NP-MRD: Showing NP-Card for (1s,12s,13r,16r,17s,18r)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraene-17-carbaldehyde (NP0252101)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 15:30:17 UTC

Updated at

2022-09-07 15:30:17 UTC

NP-MRD ID

NP0252101

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,12s,13r,16r,17s,18r)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraene-17-carbaldehyde

Description

CHEMBL3338230 belongs to the class of organic compounds known as macroline alkaloids. These are alkaloids with a structure that is based on the tetracyclic macroline skeleton. The macroline skeleton arises by scission of the C-21 to N-4 bond of the akuammilan skeleton, and mostly occurs in bisindole alkaloids. (1s,12s,13r,16r,17s,18r)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraene-17-carbaldehyde is found in Alstonia angustifolia. Based on a literature review very few articles have been published on CHEMBL3338230.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072217302D          

 25 29  0  0  1  0            999 V2000
   -2.2641    0.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4893    0.6958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3472   -0.1169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5724   -0.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604    0.1292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7355   -0.3450    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5481   -0.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0223    0.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8803    1.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093    1.6711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7253    2.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2019    1.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0250    1.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4853    0.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1225   -0.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2995   -0.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8391    0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2052    1.7590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3925    1.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0817    0.9419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8565    1.2252    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9986    2.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7734    2.3212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7073    0.7657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    1.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  6  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  8 17  1  0  0  0  0
 12 17  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  6  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  2  0  0  0  0
 18 24  1  6  0  0  0
  6 24  1  6  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
    5.0724    0.8803    0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8342    1.0479    0.8186 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0790    2.1459    0.4806 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    1.9281   -0.5658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0213    1.0509   -0.1274 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6501    0.1240   -1.2832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7193    0.6017   -1.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7443    0.2360   -0.7441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5060   -0.6905    0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6062   -0.8081    1.0152 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8103   -1.6693    2.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5746    0.0112    0.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8630    0.2732    0.9778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6242    1.1920    0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1052    1.8628   -0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8132    1.5908   -1.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0372    0.6704   -0.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1903   -1.4046    0.3723 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6321   -0.8244    1.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5406    0.2746    1.0611 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9265   -0.1824    0.7006 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4122   -1.3022    1.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9044   -2.2694    0.9490 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963   -1.2024   -0.8433 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6754   -2.2576   -1.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2431    1.6767   -0.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9764    0.8949    0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0838   -0.1115   -0.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0951    1.1322    1.8982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6825    1.5133   -1.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7601    2.9093   -0.8436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1877    1.6748    0.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3997    0.1786   -2.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9592    0.1535   -2.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7200    1.7111   -1.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8652   -2.1662    2.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5416   -2.4706    1.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2391   -1.1008    3.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3127   -0.2152    1.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6411    1.4527    0.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6854    2.5823   -1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4003    2.1076   -2.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3269   -2.4834    0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2803   -1.6443    1.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0253   -0.5263    2.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6354    0.9950    1.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9352   -0.4362   -0.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3452   -1.2912    2.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2674   -2.6052   -2.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0317   -3.1765   -1.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4742   -2.0335   -2.4534 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 20  1  0
 20 19  1  0
 19 18  1  0
 18 24  1  0
 24 25  1  0
 24  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 21  2  1  0
  6  5  1  0
 17  8  1  0
  9 18  1  0
 17 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  1
  4 30  1  0
  4 31  1  0
  5 32  1  1
 20 46  1  1
 19 44  1  0
 19 45  1  0
 18 43  1  1
 25 49  1  0
 25 50  1  0
 25 51  1  0
  6 33  1  6
  7 34  1  0
  7 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 21 47  1  6
 22 48  1  0
M  END


  Mrv1652309072217302D          

 25 29  0  0  1  0            999 V2000
   -2.2641    0.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4893    0.6958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3472   -0.1169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5724   -0.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604    0.1292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7355   -0.3450    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5481   -0.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0223    0.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8803    1.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093    1.6711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7253    2.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2019    1.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0250    1.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4853    0.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1225   -0.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2995   -0.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8391    0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2052    1.7590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3925    1.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0817    0.9419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8565    1.2252    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9986    2.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7734    2.3212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7073    0.7657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    1.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  6  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  8 17  1  0  0  0  0
 12 17  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  6  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  2  0  0  0  0
 18 24  1  6  0  0  0
  6 24  1  6  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0252101

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1OC[C@@H]2[C@@H](C[C@@H]3N(C)[C@H]2CC2=C3N(C)C3=CC=CC=C23)[C@@H]1C=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2O2/c1-12-16(10-24)14-8-20-21-15(9-19(22(20)2)17(14)11-25-12)13-6-4-5-7-18(13)23(21)3/h4-7,10,12,14,16-17,19-20H,8-9,11H2,1-3H3/t12-,14+,16-,17-,19+,20+/m1/s1

> <INCHI_KEY>
NTXSRNQQLHZNTH-YLZCMAPSSA-N

> <FORMULA>
C21H26N2O2

> <MOLECULAR_WEIGHT>
338.451

> <EXACT_MASS>
338.199428085

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
38.25973628923384

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,12S,13R,16R,17S,18R)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{13,18}]icosa-2(10),4,6,8-tetraene-17-carbaldehyde

> <JCHEM_LOGP>
2.229944942666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.271079065500583

> <JCHEM_PKA_STRONGEST_BASIC>
6.721006913370492

> <JCHEM_POLAR_SURFACE_AREA>
34.47

> <JCHEM_REFRACTIVITY>
98.70239999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,12S,13R,16R,17S,18R)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{13,18}]icosa-2(10),4,6,8-tetraene-17-carbaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.226   1.828   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.780   1.299   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.515  -0.218   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.068  -0.747   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.113   0.241   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.373  -0.644   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.890  -0.379   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.775   0.881   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.510   2.398   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       4.871   3.119   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       5.087   4.644   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.977   2.048   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.513   2.153   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.373   0.875   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.695  -0.508   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.159  -0.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.300   0.665   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.250   3.284   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.733   3.018   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.153   1.758   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.599   2.287   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.864   3.804   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.310   4.333   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0       1.320   1.429   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       0.302   2.584   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   24                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    8   12                                                  
CONECT   18    9   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19    5   21                                                  
CONECT   21   20    2   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   18    6   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₆N₂O₂

Average Mass

338.4510 Da

Monoisotopic Mass

338.19943 Da

IUPAC Name

(1S,12S,13R,16R,17S,18R)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{13,18}]icosa-2(10),4,6,8-tetraene-17-carbaldehyde

Traditional Name

(1S,12S,13R,16R,17S,18R)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{13,18}]icosa-2(10),4,6,8-tetraene-17-carbaldehyde

CAS Registry Number

Not Available

SMILES

C[C@H]1OC[C@@H]2[C@@H](C[C@@H]3N(C)[C@H]2CC2=C3N(C)C3=CC=CC=C23)[C@@H]1C=O

InChI Identifier

InChI=1S/C21H26N2O2/c1-12-16(10-24)14-8-20-21-15(9-19(22(20)2)17(14)11-25-12)13-6-4-5-7-18(13)23(21)3/h4-7,10,12,14,16-17,19-20H,8-9,11H2,1-3H3/t12-,14+,16-,17-,19+,20+/m1/s1

InChI Key

NTXSRNQQLHZNTH-YLZCMAPSSA-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
Alstonia angustifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macroline alkaloids. These are alkaloids with a structure that is based on the tetracyclic macroline skeleton. The macroline skeleton arises by scission of the C-21 to N-4 bond of the akuammilan skeleton, and mostly occurs in bisindole alkaloids.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Macroline alkaloids

Sub Class

Not Available

Direct Parent

Macroline alkaloids

Alternative Parents

Substituents

Macroline skeleton
Beta-carboline
Pyridoindole
N-alkylindole
3-alkylindole
Indole
Indole or derivatives
Aralkylamine
N-methylpyrrole
Oxane
Piperidine
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Azacycle
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Organonitrogen compound
Aldehyde
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Amine
Organic oxide
Organic nitrogen 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	2.23	ChemAxon
pKa (Strongest Acidic)	16.27	ChemAxon
pKa (Strongest Basic)	6.72	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.47 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	98.7 m³·mol⁻¹	ChemAxon
Polarizability	38.26 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

58116530

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

118715152

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,12s,13r,16r,17s,18r)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraene-17-carbaldehyde (NP0252101)

MOL for NP0252101 ((1s,12s,13r,16r,17s,18r)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraene-17-carbaldehyde)

3D MOL for NP0252101 ((1s,12s,13r,16r,17s,18r)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraene-17-carbaldehyde)

3D SDF for NP0252101 ((1s,12s,13r,16r,17s,18r)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraene-17-carbaldehyde)

3D-SDF for NP0252101 ((1s,12s,13r,16r,17s,18r)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraene-17-carbaldehyde)

PDB for NP0252101 ((1s,12s,13r,16r,17s,18r)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraene-17-carbaldehyde)

3D PDB for NP0252101 ((1s,12s,13r,16r,17s,18r)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraene-17-carbaldehyde)

SMILES for NP0252101 ((1s,12s,13r,16r,17s,18r)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraene-17-carbaldehyde)

INCHI for NP0252101 ((1s,12s,13r,16r,17s,18r)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraene-17-carbaldehyde)

Structure for NP0252101 ((1s,12s,13r,16r,17s,18r)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraene-17-carbaldehyde)

3D Structure for NP0252101 ((1s,12s,13r,16r,17s,18r)-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraene-17-carbaldehyde)