Np mrd loader

Showing NP-Card for Cyclosquamosin B (NP0333948)

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Record Information
Version2.0
Created at2024-09-09 21:23:23 UTC
Updated at2024-09-09 21:23:24 UTC
NP-MRD IDNP0333948
Secondary Accession NumbersNone
Natural Product Identification
Common NameCyclosquamosin B
DescriptionConstituent of the seeds of Annona squamosa (sugar apple). Cyclosquamosin B is found in fruits.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0333948 (Cyclosquamosin B)


  Mrv1533007131513502D          

 68 70  0  0  1  0            999 V2000
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M  END
Download

3D MOL for NP0333948 (Cyclosquamosin B)

Download
3D SDF for NP0333948 (Cyclosquamosin B)

  Mrv1533007131513502D          

 68 70  0  0  1  0            999 V2000
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M  END
> <DATABASE_ID>
NP0333948

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](C)(O)[C@]1([H])N=C(O)[C@@]([H])(N=C(O)[C@]2([H])CCCN2C(=O)[C@]2([H])CCCN2C(=O)[C@]([H])(CCC(O)=N)N=C(O)[C@]([H])(CCSC)N=C(O)[C@]([H])(CC(C)C)N=C(O)CN(C)C1=O)[C@]([H])(C)CC

> <INCHI_IDENTIFIER>
InChI=1S/C39H65N9O10S/c1-8-22(4)31-36(55)45-32(23(5)49)39(58)46(6)20-30(51)41-26(19-21(2)3)34(53)42-24(15-18-59-7)33(52)43-25(13-14-29(40)50)37(56)48-17-10-12-28(48)38(57)47-16-9-11-27(47)35(54)44-31/h21-28,31-32,49H,8-20H2,1-7H3,(H2,40,50)(H,41,51)(H,42,53)(H,43,52)(H,44,54)(H,45,55)/t22-,23+,24+,25+,26+,27+,28+,31+,32+/m1/s1

> <INCHI_KEY>
KWUHGHLCSWZXRH-XQJMZRAESA-N

> <FORMULA>
C39H65N9O10S

> <MOLECULAR_WEIGHT>
852.06

> <EXACT_MASS>
851.457510503

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
124

> <JCHEM_AVERAGE_POLARIZABILITY>
89.8138684336292

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(3S,9S,12S,15S,21S,24S,27S)-24-[(2R)-butan-2-yl]-11,14,17,23,26-pentahydroxy-21-[(1S)-1-hydroxyethyl]-19-methyl-15-(2-methylpropyl)-12-[2-(methylsulfanyl)ethyl]-2,8,20-trioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,22,25-pentaen-9-yl]propanimidic acid

> <ALOGPS_LOGP>
1.12

> <JCHEM_LOGP>
-0.5290553379376384

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.242832303614315

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.6116884260539113

> <JCHEM_PKA_STRONGEST_BASIC>
12.60526041565657

> <JCHEM_POLAR_SURFACE_AREA>
288.18999999999994

> <JCHEM_REFRACTIVITY>
230.63930000000013

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(3S,9S,12S,15S,21S,24S,27S)-24-[(2R)-butan-2-yl]-11,14,17,23,26-pentahydroxy-21-[(1S)-1-hydroxyethyl]-19-methyl-15-(2-methylpropyl)-12-[2-(methylsulfanyl)ethyl]-2,8,20-trioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,22,25-pentaen-9-yl]propanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0333948 (Cyclosquamosin B)
Download
PDB for NP0333948 (Cyclosquamosin B)
HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       2.794 -12.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.119  -2.748   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.956  -1.187   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.918  -9.925   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.689 -12.409   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.037  -6.756   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.008   3.957   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.233 -11.993   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.165  -4.407   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.836  -0.074   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.160  -5.947   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.922  -1.166   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.981   1.404   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.229   2.305   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.939   0.369   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.469  -3.316   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.055  -0.924   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.693   1.890   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.686  -3.841   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.678  -7.567   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.587  -2.592   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.479 -10.473   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.441 -11.507   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.745  -0.604   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.137  -0.128   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.154  -3.685   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.694  -6.418   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.218  -2.536   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.073   3.838   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.225  -6.127   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.285  -9.500   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.597  -9.975   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.306  -0.056   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.523  -2.280   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.063  -7.823   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.846 -10.047   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.542  -0.759   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.765  -3.976   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.002  -9.345   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0       1.668   4.468   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0      -3.252  -4.934   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      -1.991  -2.124   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0       0.888  -1.029   0.000  0.00  0.00           N+0
HETATM   44  N   UNK     0       3.531  -7.979   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0       0.652  -9.074   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0      -2.158  -7.812   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0       4.792  -5.170   0.000  0.00  0.00           N+0
HETATM   48  N   UNK     0       3.698  -2.291   0.000  0.00  0.00           N+0
HETATM   49  O   UNK     0       0.964 -12.138   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       4.322   4.739   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -5.746  -5.882   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -0.060   1.464   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      -4.424  -1.031   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       5.964  -9.072   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       1.600 -11.567   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       4.451   0.484   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       7.287  -3.740   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      -3.250 -10.246   0.000  0.00  0.00           O+0
HETATM   59  S   UNK     0      -1.254   2.437   0.000  0.00  0.00           S+0
HETATM   60  H   UNK     0       5.673 -11.445   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.845 -10.877   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.185  -1.151   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.732   0.503   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      -4.785  -5.090   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0       6.721  -7.566   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0       6.756  -2.622   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0       4.725  -8.952   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0       0.808 -10.606   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2   21                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   23                                                            
CONECT    6   46                                                            
CONECT    7   59                                                            
CONECT    8    1   22                                                       
CONECT    9   11   16                                                       
CONECT   10   12   17                                                       
CONECT   11    9   27                                                       
CONECT   12   10   28                                                       
CONECT   13   14   25                                                       
CONECT   14   13   29                                                       
CONECT   15   18   24                                                       
CONECT   16    9   47                                                       
CONECT   17   10   48                                                       
CONECT   18   15   59                                                       
CONECT   19   21   26                                                       
CONECT   20   30   46                                                       
CONECT   21    2    3   19                                                  
CONECT   22    4    8   31   60                                             
CONECT   23    5   32   49   61                                             
CONECT   24   15   33   42   62                                             
CONECT   25   13   37   43   63                                             
CONECT   26   19   34   41   64                                             
CONECT   27   11   35   47   65                                             
CONECT   28   12   38   48   66                                             
CONECT   29   14   40   50                                                  
CONECT   30   20   41   51                                                  
CONECT   31   22   36   44   67                                             
CONECT   32   23   39   45   68                                             
CONECT   33   24   43   52                                                  
CONECT   34   26   42   53                                                  
CONECT   35   27   44   54                                                  
CONECT   36   31   45   55                                                  
CONECT   37   25   48   56                                                  
CONECT   38   28   47   57                                                  
CONECT   39   32   46   58                                                  
CONECT   40   29                                                            
CONECT   41   26   30                                                       
CONECT   42   24   34                                                       
CONECT   43   25   33                                                       
CONECT   44   31   35                                                       
CONECT   45   32   36                                                       
CONECT   46    6   20   39                                                  
CONECT   47   16   27   38                                                  
CONECT   48   17   28   37                                                  
CONECT   49   23                                                            
CONECT   50   29                                                            
CONECT   51   30                                                            
CONECT   52   33                                                            
CONECT   53   34                                                            
CONECT   54   35                                                            
CONECT   55   36                                                            
CONECT   56   37                                                            
CONECT   57   38                                                            
CONECT   58   39                                                            
CONECT   59    7   18                                                       
CONECT   60   22                                                            
CONECT   61   23                                                            
CONECT   62   24                                                            
CONECT   63   25                                                            
CONECT   64   26                                                            
CONECT   65   27                                                            
CONECT   66   28                                                            
CONECT   67   31                                                            
CONECT   68   32                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  140    0
END

Download
3D PDB for NP0333948 (Cyclosquamosin B)
Download
SMILES for NP0333948 (Cyclosquamosin B)
[H][C@@](C)(O)[C@]1([H])N=C(O)[C@@]([H])(N=C(O)[C@]2([H])CCCN2C(=O)[C@]2([H])CCCN2C(=O)[C@]([H])(CCC(O)=N)N=C(O)[C@]([H])(CCSC)N=C(O)[C@]([H])(CC(C)C)N=C(O)CN(C)C1=O)[C@]([H])(C)CC
Download
INCHI for NP0333948 (Cyclosquamosin B)
InChI=1S/C39H65N9O10S/c1-8-22(4)31-36(55)45-32(23(5)49)39(58)46(6)20-30(51)41-26(19-21(2)3)34(53)42-24(15-18-59-7)33(52)43-25(13-14-29(40)50)37(56)48-17-10-12-28(48)38(57)47-16-9-11-27(47)35(54)44-31/h21-28,31-32,49H,8-20H2,1-7H3,(H2,40,50)(H,41,51)(H,42,53)(H,43,52)(H,44,54)(H,45,55)/t22-,23+,24+,25+,26+,27+,28+,31+,32+/m1/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC39H65N9O10S
Average Mass852.0600 Da
Monoisotopic Mass851.45751 Da
IUPAC Name3-[(3S,9S,12S,15S,21S,24S,27S)-24-[(2R)-butan-2-yl]-11,14,17,23,26-pentahydroxy-21-[(1S)-1-hydroxyethyl]-19-methyl-15-(2-methylpropyl)-12-[2-(methylsulfanyl)ethyl]-2,8,20-trioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,22,25-pentaen-9-yl]propanimidic acid
Traditional Name3-[(3S,9S,12S,15S,21S,24S,27S)-24-[(2R)-butan-2-yl]-11,14,17,23,26-pentahydroxy-21-[(1S)-1-hydroxyethyl]-19-methyl-15-(2-methylpropyl)-12-[2-(methylsulfanyl)ethyl]-2,8,20-trioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,22,25-pentaen-9-yl]propanimidic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](C)(O)[C@]1([H])N=C(O)[C@@]([H])(N=C(O)[C@]2([H])CCCN2C(=O)[C@]2([H])CCCN2C(=O)[C@]([H])(CCC(O)=N)N=C(O)[C@]([H])(CCSC)N=C(O)[C@]([H])(CC(C)C)N=C(O)CN(C)C1=O)[C@]([H])(C)CC
InChI Identifier
InChI=1S/C39H65N9O10S/c1-8-22(4)31-36(55)45-32(23(5)49)39(58)46(6)20-30(51)41-26(19-21(2)3)34(53)42-24(15-18-59-7)33(52)43-25(13-14-29(40)50)37(56)48-17-10-12-28(48)38(57)47-16-9-11-27(47)35(54)44-31/h21-28,31-32,49H,8-20H2,1-7H3,(H2,40,50)(H,41,51)(H,42,53)(H,43,52)(H,44,54)(H,45,55)/t22-,23+,24+,25+,26+,27+,28+,31+,32+/m1/s1
InChI KeyKWUHGHLCSWZXRH-XQJMZRAESA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentOligopeptides  
Alternative Parents
Substituents
  • Alpha-oligopeptide
    • 

  • Macrolactam
    • 

  • Alpha-amino acid or derivatives
    • 

  • Fatty amide
    • 

  • Fatty acyl
    • 

  • Pyrrolidine
    • 

  • Tertiary carboxylic acid amide
    • 

  • Carboxamide group
    • 

  • Lactam
    • 

  • Primary carboxylic acid amide
    • 

  • Secondary alcohol
    • 

  • Secondary carboxylic acid amide
    • 

  • Thioether
    • 

  • Sulfenyl compound
    • 

  • Dialkylthioether
    • 

  • Organoheterocyclic compound
    • 

  • Azacycle
    • 

  • Hydrocarbon derivative
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Organic nitrogen compound
    • 

  • Organosulfur compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.12ALOGPS
logP-0.53ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)-0.61ChemAxon
pKa (Strongest Basic)12.61ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area288.19 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity230.64 m³·mol⁻¹ChemAxon
Polarizability89.81 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012180  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound56671522  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available