NP-MRD: Showing NP-Card for 2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate (NP0158458)

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Record Information

Version

2.0

Created at

2022-09-02 16:02:55 UTC

Updated at

2022-09-02 16:02:55 UTC

NP-MRD ID

NP0158458

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate

Description

Kopsijasminilam belongs to the class of organic compounds known as indolecarboxylic acids. Indolecarboxylic acids are compounds containing a carboxylic acid group linked to an indole. 2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate is found in Kopsia arborea. 2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate was first documented in 2000 (PMID: 11052086). Based on a literature review very few articles have been published on Kopsijasminilam.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022218022D          

 31 35  0  0  1  0            999 V2000
    0.9649   -3.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7331   -2.7364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8770   -1.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8545   -1.7411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5171   -0.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6660   -0.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2613   -0.2132    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3480   -0.8641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0897    0.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3793    1.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2467    1.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0675    1.0979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2756    1.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0150    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6264    0.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1149    0.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9376    1.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4092    0.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1185    0.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8380    0.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8482   -0.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1389   -1.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4194   -0.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6265   -0.9421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3510   -1.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3886   -2.0929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7873   -2.7195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6118   -2.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0725   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5701    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7570    0.4269    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 15 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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 29  1  0  0  0  0
  5 29  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  7 31  1  0  0  0  0
M  END

     RDKit          3D

 57 61  0  0  0  0  0  0  0  0999 V2000
   -0.1257    4.3851    2.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6892    3.2750    1.6291 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1208    2.3318    1.0012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3453    2.5151    1.0534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4276    1.1804    0.3124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7373    1.0302    0.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4962    0.3526   -0.8238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1141    1.4660   -1.4709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5228   -0.4925   -0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6065   -1.9008   -0.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7981   -2.8842    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4440   -2.5341    0.5370 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2516   -3.3755    0.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6424   -2.3513   -0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -1.1212    0.3271 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8472   -1.4509    1.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0126   -0.7022    2.1811 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5681   -0.9984    1.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9376   -1.7037    2.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1399   -1.3894    2.9889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9565   -0.3825    2.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5880    0.3214    1.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3753   -0.0076    0.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7430    0.5579   -0.4260 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4718    1.3332   -1.3593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6905    1.5691   -1.2114 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8589    1.8568   -2.4691 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4833    2.6364   -3.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669    0.1546   -0.3748 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1750    0.1273   -1.7837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6399   -0.2897   -1.8398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5499    4.9793    1.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9756    5.0652    2.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3871    4.0619    3.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3322    1.4286    1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3624    1.2527   -2.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4681   -0.4667    0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287   -0.0049   -0.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6795   -2.2409   -0.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5290   -2.0617   -1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3708   -3.2921    1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8288   -3.8038   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4938   -4.1222   -0.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700   -3.8384    1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5072   -2.2691   -1.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6878   -2.7560   -0.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3330   -2.4972    2.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4823   -1.9066    3.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9038   -0.1198    2.9813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    1.1125    0.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4457    2.1590   -3.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8338    2.6559   -4.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6612    3.6637   -3.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2134    1.2159   -2.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4098   -0.4028   -2.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9448    0.0458   -2.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6372   -1.3673   -1.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 27 25  1  0
 25 26  2  0
 25 24  1  0
 24 23  1  0
 23 22  2  0
 22 21  1  0
 21 20  2  0
 20 19  1  0
 19 18  2  0
 18 15  1  0
 15 14  1  6
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  1  6
  7 31  1  0
 31 30  1  0
 30 29  1  0
 29  5  1  0
  5  6  2  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  1  0
 12 16  1  0
 16 17  2  0
 29 24  1  6
 18 23  1  0
 29 15  1  0
 16 15  1  0
  6  7  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
 22 50  1  0
 21 49  1  0
 20 48  1  0
 19 47  1  0
 14 45  1  0
 14 46  1  0
 13 43  1  0
 13 44  1  0
 11 41  1  0
 11 42  1  0
 10 39  1  0
 10 40  1  0
  9 37  1  0
  9 38  1  0
  8 36  1  0
 31 56  1  0
 31 57  1  0
 30 54  1  0
 30 55  1  0
  6 35  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
M  END


  Mrv1652309022218022D          

 31 35  0  0  1  0            999 V2000
    0.9649   -3.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7331   -2.7364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8770   -1.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8545   -1.7411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5171   -0.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6660   -0.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2613   -0.2132    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3480   -0.8641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0897    0.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3793    1.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2467    1.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0675    1.0979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2756    1.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0150    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6264    0.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1149    0.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9376    1.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4092    0.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1185    0.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8380    0.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8482   -0.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1389   -1.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4194   -0.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6265   -0.9421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3510   -1.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3886   -2.0929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7873   -2.7195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6118   -2.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0725   -0.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5701    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7570    0.4269    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 15 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
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 29  1  0  0  0  0
  5 29  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
  7 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0158458

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)N1C2=CC=CC=C2C23CCN(CCC[C@]4(O)CCC12C(=C4)C(=O)OC)C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H26N2O6/c1-30-18(26)16-14-21(29)8-5-12-24-13-11-22(19(24)27)15-6-3-4-7-17(15)25(20(28)31-2)23(16,22)10-9-21/h3-4,6-7,14,29H,5,8-13H2,1-2H3/t21-,22?,23?/m0/s1

> <INCHI_KEY>
CTDOYMUKENYJJU-UVKLAMSESA-N

> <FORMULA>
C23H26N2O6

> <MOLECULAR_WEIGHT>
426.469

> <EXACT_MASS>
426.179086565

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
43.54561560655831

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,18-dimethyl (16S)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1^{9,12}.0^{1,9}.0^{3,8}]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate

> <ALOGPS_LOGP>
1.01

> <JCHEM_LOGP>
1.2658062263333334

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.313785877631862

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4211657947109289

> <JCHEM_POLAR_SURFACE_AREA>
96.38000000000001

> <JCHEM_REFRACTIVITY>
111.02180000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,18-dimethyl (16S)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1^{9,12}.0^{1,9}.0^{3,8}]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate

> <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       1.801  -5.669   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.235  -5.108   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.504  -3.337   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.328  -3.250   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.832  -1.838   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.243  -1.789   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.488  -0.398   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.650  -1.613   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.167   1.098   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.708   2.473   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.327   2.719   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       3.859   2.049   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.248   3.495   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.628   2.778   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.903   0.865   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.814   1.753   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.350   2.167   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.364   0.238   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.688   1.025   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.031   0.271   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.050  -1.268   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.726  -2.055   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.383  -1.301   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       4.903  -1.759   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       4.389  -3.552   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.592  -3.907   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.203  -5.076   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.742  -5.127   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.869  -0.539   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.931   0.677   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.413   0.797   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   29                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9   31                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18   29                                             
CONECT   16   15   12   17                                                  
CONECT   17   16                                                            
CONECT   18   15   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18   24                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27                                                            
CONECT   29   24    5   15   30                                             
CONECT   30   29   31                                                       
CONECT   31   30    7                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₆N₂O₆

Average Mass

426.4690 Da

Monoisotopic Mass

426.17909 Da

IUPAC Name

2,18-dimethyl (16S)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1^{9,12}.0^{1,9}.0^{3,8}]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate

Traditional Name

2,18-dimethyl (16S)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1^{9,12}.0^{1,9}.0^{3,8}]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)N1C2=CC=CC=C2C23CCN(CCC[C@]4(O)CCC12C(=C4)C(=O)OC)C3=O

InChI Identifier

InChI=1S/C23H26N2O6/c1-30-18(26)16-14-21(29)8-5-12-24-13-11-22(19(24)27)15-6-3-4-7-17(15)25(20(28)31-2)23(16,22)10-9-21/h3-4,6-7,14,29H,5,8-13H2,1-2H3/t21-,22?,23?/m0/s1

InChI Key

CTDOYMUKENYJJU-UVKLAMSESA-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
Kopsia arborea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolecarboxylic acids. Indolecarboxylic acids are compounds containing a carboxylic acid group linked to an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolecarboxylic acids and derivatives

Direct Parent

Indolecarboxylic acids

Alternative Parents

Substituents

Indolecarboxylic acid
Benzenoid
N-alkylpyrrolidine
2-pyrrolidone
Pyrrolidone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carbamic acid ester
Tertiary carboxylic acid amide
Tertiary alcohol
Pyrrolidine
Carbonic acid derivative
Lactam
Carboxylic acid ester
Carboxamide group
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
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	1.01	ALOGPS
logP	1.27	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	14.31	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	96.38 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	111.02 m³·mol⁻¹	ChemAxon
Polarizability	43.55 Å³	ChemAxon
Number of Rings	5	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

C00024506

Chemspider ID

170391

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

196698

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kuehne ME, Li YL, Wei CQ: Biogenetic syntheses of kopsijasminilam and deoxykopsijasminilam. J Org Chem. 2000 Oct 6;65(20):6434-40. doi: 10.1021/jo000398h. [PubMed:11052086 ]
LOTUS database [Link]

Showing NP-Card for 2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate (NP0158458)

MOL for NP0158458 (2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate)

3D MOL for NP0158458 (2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate)

3D SDF for NP0158458 (2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate)

3D-SDF for NP0158458 (2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate)

PDB for NP0158458 (2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate)

3D PDB for NP0158458 (2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate)

SMILES for NP0158458 (2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate)

INCHI for NP0158458 (2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate)

Structure for NP0158458 (2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate)

3D Structure for NP0158458 (2,18-dimethyl (16s)-16-hydroxy-21-oxo-2,12-diazapentacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸]henicosa-3,5,7,17-tetraene-2,18-dicarboxylate)