NP-MRD: Showing NP-Card for 9-benzyl-4,11,18,27-tetrahydroxy-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one (NP0223616)

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Record Information

Version

2.0

Created at

2022-09-06 01:45:47 UTC

Updated at

2022-09-06 01:45:48 UTC

NP-MRD ID

NP0223616

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9-benzyl-4,11,18,27-tetrahydroxy-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one

Description

9-Benzyl-2-(butan-2-yl)-4,11,18,27-tetrahydroxy-16,25-bis(propan-2-yl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]Tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. 9-benzyl-4,11,18,27-tetrahydroxy-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one is found in Lissoclinum patella. 9-Benzyl-2-(butan-2-yl)-4,11,18,27-tetrahydroxy-16,25-bis(propan-2-yl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]Tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241501492D          

 55 60  0  0  0  0            999 V2000
    0.4936    1.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8080    1.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    0.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9401    0.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291    1.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9469    1.5418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    0.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3977    0.2226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8147    0.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0683   -0.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8933   -0.3800    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1238    0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4701    0.9076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8865    0.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5401    0.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4310   -0.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0846   -1.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9754   -1.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2127   -2.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5591   -1.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6682   -0.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9957    1.5363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8138    1.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3149    0.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1309    2.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9160    2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9175    3.4826    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.1333    3.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6299    3.0595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8189    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0012    4.5851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950    5.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5504    5.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1333    5.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8593    6.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0346    6.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752    5.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4779    5.2192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8243    5.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6754    6.5341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0615    5.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9524    4.5905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1342    4.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332    5.1398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8172    3.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0321    3.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0306    2.6442    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8148    2.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182    3.0673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4079    5.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6451    5.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5171    6.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3223    5.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0080    5.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1401    5.0204    0.0000 C   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  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  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  1  0  0  0  0
 23 24  2  0  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  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
  5 48  1  0  0  0  0
 48 49  2  0  0  0  0
 45 49  1  0  0  0  0
 41 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 30 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
M  END


  Mrv1533004241501492D          

 55 60  0  0  0  0            999 V2000
    0.4936    1.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8080    1.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    0.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9401    0.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291    1.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9469    1.5418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531    0.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3977    0.2226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8147    0.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0683   -0.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8933   -0.3800    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1238    0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4701    0.9076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8865    0.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5401    0.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4310   -0.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0846   -1.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9754   -1.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2127   -2.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5591   -1.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6682   -0.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9957    1.5363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8138    1.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3149    0.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1309    2.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9160    2.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9175    3.4826    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.1333    3.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6299    3.0595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8189    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0012    4.5851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950    5.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5504    5.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1333    5.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8593    6.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0346    6.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752    5.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4779    5.2192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8243    5.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6754    6.5341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0615    5.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9524    4.5905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1342    4.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6332    5.1398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8172    3.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0321    3.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0306    2.6442    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8148    2.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182    3.0673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4079    5.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6451    5.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5171    6.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3223    5.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0080    5.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1401    5.0204    0.0000 C   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  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  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
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 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 34 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
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 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
  5 48  1  0  0  0  0
 48 49  2  0  0  0  0
 45 49  1  0  0  0  0
 41 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 30 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223616

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C1NC(=O)C2CSC(=N2)C(CC2=CC=CC=C2)NC(=O)C2=CSC(=N2)C(NC(=O)C2CCCN2C(=O)C(NC(=O)C2=CSC1=N2)C(C)C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C39H50N8O5S3/c1-7-22(6)31-38-43-27(19-55-38)33(49)45-30(21(4)5)39(52)47-15-11-14-28(47)35(51)44-29(20(2)3)37-42-25(18-54-37)32(48)40-24(16-23-12-9-8-10-13-23)36-41-26(17-53-36)34(50)46-31/h8-10,12-13,18-22,24,26,28-31H,7,11,14-17H2,1-6H3,(H,40,48)(H,44,51)(H,45,49)(H,46,50)

> <INCHI_KEY>
RGYATJKXBBMJQJ-UHFFFAOYSA-N

> <FORMULA>
C39H50N8O5S3

> <MOLECULAR_WEIGHT>
807.06

> <EXACT_MASS>
806.306630264

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
85.58195748709188

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-benzyl-2-(butan-2-yl)-16,25-bis(propan-2-yl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),8(33),12,15(32),28-pentaene-4,11,18,24,27-pentone

> <ALOGPS_LOGP>
3.94

> <JCHEM_LOGP>
4.792806208

> <ALOGPS_LOGS>
-5.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.10715845875254

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.503111301753092

> <JCHEM_PKA_STRONGEST_BASIC>
0.9837099941954859

> <JCHEM_POLAR_SURFACE_AREA>
174.85000000000002

> <JCHEM_REFRACTIVITY>
212.36080000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.97e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-benzyl-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),8(33),12,15(32),28-pentaene-4,11,18,24,27-pentone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       0.921   3.489   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.508   2.065   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.035   1.862   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.621   0.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.974   3.082   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       5.501   2.878   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.699   1.351   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.476   0.415   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       7.121   0.759   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.594  -0.707   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0       9.134  -0.709   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0       9.564   0.754   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       8.344   1.694   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      10.988   1.341   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.208   0.402   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.004  -1.125   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.225  -2.065   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.021  -3.591   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.597  -4.178   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.377  -3.238   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.581  -1.712   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      11.192   2.868   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      12.719   3.066   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      13.654   1.843   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      13.311   4.488   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.776   4.961   0.000  0.00  0.00           C+0
HETATM   27  S   UNK     0      14.779   6.501   0.000  0.00  0.00           S+0
HETATM   28  C   UNK     0      13.315   6.931   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      12.376   5.711   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      12.729   8.355   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      11.202   8.559   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      11.004  10.086   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      12.227  11.021   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       9.582  10.678   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.071  12.130   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.531  12.093   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.487  10.368   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0       8.359   9.743   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0       7.139  10.682   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       6.861  12.197   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       5.715  10.095   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0       5.511   8.569   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0       3.984   8.371   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       3.049   9.594   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       3.392   6.949   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       1.927   6.476   0.000  0.00  0.00           C+0
HETATM   47  S   UNK     0       1.924   4.936   0.000  0.00  0.00           S+0
HETATM   48  C   UNK     0       3.388   4.506   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0       4.327   5.726   0.000  0.00  0.00           N+0
HETATM   50  C   UNK     0       4.495  11.035   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       3.071  10.448   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       4.699  12.562   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      13.668   9.575   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      13.082  10.999   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      15.195   9.371   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   48                                                  
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   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   53                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   38                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   34   39                                                  
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   50                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46   49                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47    5   49                                                  
CONECT   49   48   45                                                       
CONECT   50   41   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50                                                            
CONECT   53   30   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  120    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₉H₅₀N₈O₅S₃

Average Mass

807.0600 Da

Monoisotopic Mass

806.30663 Da

IUPAC Name

9-benzyl-2-(butan-2-yl)-16,25-bis(propan-2-yl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),8(33),12,15(32),28-pentaene-4,11,18,24,27-pentone

Traditional Name

9-benzyl-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),8(33),12,15(32),28-pentaene-4,11,18,24,27-pentone

CAS Registry Number

Not Available

SMILES

CCC(C)C1NC(=O)C2CSC(=N2)C(CC2=CC=CC=C2)NC(=O)C2=CSC(=N2)C(NC(=O)C2CCCN2C(=O)C(NC(=O)C2=CSC1=N2)C(C)C)C(C)C

InChI Identifier

InChI=1S/C39H50N8O5S3/c1-7-22(6)31-38-43-27(19-55-38)33(49)45-30(21(4)5)39(52)47-15-11-14-28(47)35(51)44-29(20(2)3)37-42-25(18-54-37)32(48)40-24(16-23-12-9-8-10-13-23)36-41-26(17-53-36)34(50)46-31/h8-10,12-13,18-22,24,26,28-31H,7,11,14-17H2,1-6H3,(H,40,48)(H,44,51)(H,45,49)(H,46,50)

InChI Key

RGYATJKXBBMJQJ-UHFFFAOYSA-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
Lissoclinum patella	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

Alpha-dipeptide
Cyclic alpha peptide
Macrolactam
Alpha-amino acid or derivatives
2-heteroaryl carboxamide
Thiazolecarboxylic acid or derivatives
Monocyclic benzene moiety
Imidothiolactone
Benzenoid
Azole
Heteroaromatic compound
Pyrrolidine
Tertiary carboxylic acid amide
Thiazole
Meta-thiazoline
Carboxamide group
Lactam
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organopnictogen 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	3.94	ALOGPS
logP	4.79	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	11.5	ChemAxon
pKa (Strongest Basic)	0.98	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	174.85 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	212.36 m³·mol⁻¹	ChemAxon
Polarizability	85.58 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	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 9-benzyl-4,11,18,27-tetrahydroxy-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one (NP0223616)

MOL for NP0223616 (9-benzyl-4,11,18,27-tetrahydroxy-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one)

3D MOL for NP0223616 (9-benzyl-4,11,18,27-tetrahydroxy-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one)

3D SDF for NP0223616 (9-benzyl-4,11,18,27-tetrahydroxy-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one)

3D-SDF for NP0223616 (9-benzyl-4,11,18,27-tetrahydroxy-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one)

PDB for NP0223616 (9-benzyl-4,11,18,27-tetrahydroxy-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one)

3D PDB for NP0223616 (9-benzyl-4,11,18,27-tetrahydroxy-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one)

SMILES for NP0223616 (9-benzyl-4,11,18,27-tetrahydroxy-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one)

INCHI for NP0223616 (9-benzyl-4,11,18,27-tetrahydroxy-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one)

Structure for NP0223616 (9-benzyl-4,11,18,27-tetrahydroxy-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one)

3D Structure for NP0223616 (9-benzyl-4,11,18,27-tetrahydroxy-16,25-diisopropyl-2-(sec-butyl)-7,14,30-trithia-3,10,17,23,26,31,32,33-octaazapentacyclo[26.2.1.1⁵,⁸.1¹²,¹⁵.0¹⁹,²³]tritriaconta-1(31),3,8(33),10,12,15(32),17,26,28-nonaen-24-one)