Np mrd loader

Showing NP-Card for GS-3 (NP0068705)

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Record Information
Version2.0
Created at2022-04-28 13:58:09 UTC
Updated at2024-09-12 20:16:33 UTC
NP-MRD IDNP0068705
Secondary Accession NumbersNone
Natural Product Identification
Common NameGS-3
DescriptionGS-3 belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. GS-3 is found in Gelsemium sempervirens Ait.f. . Based on a literature review very few articles have been published on GS-3.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0068705 (GS-3)

NP0068705
  Mrv2104 05272322483D          

 52 56  0  0  0  0            999 V2000
    5.9525   -2.1469    0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8751   -1.2748    0.3360 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9088   -0.7131    1.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2064   -0.7174    2.5754 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5484   -0.1043    0.8565 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6683    0.7147   -0.3934 N   0  0  1  0  0  0  0  0  0  0  0  0
    1.8138    1.7637    0.1911 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4001    1.7991   -0.3816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3349    0.4459   -0.3776 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1954   -0.2554   -1.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8526   -0.5129   -2.3487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4747   -0.5296   -2.2119 N   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7501   -0.9495   -3.5184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7078   -2.3730   -3.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4528    0.1048   -1.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8097    0.1840   -1.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6068    0.8690   -0.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9388    0.8965   -1.1055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8024    1.5732   -0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0201    1.4532    0.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6388    1.3669    0.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8563    0.6919   -0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0459   -0.5150    0.7817 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1595    0.1418    2.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9067    0.9553    2.5505 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0566    1.1638    1.5897 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4464   -1.1676    0.7652 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6598   -2.0184   -0.3586 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5767   -1.5713    1.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6009   -2.5624    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5107   -2.9784    1.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3400   -0.4370   -0.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3090   -1.8726   -0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6132    1.0470   -0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544    2.7655    0.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1601    2.5432    0.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4366    2.2034   -1.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7037   -2.7363   -3.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403   -2.7988   -2.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9609   -2.6958   -4.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2478   -0.2738   -2.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5468    2.6357   -0.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8212    1.5010   -0.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7922    1.0973    0.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6176    1.9838    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2030    1.8159    1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6721   -1.3473    0.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2679    0.4747    3.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4747    1.9165    2.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8701    1.6977    2.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5113   -1.8082    1.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8068   -1.4455   -1.1469 H   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
  5  3  1  1  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  6  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  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
 17 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  9 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
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26  5  1  0  0  0  0
 27  5  1  0  0  0  0
 26  7  1  0  0  0  0
 22  9  1  0  0  0  0
 22 15  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  2 32  1  0  0  0  0
  2 33  1  0  0  0  0
  6 34  1  0  0  0  0
  7 35  1  1  0  0  0
  8 36  1  0  0  0  0
  8 37  1  0  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 14 40  1  0  0  0  0
 16 41  1  0  0  0  0
 19 42  1  0  0  0  0
 19 43  1  0  0  0  0
 19 44  1  0  0  0  0
 20 45  1  0  0  0  0
 21 46  1  0  0  0  0
 23 47  1  1  0  0  0
 25 48  1  0  0  0  0
 25 49  1  0  0  0  0
 26 50  1  1  0  0  0
 27 51  1  0  0  0  0
 28 52  1  0  0  0  0
M  END
Download

3D MOL for NP0068705 (GS-3)

Download
3D SDF for NP0068705 (GS-3)
NP0068705
  Mrv2104 05272322483D          

 52 56  0  0  0  0            999 V2000
    5.9525   -2.1469    0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8751   -1.2748    0.3360 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9088   -0.7131    1.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2064   -0.7174    2.5754 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5484   -0.1043    0.8565 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6683    0.7147   -0.3934 N   0  0  1  0  0  0  0  0  0  0  0  0
    1.8138    1.7637    0.1911 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4001    1.7991   -0.3816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3349    0.4459   -0.3776 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1954   -0.2554   -1.7702 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8526   -0.5129   -2.3487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4747   -0.5296   -2.2119 N   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7501   -0.9495   -3.5184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7078   -2.3730   -3.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4528    0.1048   -1.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8097    0.1840   -1.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6068    0.8690   -0.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9388    0.8965   -1.1055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8024    1.5732   -0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0201    1.4532    0.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6388    1.3669    0.5718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8563    0.6919   -0.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0459   -0.5150    0.7817 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1595    0.1418    2.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9067    0.9553    2.5505 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0566    1.1638    1.5897 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4464   -1.1676    0.7652 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6598   -2.0184   -0.3586 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5767   -1.5713    1.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6009   -2.5624    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5107   -2.9784    1.5158 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3400   -0.4370   -0.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3090   -1.8726   -0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6132    1.0470   -0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2544    2.7655    0.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1601    2.5432    0.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4366    2.2034   -1.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7037   -2.7363   -3.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4403   -2.7988   -2.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9609   -2.6958   -4.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2478   -0.2738   -2.5921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5468    2.6357   -0.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8212    1.5010   -0.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7922    1.0973    0.7853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6176    1.9838    1.0818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2030    1.8159    1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6721   -1.3473    0.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2679    0.4747    3.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4747    1.9165    2.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8701    1.6977    2.1047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5113   -1.8082    1.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8068   -1.4455   -1.1469 H   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
  5  3  1  1  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  6  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  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
 17 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
  9 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
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26  5  1  0  0  0  0
 27  5  1  0  0  0  0
 26  7  1  0  0  0  0
 22  9  1  0  0  0  0
 22 15  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  2 32  1  0  0  0  0
  2 33  1  0  0  0  0
  6 34  1  0  0  0  0
  7 35  1  1  0  0  0
  8 36  1  0  0  0  0
  8 37  1  0  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 14 40  1  0  0  0  0
 16 41  1  0  0  0  0
 19 42  1  0  0  0  0
 19 43  1  0  0  0  0
 19 44  1  0  0  0  0
 20 45  1  0  0  0  0
 21 46  1  0  0  0  0
 23 47  1  1  0  0  0
 25 48  1  0  0  0  0
 25 49  1  0  0  0  0
 26 50  1  1  0  0  0
 27 51  1  0  0  0  0
 28 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0068705

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])[C@@]2([H])OC([H])([H])[C@]3([H])[C@@]([H])(N([H])[C@]13C(=O)C([H])([H])C([H])([H])[H])C([H])([H])[C@@]21C(=O)N(OC([H])([H])[H])C2=C([H])C(OC([H])([H])[H])=C([H])C([H])=C12

> <INCHI_IDENTIFIER>
InChI=1/C20H24N2O6/c1-4-15(23)20-12-9-28-17(16(20)24)19(8-13(12)21-20)11-6-5-10(26-2)7-14(11)22(27-3)18(19)25/h5-7,12-13,16-17,21,24H,4,8-9H2,1-3H3/t12-,13+,16-,17-,19+,20-/s2

> <INCHI_KEY>
USWBRERBVGYKQZ-RNBRWCOWNA-N

> <FORMULA>
C20H24N2O6

> <MOLECULAR_WEIGHT>
388.42

> <EXACT_MASS>
388.163436501

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
40.159187970452436

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1'S,3S,3'S,6'S,9'R,10'S)-10'-hydroxy-1,6-dimethoxy-1'-propanoyl-1,2-dihydro-7'-oxa-2'-azaspiro[indole-3,5'-tricyclo[4.3.1.0^{3,9}]decan]-2-one

> <JCHEM_LOGP>
0.5489616020000005

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
19.824905122172684

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.187270256133383

> <JCHEM_PKA_STRONGEST_BASIC>
7.871383121165353

> <JCHEM_POLAR_SURFACE_AREA>
97.33000000000001

> <JCHEM_REFRACTIVITY>
97.00330000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1'S,3S,3'S,6'S,9'R,10'S)-10'-hydroxy-1,6-dimethoxy-1'-propanoyl-7'-oxa-2'-azaspiro[indole-3,5'-tricyclo[4.3.1.0^{3,9}]decan]-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0068705 (GS-3)
Download
PDB for NP0068705 (GS-3)
HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0068705                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       5.952  -2.147   0.957  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.875  -1.275   0.336  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.909  -0.713   1.372  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.206  -0.717   2.575  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.548  -0.104   0.857  0.00  0.00           C+0
HETATM    6  N   UNK     0       2.668   0.715  -0.393  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.814   1.764   0.191  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.400   1.799  -0.382  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.335   0.446  -0.378  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.195  -0.255  -1.770  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.853  -0.513  -2.349  0.00  0.00           O+0
HETATM   12  N   UNK     0      -1.475  -0.530  -2.212  0.00  0.00           N+0
HETATM   13  O   UNK     0      -1.750  -0.950  -3.518  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.708  -2.373  -3.555  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.453   0.105  -1.466  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.810   0.184  -1.712  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.607   0.869  -0.791  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.939   0.897  -1.105  0.00  0.00           O+0
HETATM   19  C   UNK     0      -6.802   1.573  -0.201  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.020   1.453   0.347  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.639   1.367   0.572  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.856   0.692  -0.352  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.046  -0.515   0.782  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.160   0.142   2.050  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.907   0.955   2.551  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.057   1.164   1.590  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.446  -1.168   0.765  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.660  -2.018  -0.359  0.00  0.00           O+0
HETATM   29  H   UNK     0       6.577  -1.571   1.648  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.601  -2.562   0.179  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.511  -2.978   1.516  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.340  -0.437  -0.193  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.309  -1.873  -0.385  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.613   1.047  -0.595  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.254   2.765   0.094  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.160   2.543   0.199  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.437   2.203  -1.403  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.704  -2.736  -3.315  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.440  -2.799  -2.862  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.961  -2.696  -4.569  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.248  -0.274  -2.592  0.00  0.00           H+0
HETATM   42  H   UNK     0      -6.547   2.636  -0.131  0.00  0.00           H+0
HETATM   43  H   UNK     0      -7.821   1.501  -0.594  0.00  0.00           H+0
HETATM   44  H   UNK     0      -6.792   1.097   0.785  0.00  0.00           H+0
HETATM   45  H   UNK     0      -4.618   1.984   1.082  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.203   1.816   1.460  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.672  -1.347   0.760  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.268   0.475   3.466  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.475   1.917   2.848  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.870   1.698   2.105  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.511  -1.808   1.655  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.807  -1.446  -1.147  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    1    3   32   33                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   26   27                                             
CONECT    6    5    7   34                                                  
CONECT    7    6    8   26   35                                             
CONECT    8    7    9   36   37                                             
CONECT    9    8   10   23   22                                             
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13   38   39   40                                             
CONECT   15   12   16   22                                                  
CONECT   16   15   17   41                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18   42   43   44                                             
CONECT   20   17   21   45                                                  
CONECT   21   20   22   46                                                  
CONECT   22   21    9   15                                                  
CONECT   23    9   24   27   47                                             
CONECT   24   23   25                                                       
CONECT   25   24   26   48   49                                             
CONECT   26   25    5    7   50                                             
CONECT   27   23   28    5   51                                             
CONECT   28   27   52                                                       
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    2                                                            
CONECT   33    2                                                            
CONECT   34    6                                                            
CONECT   35    7                                                            
CONECT   36    8                                                            
CONECT   37    8                                                            
CONECT   38   14                                                            
CONECT   39   14                                                            
CONECT   40   14                                                            
CONECT   41   16                                                            
CONECT   42   19                                                            
CONECT   43   19                                                            
CONECT   44   19                                                            
CONECT   45   20                                                            
CONECT   46   21                                                            
CONECT   47   23                                                            
CONECT   48   25                                                            
CONECT   49   25                                                            
CONECT   50   26                                                            
CONECT   51   27                                                            
CONECT   52   28                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  112    0
END

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3D PDB for NP0068705 (GS-3)
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SMILES for NP0068705 (GS-3)
[H]O[C@]1([H])[C@@]2([H])OC([H])([H])[C@]3([H])[C@@]([H])(N([H])[C@]13C(=O)C([H])([H])C([H])([H])[H])C([H])([H])[C@@]21C(=O)N(OC([H])([H])[H])C2=C([H])C(OC([H])([H])[H])=C([H])C([H])=C12
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INCHI for NP0068705 (GS-3)
InChI=1/C20H24N2O6/c1-4-15(23)20-12-9-28-17(16(20)24)19(8-13(12)21-20)11-6-5-10(26-2)7-14(11)22(27-3)18(19)25/h5-7,12-13,16-17,21,24H,4,8-9H2,1-3H3/t12-,13+,16-,17-,19+,20-/s2
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View in JSmol
SynonymsNot Available
Chemical FormulaC20H24N2O6
Average Mass388.4200 Da
Monoisotopic Mass388.16344 Da
IUPAC Name(1'S,3S,3'S,6'S,9'R,10'S)-10'-hydroxy-1,6-dimethoxy-1'-propanoyl-1,2-dihydro-7'-oxa-2'-azaspiro[indole-3,5'-tricyclo[4.3.1.0^{3,9}]decan]-2-one
Traditional Name(1'S,3S,3'S,6'S,9'R,10'S)-10'-hydroxy-1,6-dimethoxy-1'-propanoyl-7'-oxa-2'-azaspiro[indole-3,5'-tricyclo[4.3.1.0^{3,9}]decan]-2-one
CAS Registry NumberNot Available
SMILES
[H]O[C@]1([H])[C@@]2([H])OC([H])([H])[C@]3([H])[C@@]([H])(N([H])[C@]13C(=O)C([H])([H])C([H])([H])[H])C([H])([H])[C@@]21C(=O)N(OC([H])([H])[H])C2=C([H])C(OC([H])([H])[H])=C([H])C([H])=C12
InChI Identifier
InChI=1/C20H24N2O6/c1-4-15(23)20-12-9-28-17(16(20)24)19(8-13(12)21-20)11-6-5-10(26-2)7-14(11)22(27-3)18(19)25/h5-7,12-13,16-17,21,24H,4,8-9H2,1-3H3/t12-,13+,16-,17-,19+,20-/s2
InChI KeyUSWBRERBVGYKQZ-RNBRWCOWNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Gelsemium sempervirens AIT.f.Plant
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassNot Available
Direct ParentIndoles and derivatives  
Alternative Parents
Substituents
  • Indole or derivatives
    • 

  • Anisole
    • 

  • Aralkylamine
    • 

  • Oxepane
    • 

  • Azepane
    • 

  • Alkyl aryl ether
    • 

  • Benzenoid
    • 

  • Oxane
    • 

  • Gamma-aminoketone
    • 

  • Cyclic alcohol
    • 

  • Alpha-aminoketone
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Azetidine
    • 

  • Amino acid or derivatives
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Secondary amine
    • 

  • Ether
    • 

  • Secondary aliphatic amine
    • 

  • Dialkyl ether
    • 

  • Carboxylic acid derivative
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Carbonyl group
    • 

  • Amine
    • 

  • Alcohol
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.55ChemAxon
pKa (Strongest Acidic)13.19ChemAxon
pKa (Strongest Basic)7.87ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area97.33 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity97 m³·mol⁻¹ChemAxon
Polarizability40.16 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkSouthern Pacific GS-3 class  
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References