NP-MRD: Showing NP-Card for (5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one (NP0237004)

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Record Information

Version

2.0

Created at

2022-09-06 20:02:22 UTC

Updated at

2022-09-06 20:02:22 UTC

NP-MRD ID

NP0237004

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one

Description

Tomaymycin belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine. (5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one is found in Streptomyces achromogenes. (5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one was first documented in 2008 (PMID: 18925745). Based on a literature review a significant number of articles have been published on Tomaymycin (PMID: 36061714) (PMID: 33973323) (PMID: 28890318) (PMID: 24761614) (PMID: 21809870) (PMID: 21488658).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
   -4.8428    2.4378   -0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5113    0.9792   -0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2541    0.6323   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6846   -0.7610   -0.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4511   -0.5106    0.5728 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7068   -1.7283    0.7578 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1325   -2.6931   -0.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7019   -3.8011    0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177   -1.7559    0.7229 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7687   -0.8711    0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310   -1.3762    0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1482   -0.6244    0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3930   -1.1823    0.6580 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9945    0.6280   -0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1528    1.3641   -0.3970 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0628    2.6702   -0.9369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7401    1.1354   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6102    0.3892   -0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3689    1.0872   -0.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822    2.1312   -1.1288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9266    0.6336   -0.0526 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0616    1.5198   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4759    2.9600   -1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9571    2.5219   -0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5136    2.9331    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2920    0.2100   -0.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3463   -0.9678   -1.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3695   -1.4797    0.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9197   -0.1586    1.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9841   -2.1830    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024   -3.5554    1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0055   -4.3488    1.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0407   -4.5270   -0.3394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880   -2.6992    1.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.3822    1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4886   -2.1092    1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3182    2.7379   -1.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7836    3.3789   -0.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0507    2.9578   -1.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6202    2.1287   -0.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1823    2.2353    0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9362    2.0429   -1.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22  3  1  0
  3  4  1  0
  4  5  1  0
  3  2  2  0
  2  1  1  0
  5  6  1  0
 18 10  1  0
  5 21  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
  6 30  1  1
  9 34  1  0
 11 35  1  0
 13 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 17 40  1  0
 22 41  1  0
 22 42  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  1
  2 26  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
M  END


  Mrv1652309062222022D          

 22 24  0  0  0  0            999 V2000
   -0.5455   -2.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3111   -1.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4911   -1.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8068   -0.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6293   -0.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364    0.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7702    0.9475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2273    1.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9614    0.2175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4829   -0.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2685   -0.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8795   -0.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6651   -0.4722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7050   -1.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3160   -2.0848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414   -2.8911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9194   -1.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3084   -1.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691   -1.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5783   -2.4193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -1.2447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1184   -1.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0237004

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1NC2=CC(O)=C(OC)C=C2C(=O)N2C\C(CC12)=C/C

> <INCHI_IDENTIFIER>
InChI=1S/C16H20N2O4/c1-4-9-5-12-15(22-3)17-11-7-13(19)14(21-2)6-10(11)16(20)18(12)8-9/h4,6-7,12,15,17,19H,5,8H2,1-3H3/b9-4-

> <INCHI_KEY>
UQVNRKBFAXNOGA-WTKPLQERSA-N

> <FORMULA>
C16H20N2O4

> <MOLECULAR_WEIGHT>
304.346

> <EXACT_MASS>
304.142307132

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.33996626107294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0^{3,7}]tetradeca-1(14),10,12-trien-2-one

> <JCHEM_LOGP>
1.9876376769999995

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.815833844590054

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.090936188024095

> <JCHEM_PKA_STRONGEST_BASIC>
-0.12616840546177066

> <JCHEM_POLAR_SURFACE_AREA>
71.02999999999999

> <JCHEM_REFRACTIVITY>
84.43659999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5Z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0^{3,7}]tetradeca-1(14),10,12-trien-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.018  -3.964   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.581  -2.487   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.917  -2.128   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.506  -0.705   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.041  -0.826   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.988   0.389   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.304   1.769   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.158   3.051   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       5.528   0.406   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.501  -0.787   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.968  -0.317   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.108  -1.352   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.575  -0.881   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.783  -2.857   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.923  -3.892   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.597  -5.397   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.316  -3.327   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.176  -2.292   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.796  -2.976   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.813  -4.516   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0       3.401  -2.323   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       2.088  -3.128   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18                                                       
CONECT   18   17   10   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    5   22                                                  
CONECT   22   21    3                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₀N₂O₄

Average Mass

304.3460 Da

Monoisotopic Mass

304.14231 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1NC2=CC(O)=C(OC)C=C2C(=O)N2C\C(CC12)=C/C

InChI Identifier

InChI=1S/C16H20N2O4/c1-4-9-5-12-15(22-3)17-11-7-13(19)14(21-2)6-10(11)16(20)18(12)8-9/h4,6-7,12,15,17,19H,5,8H2,1-3H3/b9-4-

InChI Key

UQVNRKBFAXNOGA-WTKPLQERSA-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
Streptomyces achromogenes	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

1,4-benzodiazepines

Direct Parent

1,4-benzodiazepines

Alternative Parents

Substituents

1,4-benzodiazepine
Anisole
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Vinylogous amide
Tertiary carboxylic acid amide
Pyrrolidine
Carboxamide group
Lactam
Carboxylic acid derivative
Ether
Azacycle
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Organonitrogen compound
Organooxygen 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018843

Chemspider ID

4787755

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tomaymycin

METLIN ID

Not Available

PubChem Compound

6039936

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

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LOTUS database [Link]

Showing NP-Card for (5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one (NP0237004)

MOL for NP0237004 ((5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

3D MOL for NP0237004 ((5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

3D SDF for NP0237004 ((5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

3D-SDF for NP0237004 ((5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

PDB for NP0237004 ((5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

3D PDB for NP0237004 ((5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

SMILES for NP0237004 ((5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

INCHI for NP0237004 ((5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

Structure for NP0237004 ((5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)

3D Structure for NP0237004 ((5z)-5-ethylidene-12-hydroxy-8,13-dimethoxy-3,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),10,12-trien-2-one)