NP-MRD: Showing NP-Card for 18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde (NP0210856)

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Record Information

Version

2.0

Created at

2022-09-05 08:51:45 UTC

Updated at

2022-09-05 08:51:46 UTC

NP-MRD ID

NP0210856

Secondary Accession Numbers

None

Natural Product Identification

Common Name

18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde

Description

18-Hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]Henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde belongs to the class of organic compounds known as akageran and related alkaloids. These are a small group of alkaloids typified by Akagerine, a tetracyclic compound that consist of a b-carboline fused to an azepine ring, which is substituted by a methyl group and a 2-methyl butane group. Akageran and related alkaloids appears to be formed by bond-breaking of a corynanthe precursor followed by formation of a 7-membered ring. 18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde is found in Psychotria correae. 18-Hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]Henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241517392D          

 26 30  0  0  0  0            999 V2000
    4.3142    4.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6983    3.6529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186    3.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953    3.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4518    2.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2316    2.3023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8860    2.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6868    2.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6592    1.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1112    0.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7395   -0.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9349    0.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3066    1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8546    1.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2263    2.6392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0500    2.6856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8516    0.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6531    0.1504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163    1.4775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4270    1.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0775    0.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2556    0.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7832    1.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1327    1.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546    1.9135    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  2  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  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
  5 26  1  0  0  0  0
 21 26  1  0  0  0  0
M  END

     RDKit          3D

 48 52  0  0  0  0  0  0  0  0999 V2000
   -0.9345   -3.3452    1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4825   -2.0113    0.9198 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4307   -1.7489    1.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9502   -0.3364    1.9631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2391    0.5309    0.9770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9890    0.2393    0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6142    1.1971   -0.3813 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031    2.1274   -0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6920    3.2789   -1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8231    4.0611   -1.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8363    3.6627   -0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7436    2.5042    0.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6150    1.7145    0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201    1.2981   -1.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497    2.3880   -1.5970 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5175    0.1112   -1.3573 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6437    0.4038   -2.2708 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3813    1.5193   -1.9734 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5080   -0.8580   -2.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9679   -1.1860   -0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1948   -0.9925    0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7083   -1.3289    1.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9796   -1.1453    2.4363 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382   -0.4478   -0.0225 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8541   -1.4886    0.4367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038   -1.0083    0.9950 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2081   -3.3478    1.9926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7647   -4.0182    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5258   -3.7698    0.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2762   -2.4873    1.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9575   -2.0382    2.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8144    0.0537    3.0060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0427   -0.3657    1.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9166    3.6158   -1.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9074    4.9878   -1.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7144    4.2766   -0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5194    2.1670    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8684   -0.6429   -1.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2434    0.5068   -3.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    2.2691   -2.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3675   -0.6157   -2.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9618   -1.6876   -2.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9835   -1.5953   -0.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7195   -1.7348    1.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213    0.4216    0.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6288   -2.1197   -0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -2.1697    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2698   -0.8449    2.1063 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  2  0
  6 26  1  0
 26 25  1  0
 25 24  1  0
 24 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16 14  1  0
 14 15  2  0
 14  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 26  2  1  0
 21 24  1  0
 13  8  1  0
 13  5  1  0
  7  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
 26 48  1  1
 25 46  1  0
 25 47  1  0
 24 45  1  1
 16 38  1  6
 17 39  1  6
 18 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
M  END


  Mrv1533004241517392D          

 26 30  0  0  0  0            999 V2000
    4.3142    4.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6983    3.6529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186    3.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953    3.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4518    2.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2316    2.3023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8860    2.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6868    2.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0309    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6592    1.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1112    0.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7395   -0.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9349    0.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3066    1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8546    1.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2263    2.6392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0500    2.6856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8516    0.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6531    0.1504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2163    1.4775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4270    1.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0775    0.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2556    0.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7832    1.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1327    1.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9546    1.9135    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  2  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  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
  5 26  1  0  0  0  0
 21 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0210856

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CCC2=C3C1CC1C(C(O)CC=C1C=O)C(=O)N3C1=CC=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C21H22N2O3/c1-22-9-8-14-13-4-2-3-5-16(13)23-20(14)17(22)10-15-12(11-24)6-7-18(25)19(15)21(23)26/h2-6,11,15,17-19,25H,7-10H2,1H3

> <INCHI_KEY>
KJVXWHLHSMZRHH-UHFFFAOYSA-N

> <FORMULA>
C21H22N2O3

> <MOLECULAR_WEIGHT>
350.418

> <EXACT_MASS>
350.163042576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
38.28643386854604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde

> <ALOGPS_LOGP>
2.35

> <JCHEM_LOGP>
0.9635637110000002

> <ALOGPS_LOGS>
-2.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.416226556054355

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.597169859721827

> <JCHEM_PKA_STRONGEST_BASIC>
5.577408491303911

> <JCHEM_POLAR_SURFACE_AREA>
62.54

> <JCHEM_REFRACTIVITY>
99.5399

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       8.053   7.843   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.904   6.819   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.448   7.322   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.285   6.313   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.577   4.801   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.032   4.298   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.254   5.235   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.749   4.865   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.391   3.465   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.697   2.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.541   0.802   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.847  -0.573   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.078   0.889   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.772   2.263   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.929   3.552   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.622   4.927   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      13.160   5.013   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.190   1.776   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.819   0.281   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0       6.004   2.758   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       4.530   2.309   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.878   0.914   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.344   0.782   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.462   2.044   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.114   3.439   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.649   3.572   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   26                                                  
CONECT    6    5    7   20                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    9   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   10   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    6   21                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    5   21                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂N₂O₃

Average Mass

350.4180 Da

Monoisotopic Mass

350.16304 Da

IUPAC Name

18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde

Traditional Name

18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde

CAS Registry Number

Not Available

SMILES

CN1CCC2=C3C1CC1C(C(O)CC=C1C=O)C(=O)N3C1=CC=CC=C21

InChI Identifier

InChI=1S/C21H22N2O3/c1-22-9-8-14-13-4-2-3-5-16(13)23-20(14)17(22)10-15-12(11-24)6-7-18(25)19(15)21(23)26/h2-6,11,15,17-19,25H,7-10H2,1H3

InChI Key

KJVXWHLHSMZRHH-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
Psychotria correae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as akageran and related alkaloids. These are a small group of alkaloids typified by Akagerine, a tetracyclic compound that consist of a b-carboline fused to an azepine ring, which is substituted by a methyl group and a 2-methyl butane group. Akageran and related alkaloids appears to be formed by bond-breaking of a corynanthe precursor followed by formation of a 7-membered ring.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Akageran and related alkaloids

Sub Class

Not Available

Direct Parent

Akageran and related alkaloids

Alternative Parents

Substituents

Akageran skeleton
Beta-carboline
Pyridoindole
Pyrroloazepine
3-alkylindole
Indole
Indole or derivatives
Azepine
Aralkylamine
Benzenoid
Heteroaromatic compound
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Lactam
Azacycle
Organoheterocyclic compound
Aldehyde
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Alcohol
Amine
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.35	ALOGPS
logP	0.96	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	14.6	ChemAxon
pKa (Strongest Basic)	5.58	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	62.54 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	99.54 m³·mol⁻¹	ChemAxon
Polarizability	38.29 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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde (NP0210856)

MOL for NP0210856 (18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde)

3D MOL for NP0210856 (18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde)

3D SDF for NP0210856 (18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde)

3D-SDF for NP0210856 (18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde)

PDB for NP0210856 (18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde)

3D PDB for NP0210856 (18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde)

SMILES for NP0210856 (18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde)

INCHI for NP0210856 (18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde)

Structure for NP0210856 (18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde)

3D Structure for NP0210856 (18-hydroxy-11-methyl-20-oxo-1,11-diazapentacyclo[10.8.1.0²,⁷.0⁸,²¹.0¹⁴,¹⁹]henicosa-2,4,6,8(21),15-pentaene-15-carbaldehyde)