NP-MRD: Showing NP-Card for 1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecan]-2'-yl}ethyl acetate (NP0297030)

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Record Information

Version

2.0

Created at

2022-09-10 06:59:56 UTC

Updated at

2022-09-10 06:59:57 UTC

NP-MRD ID

NP0297030

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecan]-2'-yl}ethyl acetate

Description

1-{1-Methoxy-4'-methyl-2-oxo-1,2-dihydro-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]Dodecane]-2'-yl}ethyl acetate belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). 1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecan]-2'-yl}ethyl acetate is found in Gelsemium rankinii. 1-{1-Methoxy-4'-methyl-2-oxo-1,2-dihydro-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]Dodecane]-2'-yl}ethyl acetate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161514592D          

 30 35  0  0  0  0            999 V2000
    2.8473   -4.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1283   -3.1960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8665   -2.3482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0637   -2.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5366   -2.8659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9965   -1.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -1.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9477   -1.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1237   -0.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5064    0.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1365   -0.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866   -1.4547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393   -0.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1026    0.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4838    0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7595    1.1747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6627    2.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058   -0.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8063   -1.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3880    0.3676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2042    1.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9468    1.8609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3839    1.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7578   -1.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0308   -0.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8416   -0.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792   -0.7122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1062   -1.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2954   -1.6435    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  2  0  0  0  0
  4  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 10 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
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  3 30  1  0  0  0  0
 25 30  1  0  0  0  0
M  END

     RDKit          3D

 58 63  0  0  0  0  0  0  0  0999 V2000
    2.7916    3.8262    1.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5814    3.1707    0.9065 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6294    2.0209    0.2393 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8724    1.6136   -0.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2629    2.4028   -1.7039 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9163    0.1424   -0.9310 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2706   -0.1343   -0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1139   -1.2421   -0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1991   -1.2713    0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4514   -0.2503    1.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6048    0.8378    1.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4942    0.9013    0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6571   -0.4278   -2.2654 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8325   -0.5232   -2.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4917   -1.2415   -1.4550 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5314   -2.3514   -0.9804 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3953   -2.7322   -2.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1840   -1.6686   -2.5156 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1449   -1.8504    0.2472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0685   -0.3266    0.1191 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4911   -0.3950   -0.2114 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3566    0.7735   -0.2695 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7741    0.2280   -0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567    1.3978    0.9593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3996    2.7731    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5841    3.5321    2.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    3.4152   -0.0007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9753   -1.3885    0.8906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7813   -2.0588    1.3596 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9596   -3.4747    1.5293 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5845    3.3721    0.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1305    3.9597    2.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6540    4.8614    0.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9287   -2.0400   -1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8514   -2.1513    0.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3113   -0.3482    1.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7747    1.6461    2.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536    0.2915   -3.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9545   -1.0698   -3.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1990    0.5014   -2.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4859   -1.6320   -1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1668   -3.2147   -0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2228   -3.0485   -2.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9842   -3.5954   -1.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1409   -2.1550    0.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1821    0.1697    1.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0656    1.4885   -1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5022    1.0622   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0335   -0.6239    0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8125   -0.0692   -1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0561    3.0482    3.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1392    4.5365    2.1688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6522    3.7140    2.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6917   -2.0784    0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -0.7540    1.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9201   -3.7456    2.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0898   -4.0039    1.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8980   -3.8202    1.0897 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  2  0
  6  4  1  6
  6 20  1  0
 20 19  1  0
 19 16  1  0
 16 17  1  0
 17 18  1  0
 18 13  1  0
 13 14  1  0
 14 15  1  0
 15 21  1  0
 21 28  1  1
 28 29  1  0
 29 30  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  3  1  0
 13  6  1  0
 12  7  1  0
 21 20  1  0
 29 19  1  0
 15 16  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
 20 46  1  1
 19 45  1  1
 16 42  1  1
 17 43  1  0
 17 44  1  0
 13 38  1  6
 14 39  1  0
 14 40  1  0
 15 41  1  6
 28 54  1  0
 28 55  1  0
 30 56  1  0
 30 57  1  0
 30 58  1  0
 22 47  1  6
 23 48  1  0
 23 49  1  0
 23 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
M  END


  Mrv1533004161514592D          

 30 35  0  0  0  0            999 V2000
    2.8473   -4.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1283   -3.1960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8665   -2.3482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0637   -2.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5366   -2.8659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9965   -1.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -1.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9477   -1.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1237   -0.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5064    0.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1365   -0.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866   -1.4547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8393   -0.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1026    0.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4838    0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7595    1.1747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6627    2.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058   -0.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8063   -1.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3880    0.3676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2042    1.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9468    1.8609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3839    1.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7578   -1.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0308   -0.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8416   -0.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792   -0.7122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1062   -1.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2954   -1.6435    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  2  0  0  0  0
  4  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 10 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
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  3 30  1  0  0  0  0
 25 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0297030

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CON1C(=O)C2(C3C4C5COC2CC5C3(CN4C)C(C)OC(C)=O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C23H28N2O5/c1-12(30-13(2)26)22-11-24(3)19-14-10-29-18(9-16(14)22)23(20(19)22)15-7-5-6-8-17(15)25(28-4)21(23)27/h5-8,12,14,16,18-20H,9-11H2,1-4H3

> <INCHI_KEY>
BTZWFBFZHHQPCI-UHFFFAOYSA-N

> <FORMULA>
C23H28N2O5

> <MOLECULAR_WEIGHT>
412.486

> <EXACT_MASS>
412.19982201

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
43.106096791786385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{1-methoxy-4'-methyl-2-oxo-1,2-dihydro-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecane]-2'-yl}ethyl acetate

> <ALOGPS_LOGP>
1.80

> <JCHEM_LOGP>
0.8690387339999999

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.605257140407154

> <JCHEM_POLAR_SURFACE_AREA>
68.31

> <JCHEM_REFRACTIVITY>
107.93060000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecane]-2'-yl}ethyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       5.315  -7.475   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.840  -5.966   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       5.351  -4.383   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.852  -4.028   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.868  -5.350   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.727  -2.493   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.136  -3.123   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.769  -2.172   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.097  -0.635   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.945   0.060   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.255  -1.103   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.348  -2.716   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.341   0.926   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.433  -0.717   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.925   0.013   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.636   1.485   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       3.284   2.193   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.104   4.093   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.051  -0.907   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.238  -2.677   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.324   0.686   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.981   2.660   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.367   3.474   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.450   3.396   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.148  -1.900   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.658  -0.447   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.171  -0.161   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.175  -1.329   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.665  -2.783   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.151  -3.068   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   14   25                                             
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10   14   17                                                  
CONECT   14   13    6   15                                                  
CONECT   15   14    9   16   19                                             
CONECT   16   15   17                                                       
CONECT   17   16   13   18                                                  
CONECT   18   17                                                            
CONECT   19   15   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    6   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29    3   25                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

View in JSmol

Synonyms

Value	Source
1-{1-methoxy-4'-methyl-2-oxo-1,2-dihydro-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0,.0,]dodecane]-2'-yl}ethyl acetic acid	Generator
1-{1-methoxy-4'-methyl-2-oxo-1,2-dihydro-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecane]-2'-yl}ethyl acetic acid	Generator

Chemical Formula

C₂₃H₂₈N₂O₅

Average Mass

412.4860 Da

Monoisotopic Mass

412.19982 Da

IUPAC Name

1-{1-methoxy-4'-methyl-2-oxo-1,2-dihydro-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecane]-2'-yl}ethyl acetate

Traditional Name

1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecane]-2'-yl}ethyl acetate

CAS Registry Number

Not Available

SMILES

CON1C(=O)C2(C3C4C5COC2CC5C3(CN4C)C(C)OC(C)=O)C2=CC=CC=C12

InChI Identifier

InChI=1S/C23H28N2O5/c1-12(30-13(2)26)22-11-24(3)19-14-10-29-18(9-16(14)22)23(20(19)22)15-7-5-6-8-17(15)25(28-4)21(23)27/h5-8,12,14,16,18-20H,9-11H2,1-4H3

InChI Key

BTZWFBFZHHQPCI-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
Gelsemium rankinii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Halogenated fatty acid
Fatty acid
Fatty acyl
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Alkyl chloride
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxide
Primary aliphatic amine
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Amine
Organic nitrogen compound
Alkyl halide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	1.8	ALOGPS
logP	0.87	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Basic)	9.61	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	68.31 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.93 m³·mol⁻¹	ChemAxon
Polarizability	43.11 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

5315772

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecan]-2'-yl}ethyl acetate (NP0297030)

MOL for NP0297030 (1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecan]-2'-yl}ethyl acetate)

3D MOL for NP0297030 (1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecan]-2'-yl}ethyl acetate)

3D SDF for NP0297030 (1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecan]-2'-yl}ethyl acetate)

3D-SDF for NP0297030 (1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecan]-2'-yl}ethyl acetate)

PDB for NP0297030 (1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecan]-2'-yl}ethyl acetate)

3D PDB for NP0297030 (1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecan]-2'-yl}ethyl acetate)

SMILES for NP0297030 (1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecan]-2'-yl}ethyl acetate)

INCHI for NP0297030 (1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecan]-2'-yl}ethyl acetate)

Structure for NP0297030 (1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecan]-2'-yl}ethyl acetate)

3D Structure for NP0297030 (1-{1-methoxy-4'-methyl-2-oxo-9'-oxa-4'-azaspiro[indole-3,7'-tetracyclo[6.3.1.0²,⁶.0⁵,¹¹]dodecan]-2'-yl}ethyl acetate)