NP-MRD: Showing NP-Card for (2r,3r,4s,5s,6r)-2-{3,8-dichloro-12h-indolo[2,3-a]carbazol-11-yl}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0242213)

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Record Information

Version

2.0

Created at

2022-09-07 02:28:41 UTC

Updated at

2022-09-07 02:28:41 UTC

NP-MRD ID

NP0242213

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3r,4s,5s,6r)-2-{3,8-dichloro-12h-indolo[2,3-a]carbazol-11-yl}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

Tjipanazole E belongs to the class of organic compounds known as indolocarbazoles. These are polycyclic aromatic compounds containing an indole fused to a carbazole. Based on a literature review very few articles have been published on Tjipanazole E.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072204282D          

 33 38  0  0  1  0            999 V2000
    3.3646   -8.2918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1931   -7.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062   -6.9328    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6347   -6.1258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2478   -5.5737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0762   -4.7668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3226   -4.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5689   -4.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015   -4.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9877   -3.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3203   -2.9764    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7414   -3.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4088   -3.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2158   -3.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6283   -2.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4533   -2.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8658   -3.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6727   -3.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3402   -3.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0939   -3.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7613   -2.9764    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.1801   -4.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5127   -4.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7590   -4.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0053   -4.7668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4533   -4.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6283   -4.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0324   -5.8287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6455   -5.2767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2039   -6.6357    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9885   -6.8906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5908   -7.1877    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7624   -7.9947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  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
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
  7 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 17 26  2  0  0  0  0
 26 27  1  0  0  0  0
 14 27  2  0  0  0  0
  6 27  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  6  0  0  0
M  END

     RDKit          3D

 53 58  0  0  0  0  0  0  0  0999 V2000
   -4.8321   -1.6132   -2.4293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1205   -0.4497   -2.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965   -0.7074   -1.1007 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3503    0.4309   -0.8052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1900   -0.0023   -0.1070 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1782    1.0095   -0.0843 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4869    2.3373   -0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6694    3.0587   -0.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6729    4.4576   -0.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4901    5.1583   -0.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4745    6.9092   -0.4475 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6999    4.4661   -0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6629    3.0942   -0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7208    2.2119   -0.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979    2.4105    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062    1.3010    0.1733 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3371    0.0478    0.2137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9514   -1.1928    0.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2789   -1.5603    0.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6231   -2.8849    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3125   -3.3865    0.7191 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.6160   -3.8226    0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001   -3.4416    0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9227   -2.1094    0.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7209   -1.4796    0.2081 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808   -0.1702    0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1570    0.9435    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6682   -0.4364    1.2617 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6193   -0.6445    2.1193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915   -1.7104    1.0156 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8969   -2.2987    2.1860 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6794   -1.2301    0.1678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5453   -2.2856    0.0036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7859   -1.5457   -2.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5415   -0.2218   -3.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7487    0.4261   -1.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3825   -1.4671   -1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9218   -0.9286   -0.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192    2.5830   -0.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5808    5.0168   -0.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6503    4.9828   -0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4850    3.4194    0.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9863    1.4265    0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0280   -0.7853    0.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8899   -4.8599    0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4837   -4.1687    0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8442   -2.0258    0.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4022    0.3108    1.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4542   -1.6247    2.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8946   -2.3703    0.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8420   -1.6814    2.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1169   -0.3805    0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9035   -2.5161    0.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
  5  6  1  0
  6  7  1  0
  7 13  1  0
 13 12  2  0
 12 10  1  0
 10 11  1  0
 10  9  2  0
  9  8  1  0
 13 14  1  0
 14 27  2  0
 27 26  1  0
 26 17  2  0
 17 16  1  0
 16 15  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 32  3  1  0
 27  6  1  0
 25 26  1  0
  8  7  2  0
 15 14  1  0
 24 18  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  6
  5 38  1  6
 28 48  1  1
 29 49  1  0
 30 50  1  6
 31 51  1  0
 32 52  1  1
 33 53  1  0
 12 41  1  0
  9 40  1  0
  8 39  1  0
 16 43  1  0
 15 42  1  0
 19 44  1  0
 22 45  1  0
 23 46  1  0
 25 47  1  0
M  END


  Mrv1652309072204282D          

 33 38  0  0  1  0            999 V2000
    3.3646   -8.2918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1931   -7.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8062   -6.9328    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6347   -6.1258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2478   -5.5737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0762   -4.7668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3226   -4.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5689   -4.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015   -4.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9877   -3.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3203   -2.9764    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7414   -3.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4088   -3.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2158   -3.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6283   -2.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4533   -2.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8658   -3.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6727   -3.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3402   -3.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0939   -3.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7613   -2.9764    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.1801   -4.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5127   -4.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7590   -4.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0053   -4.7668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4533   -4.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6283   -4.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0324   -5.8287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6455   -5.2767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2039   -6.6357    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9885   -6.8906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5908   -7.1877    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7624   -7.9947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  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
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
  7 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 17 26  2  0  0  0  0
 26 27  1  0  0  0  0
 14 27  2  0  0  0  0
  6 27  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0242213

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)N1C2=C(C=C(Cl)C=C2)C2=C1C1=C(C=C2)C2=CC(Cl)=CC=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C24H20Cl2N2O5/c25-10-1-5-16-14(7-10)12-3-4-13-15-8-11(26)2-6-17(15)28(20(13)19(12)27-16)24-23(32)22(31)21(30)18(9-29)33-24/h1-8,18,21-24,27,29-32H,9H2/t18-,21-,22+,23-,24-/m1/s1

> <INCHI_KEY>
SZUVYWLTIGVGME-REXJZNOJSA-N

> <FORMULA>
C24H20Cl2N2O5

> <MOLECULAR_WEIGHT>
487.33

> <EXACT_MASS>
486.0749272

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
48.98521532552861

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-2-{7,16-dichloro-3,20-diazapentacyclo[11.7.0.0^{2,10}.0^{4,9}.0^{14,19}]icosa-1,4(9),5,7,10,12,14(19),15,17-nonaen-3-yl}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_LOGP>
3.226328831666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.220415990121047

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.35202209976179

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9804971885021576

> <JCHEM_POLAR_SURFACE_AREA>
110.87000000000002

> <JCHEM_REFRACTIVITY>
123.05479999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6R)-2-{7,16-dichloro-3,20-diazapentacyclo[11.7.0.0^{2,10}.0^{4,9}.0^{14,19}]icosa-1,4(9),5,7,10,12,14(19),15,17-nonaen-3-yl}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  O   UNK     0       6.281 -15.478   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.960 -13.972   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.105 -12.941   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.785 -11.435   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.929 -10.404   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       7.609  -8.898   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       6.202  -8.272   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.795  -8.898   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.549  -7.993   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.710  -6.461   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       2.464  -5.556   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       5.117  -5.835   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.363  -6.740   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.869  -6.420   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.639  -5.086   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.179  -5.086   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.949  -6.420   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.456  -6.740   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.702  -5.835   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.109  -6.461   0.000  0.00  0.00           C+0
HETATM   21 Cl   UNK     0      16.354  -5.556   0.000  0.00  0.00          Cl+0
HETATM   22  C   UNK     0      15.270  -7.993   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.024  -8.898   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.617  -8.272   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      11.210  -8.898   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      10.179  -7.754   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.639  -7.754   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.394 -10.880   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.538  -9.850   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.714 -12.387   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      11.179 -12.862   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.570 -13.417   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.890 -14.923   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   32                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7   27                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    7   14                                                  
CONECT   14   13   15   27                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   26                                                  
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   18   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   17   27                                                  
CONECT   27   26   14    6                                                  
CONECT   28    5   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30    3   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₀Cl₂N₂O₅

Average Mass

487.3300 Da

Monoisotopic Mass

486.07493 Da

IUPAC Name

(2R,3R,4S,5S,6R)-2-{7,16-dichloro-3,20-diazapentacyclo[11.7.0.0^{2,10}.0^{4,9}.0^{14,19}]icosa-1,4(9),5,7,10,12,14(19),15,17-nonaen-3-yl}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2R,3R,4S,5S,6R)-2-{7,16-dichloro-3,20-diazapentacyclo[11.7.0.0^{2,10}.0^{4,9}.0^{14,19}]icosa-1,4(9),5,7,10,12,14(19),15,17-nonaen-3-yl}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)N1C2=C(C=C(Cl)C=C2)C2=C1C1=C(C=C2)C2=CC(Cl)=CC=C2N1

InChI Identifier

InChI=1S/C24H20Cl2N2O5/c25-10-1-5-16-14(7-10)12-3-4-13-15-8-11(26)2-6-17(15)28(20(13)19(12)27-16)24-23(32)22(31)21(30)18(9-29)33-24/h1-8,18,21-24,27,29-32H,9H2/t18-,21-,22+,23-,24-/m1/s1

InChI Key

SZUVYWLTIGVGME-REXJZNOJSA-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 indolocarbazoles. These are polycyclic aromatic compounds containing an indole fused to a carbazole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Indolocarbazoles

Alternative Parents

Substituents

Indolocarbazole
Pyrrolo[2,3-a]carbazole
Pyrroloindole
Hexose monosaccharide
Glycosyl compound
N-glycosyl compound
N-alkylindole
Indole
Oxane
Benzenoid
Substituted pyrrole
Aryl halide
Aryl chloride
Monosaccharide
Pyrrole
Heteroaromatic compound
Secondary alcohol
Oxacycle
Azacycle
Polyol
Organohalogen compound
Organic nitrogen compound
Primary alcohol
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organochloride
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
logP	3.23	ChemAxon
pKa (Strongest Acidic)	12.35	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.87 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	123.05 m³·mol⁻¹	ChemAxon
Polarizability	48.99 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

C00026732

Chemspider ID

9595261

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11420375

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3r,4s,5s,6r)-2-{3,8-dichloro-12h-indolo[2,3-a]carbazol-11-yl}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0242213)

MOL for NP0242213 ((2r,3r,4s,5s,6r)-2-{3,8-dichloro-12h-indolo[2,3-a]carbazol-11-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0242213 ((2r,3r,4s,5s,6r)-2-{3,8-dichloro-12h-indolo[2,3-a]carbazol-11-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0242213 ((2r,3r,4s,5s,6r)-2-{3,8-dichloro-12h-indolo[2,3-a]carbazol-11-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0242213 ((2r,3r,4s,5s,6r)-2-{3,8-dichloro-12h-indolo[2,3-a]carbazol-11-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0242213 ((2r,3r,4s,5s,6r)-2-{3,8-dichloro-12h-indolo[2,3-a]carbazol-11-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0242213 ((2r,3r,4s,5s,6r)-2-{3,8-dichloro-12h-indolo[2,3-a]carbazol-11-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0242213 ((2r,3r,4s,5s,6r)-2-{3,8-dichloro-12h-indolo[2,3-a]carbazol-11-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0242213 ((2r,3r,4s,5s,6r)-2-{3,8-dichloro-12h-indolo[2,3-a]carbazol-11-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0242213 ((2r,3r,4s,5s,6r)-2-{3,8-dichloro-12h-indolo[2,3-a]carbazol-11-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0242213 ((2r,3r,4s,5s,6r)-2-{3,8-dichloro-12h-indolo[2,3-a]carbazol-11-yl}-6-(hydroxymethyl)oxane-3,4,5-triol)