NP-MRD: Showing NP-Card for Bleomycin sulfate (NP0137397)

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Record Information

Version

2.0

Created at

2022-05-30 16:51:18 UTC

Updated at

2022-05-30 16:51:18 UTC

NP-MRD ID

NP0137397

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Bleomycin sulfate

Description

Bleomycin, also known as bleomycin sulfate or BLM, belongs to the class of organic compounds known as hybrid glycopeptides. Hybrid glycopeptides are compounds containing a carbohydrate component linked to a hybrid peptide component. Thus, bleomycin is considered to be a non-ribosomal peptide/polyketide hybrid lipid molecule. Bleomycin is a drug which is used for palliative treatment in the management malignant neoplasm (trachea, bronchus, lung), squamous cell carcinoma, and lymphomas. Bleomycin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Bleomycin is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Umezawa published his discovery in 1966. Any previous treatment with bleomycin should therefore always be disclosed to the anaesthetist prior to undergoing a procedure requiring general anaesthesia. Bleomycin sulfate is found in Streptomyces verticillus. Bleomycin sulfate was first documented in 1999 (PMID: 11749501). The most serious complication of bleomycin, occurring upon increasing dosage, is pulmonary fibrosis and impaired lung function.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02231214342D          

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M  CHG  1   3   1
M  END

     RDKit          3D

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M  CHG  1  55   1
M  END


  Mrv0541 02231214342D          

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    5.5246    3.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9394    2.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6500   -0.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1853   -2.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  CHG  1   3   1
M  END
> <DATABASE_ID>
NP0137397

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](O)[C@H](NC(=O)[C@@H](C)[C@H](O)[C@@H](C)NC(=O)[C@@H](NC(=O)C1=C(C)C(N)=NC(=N1)[C@H](CC(N)=O)NC[C@H](N)C(N)=O)[C@@H](OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(OC(N)=O)C1O)C1=CN=CN1)C(=O)NCCC1=NC(=CS1)C1=NC(=CS1)C(=O)NCCC[S+](C)C

> <INCHI_IDENTIFIER>
InChI=1S/C55H83N17O21S3/c1-20-33(69-46(72-44(20)58)25(12-31(57)76)64-13-24(56)45(59)82)50(86)71-35(41(26-14-61-19-65-26)91-54-43(39(80)37(78)29(15-73)90-54)92-53-40(81)42(93-55(60)88)38(79)30(16-74)89-53)51(87)66-22(3)36(77)21(2)47(83)70-34(23(4)75)49(85)63-10-8-32-67-28(18-94-32)52-68-27(17-95-52)48(84)62-9-7-11-96(5)6/h14,17-19,21-25,29-30,34-43,53-54,64,73-75,77-81H,7-13,15-16,56H2,1-6H3,(H13-,57,58,59,60,61,62,63,65,66,69,70,71,72,76,82,83,84,85,86,87,88)/p+1/t21-,22+,23+,24-,25-,29?,30?,34-,35-,36-,37?,38?,39?,40?,41-,42?,43?,53?,54?/m0/s1

> <INCHI_KEY>
OYVAGSVQBOHSSS-WXFSZRTFSA-O

> <FORMULA>
C55H84N17O21S3

> <MOLECULAR_WEIGHT>
1415.552

> <EXACT_MASS>
1414.518979905

> <JCHEM_ACCEPTOR_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
142.03063073159115

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
20

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3-{[2-(2-{2-[(2S,3R)-2-[(2S,3S,4R)-4-[(2S,3R)-2-({6-amino-2-[(1S)-1-{[(2S)-2-amino-2-carbamoylethyl]amino}-2-carbamoylethyl]-5-methylpyrimidin-4-yl}formamido)-3-[(3-{[4-(carbamoyloxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3-(1H-imidazol-5-yl)propanamido]-3-hydroxy-2-methylpentanamido]-3-hydroxybutanamido]ethyl}-1,3-thiazol-4-yl)-1,3-thiazol-4-yl]formamido}propyl)dimethylsulfanium

> <ALOGPS_LOGP>
-0.52

> <JCHEM_LOGP>
-9.710222821542613

> <ALOGPS_LOGS>
-4.71

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
11.981057644741359

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.343569780146002

> <JCHEM_PKA_STRONGEST_BASIC>
7.668791734854689

> <JCHEM_POLAR_SURFACE_AREA>
627.0699999999997

> <JCHEM_REFRACTIVITY>
344.15939999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
36

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.82e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bleomycin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      12.475   9.328   0.000  0.00  0.00           S+0
HETATM    2  S   UNK     0       8.788   6.195   0.000  0.00  0.00           S+0
HETATM    3  S   UNK     0       4.294  -2.565   0.000  0.00  0.00           S+1
HETATM    4  O   UNK     0      31.226   0.250   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      29.892  -3.600   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      33.893   0.250   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      28.558  -1.290   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      33.893  -1.290   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      33.893  -4.370   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      33.893   4.870   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      31.226   3.330   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      36.561   3.330   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      29.892  -6.680   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      36.561  -1.290   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      28.095   1.337   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      36.561   4.870   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      25.652   6.324   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      23.482  -3.539   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      23.146   7.236   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      19.649   9.328   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      18.069   4.986   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      18.868  -8.415   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      16.825 -10.130   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.219   1.268   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0      24.535  -0.645   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      27.376  -4.281   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      25.588   2.250   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      24.981  -4.968   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      35.227   7.180   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      21.102   5.521   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      21.965  -3.807   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      19.458  -2.894   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      18.405  -5.789   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      18.995  -0.267   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0      17.606   7.613   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0      21.375  -9.328   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0      15.372  -6.323   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0      14.318  -9.218   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0      12.907   6.874   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0      10.580   4.464   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0       7.578   1.639   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0      31.226  -1.290   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      32.559  -2.060   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      32.559  -3.600   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      29.892  -2.060   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      32.559   1.020   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      31.226  -4.370   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      32.559   2.560   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      33.893   3.330   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      35.227   2.560   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      35.227   1.020   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      31.226  -5.910   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      27.042  -1.557   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      36.561   0.250   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      26.052  -0.377   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      26.515  -3.004   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      26.578   1.070   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      35.227   5.640   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      25.034  -3.429   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      26.115   3.697   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      25.125   4.876   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      24.008  -2.092   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      26.428  -5.495   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      23.609   4.609   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      27.632   3.964   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      22.492  -2.359   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      23.082   3.162   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      22.619   5.789   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      21.502  -1.180   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      20.112   6.701   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      20.448  -4.074   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      19.985  -1.447   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      20.639   8.148   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      22.029   0.268   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0      19.922  -5.521   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0      18.596   6.433   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      20.912  -6.701   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0      22.156   8.415   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      17.878  -7.236   0.000  0.00  0.00           C+0
HETATM   80  C   UNK     0      16.089   7.346   0.000  0.00  0.00           C+0
HETATM   81  C   UNK     0      20.385  -8.148   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0      16.362  -7.503   0.000  0.00  0.00           C+0
HETATM   83  C   UNK     0      15.099   8.526   0.000  0.00  0.00           C+0
HETATM   84  C   UNK     0      15.835  -8.950   0.000  0.00  0.00           C+0
HETATM   85  C   UNK     0      13.583   8.258   0.000  0.00  0.00           C+0
HETATM   86  C   UNK     0      11.382   7.088   0.000  0.00  0.00           C+0
HETATM   87  C   UNK     0      11.115   8.605   0.000  0.00  0.00           C+0
HETATM   88  C   UNK     0      10.313   5.981   0.000  0.00  0.00           C+0
HETATM   89  C   UNK     0       9.220   3.741   0.000  0.00  0.00           C+0
HETATM   90  C   UNK     0       8.113   4.811   0.000  0.00  0.00           C+0
HETATM   91  C   UNK     0       9.006   2.216   0.000  0.00  0.00           C+0
HETATM   92  C   UNK     0       7.364   0.114   0.000  0.00  0.00           C+0
HETATM   93  C   UNK     0       5.936  -0.463   0.000  0.00  0.00           C+0
HETATM   94  C   UNK     0       5.722  -1.988   0.000  0.00  0.00           C+0
HETATM   95  C   UNK     0       3.080  -1.617   0.000  0.00  0.00           C+0
HETATM   96  C   UNK     0       4.079  -4.090   0.000  0.00  0.00           C+0
CONECT    1   85   87                                                       
CONECT    2   88   90                                                       
CONECT    3   94   95   96                                                  
CONECT    4   42   46                                                       
CONECT    5   45   47                                                       
CONECT    6   46   51                                                       
CONECT    7   45   53                                                       
CONECT    8   43                                                            
CONECT    9   44                                                            
CONECT   10   49   58                                                       
CONECT   11   48                                                            
CONECT   12   50                                                            
CONECT   13   52                                                            
CONECT   14   54                                                            
CONECT   15   57                                                            
CONECT   16   58                                                            
CONECT   17   61                                                            
CONECT   18   62                                                            
CONECT   19   68                                                            
CONECT   20   73                                                            
CONECT   21   76                                                            
CONECT   22   81                                                            
CONECT   23   84                                                            
CONECT   24   91                                                            
CONECT   25   55   62                                                       
CONECT   26   56   63                                                       
CONECT   27   57   60                                                       
CONECT   28   59   63                                                       
CONECT   29   58                                                            
CONECT   30   68   70                                                       
CONECT   31   66   71                                                       
CONECT   32   71   72                                                       
CONECT   33   75   79                                                       
CONECT   34   72                                                            
CONECT   35   76   80                                                       
CONECT   36   81                                                            
CONECT   37   82                                                            
CONECT   38   84                                                            
CONECT   39   85   86                                                       
CONECT   40   88   89                                                       
CONECT   41   91   92                                                       
CONECT   42    4   43   45                                                  
CONECT   43    8   42   44                                                  
CONECT   44    9   43   47                                                  
CONECT   45    5    7   42                                                  
CONECT   46    4    6   48                                                  
CONECT   47    5   44   52                                                  
CONECT   48   11   46   49                                                  
CONECT   49   10   48   50                                                  
CONECT   50   12   49   51                                                  
CONECT   51    6   50   54                                                  
CONECT   52   13   47                                                       
CONECT   53    7   55   56                                                  
CONECT   54   14   51                                                       
CONECT   55   25   53   57                                                  
CONECT   56   26   53   59                                                  
CONECT   57   15   27   55                                                  
CONECT   58   10   16   29                                                  
CONECT   59   28   56                                                       
CONECT   60   27   61   65                                                  
CONECT   61   17   60   64                                                  
CONECT   62   18   25   66                                                  
CONECT   63   26   28                                                       
CONECT   64   61   67   68                                                  
CONECT   65   60                                                            
CONECT   66   31   62   69                                                  
CONECT   67   64                                                            
CONECT   68   19   30   64                                                  
CONECT   69   66   72   74                                                  
CONECT   70   30   73   76                                                  
CONECT   71   31   32   75                                                  
CONECT   72   32   34   69                                                  
CONECT   73   20   70   78                                                  
CONECT   74   69                                                            
CONECT   75   33   71   77                                                  
CONECT   76   21   35   70                                                  
CONECT   77   75   81                                                       
CONECT   78   73                                                            
CONECT   79   33   82                                                       
CONECT   80   35   83                                                       
CONECT   81   22   36   77                                                  
CONECT   82   37   79   84                                                  
CONECT   83   80   85                                                       
CONECT   84   23   38   82                                                  
CONECT   85    1   39   83                                                  
CONECT   86   39   87   88                                                  
CONECT   87    1   86                                                       
CONECT   88    2   40   86                                                  
CONECT   89   40   90   91                                                  
CONECT   90    2   89                                                       
CONECT   91   24   41   89                                                  
CONECT   92   41   93                                                       
CONECT   93   92   94                                                       
CONECT   94    3   93                                                       
CONECT   95    3                                                            
CONECT   96    3                                                            
MASTER        0    0    0    0    0    0    0    0   96    0  202    0
END

View in JSmol

Synonyms

Value	Source
Bleocin	HMDB
Bleomicin	HMDB
Bleomycin a2	HMDB
Bleomycin sulfate	HMDB
Bleomycin sulphate	HMDB
BLM	HMDB
Almirall brand OF bleomycin sulfate	HMDB
Bleo cell	HMDB
Bleo-cell	HMDB
BLEOcell	HMDB
Bellon brand OF bleomycin sulfate	HMDB
Bellon, bléomycine	HMDB
Blanoxan	HMDB
Blenoxane	HMDB
Bleolem	HMDB
Bleomicina	HMDB
Bleomycin a(2)	HMDB
Bleomycin b(2)	HMDB
Bleomycin b2	HMDB
Bleomycins	HMDB
Bleomycinum mack	HMDB
Bléomycine bellon	HMDB
Bristol myers squibb brand OF bleomycin sulfate	HMDB
Bristol-myers squibb brand OF bleomycin sulfate	HMDB
Bull brand OF bleomycin sulfate	HMDB
Lemery brand OF bleomycin sulfate	HMDB
Lundbeck brand OF bleomycin sulfate	HMDB
Mack brand OF bleomycin sulfate	HMDB
Mack, bleomycinum	HMDB
Sulfate, bleomycin	HMDB
Cell pharm brand OF bleomycin sulfate	HMDB
Bleomycin	MeSH

Chemical Formula

C₅₅H₈₄N₁₇O₂₁S₃

Average Mass

1415.5520 Da

Monoisotopic Mass

1414.51898 Da

IUPAC Name

(3-{[2-(2-{2-[(2S,3R)-2-[(2S,3S,4R)-4-[(2S,3R)-2-({6-amino-2-[(1S)-1-{[(2S)-2-amino-2-carbamoylethyl]amino}-2-carbamoylethyl]-5-methylpyrimidin-4-yl}formamido)-3-[(3-{[4-(carbamoyloxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-3-(1H-imidazol-5-yl)propanamido]-3-hydroxy-2-methylpentanamido]-3-hydroxybutanamido]ethyl}-1,3-thiazol-4-yl)-1,3-thiazol-4-yl]formamido}propyl)dimethylsulfanium

Traditional Name

bleomycin

CAS Registry Number

Not Available

SMILES

C[C@@H](O)[C@H](NC(=O)[C@@H](C)[C@H](O)[C@@H](C)NC(=O)[C@@H](NC(=O)C1=C(C)C(N)=NC(=N1)[C@H](CC(N)=O)NC[C@H](N)C(N)=O)[C@@H](OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(OC(N)=O)C1O)C1=CN=CN1)C(=O)NCCC1=NC(=CS1)C1=NC(=CS1)C(=O)NCCC[S+](C)C

InChI Identifier

InChI=1S/C55H83N17O21S3/c1-20-33(69-46(72-44(20)58)25(12-31(57)76)64-13-24(56)45(59)82)50(86)71-35(41(26-14-61-19-65-26)91-54-43(39(80)37(78)29(15-73)90-54)92-53-40(81)42(93-55(60)88)38(79)30(16-74)89-53)51(87)66-22(3)36(77)21(2)47(83)70-34(23(4)75)49(85)63-10-8-32-67-28(18-94-32)52-68-27(17-95-52)48(84)62-9-7-11-96(5)6/h14,17-19,21-25,29-30,34-43,53-54,64,73-75,77-81H,7-13,15-16,56H2,1-6H3,(H13-,57,58,59,60,61,62,63,65,66,69,70,71,72,76,82,83,84,85,86,87,88)/p+1/t21-,22+,23+,24-,25-,29?,30?,34-,35-,36-,37?,38?,39?,40?,41-,42?,43?,53?,54?/m0/s1

InChI Key

OYVAGSVQBOHSSS-WXFSZRTFSA-O

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
Streptomyces verticillus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid glycopeptides. Hybrid glycopeptides are compounds containing a carbohydrate component linked to a hybrid peptide component.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid glycopeptides

Alternative Parents

Substituents

Hybrid glycopeptide
Histidine or derivatives
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
N-acyl-alpha amino acid or derivatives
Gamma amino acid or derivatives
Alpha-amino acid amide
Beta amino acid or derivatives
O-glycosyl compound
Glycosyl compound
Disaccharide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Pyrimidine-6-carboxylic acid or derivatives
2-heteroaryl carboxamide
Thiazolecarboxamide
Thiazolecarboxylic acid or derivatives
Aralkylamine
2,4-disubstituted 1,3-thiazole
Aminopyrimidine
Fatty amide
Fatty acyl
N-acyl-amine
Imidolactam
Oxane
Pyrimidine
Azole
Carbamic acid ester
Heteroaromatic compound
Thiazole
Imidazole
Secondary alcohol
Carboxamide group
Carbonic acid derivative
Amino acid or derivatives
Secondary carboxylic acid amide
Primary carboxylic acid amide
Organoheterocyclic compound
Secondary aliphatic amine
Oxacycle
Acetal
Carboxylic acid derivative
Azacycle
Secondary amine
Organic nitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organosulfur compound
Primary alcohol
Primary amine
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Alcohol
Organic cation
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Non-ribosomal peptide/polyketide hybrids (LMPK14000006 )

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	-0.52	ALOGPS
logP	-9.7	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	11.34	ChemAxon
pKa (Strongest Basic)	7.67	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	28	ChemAxon
Hydrogen Donor Count	20	ChemAxon
Polar Surface Area	627.07 Å²	ChemAxon
Rotatable Bond Count	36	ChemAxon
Refractivity	344.16 m³·mol⁻¹	ChemAxon
Polarizability	142.03 Å³	ChemAxon
Number of Rings	6	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

HMDB0014435

DrugBank ID

DB00290

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4514492

KEGG Compound ID

C06854

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bleomycin

METLIN ID

Not Available

PubChem Compound

5360373

PDB ID

Not Available

ChEBI ID

22907

Good Scents ID

Not Available

References

General References

Claussen CA, Long EC: Nucleic Acid recognition by metal complexes of bleomycin. Chem Rev. 1999 Sep 8;99(9):2797-816. doi: 10.1021/cr980449z. [PubMed:11749501 ]

Showing NP-Card for Bleomycin sulfate (NP0137397)

MOL for NP0137397 (Bleomycin sulfate)

3D MOL for NP0137397 (Bleomycin sulfate)

3D SDF for NP0137397 (Bleomycin sulfate)

3D-SDF for NP0137397 (Bleomycin sulfate)

PDB for NP0137397 (Bleomycin sulfate)

3D PDB for NP0137397 (Bleomycin sulfate)

SMILES for NP0137397 (Bleomycin sulfate)

INCHI for NP0137397 (Bleomycin sulfate)

Structure for NP0137397 (Bleomycin sulfate)

3D Structure for NP0137397 (Bleomycin sulfate)