NP-MRD: Showing NP-Card for {3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate (NP0310731)

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Record Information

Version

1.0

Created at

2022-09-11 06:15:26 UTC

Updated at

2022-09-11 06:15:27 UTC

NP-MRD ID

NP0310731

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate

Description

{3,16,20-Trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]Icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate 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. {3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate is found in Alstonia macrophylla. {3,16,20-Trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]Icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191518222D          

 28 32  0  0  0  0            999 V2000
    8.2284    3.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4536    3.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3115    2.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5367    1.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9039    2.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0460    3.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5718    3.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7591    4.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2570    3.1378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0141    2.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2288    2.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162    2.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9420    2.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0840    3.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550    4.0432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390    4.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7624    3.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9394    3.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4790    2.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418    2.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6648    2.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1252    2.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8208    3.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9629    4.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7377    4.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8798    5.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6546    5.7892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2470    6.0353    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  1  0  0  0  0
  6  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
  9 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 13 22  1  0  0  0  0
 17 22  1  0  0  0  0
  6 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END

     RDKit          3D

 58 62  0  0  0  0  0  0  0  0999 V2000
   -5.3060    2.6161   -1.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1448    1.4103   -0.7023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0489    1.1078    0.1368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0518    0.5698   -0.7578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9233   -0.5734    0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5948   -1.2474   -0.2779 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3662   -2.4705    0.5430 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6753   -3.2214    0.6613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9375   -2.1979    1.8350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7128   -1.4895    1.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0203   -0.1182    1.3202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5040   -0.2529   -0.1208 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3172   -0.4645   -1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5247    0.7795   -0.9721 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9748    0.4594   -0.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3787    0.2017    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7566   -0.0690    0.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6705   -0.3836    1.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0004   -0.6029    1.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3963   -0.4972   -0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4778   -0.1820   -1.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1323    0.0409   -0.7330 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0574    0.3537   -1.4765 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0720    0.5506   -2.9175 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4349    0.2242    1.7320 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1347    0.8392    1.3856 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1427    1.6069    0.1670 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8709    2.8246    0.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0211    2.4601   -2.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7473    3.4126   -0.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3602    3.0032   -1.9341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7844   -1.2362   -0.1615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9235   -0.2188    1.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6574   -1.5507   -1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6382   -3.1144   -0.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4386   -4.2601    0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2363   -3.2293   -0.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2890   -2.6926    1.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3730   -1.4958    2.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0262   -2.0311    1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9111    0.2501    1.8905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9283    0.7561   -0.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2576   -1.3682   -0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977   -0.6119   -2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3810    1.3702   -1.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3128   -0.4548    2.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7344   -0.8518    2.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4453   -0.6723   -0.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8310   -0.1110   -2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1982   -0.4560   -3.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1379    0.9938   -3.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9452    1.1757   -3.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3831   -0.8194    2.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9510    0.7869    2.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1234    1.5794    2.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3978    2.9967   -0.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1247    3.6707    0.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5816    2.9044    1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 27  1  0
 27 28  1  0
 27 26  1  0
 26 25  1  0
 25 16  1  0
 16 15  2  0
 15 23  1  0
 23 24  1  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  2  0
 12  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  6  7  1  0
 26 11  1  0
 17 16  1  0
 15 14  1  0
 17 22  1  0
  8 36  1  0
  8 37  1  0
  8 38  1  0
  7 35  1  6
 10 39  1  0
 10 40  1  0
 11 41  1  1
 12 42  1  6
 13 43  1  0
 13 44  1  0
 14 45  1  6
 28 56  1  0
 28 57  1  0
 28 58  1  0
 26 55  1  1
 25 53  1  0
 25 54  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 21 49  1  0
 20 48  1  0
 19 47  1  0
 18 46  1  0
  6 34  1  6
  5 32  1  0
  5 33  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
M  END


  Mrv1533004191518222D          

 28 32  0  0  0  0            999 V2000
    8.2284    3.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4536    3.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3115    2.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5367    1.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9039    2.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0460    3.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5718    3.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7591    4.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2570    3.1378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0141    2.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2288    2.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162    2.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9420    2.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0840    3.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550    4.0432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390    4.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7624    3.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9394    3.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4790    2.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418    2.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6648    2.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1252    2.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8208    3.5973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9629    4.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7377    4.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8798    5.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6546    5.7892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2470    6.0353    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  1  0  0  0  0
  6  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
  9 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 13 22  1  0  0  0  0
 17 22  1  0  0  0  0
  6 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0310731

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OCC2C(CC3N(C)C2CC2=C3N(C)C3=CC=CC=C23)C1COC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H30N2O3/c1-13-18(11-28-14(2)26)16-9-22-23-17(10-21(24(22)3)19(16)12-27-13)15-7-5-6-8-20(15)25(23)4/h5-8,13,16,18-19,21-22H,9-12H2,1-4H3

> <INCHI_KEY>
LVAQLMGCXDNFOM-UHFFFAOYSA-N

> <FORMULA>
C23H30N2O3

> <MOLECULAR_WEIGHT>
382.504

> <EXACT_MASS>
382.225642834

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
43.63142228558576

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
2.420885568666667

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.413403490854974

> <JCHEM_POLAR_SURFACE_AREA>
43.7

> <JCHEM_REFRACTIVITY>
108.9949

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      15.360   6.256   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.913   5.727   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      13.648   4.210   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      12.202   3.681   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.021   4.669   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.286   6.186   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.401   7.446   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.884   7.711   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       9.813   5.857   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      11.226   5.245   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.760   3.784   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.244   4.049   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.358   5.309   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.624   6.826   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       6.263   7.547   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       6.046   9.072   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.157   6.476   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.620   6.581   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.761   5.303   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.438   3.920   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.974   3.815   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.834   5.093   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.732   6.715   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.997   8.232   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      14.444   8.761   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      14.709  10.278   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      16.155  10.807   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      13.528  11.266   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    5   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13    8   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   13   17                                                  
CONECT   23    6    2   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Value	Source
{3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0,.0,.0,]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetic acid	Generator
{3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetic acid	Generator

Chemical Formula

C₂₃H₃₀N₂O₃

Average Mass

382.5040 Da

Monoisotopic Mass

382.22564 Da

IUPAC Name

{3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate

Traditional Name

{3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate

CAS Registry Number

Not Available

SMILES

CC1OCC2C(CC3N(C)C2CC2=C3N(C)C3=CC=CC=C23)C1COC(C)=O

InChI Identifier

InChI=1S/C23H30N2O3/c1-13-18(11-28-14(2)26)16-9-22-23-17(10-21(24(22)3)19(16)12-27-13)15-7-5-6-8-20(15)25(23)4/h5-8,13,16,18-19,21-22H,9-12H2,1-4H3

InChI Key

LVAQLMGCXDNFOM-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
Alstonia macrophylla	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 amine
Amino acid or derivatives
Tertiary aliphatic amine
Carboxylic acid ester
Azacycle
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Dialkyl ether
Monocarboxylic acid or derivatives
Ether
Amine
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic nitrogen compound
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	3.37	ALOGPS
logP	2.42	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	7.41	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.7 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	108.99 m³·mol⁻¹	ChemAxon
Polarizability	43.63 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

14865771

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate (NP0310731)

MOL for NP0310731 ({3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate)

3D MOL for NP0310731 ({3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate)

3D SDF for NP0310731 ({3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate)

3D-SDF for NP0310731 ({3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate)

PDB for NP0310731 ({3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate)

3D PDB for NP0310731 ({3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate)

SMILES for NP0310731 ({3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate)

INCHI for NP0310731 ({3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate)

Structure for NP0310731 ({3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate)

3D Structure for NP0310731 ({3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-17-yl}methyl acetate)