NP-MRD: Showing NP-Card for NSC 122750 (NP0062296)

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Record Information

Version

2.0

Created at

2022-04-28 06:59:13 UTC

Updated at

2022-04-28 06:59:14 UTC

NP-MRD ID

NP0062296

Secondary Accession Numbers

None

Natural Product Identification

Common Name

NSC 122750

Description

Geldanamycin belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides. An ansamycin consisting of a 19-membered macrocyle incorporating a benzoquinone ring and a lactam functionality. NSC 122750 is found in Streptomyces hygroscopicus. NSC 122750 was first documented in 2011 (PMID: 22050565). Geldanamycin is a strong basic compound (based on its pKa) (PMID: 21983172) (PMID: 21985437) (PMID: 22136518) (PMID: 22138446).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05041404302D          

 50 51  0  0  1  0            999 V2000
    5.3472   -3.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9645    1.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6360   -2.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5846   -2.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9  8  1  0  0  0  0
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 26 50  1  6  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv0541 05041404302D          

 50 51  0  0  1  0            999 V2000
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    6.1383   -3.5672    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5439   -2.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7651   -2.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707   -1.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7813   -1.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9696   -0.7428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7327   -4.9373    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3311   -4.3693    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3634   -2.2967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1422   -1.6290    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9740   -2.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5763   -0.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1033   -2.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8891   -2.9377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7690   -0.9265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9902   -1.5942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1221   -4.6035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1545   -2.5308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7852    0.1098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4928   -3.2413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7850   -0.8681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9255   -5.7395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3757   -3.1985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9280   -1.8802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9453    1.3918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1333   -0.5956    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1811    0.0901    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5601   -2.9486    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5562   -3.0988    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2029   -2.7447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7086   -0.3761    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1344   -5.5053    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9294   -3.8013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3262   -2.4332    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 10  8  2  0  0  0  0
 15  1  1  1  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16  2  1  0  0  0  0
 16  9  2  0  0  0  0
 17  3  1  1  0  0  0
 17 13  1  0  0  0  0
 18  4  1  0  0  0  0
 18 13  2  0  0  0  0
 19 11  1  0  0  0  0
 20 14  2  0  0  0  0
 21 14  1  0  0  0  0
 22 10  1  0  0  0  0
 23 12  1  0  0  0  0
 24 17  1  0  0  0  0
 24 23  1  0  0  0  0
 25 19  1  0  0  0  0
 25 20  1  0  0  0  0
 26 18  1  0  0  0  0
 26 22  1  0  0  0  0
 27 19  2  0  0  0  0
 27 21  1  0  0  0  0
 28 16  1  0  0  0  0
 30 29  2  0  0  0  0
 31 20  1  4  0  0  0
 31 28  2  0  0  0  0
 32 21  2  0  0  0  0
 24 33  1  1  0  0  0
 34 25  2  0  0  0  0
 35 28  1  0  0  0  0
 36 29  1  0  0  0  0
 37  5  1  0  0  0  0
 22 37  1  6  0  0  0
 38  6  1  0  0  0  0
 23 38  1  1  0  0  0
 39  7  1  0  0  0  0
 39 27  1  0  0  0  0
 26 40  1  1  0  0  0
 40 29  1  0  0  0  0
 41  8  1  0  0  0  0
 42  9  1  0  0  0  0
 43 10  1  0  0  0  0
 44 13  1  0  0  0  0
 15 45  1  6  0  0  0
 17 46  1  6  0  0  0
 22 47  1  1  0  0  0
 23 48  1  6  0  0  0
 24 49  1  6  0  0  0
 26 50  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0062296

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]/C1=C([H])/[C@]([H])(OC)[C@@]([H])(OC(O)=N)\C(C)=C([H])\[C@]([H])(C)[C@@]([H])(O)[C@]([H])(C[C@]([H])(C)CC2=C(OC)C(=O)C=C(N=C(O)\C(C)=C\1/[H])C2=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,16-9+,18-13+/t15-,17+,22+,23+,24-,26+/m1/s1

> <INCHI_KEY>
QTQAWLPCGQOSGP-KSRBKZBZSA-N

> <FORMULA>
C29H40N2O9

> <MOLECULAR_WEIGHT>
560.6359

> <EXACT_MASS>
560.273380888

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
57.61899846894944

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid

> <ALOGPS_LOGP>
2.39

> <JCHEM_LOGP>
3.757336262

> <ALOGPS_LOGS>
-4.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
8.213719790221086

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.242261118982717

> <JCHEM_PKA_STRONGEST_BASIC>
4.540832444376191

> <JCHEM_POLAR_SURFACE_AREA>
167.95999999999998

> <JCHEM_REFRACTIVITY>
164.4065

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
geldanamycin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   32  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   41  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1   15                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   18                                                            
CONECT    5   37                                                            
CONECT    6   38                                                            
CONECT    7   39                                                            
CONECT    8    9   10   41                                                  
CONECT    9    8   16   42                                                  
CONECT   10    8   22   43                                                  
CONECT   11   15   19                                                       
CONECT   12   15   23                                                       
CONECT   13   17   18   44                                                  
CONECT   14   20   21                                                       
CONECT   15    1   11   12   45                                             
CONECT   16    2    9   28                                                  
CONECT   17    3   13   24   46                                             
CONECT   18    4   13   26                                                  
CONECT   19   11   25   27                                                  
CONECT   20   14   25   31                                                  
CONECT   21   14   27   32                                                  
CONECT   22   10   26   37   47                                             
CONECT   23   12   24   38   48                                             
CONECT   24   17   23   33   49                                             
CONECT   25   19   20   34                                                  
CONECT   26   18   22   40   50                                             
CONECT   27   19   21   39                                                  
CONECT   28   16   31   35                                                  
CONECT   29   30   36   40                                                  
CONECT   30   29                                                            
CONECT   31   20   28                                                       
CONECT   32   21                                                            
CONECT   33   24                                                            
CONECT   34   25                                                            
CONECT   35   28                                                            
CONECT   36   29                                                            
CONECT   37    5   22                                                       
CONECT   38    6   23                                                       
CONECT   39    7   27                                                       
CONECT   40   26   29                                                       
CONECT   41    8                                                            
CONECT   42    9                                                            
CONECT   43   10                                                            
CONECT   44   13                                                            
CONECT   45   15                                                            
CONECT   46   17                                                            
CONECT   47   22                                                            
CONECT   48   23                                                            
CONECT   49   24                                                            
CONECT   50   26                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  102    0
END

View in JSmol

Synonyms

Value	Source
Geldanomycin	MeSH

Chemical Formula

C₂₉H₄₀N₂O₉

Average Mass

560.6359 Da

Monoisotopic Mass

560.27338 Da

IUPAC Name

{[(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-3,13-dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-20,22-dioxo-2-azabicyclo[16.3.1]docosa-1(21),2,4,6,10,18-hexaen-9-yl]oxy}methanimidic acid

Traditional Name

geldanamycin

CAS Registry Number

Not Available

SMILES

[H]/C1=C([H])/[C@]([H])(OC)[C@@]([H])(OC(O)=N)\C(C)=C([H])\[C@]([H])(C)[C@@]([H])(O)[C@]([H])(C[C@]([H])(C)CC2=C(OC)C(=O)C=C(N=C(O)\C(C)=C\1/[H])C2=O)OC

InChI Identifier

InChI=1S/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,16-9+,18-13+/t15-,17+,22+,23+,24-,26+/m1/s1

InChI Key

QTQAWLPCGQOSGP-KSRBKZBZSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 hygroscopicus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolactams

Sub Class

Not Available

Direct Parent

Macrolactams

Alternative Parents

Substituents

Macrolactam
Vinylogous ester
Vinylogous amide
Carbamic acid ester
Carboxamide group
Ketone
Lactam
Carbonic acid derivative
Secondary alcohol
Secondary carboxylic acid amide
Cyclic ketone
Carboxylic acid derivative
Dialkyl ether
Ether
Azacycle
Organoheterocyclic compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

lactam (CHEBI:5292 )
macrocycle (CHEBI:5292 )
benzoquinones (CHEBI:5292 )
Ansamycins (C11222 )

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	2.39	ALOGPS
logP	3.76	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	7.24	ChemAxon
pKa (Strongest Basic)	4.54	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	167.96 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	164.41 m³·mol⁻¹	ChemAxon
Polarizability	57.62 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

DB02424

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018795

Chemspider ID

Not Available

KEGG Compound ID

C11222

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Geldanamycin

METLIN ID

Not Available

PubChem Compound

5288382

PDB ID

Not Available

ChEBI ID

5292

Good Scents ID

Not Available

References

General References

Sultana R, Theodoraki MA, Caplan AJ: UBR1 promotes protein kinase quality control and sensitizes cells to Hsp90 inhibition. Exp Cell Res. 2012 Jan 1;318(1):53-60. doi: 10.1016/j.yexcr.2011.09.010. Epub 2011 Sep 29. [PubMed:21983172 ]
Chen WW, Yu H, Fan HB, Zhang CC, Zhang M, Zhang C, Cheng Y, Kong J, Liu CF, Geng D, Xu X: RIP1 mediates the protection of geldanamycin on neuronal injury induced by oxygen-glucose deprivation combined with zVAD in primary cortical neurons. J Neurochem. 2012 Jan;120(1):70-7. doi: 10.1111/j.1471-4159.2011.07526.x. Epub 2011 Nov 18. [PubMed:21985437 ]
Wu X, Tao P, Nie H: Geldanamycin is effective in the treatment of herpes simplex virus epithelial keratitis in a rabbit model. Clin Exp Ophthalmol. 2011 Nov;39(8):779-83. doi: 10.1111/j.1442-9071.2011.02558.x. Epub 2011 May 23. [PubMed:22050565 ]
Eichner S, Eichner T, Floss HG, Fohrer J, Hofer E, Sasse F, Zeilinger C, Kirschning A: Broad substrate specificity of the amide synthase in S. hygroscopicus--new 20-membered macrolactones derived from geldanamycin. J Am Chem Soc. 2012 Jan 25;134(3):1673-9. doi: 10.1021/ja2087147. Epub 2012 Jan 10. [PubMed:22136518 ]
McNamara AV, Barclay M, Watson AJ, Jenkins JR: Hsp90 inhibitors sensitise human colon cancer cells to topoisomerase I poisons by depletion of key anti-apoptotic and cell cycle checkpoint proteins. Biochem Pharmacol. 2012 Feb 1;83(3):355-67. doi: 10.1016/j.bcp.2011.11.017. Epub 2011 Nov 28. [PubMed:22138446 ]

Showing NP-Card for NSC 122750 (NP0062296)

MOL for NP0062296 (NSC 122750)

3D MOL for NP0062296 (NSC 122750)

3D SDF for NP0062296 (NSC 122750)

3D-SDF for NP0062296 (NSC 122750)

PDB for NP0062296 (NSC 122750)

3D PDB for NP0062296 (NSC 122750)

SMILES for NP0062296 (NSC 122750)

INCHI for NP0062296 (NSC 122750)

Structure for NP0062296 (NSC 122750)

3D Structure for NP0062296 (NSC 122750)