NP-MRD: Showing NP-Card for 23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione (NP0322515)

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Record Information

Version

2.0

Created at

2022-09-12 01:19:40 UTC

Updated at

2022-09-12 01:19:40 UTC

NP-MRD ID

NP0322515

Secondary Accession Numbers

None

Natural Product Identification

Common Name

23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione

Description

23-Hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]Pentacosa-15,17,19-triene-21,24-dione 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. 23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione is found in Strychnos icaja. 23-Hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]Pentacosa-15,17,19-triene-21,24-dione is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171503232D          

 29 35  0  0  0  0            999 V2000
   -0.6199   -2.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3801   -1.9541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4437   -1.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -1.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1451   -0.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6946    0.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948    0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2818    1.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3205    1.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1099    1.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7123    2.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2969    0.7282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192    0.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7988    0.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4224    0.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2664   -0.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4869   -1.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8632   -0.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0267    1.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7684    1.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9485    0.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2467   -0.3730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2269   -0.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0398   -1.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8536    0.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174    0.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5101   -0.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2792   -1.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1722   -2.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  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  2  0  0  0  0
  5 18  1  0  0  0  0
 13 18  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  2 24  1  0  0  0  0
 23 25  1  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  2  0  0  0  0
M  END

     RDKit          3D

 53 59  0  0  0  0  0  0  0  0999 V2000
   -2.7958    1.8876    1.6435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8684    1.5087    0.6353 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5386    1.7998    0.9738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4707    1.9373   -0.0577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2576    0.7949   -0.5596 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0648    0.8072   -2.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9004    1.1821   -2.8109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2765    0.3050   -2.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -0.5201   -1.6122 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4039   -1.7113   -2.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4988   -0.9721   -0.3126 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9026   -0.5966   -0.2548 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6632   -1.0151    0.8935 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0481   -1.9952    1.6914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5816   -2.1988    2.8201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1523   -2.7735    1.2856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479   -2.5050   -0.1389 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8148   -2.8038   -0.4961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8503   -2.1525    0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2406   -0.8152   -0.3857 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5812   -0.4726   -1.6917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4308    0.0393   -1.2138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3230    1.4757   -0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8498   -0.2507    0.7937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0511   -0.4988    1.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1168    0.3583    1.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9562    1.4075    0.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7327    1.6161   -0.3066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6540    0.8047   -0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8327    1.9726    1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4295    2.8540    2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7035    1.1459    2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1610    1.1646    1.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197    2.8138    1.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0312    2.5673   -0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2584    2.6746    0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8070    1.2387   -2.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310   -0.2057   -3.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2078   -1.5706   -2.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0347   -0.6580    0.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4026   -1.2356   -1.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1324   -3.8448    1.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9277   -2.5872    2.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1746   -2.9940   -0.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7119   -2.1407    1.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7639   -2.8222   -0.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9925   -0.3434    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4155    1.8014   -0.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8822    2.1603   -1.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1682   -1.3315    2.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0797    0.1914    1.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7894    2.0542    0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6301    2.4521   -0.9880 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 12  1  0
 12 11  1  0
 11 17  1  0
 17 16  1  0
 16 14  1  0
 14 15  2  0
 14 13  1  0
 13 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 22 21  1  6
 22 23  1  0
 22  9  1  0
  9 10  1  6
  9  8  1  0
  8  6  1  0
  6  7  2  0
 23  2  1  0
  5 29  1  6
 22 20  1  0
  6  5  1  0
 13 12  1  0
 29 24  1  0
  9 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
 12 41  1  6
 11 40  1  1
 17 44  1  6
 16 42  1  0
 16 43  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  1
 23 48  1  0
 23 49  1  0
 10 39  1  0
  8 37  1  0
  8 38  1  0
M  END


  Mrv1533004171503232D          

 29 35  0  0  0  0            999 V2000
   -0.6199   -2.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3801   -1.9541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4437   -1.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -1.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1451   -0.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6946    0.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948    0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2818    1.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3205    1.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1099    1.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7123    2.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2969    0.7282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0192    0.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7988    0.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4224    0.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2664   -0.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4869   -1.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8632   -0.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0267    1.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7684    1.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9485    0.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2467   -0.3730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2269   -0.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0398   -1.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8536    0.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4174    0.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5101   -0.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2792   -1.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1722   -2.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  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  2  0  0  0  0
  5 18  1  0  0  0  0
 13 18  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  2 24  1  0  0  0  0
 23 25  1  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0322515

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CCC23C4C5C(CC(=O)N4C4=CC=CC=C24)OCC2OC2(C1)C5(O)CC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H24N2O5/c1-23-7-6-20-12-4-2-3-5-13(12)24-17(26)8-14-18(19(20)24)21(27,9-15(20)25)22(11-23)16(29-22)10-28-14/h2-5,14,16,18-19,27H,6-11H2,1H3

> <INCHI_KEY>
LFRUIFVGLYORRJ-UHFFFAOYSA-N

> <FORMULA>
C22H24N2O5

> <MOLECULAR_WEIGHT>
396.443

> <EXACT_MASS>
396.168521881

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
40.33079762837447

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione

> <ALOGPS_LOGP>
0.32

> <JCHEM_LOGP>
-0.12594657966666697

> <ALOGPS_LOGS>
-1.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.691139212583199

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.782516557572883

> <JCHEM_PKA_STRONGEST_BASIC>
8.006611492765416

> <JCHEM_POLAR_SURFACE_AREA>
82.61000000000001

> <JCHEM_REFRACTIVITY>
101.18149999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.34e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -1.157  -5.121   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -0.709  -3.648   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       0.828  -3.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.953  -2.512   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.138  -0.983   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.297   0.307   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.177   0.755   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.526   2.254   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.598   3.307   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.072   2.859   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.196   3.911   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       2.421   1.359   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       3.769   0.615   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.224   1.119   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.388   0.111   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.097  -1.401   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.642  -1.905   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.478  -0.897   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.916   2.917   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.301   2.243   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.637   0.740   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.194  -0.696   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.290  -1.223   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.941  -2.723   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.593   0.150   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.646   1.275   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.952  -1.798   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.521  -2.245   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.321  -3.772   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   18   28                                             
CONECT    6    5    7   12                                                  
CONECT    7    6    8   25                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    6   13                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    5   13                                                  
CONECT   19    8   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   23                                                       
CONECT   23   22   21   24   25                                             
CONECT   24   23    2                                                       
CONECT   25   23    7   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27    5   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₄N₂O₅

Average Mass

396.4430 Da

Monoisotopic Mass

396.16852 Da

IUPAC Name

23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione

Traditional Name

23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione

CAS Registry Number

Not Available

SMILES

CN1CCC23C4C5C(CC(=O)N4C4=CC=CC=C24)OCC2OC2(C1)C5(O)CC3=O

InChI Identifier

InChI=1S/C22H24N2O5/c1-23-7-6-20-12-4-2-3-5-13(12)24-17(26)8-14-18(19(20)24)21(27,9-15(20)25)22(11-23)16(29-22)10-28-14/h2-5,14,16,18-19,27H,6-11H2,1H3

InChI Key

LFRUIFVGLYORRJ-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

Species Name	Source	Reference
Strychnos icaja	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
Quinolidine
Delta-lactam
Oxepane
Piperidinone
Aralkylamine
Piperidine
Benzenoid
Cyclic alcohol
Tertiary alcohol
Tertiary carboxylic acid amide
Carboxamide group
Ketone
Lactam
Amino acid or derivatives
Tertiary amine
Tertiary aliphatic amine
Oxacycle
Carboxylic acid derivative
Azacycle
Dialkyl ether
Oxirane
Ether
Carbonyl group
Alcohol
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Amine
Organic oxide
Hydrocarbon derivative
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	0.32	ALOGPS
logP	-0.13	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	12.78	ChemAxon
pKa (Strongest Basic)	8.01	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.61 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	101.18 m³·mol⁻¹	ChemAxon
Polarizability	40.33 Å³	ChemAxon
Number of Rings	7	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

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

633892

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione (NP0322515)

MOL for NP0322515 (23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione)

3D MOL for NP0322515 (23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione)

3D SDF for NP0322515 (23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione)

3D-SDF for NP0322515 (23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione)

PDB for NP0322515 (23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione)

3D PDB for NP0322515 (23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione)

SMILES for NP0322515 (23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione)

INCHI for NP0322515 (23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione)

Structure for NP0322515 (23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione)

3D Structure for NP0322515 (23-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[10.8.3.2¹¹,¹⁴.0¹,¹³.0⁶,⁸.0⁶,²³.0¹⁵,²⁰]pentacosa-15,17,19-triene-21,24-dione)