Natural Product: NPC274793

Natural Product ID:  NPC274793
Common Name:   Nervonin D
IUPAC Name:  
Synonyms:   nervonin D
Molecular Formula:   C28H40O10
Standard InCHIKey:  YICDWQDQLOLNFZ-ZGNDFTJDSA-N
Standard InCHI:  InChI=1S/C28H40O10/c1-12-17-9-18(35-13(2)29)22-27(8)20(36-14(3)30)10-19(33)26(6,7)23(27)21(34)25(38-16(5)32)28(22,11-17)24(12)37-15(4)31/h17-25,33-34H,1,9-11H2,2-8H3/t17-,18+,19+,20+,21-,22+,23-,24-,25+,27+,28+/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@]1(C)[C@@H](OC(=O)C)C[C@@H](C([C@H]1[C@H]([C@@H]3OC(=O)C)O)(C)C)O)[C@@H](C2=C)OC(=O)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO8269 Isodon nervosus Species Lamiaceae Eukaryota PMID[18345641]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 > 100000 nM Open TG-GATES in vivo data: Hematology
NPT65 Cell Line HepG2 Homo sapiens IC50 > 100000 nM DrugMatrix in vitro pharmacology data
NPT81 Cell Line A549 Homo sapiens IC50 > 100000 nM DrugMatrix in vivo data: Pathology

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC274793 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9677 High Similarity NPC49532
0.967 High Similarity NPC306797
0.967 High Similarity NPC111834
0.967 High Similarity NPC292718
0.967 High Similarity NPC169270
0.956 High Similarity NPC241047
0.9444 High Similarity NPC130840
0.9239 High Similarity NPC3359
0.9167 High Similarity NPC177701
0.9121 High Similarity NPC123252
0.9121 High Similarity NPC219937
0.9121 High Similarity NPC194485
0.9121 High Similarity NPC53890
0.9022 High Similarity NPC219516
0.9 High Similarity NPC473570
0.8925 High Similarity NPC26046
0.8901 High Similarity NPC160304
0.8878 High Similarity NPC471467
0.8854 High Similarity NPC469725
0.8776 High Similarity NPC31085
0.8713 High Similarity NPC473517
0.8687 High Similarity NPC474124
0.8673 High Similarity NPC475617
0.8673 High Similarity NPC144486
0.8667 High Similarity NPC299963
0.8614 High Similarity NPC470169
0.8614 High Similarity NPC470170
0.8586 High Similarity NPC475344
0.8586 High Similarity NPC476471
0.8586 High Similarity NPC170615
0.8557 High Similarity NPC475032
0.8557 High Similarity NPC475033
0.8515 High Similarity NPC295366
0.8515 High Similarity NPC28791
0.8511 High Similarity NPC10274
0.85 High Similarity NPC473523
0.8485 Intermediate Similarity NPC155974
0.8469 Intermediate Similarity NPC300179
0.8469 Intermediate Similarity NPC102426
0.8462 Intermediate Similarity NPC94650
0.8454 Intermediate Similarity NPC88009
0.8444 Intermediate Similarity NPC472504
0.8431 Intermediate Similarity NPC86852
0.8431 Intermediate Similarity NPC251824
0.8416 Intermediate Similarity NPC301787
0.8416 Intermediate Similarity NPC473543
0.84 Intermediate Similarity NPC228049
0.84 Intermediate Similarity NPC68630
0.84 Intermediate Similarity NPC52585
0.8384 Intermediate Similarity NPC208358
0.8384 Intermediate Similarity NPC230546
0.837 Intermediate Similarity NPC266651
0.8367 Intermediate Similarity NPC210337
0.8351 Intermediate Similarity NPC30477
0.835 Intermediate Similarity NPC88701
0.8333 Intermediate Similarity NPC296620
0.8333 Intermediate Similarity NPC186668
0.8333 Intermediate Similarity NPC222833
0.8317 Intermediate Similarity NPC281378
0.8317 Intermediate Similarity NPC187302
0.8317 Intermediate Similarity NPC189588
0.8317 Intermediate Similarity NPC97487
0.8317 Intermediate Similarity NPC10232
0.8317 Intermediate Similarity NPC196471
0.8317 Intermediate Similarity NPC472821
0.83 Intermediate Similarity NPC289670
0.83 Intermediate Similarity NPC253886
0.83 Intermediate Similarity NPC121218
0.8298 Intermediate Similarity NPC473436
0.828 Intermediate Similarity NPC121981
0.8265 Intermediate Similarity NPC471903
0.8261 Intermediate Similarity NPC255882
0.8252 Intermediate Similarity NPC166993
0.8252 Intermediate Similarity NPC475781
0.8252 Intermediate Similarity NPC470166
0.8252 Intermediate Similarity NPC471205
0.8241 Intermediate Similarity NPC474418
0.8241 Intermediate Similarity NPC84987
0.8241 Intermediate Similarity NPC99728
0.8241 Intermediate Similarity NPC50305
0.8241 Intermediate Similarity NPC157376
0.8241 Intermediate Similarity NPC471355
0.8241 Intermediate Similarity NPC473852
0.8241 Intermediate Similarity NPC244402
0.8241 Intermediate Similarity NPC471351
0.8241 Intermediate Similarity NPC152615
0.8241 Intermediate Similarity NPC471353
0.8241 Intermediate Similarity NPC27507
0.8241 Intermediate Similarity NPC142066
0.8241 Intermediate Similarity NPC309034
0.8241 Intermediate Similarity NPC243196
0.8241 Intermediate Similarity NPC34390
0.8241 Intermediate Similarity NPC158344
0.8241 Intermediate Similarity NPC87250
0.8241 Intermediate Similarity NPC471354
0.8241 Intermediate Similarity NPC196429
0.8241 Intermediate Similarity NPC77319
0.8235 Intermediate Similarity NPC475585
0.8235 Intermediate Similarity NPC47281
0.8235 Intermediate Similarity NPC474550
0.8235 Intermediate Similarity NPC473577
0.82 Intermediate Similarity NPC473510
0.82 Intermediate Similarity NPC317019
0.82 Intermediate Similarity NPC471247
0.819 Intermediate Similarity NPC177047
0.8182 Intermediate Similarity NPC474466
0.8182 Intermediate Similarity NPC475136
0.8173 Intermediate Similarity NPC273155
0.8165 Intermediate Similarity NPC83287
0.8163 Intermediate Similarity NPC473348
0.8155 Intermediate Similarity NPC119855
0.8155 Intermediate Similarity NPC475290
0.8155 Intermediate Similarity NPC138908
0.8155 Intermediate Similarity NPC165405
0.8155 Intermediate Similarity NPC50535
0.8155 Intermediate Similarity NPC220217
0.8155 Intermediate Similarity NPC51719
0.8155 Intermediate Similarity NPC200957
0.8152 Intermediate Similarity NPC211135
0.8152 Intermediate Similarity NPC216420
0.8152 Intermediate Similarity NPC85095
0.8148 Intermediate Similarity NPC5311
0.8148 Intermediate Similarity NPC310341
0.8148 Intermediate Similarity NPC199428
0.8148 Intermediate Similarity NPC193382
0.8148 Intermediate Similarity NPC99620
0.8137 Intermediate Similarity NPC61442
0.8137 Intermediate Similarity NPC160583
0.8119 Intermediate Similarity NPC235920
0.8119 Intermediate Similarity NPC11974
0.8119 Intermediate Similarity NPC268829
0.8119 Intermediate Similarity NPC96784
0.8119 Intermediate Similarity NPC295110
0.8119 Intermediate Similarity NPC222875
0.8119 Intermediate Similarity NPC247701
0.8119 Intermediate Similarity NPC252614
0.8119 Intermediate Similarity NPC25177
0.8119 Intermediate Similarity NPC31346
0.8119 Intermediate Similarity NPC472554
0.81 Intermediate Similarity NPC157739
0.81 Intermediate Similarity NPC477876
0.81 Intermediate Similarity NPC477875
0.8091 Intermediate Similarity NPC329905
0.8081 Intermediate Similarity NPC304899
0.8081 Intermediate Similarity NPC475178
0.8081 Intermediate Similarity NPC471765
0.8081 Intermediate Similarity NPC253115
0.8081 Intermediate Similarity NPC221801
0.8081 Intermediate Similarity NPC211810
0.8081 Intermediate Similarity NPC284194
0.8077 Intermediate Similarity NPC122816
0.8077 Intermediate Similarity NPC54619
0.8077 Intermediate Similarity NPC473586
0.8073 Intermediate Similarity NPC93883
0.8065 Intermediate Similarity NPC256567
0.8061 Intermediate Similarity NPC277399
0.8058 Intermediate Similarity NPC152966
0.8058 Intermediate Similarity NPC475521
0.8056 Intermediate Similarity NPC471633
0.8056 Intermediate Similarity NPC69576
0.8056 Intermediate Similarity NPC84949
0.8056 Intermediate Similarity NPC31354
0.8043 Intermediate Similarity NPC60018
0.8043 Intermediate Similarity NPC154043
0.8043 Intermediate Similarity NPC202688
0.8041 Intermediate Similarity NPC122057
0.8039 Intermediate Similarity NPC470972
0.8039 Intermediate Similarity NPC472552
0.8021 Intermediate Similarity NPC473647
0.802 Intermediate Similarity NPC108371
0.802 Intermediate Similarity NPC91497
0.802 Intermediate Similarity NPC188968
0.802 Intermediate Similarity NPC38855
0.8018 Intermediate Similarity NPC475556
0.8018 Intermediate Similarity NPC475629
0.8 Intermediate Similarity NPC218123
0.8 Intermediate Similarity NPC112895
0.8 Intermediate Similarity NPC473555
0.8 Intermediate Similarity NPC231278
0.8 Intermediate Similarity NPC471770
0.8 Intermediate Similarity NPC475263
0.8 Intermediate Similarity NPC51499
0.8 Intermediate Similarity NPC76486
0.8 Intermediate Similarity NPC473244
0.8 Intermediate Similarity NPC278939
0.7981 Intermediate Similarity NPC37600
0.7981 Intermediate Similarity NPC473199
0.7979 Intermediate Similarity NPC164424
0.7963 Intermediate Similarity NPC144068
0.7961 Intermediate Similarity NPC475623
0.7961 Intermediate Similarity NPC277074
0.7961 Intermediate Similarity NPC122811
0.7961 Intermediate Similarity NPC475334
0.7961 Intermediate Similarity NPC473694
0.7961 Intermediate Similarity NPC209298
0.7959 Intermediate Similarity NPC291373
0.7957 Intermediate Similarity NPC232023
0.7946 Intermediate Similarity NPC173555
0.7946 Intermediate Similarity NPC314535
0.7944 Intermediate Similarity NPC114188

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC274793 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8257 Intermediate Similarity NPD7516 Approved
0.8165 Intermediate Similarity NPD7328 Approved
0.8165 Intermediate Similarity NPD7327 Approved
0.7963 Intermediate Similarity NPD8133 Approved
0.7946 Intermediate Similarity NPD8335 Approved
0.7946 Intermediate Similarity NPD8378 Approved
0.7946 Intermediate Similarity NPD8380 Approved
0.7946 Intermediate Similarity NPD8296 Approved
0.7946 Intermediate Similarity NPD8379 Approved
0.7921 Intermediate Similarity NPD7638 Approved
0.7857 Intermediate Similarity NPD8377 Approved
0.7857 Intermediate Similarity NPD8294 Approved
0.7843 Intermediate Similarity NPD7639 Approved
0.7843 Intermediate Similarity NPD7640 Approved
0.7788 Intermediate Similarity NPD8033 Approved
0.7521 Intermediate Similarity NPD7507 Approved
0.75 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7479 Intermediate Similarity NPD7319 Approved
0.7478 Intermediate Similarity NPD7503 Approved
0.7431 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD7632 Discontinued
0.7327 Intermediate Similarity NPD8034 Phase 2
0.7327 Intermediate Similarity NPD8035 Phase 2
0.7245 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD6686 Approved
0.7103 Intermediate Similarity NPD5344 Discontinued
0.71 Intermediate Similarity NPD7524 Approved
0.7094 Intermediate Similarity NPD6319 Approved
0.7083 Intermediate Similarity NPD7525 Registered
0.708 Intermediate Similarity NPD8297 Approved
0.7075 Intermediate Similarity NPD4225 Approved
0.7018 Intermediate Similarity NPD4632 Approved
0.7 Intermediate Similarity NPD7128 Approved
0.7 Intermediate Similarity NPD6675 Approved
0.7 Intermediate Similarity NPD5739 Approved
0.7 Intermediate Similarity NPD6402 Approved
0.6964 Remote Similarity NPD6373 Approved
0.6964 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6964 Remote Similarity NPD6372 Approved
0.6961 Remote Similarity NPD6051 Approved
0.6937 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6937 Remote Similarity NPD6412 Phase 2
0.6923 Remote Similarity NPD8171 Discontinued
0.6891 Remote Similarity NPD6921 Approved
0.6875 Remote Similarity NPD7320 Approved
0.6875 Remote Similarity NPD6881 Approved
0.6875 Remote Similarity NPD6115 Approved
0.6875 Remote Similarity NPD6114 Approved
0.6875 Remote Similarity NPD6118 Approved
0.6875 Remote Similarity NPD6697 Approved
0.6875 Remote Similarity NPD6899 Approved
0.6842 Remote Similarity NPD6649 Approved
0.6842 Remote Similarity NPD6650 Approved
0.6838 Remote Similarity NPD7115 Discovery
0.68 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6789 Remote Similarity NPD4159 Approved
0.6786 Remote Similarity NPD5701 Approved
0.6786 Remote Similarity NPD5697 Approved
0.6783 Remote Similarity NPD6882 Approved
0.6771 Remote Similarity NPD6116 Phase 1
0.6762 Remote Similarity NPD6399 Phase 3
0.6754 Remote Similarity NPD7290 Approved
0.6754 Remote Similarity NPD6883 Approved
0.6754 Remote Similarity NPD7102 Approved
0.6739 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6735 Remote Similarity NPD6928 Phase 2
0.6721 Remote Similarity NPD7492 Approved
0.67 Remote Similarity NPD6695 Phase 3
0.6697 Remote Similarity NPD6648 Approved
0.6696 Remote Similarity NPD6847 Approved
0.6696 Remote Similarity NPD6617 Approved
0.6696 Remote Similarity NPD6869 Approved
0.6696 Remote Similarity NPD8130 Phase 1
0.6695 Remote Similarity NPD6009 Approved
0.6694 Remote Similarity NPD7736 Approved
0.6667 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6117 Approved
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD6014 Approved
0.6667 Remote Similarity NPD6013 Approved
0.6667 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD7637 Suspended
0.6639 Remote Similarity NPD7604 Phase 2
0.6633 Remote Similarity NPD7645 Phase 2
0.6613 Remote Similarity NPD7078 Approved
0.6613 Remote Similarity NPD8293 Discontinued
0.6612 Remote Similarity NPD5983 Phase 2
0.6607 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6579 Remote Similarity NPD6011 Approved
0.6557 Remote Similarity NPD6370 Approved
0.6555 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6552 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6549 Remote Similarity NPD6008 Approved
0.6542 Remote Similarity NPD7748 Approved
0.6535 Remote Similarity NPD4788 Approved
0.6532 Remote Similarity NPD6336 Discontinued
0.6514 Remote Similarity NPD4755 Approved
0.6514 Remote Similarity NPD7902 Approved
0.6509 Remote Similarity NPD7515 Phase 2
0.6504 Remote Similarity NPD8328 Phase 3
0.6496 Remote Similarity NPD6053 Discontinued
0.6495 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6489 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6475 Remote Similarity NPD6015 Approved
0.6475 Remote Similarity NPD6016 Approved
0.6471 Remote Similarity NPD7625 Phase 1
0.6466 Remote Similarity NPD4634 Approved
0.6465 Remote Similarity NPD6929 Approved
0.6458 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6449 Remote Similarity NPD4202 Approved
0.6442 Remote Similarity NPD7750 Discontinued
0.6442 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5211 Phase 2
0.6423 Remote Similarity NPD5988 Approved
0.6415 Remote Similarity NPD6698 Approved
0.6415 Remote Similarity NPD7838 Discovery
0.6415 Remote Similarity NPD46 Approved
0.64 Remote Similarity NPD6930 Phase 2
0.64 Remote Similarity NPD6931 Approved
0.6396 Remote Similarity NPD5285 Approved
0.6396 Remote Similarity NPD4696 Approved
0.6396 Remote Similarity NPD4700 Approved
0.6396 Remote Similarity NPD5286 Approved
0.6392 Remote Similarity NPD6942 Approved
0.6392 Remote Similarity NPD7339 Approved
0.6381 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6346 Remote Similarity NPD6684 Approved
0.6346 Remote Similarity NPD7334 Approved
0.6346 Remote Similarity NPD7146 Approved
0.6346 Remote Similarity NPD5330 Approved
0.6346 Remote Similarity NPD7521 Approved
0.6346 Remote Similarity NPD6409 Approved
0.6333 Remote Similarity NPD6274 Approved
0.633 Remote Similarity NPD5695 Phase 3
0.6325 Remote Similarity NPD6371 Approved
0.6321 Remote Similarity NPD5328 Approved
0.6316 Remote Similarity NPD5141 Approved
0.6311 Remote Similarity NPD7101 Approved
0.6311 Remote Similarity NPD7100 Approved
0.6311 Remote Similarity NPD4786 Approved
0.6306 Remote Similarity NPD5696 Approved
0.6283 Remote Similarity NPD4633 Approved
0.6283 Remote Similarity NPD5225 Approved
0.6283 Remote Similarity NPD5226 Approved
0.6283 Remote Similarity NPD5224 Approved
0.6263 Remote Similarity NPD5776 Phase 2
0.6263 Remote Similarity NPD6925 Approved
0.6261 Remote Similarity NPD4768 Approved
0.6261 Remote Similarity NPD4767 Approved
0.625 Remote Similarity NPD6082 Clinical (unspecified phase)
0.624 Remote Similarity NPD6067 Discontinued
0.6239 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6239 Remote Similarity NPD7900 Approved
0.623 Remote Similarity NPD6335 Approved
0.6228 Remote Similarity NPD5174 Approved
0.6228 Remote Similarity NPD5175 Approved
0.6226 Remote Similarity NPD6903 Approved
0.621 Remote Similarity NPD6908 Approved
0.621 Remote Similarity NPD6909 Approved
0.6204 Remote Similarity NPD6079 Approved
0.6204 Remote Similarity NPD5693 Phase 1
0.6204 Remote Similarity NPD7087 Discontinued
0.62 Remote Similarity NPD7145 Approved
0.6196 Remote Similarity NPD371 Approved
0.6195 Remote Similarity NPD5223 Approved
0.6195 Remote Similarity NPD1700 Approved
0.619 Remote Similarity NPD3618 Phase 1
0.6182 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6172 Remote Similarity NPD6033 Approved
0.6168 Remote Similarity NPD4753 Phase 2
0.6162 Remote Similarity NPD6933 Approved
0.6154 Remote Similarity NPD3666 Approved
0.6154 Remote Similarity NPD4729 Approved
0.6154 Remote Similarity NPD3665 Phase 1
0.6154 Remote Similarity NPD3133 Approved
0.6154 Remote Similarity NPD4730 Approved
0.6148 Remote Similarity NPD6317 Approved
0.6146 Remote Similarity NPD4787 Phase 1
0.6117 Remote Similarity NPD3667 Approved
0.61 Remote Similarity NPD6932 Approved
0.6098 Remote Similarity NPD6313 Approved
0.6098 Remote Similarity NPD6314 Approved
0.6095 Remote Similarity NPD6893 Approved
0.6087 Remote Similarity NPD4754 Approved
0.6082 Remote Similarity NPD5777 Approved
0.6082 Remote Similarity NPD4243 Approved
0.6082 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6082 Remote Similarity NPD4808 Clinical (unspecified phase)
0.608 Remote Similarity NPD8516 Approved
0.608 Remote Similarity NPD8515 Approved
0.608 Remote Similarity NPD8517 Approved
0.608 Remote Similarity NPD8513 Phase 3
0.6078 Remote Similarity NPD7514 Phase 3
0.6078 Remote Similarity NPD4748 Discontinued
0.6075 Remote Similarity NPD6672 Approved
0.6075 Remote Similarity NPD5737 Approved

Structure

External Identifiers

PubChem CID   24862699
ChEMBL   CHEMBL502935
ZINC  

Physicochemical Properties

Molecular Weight:  536.26
ALogP:  -0.4984
MLogP:  3.44
XLogP:  1.949
# Rotatable Bonds:  17
Polar Surface Area:  145.66
# H-Bond Aceptor:  10
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  38

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs