NP-MRD: Showing NP-Card for Iturin A8 (NP0332387)

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Record Information

Version

2.0

Created at

2024-01-19 08:14:51 UTC

Updated at

2024-05-02 11:01:51 UTC

NP-MRD ID

NP0332387

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Iturin A8

Description

Based on a literature review very few articles have been published on Iturin A8.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01192408142D          

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M  END


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 20 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 19 33  1  0  0  0  0
 18 34  2  0  0  0  0
 17 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 15 40  2  0  0  0  0
  8 41  2  0  0  0  0
  7 42  1  6  0  0  0
 42 43  1  0  0  0  0
 44 43  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 48 47  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 51 50  1  0  0  0  0
 51 52  1  0  0  0  0
 28 52  1  0  0  0  0
 51 53  1  1  0  0  0
 53 54  1  0  0  0  0
 50 55  2  0  0  0  0
 48 56  1  6  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 66 68  1  0  0  0  0
 68 69  1  0  0  0  0
 46 70  2  0  0  0  0
 44 71  1  1  0  0  0
 71 72  1  0  0  0  0
 72 73  1  0  0  0  0
 72 74  2  0  0  0  0
 43 75  2  0  0  0  0
  5 76  1  0  0  0  0
 76 77  2  0  0  0  0
  2 77  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332387

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)CCCCCCCCCC[C@@H]1CC(=O)N[C@@H](CC(N)=O)C(=O)N[C@H](CC2=CC=C(O)C=C2)C(=O)N[C@H](CC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N2CCC[C@H]2C(=O)N[C@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C51H80N12O14/c1-3-29(2)13-10-8-6-4-5-7-9-11-14-31-24-44(70)57-35(25-41(53)67)46(72)59-34(23-30-16-18-32(65)19-17-30)45(71)60-36(26-42(54)68)47(73)58-33(20-21-40(52)66)51(77)63-22-12-15-39(63)50(76)61-37(27-43(55)69)48(74)62-38(28-64)49(75)56-31/h16-19,29,31,33-39,64-65H,3-15,20-28H2,1-2H3,(H2,52,66)(H2,53,67)(H2,54,68)(H2,55,69)(H,56,75)(H,57,70)(H,58,73)(H,59,72)(H,60,71)(H,61,76)(H,62,74)/t29?,31-,33+,34?,35+,36-,37?,38+,39+/m1/s1

> <INCHI_KEY>
SYWSRNVDWIDEAD-QSYHCZKJSA-N

> <FORMULA>
C51H80N12O14

> <MOLECULAR_WEIGHT>
1085.271

> <EXACT_MASS>
1084.591695304

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
157

> <JCHEM_AVERAGE_POLARIZABILITY>
113.1218996833809

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(3R,6S,9R,13S,16R,19R,22S,27aS)-3,13,19-tris(carbamoylmethyl)-6-(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-9-(11-methyltridecyl)-1,4,7,11,14,17,20,23-octaoxo-hexacosahydro-1H-pyrrolo[2,1-i]1,4,7,10,13,16,19,22-octaazacyclopentacosan-22-yl]propanamide

> <JCHEM_LOGP>
-3.435371886333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.343497966436558

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.496528825789037

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8443920553902426

> <JCHEM_POLAR_SURFACE_AREA>
436.8299999999998

> <JCHEM_REFRACTIVITY>
274.70520000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-[(3R,6S,9R,13S,16R,19R,22S,27aS)-3,13,19-tris(carbamoylmethyl)-6-(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-9-(11-methyltridecyl)-1,4,7,11,14,17,20,23-octaoxo-octadecahydro-2H-pyrrolo[2,1-i]1,4,7,10,13,16,19,22-octaazacyclopentacosan-22-yl]propanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-JAN-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JAN-24         0                                  
HETATM    1  O   UNK     0      11.466  -6.480   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      10.435  -5.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.929  -5.656   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.898  -4.511   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.374  -3.047   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.344  -1.902   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.820  -0.438   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.486  -1.208   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       5.152  -0.438   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       3.819  -1.208   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.819  -2.748   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.485  -3.518   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       2.485  -5.058   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       1.151  -2.748   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.485  -0.438   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.151  -1.208   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -0.182  -0.438   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.256   1.246   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -1.286   2.390   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -0.516   3.724   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.990   3.404   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       2.485   4.182   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       3.819   3.412   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.819   4.952   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.485   5.722   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       1.151   4.952   0.000  0.00  0.00           N+0
HETATM   27  O   UNK     0       2.485   7.262   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.152   4.182   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.152   5.722   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       1.198   1.878   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.547   4.868   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.953   4.242   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.792   2.710   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       1.280   1.360   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -1.499  -1.237   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.466  -2.776   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.782  -3.575   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      -2.749  -5.115   0.000  0.00  0.00           N+0
HETATM   39  O   UNK     0      -4.132  -2.834   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.485   1.102   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       6.486  -2.748   0.000  0.00  0.00           O+0
HETATM   42  N   UNK     0       9.153  -1.208   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0      10.487  -0.438   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.821  -1.208   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      13.154  -0.438   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0      13.154   1.102   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      11.821   1.872   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      11.821   3.412   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0      10.487   4.182   0.000  0.00  0.00           N+0
HETATM   50  C   UNK     0       9.153   3.412   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       7.820   4.182   0.000  0.00  0.00           C+0
HETATM   52  N   UNK     0       6.486   3.412   0.000  0.00  0.00           N+0
HETATM   53  C   UNK     0       7.820   5.722   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       9.153   6.492   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       9.153   1.872   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      13.154   4.182   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      14.488   3.412   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      15.822   4.182   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      17.155   3.412   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      18.489   4.182   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      19.823   3.412   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      21.156   4.182   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      22.490   3.412   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      23.824   4.182   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      25.157   3.412   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      26.491   4.182   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      26.491   5.722   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      27.825   3.412   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      29.159   4.182   0.000  0.00  0.00           C+0
HETATM   70  O   UNK     0      14.488   1.872   0.000  0.00  0.00           O+0
HETATM   71  C   UNK     0      11.821  -2.748   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      13.154  -3.518   0.000  0.00  0.00           C+0
HETATM   73  N   UNK     0      14.488  -2.748   0.000  0.00  0.00           N+0
HETATM   74  O   UNK     0      13.154  -5.058   0.000  0.00  0.00           O+0
HETATM   75  O   UNK     0      10.487   1.102   0.000  0.00  0.00           O+0
HETATM   76  C   UNK     0       9.881  -2.727   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      10.911  -3.871   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   77                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   76                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   42                                                  
CONECT    8    7    9   41                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16   40                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   35                                                  
CONECT   18   17   19   34                                                  
CONECT   19   18   20   33                                                  
CONECT   20   19   21   31                                                  
CONECT   21   20   22   30                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   23   29   52                                                  
CONECT   29   28                                                            
CONECT   30   21                                                            
CONECT   31   20   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   19                                                       
CONECT   34   18                                                            
CONECT   35   17   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   15                                                            
CONECT   41    8                                                            
CONECT   42    7   43                                                       
CONECT   43   42   44   75                                                  
CONECT   44   43   45   71                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47   70                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49   56                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51   55                                                  
CONECT   51   50   52   53                                                  
CONECT   52   51   28                                                       
CONECT   53   51   54                                                       
CONECT   54   53                                                            
CONECT   55   50                                                            
CONECT   56   48   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65   67   68                                                  
CONECT   67   66                                                            
CONECT   68   66   69                                                       
CONECT   69   68                                                            
CONECT   70   46                                                            
CONECT   71   44   72                                                       
CONECT   72   71   73   74                                                  
CONECT   73   72                                                            
CONECT   74   72                                                            
CONECT   75   43                                                            
CONECT   76    5   77                                                       
CONECT   77   76    2                                                       
MASTER        0    0    0    0    0    0    0    0   77    0  158    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₁H₈₀N₁₂O₁₄

Average Mass

1085.2710 Da

Monoisotopic Mass

1084.59170 Da

IUPAC Name

3-[(3R,6S,9R,13S,16R,19R,22S,27aS)-3,13,19-tris(carbamoylmethyl)-6-(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-9-(11-methyltridecyl)-1,4,7,11,14,17,20,23-octaoxo-hexacosahydro-1H-pyrrolo[2,1-i]1,4,7,10,13,16,19,22-octaazacyclopentacosan-22-yl]propanamide

Traditional Name

3-[(3R,6S,9R,13S,16R,19R,22S,27aS)-3,13,19-tris(carbamoylmethyl)-6-(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-9-(11-methyltridecyl)-1,4,7,11,14,17,20,23-octaoxo-octadecahydro-2H-pyrrolo[2,1-i]1,4,7,10,13,16,19,22-octaazacyclopentacosan-22-yl]propanamide

CAS Registry Number

Not Available

SMILES

CCC(C)CCCCCCCCCC[C@@H]1CC(=O)N[C@@H](CC(N)=O)C(=O)N[C@H](CC2=CC=C(O)C=C2)C(=O)N[C@H](CC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N2CCC[C@H]2C(=O)N[C@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)N1

InChI Identifier

InChI=1S/C51H80N12O14/c1-3-29(2)13-10-8-6-4-5-7-9-11-14-31-24-44(70)57-35(25-41(53)67)46(72)59-34(23-30-16-18-32(65)19-17-30)45(71)60-36(26-42(54)68)47(73)58-33(20-21-40(52)66)51(77)63-22-12-15-39(63)50(76)61-37(27-43(55)69)48(74)62-38(28-64)49(75)56-31/h16-19,29,31,33-39,64-65H,3-15,20-28H2,1-2H3,(H2,52,66)(H2,53,67)(H2,54,68)(H2,55,69)(H,56,75)(H,57,70)(H,58,73)(H,59,72)(H,60,71)(H,61,76)(H,62,74)/t29?,31-,33+,34?,35+,36-,37?,38+,39+/m1/s1

InChI Key

SYWSRNVDWIDEAD-QSYHCZKJSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	-3.4	ChemAxon
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	436.83 Å²	ChemAxon
Rotatable Bond Count	24	ChemAxon
Refractivity	274.71 m³·mol⁻¹	ChemAxon
Polarizability	113.12 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	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

Showing NP-Card for Iturin A8 (NP0332387)

MOL for NP0332387 (Iturin A8)

3D MOL for NP0332387 (Iturin A8)

3D SDF for NP0332387 (Iturin A8)

3D-SDF for NP0332387 (Iturin A8)

PDB for NP0332387 (Iturin A8)

3D PDB for NP0332387 (Iturin A8)

SMILES for NP0332387 (Iturin A8)

INCHI for NP0332387 (Iturin A8)

Structure for NP0332387 (Iturin A8)

3D Structure for NP0332387 (Iturin A8)