NP-MRD: Showing NP-Card for (1r,10s,17s)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2,4,6,8-tetraen-14-one (NP0307649)

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Record Information

Version

2.0

Created at

2022-09-11 00:55:32 UTC

Updated at

2022-09-11 00:55:32 UTC

NP-MRD ID

NP0307649

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,10s,17s)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2,4,6,8-tetraen-14-one

Description

(1R,10S,17S)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]Nonadeca-2,4(9),5,7-tetraen-14-one belongs to the class of organic compounds known as ibogan-type alkaloids. These are indole alkaloids with a structure based on the ibogamine skeleton or a derivative thereof. Ibogamine is a pentacyclic heterocyclic compound consisting of an indole fused to an azepane-containing tricyclic moiety ring. Iboga alkaloids arise from the cyclization of a secodine-type precursor through the formation of a 16,21 bond. Based on a literature review very few articles have been published on (1R,10S,17S)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]Nonadeca-2,4(9),5,7-tetraen-14-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112202552D          

 25 29  0  0  1  0            999 V2000
   -0.1546   -1.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5535   -1.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5409   -0.2106    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0255    0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5679    1.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4836    0.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9411    0.1976    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7857    0.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4241   -0.2074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1184    0.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9141    0.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5005    0.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2911    1.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8775    1.9794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6681    2.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4953    1.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9090    1.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0853    1.0838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5524    1.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281    1.8739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8889    1.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1962    1.4226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4714    1.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0187    2.5322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1055    0.4412    0.0000 C   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  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 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
  5 23  1  0  0  0  0
 23 24  2  0  0  0  0
 22 25  1  0  0  0  0
  3 25  1  0  0  0  0
  7 25  1  0  0  0  0
M  END

     RDKit          3D

 49 53  0  0  0  0  0  0  0  0999 V2000
   -5.4989    1.4078    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0759    1.2788   -0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2737    0.3406    0.7051 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8041   -1.0485    0.7253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7319   -2.0091    0.1811 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4680   -1.8907    1.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0449   -0.4792    1.2462 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3786   -0.2411    0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3079   -0.5274    1.6991 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5911   -0.2417    1.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8581   -0.4060    1.7699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565   -0.0346    1.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875    0.4776   -0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9139    0.8429   -0.9734 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2151    0.6989   -0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5538    0.6363   -0.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4375    0.2673   -0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9798    0.2941   -0.3528 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6585    1.6454   -0.5629 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6456   -0.4581   -1.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231    0.0854   -2.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6189   -0.2316   -1.0295 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3975   -1.4006   -1.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7841   -1.9060   -2.2474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8407    0.4328    0.2717 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6950    2.4704    0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6858    0.8215    1.1919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2038    1.1604   -0.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    2.2655   -0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0677    0.9030   -1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3182    0.7276    1.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6436   -1.1222   -0.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1947   -1.3947    1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0922   -3.0251    0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986   -2.5049    0.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6755   -2.4238    1.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3047   -0.1671    2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687   -0.8094    2.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9722   -0.1350    1.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9529    1.1954   -1.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2990    1.1662    0.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4296   -0.3794   -0.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3750    1.0306   -1.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3503    2.2547   -0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3672   -0.2184   -2.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5443   -1.5351   -1.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6207    1.1735   -2.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0425   -0.4337   -3.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4660    1.4468    0.2954 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  6  1  0
  6  7  1  0
  7 25  1  0
 25 22  1  0
 22 21  1  0
 21 20  1  0
 20 18  1  0
 18 19  1  6
 18 17  1  0
 17 16  2  0
 16 13  1  0
 13 14  1  0
 14 15  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  2  0
 22 23  1  0
 23 24  2  0
 25  3  1  0
  8 18  1  0
 23  5  1  0
  8  7  1  0
 10 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  1
  4 32  1  0
  4 33  1  0
  5 34  1  6
  6 35  1  0
  6 36  1  0
  7 37  1  1
 25 49  1  6
 21 47  1  0
 21 48  1  0
 20 45  1  0
 20 46  1  0
 19 44  1  0
 16 43  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 12 39  1  0
 11 38  1  0
M  END


  Mrv1652309112202552D          

 25 29  0  0  1  0            999 V2000
   -0.1546   -1.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5535   -1.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5409   -0.2106    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0255    0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5679    1.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4836    0.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9411    0.1976    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7857    0.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4241   -0.2074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1184    0.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9141    0.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5005    0.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2911    1.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8775    1.9794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6681    2.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4953    1.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9090    1.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0853    1.0838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5524    1.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281    1.8739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8889    1.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1962    1.4226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4714    1.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0187    2.5322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1055    0.4412    0.0000 C   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  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 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
  5 23  1  0  0  0  0
 23 24  2  0  0  0  0
 22 25  1  0  0  0  0
  3 25  1  0  0  0  0
  7 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0307649

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H]1CC2C[C@@H]3C1N(CC[C@]1(O)C4=CC(OC)=CC=C4N=C31)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H24N2O3/c1-3-11-8-12-9-14-17(11)22(19(12)23)7-6-20(24)15-10-13(25-2)4-5-16(15)21-18(14)20/h4-5,10-12,14,17,24H,3,6-9H2,1-2H3/t11-,12?,14+,17?,20-/m0/s1

> <INCHI_KEY>
ZZLFOXHXIZURFY-YDWLDQOTSA-N

> <FORMULA>
C20H24N2O3

> <MOLECULAR_WEIGHT>
340.423

> <EXACT_MASS>
340.178692641

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
37.40682786360159

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,10S,17S)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2,4,6,8-tetraen-14-one

> <JCHEM_LOGP>
2.2946591223333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.66063429372235

> <JCHEM_PKA_STRONGEST_BASIC>
4.7046591845991745

> <JCHEM_POLAR_SURFACE_AREA>
62.13

> <JCHEM_REFRACTIVITY>
95.65129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,10S,17S)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2,4,6,8-tetraen-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.289  -2.723   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.033  -1.933   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.010  -0.393   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.048   0.754   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.060   1.890   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.769   1.648   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.623   0.369   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.200   0.588   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       6.392  -0.387   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       7.688   0.445   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.173   0.039   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.268   1.122   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.877   2.612   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.971   3.695   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      10.580   5.184   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.391   3.018   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.297   1.935   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.759   2.023   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.631   3.292   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.092   3.498   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.526   3.683   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       2.233   2.656   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       0.880   3.439   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.035   4.727   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.064   0.824   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   25                                                  
CONECT    8    7    9   18                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   10   18                                                  
CONECT   18   17    8   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22    5   24                                                  
CONECT   24   23                                                            
CONECT   25   22    3    7                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄N₂O₃

Average Mass

340.4230 Da

Monoisotopic Mass

340.17869 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC[C@H]1CC2C[C@@H]3C1N(CC[C@]1(O)C4=CC(OC)=CC=C4N=C31)C2=O

InChI Identifier

InChI=1S/C20H24N2O3/c1-3-11-8-12-9-14-17(11)22(19(12)23)7-6-20(24)15-10-13(25-2)4-5-16(15)21-18(14)20/h4-5,10-12,14,17,24H,3,6-9H2,1-2H3/t11-,12?,14+,17?,20-/m0/s1

InChI Key

ZZLFOXHXIZURFY-YDWLDQOTSA-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 ibogan-type alkaloids. These are indole alkaloids with a structure based on the ibogamine skeleton or a derivative thereof. Ibogamine is a pentacyclic heterocyclic compound consisting of an indole fused to an azepane-containing tricyclic moiety ring. Iboga alkaloids arise from the cyclization of a secodine-type precursor through the formation of a 16,21 bond.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ibogan-type alkaloids

Sub Class

Not Available

Direct Parent

Ibogan-type alkaloids

Alternative Parents

Substituents

Ibogan skeleton
Catharanthine skeleton
3-alkylindole
Indole or derivatives
Anisole
Piperidinone
Delta-lactam
Azepane
Alkyl aryl ether
Benzenoid
Piperidine
Tertiary carboxylic acid amide
Tertiary alcohol
Lactam
Ketimine
Carboxamide group
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Imine
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

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

163184296

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,10s,17s)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2,4,6,8-tetraen-14-one (NP0307649)

MOL for NP0307649 ((1r,10s,17s)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2,4,6,8-tetraen-14-one)

3D MOL for NP0307649 ((1r,10s,17s)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2,4,6,8-tetraen-14-one)

3D SDF for NP0307649 ((1r,10s,17s)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2,4,6,8-tetraen-14-one)

3D-SDF for NP0307649 ((1r,10s,17s)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2,4,6,8-tetraen-14-one)

PDB for NP0307649 ((1r,10s,17s)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2,4,6,8-tetraen-14-one)

3D PDB for NP0307649 ((1r,10s,17s)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2,4,6,8-tetraen-14-one)

SMILES for NP0307649 ((1r,10s,17s)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2,4,6,8-tetraen-14-one)

INCHI for NP0307649 ((1r,10s,17s)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2,4,6,8-tetraen-14-one)

Structure for NP0307649 ((1r,10s,17s)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2,4,6,8-tetraen-14-one)

3D Structure for NP0307649 ((1r,10s,17s)-17-ethyl-10-hydroxy-7-methoxy-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2,4,6,8-tetraen-14-one)