NP-MRD: Showing NP-Card for (1s,2r,3r,4r)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-4-yl acetate (NP0272961)

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Record Information

Version

2.0

Created at

2022-09-08 19:48:57 UTC

Updated at

2022-09-08 19:48:58 UTC

NP-MRD ID

NP0272961

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,3r,4r)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-4-yl acetate

Description

[(1S,2R,3R,4R)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-2,4-dihydro-1H-benzo[h]carbazol-4-yl] acetate belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. (1s,2r,3r,4r)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-4-yl acetate is found in Streptomyces murayamaensis. Based on a literature review very few articles have been published on [(1S,2R,3R,4R)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-2,4-dihydro-1H-benzo[h]carbazol-4-yl] acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082221482D          

 30 33  0  0  1  0            999 V2000
    6.3909   -1.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0471   -1.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5246   -0.4918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2257   -1.0874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8818   -0.3374    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0605   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7166    0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971    0.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4535   -0.8190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5488   -1.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6440   -2.4580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9528   -0.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -1.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3336   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519   -0.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3892   -1.2051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673    0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953    0.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8771    1.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4962    0.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2780    0.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406    1.7485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1942    1.1624    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8503    1.9124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0155    1.0852    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4931    1.7580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3594    0.3353    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1209    0.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0484   -0.1185    0.0000 O   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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  3  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  2  0  0  0  0
  7 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  1  0  0  0
M  END

     RDKit          3D

 46 49  0  0  0  0  0  0  0  0999 V2000
   -4.1793    3.4512   -1.1935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5441    2.6359   -0.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4997    3.0973    1.0491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9912    1.3931   -0.3336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3901    0.6186    0.6689 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9399    0.4573    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194   -0.6331    0.7418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0876   -0.5400    0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1389    0.6362   -0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0771    1.2109   -0.4022 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3922    2.4224   -1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6599    3.4226   -1.5649 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4222    0.9938   -1.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4791    2.0581   -1.7007 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6071    0.1538   -0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8200    0.4803   -1.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8703    1.6702   -2.2114 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9451   -0.3094   -1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8826   -1.4828   -0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6760   -1.8158   -0.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5516   -1.0258   -0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2735   -1.3794    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2134   -2.4491    1.0700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7990   -1.7254    1.5732 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5793   -2.9697    0.9993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2282   -1.4644    1.9142 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3299   -0.6676    3.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737   -0.7499    0.8063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8971   -1.5067   -0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3139   -0.7137    1.1788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8678    4.1881   -0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8212    2.8340   -1.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4690    3.9902   -1.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4006    1.1072    1.6620 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7057    2.0078   -2.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8943   -0.0510   -1.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7652   -2.1132   -0.5428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6188   -2.7427    0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2143   -1.7112    2.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5478   -3.6868    1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7450   -2.4230    2.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5495   -0.0354    3.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6397   -1.0097   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8787   -1.4320   -0.9258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1925   -2.5559   -0.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6114   -1.6352    1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  1
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  3  0
  9 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 28  5  1  0
 22  8  1  0
 10  6  1  0
 21 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  1
 24 39  1  1
 25 40  1  0
 26 41  1  1
 27 42  1  0
 29 43  1  0
 29 44  1  0
 29 45  1  0
 30 46  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
M  END


  Mrv1652309082221482D          

 30 33  0  0  1  0            999 V2000
    6.3909   -1.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0471   -1.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5246   -0.4918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2257   -1.0874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8818   -0.3374    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0605   -0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7166    0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971    0.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345   -0.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4535   -0.8190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5488   -1.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6440   -2.4580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9528   -0.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -1.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3336   -0.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519   -0.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3892   -1.2051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673    0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0953    0.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8771    1.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4962    0.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2780    0.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4406    1.7485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1942    1.1624    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8503    1.9124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0155    1.0852    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4931    1.7580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3594    0.3353    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1209    0.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0484   -0.1185    0.0000 O   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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  3  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  2  0  0  0  0
  7 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0272961

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1C2=C([C@H](O)[C@@H](O)[C@@]1(C)O)C1=C(N2C#N)C(=O)C2=C(O)C=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H16N2O8/c1-7(23)30-19-14-12(17(27)18(28)20(19,2)29)11-13(22(14)6-21)16(26)10-8(15(11)25)4-3-5-9(10)24/h3-5,17-19,24,27-29H,1-2H3/t17-,18+,19+,20+/m0/s1

> <INCHI_KEY>
SCLQHBRYNQYXBX-MTQWCTHYSA-N

> <FORMULA>
C20H16N2O8

> <MOLECULAR_WEIGHT>
412.354

> <EXACT_MASS>
412.090665483

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
39.4728014873211

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,3R,4R)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1H,2H,3H,4H,5H,6H,11H-benzo[b]carbazol-4-yl acetate

> <JCHEM_LOGP>
0.26356153133333327

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.362533750750735

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.738153681020694

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7035036957727803

> <JCHEM_POLAR_SURFACE_AREA>
170.07999999999998

> <JCHEM_REFRACTIVITY>
100.21919999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3R,4R)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1H,2H,4H-benzo[b]carbazol-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      11.930  -3.574   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.288  -2.174   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      12.179  -0.918   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.755  -2.030   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.113  -0.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.580  -0.486   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.938   0.914   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.408   0.736   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.104  -0.774   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       6.447  -1.529   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       6.624  -3.059   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       6.802  -4.588   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.645  -1.266   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.342  -2.775   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.489  -0.248   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.030  -0.740   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.727  -2.250   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.126   0.278   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.178   1.788   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.637   2.280   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.793   1.262   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.252   1.754   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.556   3.264   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.829   2.170   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.187   3.570   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.362   2.026   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.254   3.282   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      10.004   0.626   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.426   1.219   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      11.290  -0.221   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8   24                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9    6   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    9   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   21                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   15   22                                                  
CONECT   22   21    8   23                                                  
CONECT   23   22                                                            
CONECT   24    7   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    5   29   30                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
[(1S,2R,3R,4R)-5-Cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-2,4-dihydro-1H-benzo[H]carbazol-4-yl] acetic acid	Generator

Chemical Formula

C₂₀H₁₆N₂O₈

Average Mass

412.3540 Da

Monoisotopic Mass

412.09067 Da

IUPAC Name

(1S,2R,3R,4R)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1H,2H,3H,4H,5H,6H,11H-benzo[b]carbazol-4-yl acetate

Traditional Name

(1S,2R,3R,4R)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1H,2H,4H-benzo[b]carbazol-4-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1C2=C([C@H](O)[C@@H](O)[C@@]1(C)O)C1=C(N2C#N)C(=O)C2=C(O)C=CC=C2C1=O

InChI Identifier

InChI=1S/C20H16N2O8/c1-7(23)30-19-14-12(17(27)18(28)20(19,2)29)11-13(22(14)6-21)16(26)10-8(15(11)25)4-3-5-9(10)24/h3-5,17-19,24,27-29H,1-2H3/t17-,18+,19+,20+/m0/s1

InChI Key

SCLQHBRYNQYXBX-MTQWCTHYSA-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 murayamaensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
Naphthalene
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Substituted pyrrole
Benzenoid
Pyrrole
Tertiary alcohol
Vinylogous acid
Vinylogous amide
Heteroaromatic compound
Carboxylic acid ester
Secondary alcohol
Ketone
Carboxylic acid derivative
Azacycle
Polyol
Monocarboxylic acid or derivatives
Organic oxide
Organonitrogen compound
Organic oxygen compound
Organooxygen compound
Alcohol
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
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
logP	0.26	ChemAxon
pKa (Strongest Acidic)	7.74	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	170.08 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	100.22 m³·mol⁻¹	ChemAxon
Polarizability	39.47 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

114494

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129259

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2r,3r,4r)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-4-yl acetate (NP0272961)

MOL for NP0272961 ((1s,2r,3r,4r)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-4-yl acetate)

3D MOL for NP0272961 ((1s,2r,3r,4r)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-4-yl acetate)

3D SDF for NP0272961 ((1s,2r,3r,4r)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-4-yl acetate)

3D-SDF for NP0272961 ((1s,2r,3r,4r)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-4-yl acetate)

PDB for NP0272961 ((1s,2r,3r,4r)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-4-yl acetate)

3D PDB for NP0272961 ((1s,2r,3r,4r)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-4-yl acetate)

SMILES for NP0272961 ((1s,2r,3r,4r)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-4-yl acetate)

INCHI for NP0272961 ((1s,2r,3r,4r)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-4-yl acetate)

Structure for NP0272961 ((1s,2r,3r,4r)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-4-yl acetate)

3D Structure for NP0272961 ((1s,2r,3r,4r)-5-cyano-1,2,3,7-tetrahydroxy-3-methyl-6,11-dioxo-1h,2h,4h-benzo[b]carbazol-4-yl acetate)