NP-MRD: Showing NP-Card for 2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,3h,4h-benzo[b]carbazol-1-yl acetate (NP0148861)

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Record Information

Version

2.0

Created at

2022-09-02 04:40:20 UTC

Updated at

2022-09-02 04:40:20 UTC

NP-MRD ID

NP0148861

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,3h,4h-benzo[b]carbazol-1-yl acetate

Description

2,4-Bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1H,2H,3H,4H,5H,6H,11H-benzo[b]carbazol-1-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. Based on a literature review very few articles have been published on 2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1H,2H,3H,4H,5H,6H,11H-benzo[b]carbazol-1-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022206402D          

 35 38  0  0  0  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  0  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  0  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
    4.3278    2.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840    3.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1492    2.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0155    1.0852    0.0000 C   0  0  0  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
    6.3145    1.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6583    0.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7920    2.3535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3594    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1808    0.2581    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
  2  4  1  0  0  0  0
  4  5  1  0  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  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 29 34  1  0  0  0  0
  5 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END

     RDKit          3D

 55 58  0  0  0  0  0  0  0  0999 V2000
   -1.8752   -5.7388   -0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7818   -4.3152   -0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0844   -3.9875   -1.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3679   -3.2957    0.3964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2963   -1.9830   -0.0522 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0601   -1.4069    0.0039 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1656   -0.0404   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5169    0.2192   -0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1686   -0.9264    0.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487   -1.9161    0.2798 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5647   -3.2512    0.6204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8167   -4.3417    0.9145 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6097   -0.9336    0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1762   -2.0163    0.7030 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3927    0.2628    0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7650    0.2285    0.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4788   -0.8692    0.7636 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4866    1.4114    0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8142    2.5456   -0.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4519    2.5730   -0.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7121    1.4262   -0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526    1.4353   -0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6756    2.4808   -0.6400 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0709    0.6737   -0.6140 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9836    2.0601   -0.6711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3286    2.8295   -1.7685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2096    4.2943   -1.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7520    2.2424   -2.7910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0793    0.3528    0.5047 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2677    1.0911    0.3371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6943    2.1032    1.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9531    2.8721    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9833    2.4201    2.1358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2812   -1.1000    0.6959 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6589   -1.5924    0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9630   -5.9918   -0.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4121   -5.8569    0.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3953   -6.3446   -0.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6119   -1.9521   -1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3267   -1.8005    0.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5590    1.4229    0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3744    3.4784   -0.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    3.4753   -0.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489    0.2905   -1.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967    4.7914   -1.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1743    4.7420   -2.7511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317    4.5296   -1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931    0.7713    1.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4886    2.3828    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7644    3.9159    0.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6202    2.7995    1.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1614   -1.3791    1.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9923   -2.4644    0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6210   -1.8740   -0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4034   -0.7435    0.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
 35 34  1  0
 34 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 29 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 24  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  6 10  1  0
 10 11  1  0
 11 12  3  0
 10  9  1  0
  9  8  2  0
  8 22  1  0
 22 23  2  0
 22 21  1  0
 21 20  2  0
 20 19  1  0
 19 18  2  0
 18 16  1  0
 16 17  1  0
 16 15  2  0
 15 13  1  0
 13 14  2  0
  5 34  1  0
 13  9  1  0
  8  7  1  0
 15 21  1  0
 35 53  1  0
 35 54  1  0
 35 55  1  0
 34 52  1  1
 29 48  1  1
 32 49  1  0
 32 50  1  0
 32 51  1  0
 24 44  1  6
 27 45  1  0
 27 46  1  0
 27 47  1  0
  5 39  1  6
  1 36  1  0
  1 37  1  0
  1 38  1  0
 20 43  1  0
 19 42  1  0
 18 41  1  0
 17 40  1  0
M  END


  Mrv1652309022206402D          

 35 38  0  0  0  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  0  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  0  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
    4.3278    2.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840    3.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1492    2.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0155    1.0852    0.0000 C   0  0  0  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
    6.3145    1.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6583    0.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7920    2.3535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3594    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1808    0.2581    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
  2  4  1  0  0  0  0
  4  5  1  0  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  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 29 34  1  0  0  0  0
  5 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0148861

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C(OC(C)=O)C(OC(C)=O)C2=C(C1OC(C)=O)N(C#N)C1=C2C(=O)C2=CC=CC(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H20N2O9/c1-9-22(33-10(2)27)19-17(24(35-12(4)29)23(9)34-11(3)28)16-18(26(19)8-25)21(32)15-13(20(16)31)6-5-7-14(15)30/h5-7,9,22-24,30H,1-4H3

> <INCHI_KEY>
CLWRIZLHGISADS-UHFFFAOYSA-N

> <FORMULA>
C24H20N2O9

> <MOLECULAR_WEIGHT>
480.429

> <EXACT_MASS>
480.116880232

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
47.27167541317934

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
2.26

> <JCHEM_LOGP>
2.034853923999999

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.738168050110281

> <JCHEM_PKA_STRONGEST_BASIC>
-6.043542738466681

> <JCHEM_POLAR_SURFACE_AREA>
161.99

> <JCHEM_REFRACTIVITY>
117.2033

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.34e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-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       8.079   4.826   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.437   6.225   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.612   4.681   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       9.362   2.026   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.254   3.282   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      11.787   3.138   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.429   1.738   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      12.678   4.393   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      10.004   0.626   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.537   0.482   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   34                                                  
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   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   24   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   29    5   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Value	Source
2,4-Bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1H,2H,3H,4H,5H,6H,11H-benzo[b]carbazol-1-yl acetic acid	Generator

Chemical Formula

C₂₄H₂₀N₂O₉

Average Mass

480.4290 Da

Monoisotopic Mass

480.11688 Da

IUPAC Name

2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1H,2H,3H,4H,5H,6H,11H-benzo[b]carbazol-1-yl acetate

Traditional Name

2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1H,2H,3H,4H-benzo[b]carbazol-1-yl acetate

CAS Registry Number

Not Available

SMILES

CC1C(OC(C)=O)C(OC(C)=O)C2=C(C1OC(C)=O)N(C#N)C1=C2C(=O)C2=CC=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C24H20N2O9/c1-9-22(33-10(2)27)19-17(24(35-12(4)29)23(9)34-11(3)28)16-18(26(19)8-25)21(32)15-13(20(16)31)6-5-7-14(15)30/h5-7,9,22-24,30H,1-4H3

InChI Key

CLWRIZLHGISADS-UHFFFAOYSA-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

Not Available

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
Tricarboxylic acid or derivatives
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Vinylogous amide
Vinylogous acid
Pyrrole
Ketone
Carboxylic acid ester
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	2.26	ALOGPS
logP	2.03	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	7.74	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	161.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	117.2 m³·mol⁻¹	ChemAxon
Polarizability	47.27 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162816392

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,3h,4h-benzo[b]carbazol-1-yl acetate (NP0148861)

MOL for NP0148861 (2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,3h,4h-benzo[b]carbazol-1-yl acetate)

3D MOL for NP0148861 (2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,3h,4h-benzo[b]carbazol-1-yl acetate)

3D SDF for NP0148861 (2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,3h,4h-benzo[b]carbazol-1-yl acetate)

3D-SDF for NP0148861 (2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,3h,4h-benzo[b]carbazol-1-yl acetate)

PDB for NP0148861 (2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,3h,4h-benzo[b]carbazol-1-yl acetate)

3D PDB for NP0148861 (2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,3h,4h-benzo[b]carbazol-1-yl acetate)

SMILES for NP0148861 (2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,3h,4h-benzo[b]carbazol-1-yl acetate)

INCHI for NP0148861 (2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,3h,4h-benzo[b]carbazol-1-yl acetate)

Structure for NP0148861 (2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,3h,4h-benzo[b]carbazol-1-yl acetate)

3D Structure for NP0148861 (2,4-bis(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-1h,2h,3h,4h-benzo[b]carbazol-1-yl acetate)