NP-MRD: Showing NP-Card for (3r,5s,7r,7ar,11ar)-5-butyl-3-[(cyanosulfanyl)methyl]-decahydro-1h-pyrrolo[2,1-j]quinolin-7-yl acetate (NP0162785)

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Record Information

Version

2.0

Created at

2022-09-02 21:15:38 UTC

Updated at

2022-09-02 21:15:38 UTC

NP-MRD ID

NP0162785

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,5s,7r,7ar,11ar)-5-butyl-3-[(cyanosulfanyl)methyl]-decahydro-1h-pyrrolo[2,1-j]quinolin-7-yl acetate

Description

Cylindricine H belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom. (3r,5s,7r,7ar,11ar)-5-butyl-3-[(cyanosulfanyl)methyl]-decahydro-1h-pyrrolo[2,1-j]quinolin-7-yl acetate was first documented in 2022 (PMID: 35849750). Based on a literature review very few articles have been published on Cylindricine H.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022223152D          

 25 27  0  0  1  0            999 V2000
   -2.1648   -1.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4558   -1.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7360   -1.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7252   -0.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    0.0094    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0055    0.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7253    1.2374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7361    2.0624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4559    2.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4667    3.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1649    2.0436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343    0.8156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1541    1.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8631    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8523   -0.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1642   -0.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -0.0093    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0293   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839   -1.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8646   -1.2216    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3046   -1.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5001   -1.6453    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0601   -2.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6201   -2.8569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7037   -0.4124    0.0000 N   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
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 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
 12 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  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  3  0  0  0  0
 20 25  1  0  0  0  0
  5 25  1  0  0  0  0
 17 25  1  6  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    3.8792   -1.2170   -1.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1347   -2.0405   -0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9783   -1.2892    1.0197 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2154    0.0070    0.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8367   -0.1713    0.3429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0162   -1.0433    1.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1305   -1.5507    0.3581 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0544   -2.3447    1.0712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2395   -3.6888    0.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2491   -4.4509    1.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5282   -4.2691    0.0323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7759   -0.4629   -0.4691 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8840   -0.9584   -1.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426    0.0061   -2.9646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7599    1.1716   -2.6228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4739    1.8178   -1.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2412    0.8951   -0.2560 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9896    1.5902    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0903    2.7272    1.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2836    2.0624    1.0758 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2078    3.1968    0.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331    4.5055    1.9074 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    5.7911    1.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9713    6.6578    1.0430 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1140    1.0349    0.1211 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1781   -0.6422   -1.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5753   -1.8383   -1.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5137   -0.4941   -0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1502   -2.3042   -0.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637   -2.9489   -0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0275   -0.9837    1.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6158   -1.9074    1.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8361    0.6002    0.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2983    0.5455    1.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9093   -0.7058   -0.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3429   -0.5558    2.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5464   -1.9629    1.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6179   -2.2584   -0.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3651   -4.0071    2.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2378   -4.3564    1.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9280   -5.5111    1.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8429   -0.4496   -0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629   -1.8170   -2.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8850   -1.4447   -2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2451   -0.4968   -3.8728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6298    0.4460   -3.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2308    0.8086   -2.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7621    1.8501   -3.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5895    1.7866   -1.6129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2010    2.8454   -1.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9417    2.0292    0.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1454    0.9641    1.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948    3.6186    0.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2871    2.9976    2.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5574    1.7165    2.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2457    2.8850    0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8685    3.6141   -0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 17 16  1  6
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  3  0
 20 25  1  0
 25  5  1  0
 17 12  1  0
 25 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  6
  6 36  1  0
  6 37  1  0
  7 38  1  6
 10 39  1  0
 10 40  1  0
 10 41  1  0
 12 42  1  1
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  1
 21 56  1  0
 21 57  1  0
M  END


  Mrv1652309022223152D          

 25 27  0  0  1  0            999 V2000
   -2.1648   -1.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4558   -1.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7360   -1.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7252   -0.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    0.0094    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0055    0.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7253    1.2374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7361    2.0624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4559    2.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4667    3.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1649    2.0436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343    0.8156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1541    1.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8631    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8523   -0.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1642   -0.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4235   -0.0093    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0293   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6839   -1.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8646   -1.2216    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3046   -1.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5001   -1.6453    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0601   -2.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6201   -2.8569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7037   -0.4124    0.0000 N   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
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 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
 12 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  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  3  0  0  0  0
 20 25  1  0  0  0  0
  5 25  1  0  0  0  0
 17 25  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0162785

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC[C@H]1C[C@@H](OC(C)=O)[C@@H]2CCCC[C@@]22CC[C@H](CSC#N)N12

> <INCHI_IDENTIFIER>
InChI=1S/C20H32N2O2S/c1-3-4-7-16-12-19(24-15(2)23)18-8-5-6-10-20(18)11-9-17(22(16)20)13-25-14-21/h16-19H,3-13H2,1-2H3/t16-,17+,18-,19+,20+/m0/s1

> <INCHI_KEY>
BDGRIDDIUDXEGU-PXTPFGJHSA-N

> <FORMULA>
C20H32N2O2S

> <MOLECULAR_WEIGHT>
364.55

> <EXACT_MASS>
364.218449452

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
41.5165281190416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R,7S,9R,11aR,11bR)-7-butyl-9-[(cyanosulfanyl)methyl]-decahydro-1H-pyrrolo[2,1-዆]quinolin-5-yl acetate

> <ALOGPS_LOGP>
4.37

> <JCHEM_LOGP>
4.027737946999999

> <ALOGPS_LOGS>
-4.18

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.786323240072145

> <JCHEM_POLAR_SURFACE_AREA>
53.330000000000005

> <JCHEM_REFRACTIVITY>
102.49989999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5R,7S,9R,11aR,11bR)-7-butyl-9-[(cyanosulfanyl)methyl]-decahydro-1H-pyrrolo[2,1-዆]quinolin-5-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.041  -2.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.717  -3.027   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.374  -2.275   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.354  -0.735   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.010   0.018   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.010   1.557   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.354   2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.374   3.850   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.718   4.602   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.738   6.142   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.041   3.815   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.677   1.522   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.021   2.275   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.344   1.488   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.324  -0.052   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.040  -0.595   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.657  -0.017   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.788  -1.063   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.143  -2.461   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.614  -2.280   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.569  -3.411   0.000  0.00  0.00           C+0
HETATM   22  S   UNK     0      -0.933  -3.071   0.000  0.00  0.00           S+0
HETATM   23  C   UNK     0      -1.979  -4.202   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      -3.024  -5.333   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       1.314  -0.770   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18   25                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   20    5   17                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂N₂O₂S

Average Mass

364.5500 Da

Monoisotopic Mass

364.21845 Da

IUPAC Name

(5R,7S,9R,11aR,11bR)-7-butyl-9-[(cyanosulfanyl)methyl]-decahydro-1H-pyrrolo[2,1-዆]quinolin-5-yl acetate

Traditional Name

(5R,7S,9R,11aR,11bR)-7-butyl-9-[(cyanosulfanyl)methyl]-decahydro-1H-pyrrolo[2,1-዆]quinolin-5-yl acetate

CAS Registry Number

Not Available

SMILES

CCCC[C@H]1C[C@@H](OC(C)=O)[C@@H]2CCCC[C@@]22CC[C@H](CSC#N)N12

InChI Identifier

InChI=1S/C20H32N2O2S/c1-3-4-7-16-12-19(24-15(2)23)18-8-5-6-10-20(18)11-9-17(22(16)20)13-25-14-21/h16-19H,3-13H2,1-2H3/t16-,17+,18-,19+,20+/m0/s1

InChI Key

BDGRIDDIUDXEGU-PXTPFGJHSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azaspirodecane derivatives

Sub Class

Not Available

Direct Parent

Azaspirodecane derivatives

Alternative Parents

Substituents

Azaspirodecane
Quinolidine
Indolizidine
Piperidine
N-alkylpyrrolidine
Pyrrolidine
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Sulfenyl compound
Thiocyanate
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Amine
Organosulfur compound
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	4.37	ALOGPS
logP	4.03	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	10.79	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	53.33 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	102.5 m³·mol⁻¹	ChemAxon
Polarizability	41.52 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

10475524

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21773526

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Picciche M, Pinto A, Griera R, Bosch J, Amat M: Total Synthesis of (-)-Cylindricine H. Org Lett. 2022 Jul 29;24(29):5356-5360. doi: 10.1021/acs.orglett.2c02004. Epub 2022 Jul 18. [PubMed:35849750 ]
LOTUS database [Link]

Showing NP-Card for (3r,5s,7r,7ar,11ar)-5-butyl-3-[(cyanosulfanyl)methyl]-decahydro-1h-pyrrolo[2,1-j]quinolin-7-yl acetate (NP0162785)

MOL for NP0162785 ((3r,5s,7r,7ar,11ar)-5-butyl-3-[(cyanosulfanyl)methyl]-decahydro-1h-pyrrolo[2,1-j]quinolin-7-yl acetate)

3D MOL for NP0162785 ((3r,5s,7r,7ar,11ar)-5-butyl-3-[(cyanosulfanyl)methyl]-decahydro-1h-pyrrolo[2,1-j]quinolin-7-yl acetate)

3D SDF for NP0162785 ((3r,5s,7r,7ar,11ar)-5-butyl-3-[(cyanosulfanyl)methyl]-decahydro-1h-pyrrolo[2,1-j]quinolin-7-yl acetate)

3D-SDF for NP0162785 ((3r,5s,7r,7ar,11ar)-5-butyl-3-[(cyanosulfanyl)methyl]-decahydro-1h-pyrrolo[2,1-j]quinolin-7-yl acetate)

PDB for NP0162785 ((3r,5s,7r,7ar,11ar)-5-butyl-3-[(cyanosulfanyl)methyl]-decahydro-1h-pyrrolo[2,1-j]quinolin-7-yl acetate)

3D PDB for NP0162785 ((3r,5s,7r,7ar,11ar)-5-butyl-3-[(cyanosulfanyl)methyl]-decahydro-1h-pyrrolo[2,1-j]quinolin-7-yl acetate)

SMILES for NP0162785 ((3r,5s,7r,7ar,11ar)-5-butyl-3-[(cyanosulfanyl)methyl]-decahydro-1h-pyrrolo[2,1-j]quinolin-7-yl acetate)

INCHI for NP0162785 ((3r,5s,7r,7ar,11ar)-5-butyl-3-[(cyanosulfanyl)methyl]-decahydro-1h-pyrrolo[2,1-j]quinolin-7-yl acetate)

Structure for NP0162785 ((3r,5s,7r,7ar,11ar)-5-butyl-3-[(cyanosulfanyl)methyl]-decahydro-1h-pyrrolo[2,1-j]quinolin-7-yl acetate)

3D Structure for NP0162785 ((3r,5s,7r,7ar,11ar)-5-butyl-3-[(cyanosulfanyl)methyl]-decahydro-1h-pyrrolo[2,1-j]quinolin-7-yl acetate)