NP-MRD: Showing NP-Card for caldaphnidine Q (NP0037832)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 20:39:54 UTC

Updated at

2021-06-30 00:10:16 UTC

NP-MRD ID

NP0037832

Secondary Accession Numbers

None

Natural Product Identification

Common Name

caldaphnidine Q

Provided By

JEOL Database JEOL Logo

Description

Caldaphnidine Q belongs to the class of organic compounds known as daphniphylline-type alkaloids. These are alkaloids (or derivatives thereof) from the genus Daphniphyllum, possessing 22 carbon polycyclic fused ring systems with or without the C8 side chain. The C8 unit consists of 6-oxabicyclo[3.2.1]Octane or 2,8-dioxabicyclo[3.2.1]Octane. caldaphnidine Q is found in Daphniphyllum calycinum. caldaphnidine Q was first documented in 2008 (Zhang, C.-R., et al.). Based on a literature review very few articles have been published on Caldaphnidine Q.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122393D          

 64 68  0  0  0  0            999 V2000
   -4.6277   -5.1699   -0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3780   -3.8324    0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0750   -3.5872    0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -4.4113    0.2770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9271   -2.1520    0.7836 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4613   -1.7031    0.7675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1865   -0.1661    0.7469 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2976    0.1211    0.3903 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3160   -0.4457    1.4245 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8025   -0.0812    1.1004 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7830   -0.7712    2.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965   -0.4414   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9610   -0.1551    2.8987 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5286   -0.0542    3.2218 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4401    0.5928    2.1326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8872    0.4500    2.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0879    2.1488    2.0273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1246    2.9978    1.2502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7966    3.0685   -0.2504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0116    3.2323   -0.9810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022    1.8031   -0.6910 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7034    1.8221   -2.2050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7579    0.9225   -2.8283 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8953   -0.1920   -1.8060 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8761    0.5395   -0.4490 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2790    1.5830    0.0861 N   0  0  1  0  0  0  0  0  0  0  0  0
    0.2540    2.3749    1.3200 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6916   -5.2560   -0.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0520   -5.3943   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3922   -5.8814    0.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391   -2.1072    1.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5353   -1.5253    0.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9747   -2.1502   -0.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9556   -2.1797    1.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5386   -0.3836   -0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2534   -1.5397    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9411    1.0003    1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8197   -0.5465    1.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6460   -0.4290    3.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6570   -1.8590    2.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2636   -0.2596   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9966   -1.4970   -0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6544    0.1668   -1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3798   -0.9551    3.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654    0.7477    3.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6394    0.4924    4.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8873   -1.0668    3.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915    1.1930    3.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0602   -0.5235    3.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375    0.5760    1.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0324    2.5578    3.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0971    4.0253    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1540    2.6711    1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    3.9593   -0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097    4.0724   -0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    2.8299   -2.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2888    1.4023   -2.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.5482   -3.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7071    1.4560   -2.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8223   -0.7535   -1.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0641   -0.8935   -1.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127    0.7903   -0.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3908    3.4378    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128    2.1783    1.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
  5  6  1  0  0  0  0
 15 14  1  0  0  0  0
  7  6  1  1  0  0  0
  9 13  1  0  0  0  0
 14 13  1  0  0  0  0
 25 21  1  0  0  0  0
  9 10  1  0  0  0  0
  8 26  1  0  0  0  0
 21 19  1  0  0  0  0
 26 27  1  0  0  0  0
 17 27  1  0  0  0  0
 18 19  1  0  0  0  0
 17 51  1  1  0  0  0
  7 25  1  0  0  0  0
 10 11  1  0  0  0  0
 15 17  1  0  0  0  0
  5  3  1  0  0  0  0
 21 22  1  6  0  0  0
  3  2  1  0  0  0  0
 22 23  1  0  0  0  0
  3  4  2  0  0  0  0
 23 24  1  0  0  0  0
  2  1  1  0  0  0  0
 15 16  1  1  0  0  0
 15  7  1  0  0  0  0
  8 35  1  6  0  0  0
  7  8  1  0  0  0  0
 10 12  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 21 26  1  0  0  0  0
 25 24  1  0  0  0  0
 18 52  1  0  0  0  0
 18 53  1  0  0  0  0
 19 54  1  1  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
  6 33  1  0  0  0  0
  6 34  1  0  0  0  0
 25 62  1  1  0  0  0
 22 56  1  0  0  0  0
 22 57  1  0  0  0  0
 23 58  1  0  0  0  0
 23 59  1  0  0  0  0
 24 60  1  0  0  0  0
 24 61  1  0  0  0  0
  9 36  1  1  0  0  0
 14 46  1  0  0  0  0
 14 47  1  0  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
 10 37  1  6  0  0  0
 27 63  1  0  0  0  0
 27 64  1  0  0  0  0
 11 38  1  0  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
 16 48  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 12 41  1  0  0  0  0
 12 42  1  0  0  0  0
 12 43  1  0  0  0  0
 20 55  1  0  0  0  0
M  END

     RDKit          3D

 64 68  0  0  0  0  0  0  0  0999 V2000
   -4.6277   -5.1699   -0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3780   -3.8324    0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0750   -3.5872    0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -4.4113    0.2770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9271   -2.1520    0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4613   -1.7031    0.7675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1865   -0.1661    0.7469 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2976    0.1211    0.3903 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3160   -0.4457    1.4245 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8025   -0.0812    1.1004 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7830   -0.7712    2.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965   -0.4414   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9610   -0.1551    2.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5286   -0.0542    3.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4401    0.5928    2.1326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8872    0.4500    2.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0879    2.1488    2.0273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1246    2.9978    1.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7966    3.0685   -0.2504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0116    3.2323   -0.9810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022    1.8031   -0.6910 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7034    1.8221   -2.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7579    0.9225   -2.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8953   -0.1920   -1.8060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8761    0.5395   -0.4490 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2790    1.5830    0.0861 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2540    2.3749    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6916   -5.2560   -0.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0520   -5.3943   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3922   -5.8814    0.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391   -2.1072    1.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5353   -1.5253    0.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9747   -2.1502   -0.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9556   -2.1797    1.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5386   -0.3836   -0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2534   -1.5397    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9411    1.0003    1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8197   -0.5465    1.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6460   -0.4290    3.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6570   -1.8590    2.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2636   -0.2596   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9966   -1.4970   -0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6544    0.1668   -1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3798   -0.9551    3.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654    0.7477    3.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6394    0.4924    4.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8873   -1.0668    3.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915    1.1930    3.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0602   -0.5235    3.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375    0.5760    1.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0324    2.5578    3.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0971    4.0253    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1540    2.6711    1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    3.9593   -0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097    4.0724   -0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    2.8299   -2.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2888    1.4023   -2.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.5482   -3.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7071    1.4560   -2.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8223   -0.7535   -1.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0641   -0.8935   -1.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127    0.7903   -0.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3908    3.4378    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128    2.1783    1.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  5  6  1  0
 15 14  1  0
  7  6  1  1
  9 13  1  0
 14 13  1  0
 25 21  1  0
  9 10  1  0
  8 26  1  0
 21 19  1  0
 26 27  1  0
 17 27  1  0
 18 19  1  0
 17 51  1  1
  7 25  1  0
 10 11  1  0
 15 17  1  0
  5  3  1  0
 21 22  1  6
  3  2  1  0
 22 23  1  0
  3  4  2  0
 23 24  1  0
  2  1  1  0
 15 16  1  1
 15  7  1  0
  8 35  1  6
  7  8  1  0
 10 12  1  0
 17 18  1  0
 19 20  1  0
 21 26  1  0
 25 24  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  1
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
 25 62  1  1
 22 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 24 60  1  0
 24 61  1  0
  9 36  1  1
 14 46  1  0
 14 47  1  0
 13 44  1  0
 13 45  1  0
 10 37  1  6
 27 63  1  0
 27 64  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 20 55  1  0
M  END


  Mrv1652306202122393D          

 64 68  0  0  0  0            999 V2000
   -4.6277   -5.1699   -0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3780   -3.8324    0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0750   -3.5872    0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -4.4113    0.2770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9271   -2.1520    0.7836 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4613   -1.7031    0.7675 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1865   -0.1661    0.7469 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2976    0.1211    0.3903 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3160   -0.4457    1.4245 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8025   -0.0812    1.1004 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7830   -0.7712    2.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965   -0.4414   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9610   -0.1551    2.8987 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5286   -0.0542    3.2218 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4401    0.5928    2.1326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8872    0.4500    2.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0879    2.1488    2.0273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1246    2.9978    1.2502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7966    3.0685   -0.2504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0116    3.2323   -0.9810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022    1.8031   -0.6910 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7034    1.8221   -2.2050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7579    0.9225   -2.8283 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8953   -0.1920   -1.8060 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8761    0.5395   -0.4490 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2790    1.5830    0.0861 N   0  0  1  0  0  0  0  0  0  0  0  0
    0.2540    2.3749    1.3200 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6916   -5.2560   -0.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0520   -5.3943   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3922   -5.8814    0.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391   -2.1072    1.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5353   -1.5253    0.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9747   -2.1502   -0.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9556   -2.1797    1.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5386   -0.3836   -0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2534   -1.5397    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9411    1.0003    1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8197   -0.5465    1.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6460   -0.4290    3.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6570   -1.8590    2.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2636   -0.2596   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9966   -1.4970   -0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6544    0.1668   -1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3798   -0.9551    3.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654    0.7477    3.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6394    0.4924    4.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8873   -1.0668    3.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915    1.1930    3.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0602   -0.5235    3.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375    0.5760    1.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0324    2.5578    3.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0971    4.0253    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1540    2.6711    1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    3.9593   -0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097    4.0724   -0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    2.8299   -2.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2888    1.4023   -2.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.5482   -3.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7071    1.4560   -2.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8223   -0.7535   -1.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0641   -0.8935   -1.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127    0.7903   -0.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3908    3.4378    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128    2.1783    1.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
  5  6  1  0  0  0  0
 15 14  1  0  0  0  0
  7  6  1  1  0  0  0
  9 13  1  0  0  0  0
 14 13  1  0  0  0  0
 25 21  1  0  0  0  0
  9 10  1  0  0  0  0
  8 26  1  0  0  0  0
 21 19  1  0  0  0  0
 26 27  1  0  0  0  0
 17 27  1  0  0  0  0
 18 19  1  0  0  0  0
 17 51  1  1  0  0  0
  7 25  1  0  0  0  0
 10 11  1  0  0  0  0
 15 17  1  0  0  0  0
  5  3  1  0  0  0  0
 21 22  1  6  0  0  0
  3  2  1  0  0  0  0
 22 23  1  0  0  0  0
  3  4  2  0  0  0  0
 23 24  1  0  0  0  0
  2  1  1  0  0  0  0
 15 16  1  1  0  0  0
 15  7  1  0  0  0  0
  8 35  1  6  0  0  0
  7  8  1  0  0  0  0
 10 12  1  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 21 26  1  0  0  0  0
 25 24  1  0  0  0  0
 18 52  1  0  0  0  0
 18 53  1  0  0  0  0
 19 54  1  1  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
  6 33  1  0  0  0  0
  6 34  1  0  0  0  0
 25 62  1  1  0  0  0
 22 56  1  0  0  0  0
 22 57  1  0  0  0  0
 23 58  1  0  0  0  0
 23 59  1  0  0  0  0
 24 60  1  0  0  0  0
 24 61  1  0  0  0  0
  9 36  1  1  0  0  0
 14 46  1  0  0  0  0
 14 47  1  0  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
 10 37  1  6  0  0  0
 27 63  1  0  0  0  0
 27 64  1  0  0  0  0
 11 38  1  0  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
 16 48  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 12 41  1  0  0  0  0
 12 42  1  0  0  0  0
 12 43  1  0  0  0  0
 20 55  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037832

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C([H])([H])[C@]2([H])C([H])([H])N3[C@@]4([H])[C@]([H])(C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])[C@@]4(C([H])([H])C([H])([H])C(=O)OC([H])([H])[H])[C@]2([H])C([H])([H])C([H])([H])C([H])([H])[C@]132)C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H37NO3/c1-14(2)16-7-10-21(3)15-12-18(25)23-9-5-6-17(23)22(21,11-8-19(26)27-4)20(16)24(23)13-15/h14-18,20,25H,5-13H2,1-4H3/t15-,16-,17+,18+,20+,21+,22+,23+/m1/s1

> <INCHI_KEY>
QRPKVUVQWPROMV-ZZCAJEDESA-N

> <FORMULA>
C23H37NO3

> <MOLECULAR_WEIGHT>
375.553

> <EXACT_MASS>
375.277344055

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
43.18496548060487

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 3-[(1S,2R,3S,7S,8S,10S,13S,14R)-8-hydroxy-1-methyl-14-(propan-2-yl)-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]propanoate

> <ALOGPS_LOGP>
3.59

> <JCHEM_LOGP>
3.208982391

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.386297693948606

> <JCHEM_PKA_STRONGEST_BASIC>
12.089499590839836

> <JCHEM_POLAR_SURFACE_AREA>
49.77

> <JCHEM_REFRACTIVITY>
104.89449999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 3-[(1S,2R,3S,7S,8S,10S,13S,14R)-8-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 64 68  0  0  0  0  0  0  0  0999 V2000
   -4.6277   -5.1699   -0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3780   -3.8324    0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0750   -3.5872    0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -4.4113    0.2770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9271   -2.1520    0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4613   -1.7031    0.7675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1865   -0.1661    0.7469 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2976    0.1211    0.3903 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3160   -0.4457    1.4245 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8025   -0.0812    1.1004 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7830   -0.7712    2.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965   -0.4414   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9610   -0.1551    2.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5286   -0.0542    3.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4401    0.5928    2.1326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8872    0.4500    2.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0879    2.1488    2.0273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1246    2.9978    1.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7966    3.0685   -0.2504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0116    3.2323   -0.9810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022    1.8031   -0.6910 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7034    1.8221   -2.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7579    0.9225   -2.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8953   -0.1920   -1.8060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8761    0.5395   -0.4490 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2790    1.5830    0.0861 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2540    2.3749    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6916   -5.2560   -0.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0520   -5.3943   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3922   -5.8814    0.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391   -2.1072    1.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5353   -1.5253    0.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9747   -2.1502   -0.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9556   -2.1797    1.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5386   -0.3836   -0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2534   -1.5397    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9411    1.0003    1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8197   -0.5465    1.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6460   -0.4290    3.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6570   -1.8590    2.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2636   -0.2596   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9966   -1.4970   -0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6544    0.1668   -1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3798   -0.9551    3.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654    0.7477    3.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6394    0.4924    4.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8873   -1.0668    3.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915    1.1930    3.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0602   -0.5235    3.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375    0.5760    1.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0324    2.5578    3.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0971    4.0253    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1540    2.6711    1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    3.9593   -0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097    4.0724   -0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    2.8299   -2.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2888    1.4023   -2.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.5482   -3.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7071    1.4560   -2.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8223   -0.7535   -1.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0641   -0.8935   -1.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127    0.7903   -0.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3908    3.4378    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128    2.1783    1.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  5  6  1  0
 15 14  1  0
  7  6  1  1
  9 13  1  0
 14 13  1  0
 25 21  1  0
  9 10  1  0
  8 26  1  0
 21 19  1  0
 26 27  1  0
 17 27  1  0
 18 19  1  0
 17 51  1  1
  7 25  1  0
 10 11  1  0
 15 17  1  0
  5  3  1  0
 21 22  1  6
  3  2  1  0
 22 23  1  0
  3  4  2  0
 23 24  1  0
  2  1  1  0
 15 16  1  1
 15  7  1  0
  8 35  1  6
  7  8  1  0
 10 12  1  0
 17 18  1  0
 19 20  1  0
 21 26  1  0
 25 24  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  1
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
 25 62  1  1
 22 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 24 60  1  0
 24 61  1  0
  9 36  1  1
 14 46  1  0
 14 47  1  0
 13 44  1  0
 13 45  1  0
 10 37  1  6
 27 63  1  0
 27 64  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 20 55  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.628  -5.170  -0.425  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.378  -3.832   0.008  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.075  -3.587   0.326  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.173  -4.411   0.277  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.927  -2.152   0.784  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.461  -1.703   0.768  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.187  -0.166   0.747  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.298   0.121   0.390  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.316  -0.446   1.425  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.803  -0.081   1.100  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.783  -0.771   2.060  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.196  -0.441  -0.338  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.961  -0.155   2.899  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.529  -0.054   3.222  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.440   0.593   2.133  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.887   0.450   2.660  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.088   2.149   2.027  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.125   2.998   1.250  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.797   3.068  -0.250  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.012   3.232  -0.981  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.002   1.803  -0.691  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.703   1.822  -2.205  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.758   0.923  -2.828  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.895  -0.192  -1.806  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.876   0.540  -0.449  0.00  0.00           C+0
HETATM   26  N   UNK     0       0.279   1.583   0.086  0.00  0.00           N+0
HETATM   27  C   UNK     0       0.254   2.375   1.320  0.00  0.00           C+0
HETATM   28  H   UNK     0      -5.692  -5.256  -0.663  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.052  -5.394  -1.329  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.392  -5.881   0.372  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.339  -2.107   1.793  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.535  -1.525   0.127  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.975  -2.150  -0.109  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.956  -2.180   1.614  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.539  -0.384  -0.554  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.253  -1.540   1.323  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.941   1.000   1.217  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.820  -0.547   1.786  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.646  -0.429   3.090  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.657  -1.859   2.039  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.264  -0.260  -0.508  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.997  -1.497  -0.551  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.654   0.167  -1.068  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.380  -0.955   3.525  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.465   0.748   3.258  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.639   0.492   4.168  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.887  -1.067   3.446  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.091   1.193   3.440  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.060  -0.524   3.127  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.638   0.576   1.875  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.032   2.558   3.045  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.097   4.025   1.639  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.154   2.671   1.421  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.189   3.959  -0.457  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.410   4.072  -0.695  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.716   2.830  -2.633  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.289   1.402  -2.417  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.453   0.548  -3.810  0.00  0.00           H+0
HETATM   59  H   UNK     0      -2.707   1.456  -2.947  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.822  -0.754  -1.956  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.064  -0.894  -1.925  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.913   0.790  -0.201  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.391   3.438   1.077  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.113   2.178   1.957  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6    3   31   32                                             
CONECT    6    5    7   33   34                                             
CONECT    7    6   25   15    8                                             
CONECT    8    9   26   35    7                                             
CONECT    9    8   13   10   36                                             
CONECT   10    9   11   12   37                                             
CONECT   11   10   38   39   40                                             
CONECT   12   10   41   42   43                                             
CONECT   13    9   14   44   45                                             
CONECT   14   15   13   46   47                                             
CONECT   15   14   17   16    7                                             
CONECT   16   15   48   49   50                                             
CONECT   17   27   51   15   18                                             
CONECT   18   19   17   52   53                                             
CONECT   19   21   18   20   54                                             
CONECT   20   19   55                                                       
CONECT   21   25   19   22   26                                             
CONECT   22   21   23   56   57                                             
CONECT   23   22   24   58   59                                             
CONECT   24   23   25   60   61                                             
CONECT   25   21    7   24   62                                             
CONECT   26    8   27   21                                                  
CONECT   27   26   17   63   64                                             
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    5                                                            
CONECT   32    5                                                            
CONECT   33    6                                                            
CONECT   34    6                                                            
CONECT   35    8                                                            
CONECT   36    9                                                            
CONECT   37   10                                                            
CONECT   38   11                                                            
CONECT   39   11                                                            
CONECT   40   11                                                            
CONECT   41   12                                                            
CONECT   42   12                                                            
CONECT   43   12                                                            
CONECT   44   13                                                            
CONECT   45   13                                                            
CONECT   46   14                                                            
CONECT   47   14                                                            
CONECT   48   16                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   18                                                            
CONECT   53   18                                                            
CONECT   54   19                                                            
CONECT   55   20                                                            
CONECT   56   22                                                            
CONECT   57   22                                                            
CONECT   58   23                                                            
CONECT   59   23                                                            
CONECT   60   24                                                            
CONECT   61   24                                                            
CONECT   62   25                                                            
CONECT   63   27                                                            
CONECT   64   27                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  136    0
END

RDKit          3D

64 68  0  0  0  0  0  0  0  0999 V2000
   -4.6277   -5.1699   -0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3780   -3.8324    0.0083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0750   -3.5872    0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -4.4113    0.2770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9271   -2.1520    0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4613   -1.7031    0.7675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1865   -0.1661    0.7469 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2976    0.1211    0.3903 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3160   -0.4457    1.4245 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8025   -0.0812    1.1004 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7830   -0.7712    2.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1965   -0.4414   -0.3379 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9610   -0.1551    2.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5286   -0.0542    3.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4401    0.5928    2.1326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8872    0.4500    2.6597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0879    2.1488    2.0273 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1246    2.9978    1.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7966    3.0685   -0.2504 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0116    3.2323   -0.9810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0022    1.8031   -0.6910 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7034    1.8221   -2.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7579    0.9225   -2.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8953   -0.1920   -1.8060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8761    0.5395   -0.4490 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2790    1.5830    0.0861 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2540    2.3749    1.3200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6916   -5.2560   -0.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0520   -5.3943   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3922   -5.8814    0.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391   -2.1072    1.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5353   -1.5253    0.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9747   -2.1502   -0.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9556   -2.1797    1.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5386   -0.3836   -0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2534   -1.5397    1.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9411    1.0003    1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8197   -0.5465    1.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6460   -0.4290    3.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6570   -1.8590    2.0389 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2636   -0.2596   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9966   -1.4970   -0.5505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6544    0.1668   -1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3798   -0.9551    3.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4654    0.7477    3.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6394    0.4924    4.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8873   -1.0668    3.4462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915    1.1930    3.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0602   -0.5235    3.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375    0.5760    1.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0324    2.5578    3.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0971    4.0253    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1540    2.6711    1.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    3.9593   -0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097    4.0724   -0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    2.8299   -2.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2888    1.4023   -2.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.5482   -3.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7071    1.4560   -2.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8223   -0.7535   -1.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0641   -0.8935   -1.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127    0.7903   -0.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3908    3.4378    1.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1128    2.1783    1.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  5  6  1  0
 15 14  1  0
  7  6  1  1
  9 13  1  0
 14 13  1  0
 25 21  1  0
  9 10  1  0
  8 26  1  0
 21 19  1  0
 26 27  1  0
 17 27  1  0
 18 19  1  0
 17 51  1  1
  7 25  1  0
 10 11  1  0
 15 17  1  0
  5  3  1  0
 21 22  1  6
  3  2  1  0
 22 23  1  0
  3  4  2  0
 23 24  1  0
  2  1  1  0
 15 16  1  1
 15  7  1  0
  8 35  1  6
  7  8  1  0
 10 12  1  0
 17 18  1  0
 19 20  1  0
 21 26  1  0
 25 24  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  1
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
 25 62  1  1
 22 56  1  0
 22 57  1  0
 23 58  1  0
 23 59  1  0
 24 60  1  0
 24 61  1  0
  9 36  1  1
 14 46  1  0
 14 47  1  0
 13 44  1  0
 13 45  1  0
 10 37  1  6
 27 63  1  0
 27 64  1  0
 11 38  1  0
 11 39  1  0
 11 40  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
 12 41  1  0
 12 42  1  0
 12 43  1  0
 20 55  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₇NO₃

Average Mass

375.5530 Da

Monoisotopic Mass

375.27734 Da

IUPAC Name

methyl 3-[(1S,2R,3S,7S,8S,10S,13S,14R)-8-hydroxy-1-methyl-14-(propan-2-yl)-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]propanoate

Traditional Name

methyl 3-[(1S,2R,3S,7S,8S,10S,13S,14R)-8-hydroxy-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]propanoate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C([H])([H])[C@]2([H])C([H])([H])N3[C@@]4([H])[C@]([H])(C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])[C@@]4(C([H])([H])C([H])([H])C(=O)OC([H])([H])[H])[C@]2([H])C([H])([H])C([H])([H])C([H])([H])[C@]132)C([H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C23H37NO3/c1-14(2)16-7-10-21(3)15-12-18(25)23-9-5-6-17(23)22(21,11-8-19(26)27-4)20(16)24(23)13-15/h14-18,20,25H,5-13H2,1-4H3/t15-,16-,17+,18+,20+,21+,22+,23+/m1/s1

InChI Key

QRPKVUVQWPROMV-ZZCAJEDESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Daphniphyllum calycinum	JEOL database	Zhang, C.-R., et al, J. Nat. Prod. 71, 1663 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as daphniphylline-type alkaloids. These are alkaloids (or derivatives thereof) from the genus Daphniphyllum, possessing 22 carbon polycyclic fused ring systems with or without the C8 side chain. The C8 unit consists of 6-oxabicyclo[3.2.1]Octane or 2,8-dioxabicyclo[3.2.1]Octane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Daphniphylline-type alkaloids

Sub Class

Not Available

Direct Parent

Daphniphylline-type alkaloids

Alternative Parents

Substituents

Daphniphylline-type alkaloid
Sesquiterpenoid
Azaspirodecane
Indolizidine
Indole or derivatives
Fatty acid ester
Azepane
Fatty acyl
N-alkylpyrrolidine
Piperidine
Methyl ester
Pyrrolidine
Cyclic alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Carboxylic acid ester
Amino acid or derivatives
1,2-aminoalcohol
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
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	3.59	ALOGPS
logP	3.21	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	14.39	ChemAxon
pKa (Strongest Basic)	12.09	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.77 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	104.89 m³·mol⁻¹	ChemAxon
Polarizability	43.18 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

25135569

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang, C.-R., et al. (2008). Zhang, C.-R., et al, J. Nat. Prod. 71, 1663 (2008). J. Nat. Prod..

Showing NP-Card for caldaphnidine Q (NP0037832)

MOL for NP0037832 (caldaphnidine Q)

3D MOL for NP0037832 (caldaphnidine Q)

3D SDF for NP0037832 (caldaphnidine Q)

3D-SDF for NP0037832 (caldaphnidine Q)

PDB for NP0037832 (caldaphnidine Q)

3D PDB for NP0037832 (caldaphnidine Q)

SMILES for NP0037832 (caldaphnidine Q)

INCHI for NP0037832 (caldaphnidine Q)

Structure for NP0037832 (caldaphnidine Q)

3D Structure for NP0037832 (caldaphnidine Q)