NP-MRD: Showing NP-Card for methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]icosa-4,7,9,11-tetraene-4-carboxylate (NP0303069)

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Record Information

Version

2.0

Created at

2022-09-10 17:05:48 UTC

Updated at

2022-09-10 17:05:48 UTC

NP-MRD ID

NP0303069

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]icosa-4,7,9,11-tetraene-4-carboxylate

Description

Methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]Icosa-4,7,9,11-tetraene-4-carboxylate belongs to the class of organic compounds known as aspidospermatan-type alkaloids. These are tryptophan-derived alkaloids that are derived from the fusion of tryptamine and a terpene unit (generally either 9 or 10 carbons). Aspidospermine and aspidospermidine (along with tabersonine) are the archetypical members of the Aspidosperma alkaloids. methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]icosa-4,7,9,11-tetraene-4-carboxylate is found in Petchia ceylanica. Based on a literature review very few articles have been published on methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]Icosa-4,7,9,11-tetraene-4-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102219052D          

 27 32  0  0  0  0            999 V2000
    2.3421    4.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2357    3.4389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9084    2.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4865    3.5297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0914    2.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9073    1.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6865    2.0888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2874    1.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1123    1.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5363    0.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1353    0.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3104    0.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8865    0.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0301    0.8681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5256    0.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1021   -0.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377   -0.2614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -0.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8140    0.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6118    0.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5400    0.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4867   -0.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089   -0.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8990   -1.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3478    1.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5584    1.0950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2767    0.4640    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  0  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
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 21 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 21 27  1  0  0  0  0
 17 27  1  0  0  0  0
 14 27  1  0  0  0  0
M  END

     RDKit          3D

 51 56  0  0  0  0  0  0  0  0999 V2000
    0.0137    5.1197   -0.8571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2719    3.7584   -0.5667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6993    2.9459   -0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8374    3.4474    0.1354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5424    1.5277    0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6346    0.9034    0.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8660    1.4125   -0.4109 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6629    0.2550   -0.7545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8680    0.2324   -1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3588   -1.0109   -1.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6921   -2.1849   -1.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926   -2.0990   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9775   -0.8978   -0.4569 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8593   -0.5092    0.4157 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3570   -0.5917    1.8765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8958   -1.9640    2.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3844   -2.1330    1.5641 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4001   -1.9021    2.5271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3981   -0.8333    2.1533 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8093   -1.2462    0.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6131   -0.6364    0.0196 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8030   -0.5809   -1.4421 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9642    0.2145   -1.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6645   -0.1262   -2.1034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6675    0.7156    0.7164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6862    0.3579    2.0317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3621   -1.3670    0.3693 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9480    5.7264   -0.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5802    5.2403   -1.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6095    5.5029    0.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407    2.4098   -0.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3947    1.1420   -1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3059   -1.0550   -2.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1373   -3.1052   -1.8983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9995   -3.0412   -0.6632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9422    0.2241    2.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4591   -0.5998    1.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5907   -2.7422    1.8894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7759   -2.0088    3.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9907   -2.8585    2.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0055   -1.6935    3.5421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2332   -0.8075    2.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7541   -0.7682    0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8337   -2.3406    0.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9379   -1.6467   -1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7080    0.4776   -1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6318    1.1921   -2.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4834   -0.3177   -2.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1956   -0.8049   -2.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610    1.1699    0.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1881   -2.1028   -0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  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
 13 14  1  0
 14 15  1  1
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 21 20  1  1
 21 22  1  0
 22 23  1  0
 22 24  1  0
 21 25  1  0
 25 26  1  0
 21 27  1  0
 25  5  1  0
 14  6  1  0
 27 14  1  0
 13  8  1  0
 27 17  1  0
 26 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  1
 20 43  1  0
 20 44  1  0
 22 45  1  6
 23 46  1  0
 23 47  1  0
 23 48  1  0
 24 49  1  0
 25 50  1  6
 27 51  1  6
M  END


  Mrv1652309102219052D          

 27 32  0  0  0  0            999 V2000
    2.3421    4.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2357    3.4389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9084    2.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4865    3.5297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0914    2.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9073    1.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6865    2.0888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2874    1.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1123    1.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5363    0.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1353    0.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3104    0.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8865    0.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0301    0.8681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5256    0.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1021   -0.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377   -0.2614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4448   -0.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8140    0.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6118    0.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5400    0.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4867   -0.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7089   -0.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8990   -1.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3478    1.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5584    1.0950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2767    0.4640    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  0  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
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 21 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 21 27  1  0  0  0  0
 17 27  1  0  0  0  0
 14 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303069

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2NC3=CC=CC=C3C22CCN3CC4CC(C(C)O)(C1O4)C23

> <INCHI_IDENTIFIER>
InChI=1S/C21H24N2O4/c1-11(24)21-9-12-10-23-8-7-20(19(21)23)13-5-3-4-6-14(13)22-16(20)15(17(21)27-12)18(25)26-2/h3-6,11-12,17,19,22,24H,7-10H2,1-2H3

> <INCHI_KEY>
FJFAFXAJZWYPPQ-UHFFFAOYSA-N

> <FORMULA>
C21H24N2O4

> <MOLECULAR_WEIGHT>
368.433

> <EXACT_MASS>
368.173607261

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
38.818742845595466

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0^{3,18}.0^{5,13}.0^{7,12}.0^{13,17}]icosa-4,7,9,11-tetraene-4-carboxylate

> <JCHEM_LOGP>
0.496963234

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.854556003180168

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.108087754233011

> <JCHEM_PKA_STRONGEST_BASIC>
8.742877848922404

> <JCHEM_POLAR_SURFACE_AREA>
71.03

> <JCHEM_REFRACTIVITY>
101.0906

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0^{3,18}.0^{5,13}.0^{7,12}.0^{13,17}]icosa-4,7,9,11-tetraene-4-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       4.372   7.946   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.173   6.419   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.429   5.459   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.508   6.589   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.771   3.816   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.294   3.225   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       8.748   3.899   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       9.870   2.830   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.410   2.855   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.201   1.534   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.453   0.188   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.913   0.163   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.121   1.484   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.523   1.621   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.448   0.292   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.657  -1.021   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       6.230  -0.488   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       4.564  -1.163   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.386   0.054   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.009   1.019   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.741   1.544   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.642  -0.206   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.190  -1.232   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.411  -1.890   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.383   2.882   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.909   2.044   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.117   0.866   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   25                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13    6   15   27                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   27                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   25   27                                             
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   21    5   26                                                  
CONECT   26   25   19                                                       
CONECT   27   21   17   14                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   64    0
END

View in JSmol

Synonyms

Value	Source
Methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0,.0,.0,.0,]icosa-4,7,9,11-tetraene-4-carboxylic acid	Generator

Chemical Formula

C₂₁H₂₄N₂O₄

Average Mass

368.4330 Da

Monoisotopic Mass

368.17361 Da

IUPAC Name

methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0^{3,18}.0^{5,13}.0^{7,12}.0^{13,17}]icosa-4,7,9,11-tetraene-4-carboxylate

Traditional Name

methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0^{3,18}.0^{5,13}.0^{7,12}.0^{13,17}]icosa-4,7,9,11-tetraene-4-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2NC3=CC=CC=C3C22CCN3CC4CC(C(C)O)(C1O4)C23

InChI Identifier

InChI=1S/C21H24N2O4/c1-11(24)21-9-12-10-23-8-7-20(19(21)23)13-5-3-4-6-14(13)22-16(20)15(17(21)27-12)18(25)26-2/h3-6,11-12,17,19,22,24H,7-10H2,1-2H3

InChI Key

FJFAFXAJZWYPPQ-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
Petchia ceylanica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspidospermatan-type alkaloids. These are tryptophan-derived alkaloids that are derived from the fusion of tryptamine and a terpene unit (generally either 9 or 10 carbons). Aspidospermine and aspidospermidine (along with tabersonine) are the archetypical members of the Aspidosperma alkaloids.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aspidospermatan-type alkaloids

Sub Class

Not Available

Direct Parent

Aspidospermatan-type alkaloids

Alternative Parents

Substituents

Aspidosperma alkaloid
Carbazole
Indole or derivatives
Dihydroindole
Indolizidine
Para-oxazepine
Aralkylamine
Secondary aliphatic/aromatic amine
Piperidine
N-alkylpyrrolidine
Benzenoid
1,3-aminoalcohol
Pyrrolidine
Tetrahydrofuran
Methyl ester
Vinylogous amide
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Amino acid or derivatives
Tertiary aliphatic amine
Secondary alcohol
Tertiary amine
Carboxylic acid ester
Secondary amine
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Dialkyl ether
Enamine
Ether
Oxacycle
Monocarboxylic acid or derivatives
Amine
Organic oxygen compound
Alcohol
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Organopnictogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.5	ChemAxon
pKa (Strongest Acidic)	13.11	ChemAxon
pKa (Strongest Basic)	8.74	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	71.03 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	101.09 m³·mol⁻¹	ChemAxon
Polarizability	38.82 Å³	ChemAxon
Number of Rings	6	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

163023926

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]icosa-4,7,9,11-tetraene-4-carboxylate (NP0303069)

MOL for NP0303069 (methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]icosa-4,7,9,11-tetraene-4-carboxylate)

3D MOL for NP0303069 (methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]icosa-4,7,9,11-tetraene-4-carboxylate)

3D SDF for NP0303069 (methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]icosa-4,7,9,11-tetraene-4-carboxylate)

3D-SDF for NP0303069 (methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]icosa-4,7,9,11-tetraene-4-carboxylate)

PDB for NP0303069 (methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]icosa-4,7,9,11-tetraene-4-carboxylate)

3D PDB for NP0303069 (methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]icosa-4,7,9,11-tetraene-4-carboxylate)

SMILES for NP0303069 (methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]icosa-4,7,9,11-tetraene-4-carboxylate)

INCHI for NP0303069 (methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]icosa-4,7,9,11-tetraene-4-carboxylate)

Structure for NP0303069 (methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]icosa-4,7,9,11-tetraene-4-carboxylate)

3D Structure for NP0303069 (methyl 18-(1-hydroxyethyl)-2-oxa-6,16-diazahexacyclo[14.3.1.0³,¹⁸.0⁵,¹³.0⁷,¹².0¹³,¹⁷]icosa-4,7,9,11-tetraene-4-carboxylate)