTC

Updated at

2022-09-05 21:29:27 UTC

NP-MRD ID

NP0220236

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,8s,11s,12r,15r,22s,25r)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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

(2S,8S,11S,12R,15R,22S,25R)-15-benzyl-10,17,24-trihydroxy-12-methyl-8,22-bis(propan-2-yl)-13-oxa-20,27-dithia-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 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,11s,12r,15r,22s,25r)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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 (2S,8S,11S,12R,15R,22S,25R)-15-benzyl-10,17,24-trihydroxy-12-methyl-8,22-bis(propan-2-yl)-13-oxa-20,27-dithia-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

MOL SDF PDB SMILES InChI


  Mrv1652309052223292D          

 48 53  0  0  1  0            999 V2000
    0.8099    1.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6017    0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7970    0.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1983    1.4059    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9901    1.1742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0637    0.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3888   -0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8121    0.0053    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4869    0.4799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1752    0.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9033   -0.7636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0784   -0.7755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6032   -1.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9133    0.3938    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6016   -0.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5519   -0.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2402   -1.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1905   -2.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4524   -2.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7641   -2.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8138   -1.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9630    1.2173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7477    1.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3605    0.9196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9196    2.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6216    2.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4264    3.5137    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5970    3.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3067    2.8311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0733    4.2408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3635    5.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8399    5.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1775    5.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2594    4.1060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366    4.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2387    5.5348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0117    4.8025    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4329    5.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6949    5.0218    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7921    4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6096    4.0821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871    3.5408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4644    3.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684    2.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8898    2.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996    2.7773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0031    2.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1784    2.1831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  4  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  6  0  0  0
 10 14  1  0  0  0  0
 14 15  1  6  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
 14 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  4  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 25 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 30 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  4  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 37 41  1  1  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 42 46  1  1  0  0  0
 46 47  1  0  0  0  0
  4 47  1  0  0  0  0
 47 48  2  0  0  0  0
M  END


  Mrv1652309052223292D          

 48 53  0  0  1  0            999 V2000
    0.8099    1.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6017    0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7970    0.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1983    1.4059    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9901    1.1742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0637    0.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3888   -0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8121    0.0053    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4869    0.4799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1752    0.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9033   -0.7636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0784   -0.7755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6032   -1.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9133    0.3938    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6016   -0.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5519   -0.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2402   -1.3393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1905   -2.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4524   -2.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7641   -2.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8138   -1.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9630    1.2173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7477    1.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3605    0.9196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9196    2.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6216    2.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4264    3.5137    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5970    3.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3067    2.8311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0733    4.2408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3635    5.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8399    5.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1775    5.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2594    4.1060    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366    4.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2387    5.5348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0117    4.8025    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4329    5.3905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6949    5.0218    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7921    4.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6096    4.0821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871    3.5408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4644    3.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684    2.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8898    2.4633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996    2.7773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0031    2.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1784    2.1831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  4  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  6  0  0  0
 10 14  1  0  0  0  0
 14 15  1  6  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
 14 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  4  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 25 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 30 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  4  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 37 41  1  1  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 42 46  1  1  0  0  0
 46 47  1  0  0  0  0
  4 47  1  0  0  0  0
 47 48  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0220236

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@@H]1N=C(O)[C@@H]2CSC(=N2)[C@@H]2CCCN2C(=O)[C@@H](N=C(O)[C@H]2N=C(O[C@@H]2C)[C@@H](CC2=CC=CC=C2)N=C(O)C2=CSC1=N2)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C34H43N7O5S2/c1-17(2)25-33-37-22(16-48-33)28(42)35-21(14-20-10-7-6-8-11-20)31-40-27(19(5)46-31)30(44)39-26(18(3)4)34(45)41-13-9-12-24(41)32-36-23(15-47-32)29(43)38-25/h6-8,10-11,16-19,21,23-27H,9,12-15H2,1-5H3,(H,35,42)(H,38,43)(H,39,44)/t19-,21-,23+,24+,25+,26+,27+/m1/s1

> <INCHI_KEY>
HZAZEDLRNHGRDX-JTGCAEPDSA-N

> <FORMULA>
C34H43N7O5S2

> <MOLECULAR_WEIGHT>
693.88

> <EXACT_MASS>
693.276709861

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
73.36835021799969

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,8S,11S,12R,15R,22S,25R)-15-benzyl-10,17,24-trihydroxy-12-methyl-8,22-bis(propan-2-yl)-13-oxa-20,27-dithia-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>
4.888190638743172

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.056914747516967

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8606899981124259

> <JCHEM_PKA_STRONGEST_BASIC>
3.8466046071848794

> <JCHEM_POLAR_SURFACE_AREA>
164.92000000000002

> <JCHEM_REFRACTIVITY>
183.35580000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,8S,11S,12R,15R,22S,25R)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       1.512   1.993   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.990   1.561   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.354   0.064   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.103   2.624   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.581   2.192   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.719   0.658   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.459  -0.228   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       7.116   0.010   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       8.376   0.896   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       9.660   0.047   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.153  -1.425   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.613  -1.448   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.726  -2.707   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.038   0.735   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.323  -0.114   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.230  -1.651   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.515  -2.500   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.422  -4.037   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.045  -4.725   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.760  -3.877   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.852  -2.339   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      11.131   2.272   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      12.596   2.748   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      13.740   1.717   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      12.917   4.254   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.227   5.063   0.000  0.00  0.00           C+0
HETATM   27  S   UNK     0      13.863   6.559   0.000  0.00  0.00           S+0
HETATM   28  C   UNK     0      12.314   6.726   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      11.773   5.285   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      11.337   7.916   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.879   9.358   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.901  10.548   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.398   9.609   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       9.818   7.665   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       9.028   8.987   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       9.779  10.332   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       7.488   8.965   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.408  10.062   0.000  0.00  0.00           C+0
HETATM   39  S   UNK     0       5.030   9.374   0.000  0.00  0.00           S+0
HETATM   40  C   UNK     0       5.212   7.827   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0       6.738   7.620   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0       4.269   6.610   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.734   6.495   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.368   4.999   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.528   4.598   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0       4.853   5.184   0.000  0.00  0.00           N+0
HETATM   47  C   UNK     0       3.739   4.121   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       2.200   4.075   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   47                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11    8   13                                                  
CONECT   13   12                                                            
CONECT   14   10   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                                                       
CONECT   22   14   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28   25                                                       
CONECT   30   28   31   34                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   30   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   41                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40   37                                                       
CONECT   42   40   43   46                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   42   47                                                  
CONECT   47   46    4   48                                                  
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  106    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₄₃N₇O₅S₂

Average Mass

693.8800 Da

Monoisotopic Mass

693.27671 Da

IUPAC Name

Traditional Name

(2S,8S,11S,12R,15R,22S,25R)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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

CC(C)[C@@H]1N=C(O)[C@@H]2CSC(=N2)[C@@H]2CCCN2C(=O)[C@@H](N=C(O)[C@H]2N=C(O[C@@H]2C)[C@@H](CC2=CC=CC=C2)N=C(O)C2=CSC1=N2)C(C)C

InChI Identifier

InChI=1S/C34H43N7O5S2/c1-17(2)25-33-37-22(16-48-33)28(42)35-21(14-20-10-7-6-8-11-20)31-40-27(19(5)46-31)30(44)39-26(18(3)4)34(45)41-13-9-12-24(41)32-36-23(15-47-32)29(43)38-25/h6-8,10-11,16-19,21,23-27H,9,12-15H2,1-5H3,(H,35,42)(H,38,43)(H,39,44)/t19-,21-,23+,24+,25+,26+,27+/m1/s1

InChI Key

HZAZEDLRNHGRDX-JTGCAEPDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

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
Macrolactam
Alpha-amino acid or derivatives
2-heteroaryl carboxamide
Thiazolecarboxylic acid or derivatives
Monocyclic benzene moiety
Imidothiolactone
Benzenoid
Azole
Heteroaromatic compound
Oxazoline
Pyrrolidine
Tertiary carboxylic acid amide
Meta-thiazoline
Thiazole
Carboxamide group
Imido ester
Lactam
Secondary carboxylic acid amide
Azacycle
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organic oxide
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	4.89	ChemAxon
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	3.85	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	164.92 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	183.36 m³·mol⁻¹	ChemAxon
Polarizability	73.37 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

8592695

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10417263

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,11s,12r,15r,22s,25r)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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 (NP0220236)

MOL for NP0220236 ((2s,8s,11s,12r,15r,22s,25r)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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 NP0220236 ((2s,8s,11s,12r,15r,22s,25r)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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 NP0220236 ((2s,8s,11s,12r,15r,22s,25r)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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 NP0220236 ((2s,8s,11s,12r,15r,22s,25r)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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 NP0220236 ((2s,8s,11s,12r,15r,22s,25r)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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 NP0220236 ((2s,8s,11s,12r,15r,22s,25r)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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 NP0220236 ((2s,8s,11s,12r,15r,22s,25r)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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 NP0220236 ((2s,8s,11s,12r,15r,22s,25r)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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 NP0220236 ((2s,8s,11s,12r,15r,22s,25r)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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 NP0220236 ((2s,8s,11s,12r,15r,22s,25r)-15-benzyl-10,17,24-trihydroxy-8,22-diisopropyl-12-methyl-13-oxa-20,27-dithia-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)