Natural Product: NPC177701

Natural Product ID:  NPC177701
Common Name:   Rabdoternin C
IUPAC Name:  
Synonyms:   Rabdoternin C
Molecular Formula:   C24H34O7
Standard InCHIKey:  ZPDVFDNDMSYUSR-WLMSFTOLSA-N
Standard InCHI:  InChI=1S/C24H34O7/c1-12-15-7-8-16-22-10-6-9-21(4,5)17(22)20(31-14(3)26)24(28,29-11-22)23(16,18(15)27)19(12)30-13(2)25/h15-20,27-28H,1,6-11H2,2-5H3/t15-,16-,17+,18+,19+,20-,22+,23+,24-/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1[C@@H]2C(C)(C)CCC[C@@]32CO[C@]1(O)[C@]12[C@H]3CC[C@H]([C@H]1O)C(=C)[C@H]2OC(=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
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota PMID[17665952]
NPO1749 Isodon ternifolia Species Lamiaceae Eukaryota TCMID*
NPO28626 Isodon rubescens Species Lamiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 > 10000 nM 17665952
NPT1097 Cell Line MKN-45 Homo sapiens IC50 > 10000 nM 17665952
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000 nM 17665952

  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 NPC177701 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
0.9583 High Similarity NPC31085
0.9485 High Similarity NPC471467
0.9479 High Similarity NPC144486
0.9271 High Similarity NPC469725
0.92 High Similarity NPC470170
0.92 High Similarity NPC470169
0.9167 High Similarity NPC274793
0.9158 High Similarity NPC30477
0.9053 High Similarity NPC3359
0.902 High Similarity NPC473570
0.901 High Similarity NPC470166
0.898 High Similarity NPC471247
0.8958 High Similarity NPC473348
0.8889 High Similarity NPC49532
0.8866 High Similarity NPC111834
0.8866 High Similarity NPC169270
0.8866 High Similarity NPC306797
0.8866 High Similarity NPC292718
0.8842 High Similarity NPC130840
0.8763 High Similarity NPC241047
0.875 High Similarity NPC26046
0.875 High Similarity NPC296620
0.8738 High Similarity NPC473517
0.87 High Similarity NPC470168
0.8627 High Similarity NPC152966
0.8614 High Similarity NPC52585
0.8614 High Similarity NPC228049
0.8614 High Similarity NPC68630
0.86 High Similarity NPC317019
0.8544 High Similarity NPC165405
0.8542 High Similarity NPC219937
0.8542 High Similarity NPC123252
0.8542 High Similarity NPC194485
0.8542 High Similarity NPC53890
0.8526 High Similarity NPC160304
0.8515 High Similarity NPC471112
0.8515 High Similarity NPC155974
0.8515 High Similarity NPC475617
0.8491 Intermediate Similarity NPC56025
0.8455 Intermediate Similarity NPC29639
0.8455 Intermediate Similarity NPC5883
0.8455 Intermediate Similarity NPC44899
0.8455 Intermediate Similarity NPC304260
0.8454 Intermediate Similarity NPC219516
0.844 Intermediate Similarity NPC152615
0.8426 Intermediate Similarity NPC84949
0.8426 Intermediate Similarity NPC69576
0.8426 Intermediate Similarity NPC471633
0.8426 Intermediate Similarity NPC31354
0.8416 Intermediate Similarity NPC208358
0.8416 Intermediate Similarity NPC471242
0.8416 Intermediate Similarity NPC91497
0.84 Intermediate Similarity NPC278939
0.84 Intermediate Similarity NPC76486
0.84 Intermediate Similarity NPC475032
0.84 Intermediate Similarity NPC475033
0.84 Intermediate Similarity NPC473555
0.84 Intermediate Similarity NPC471770
0.8381 Intermediate Similarity NPC476513
0.835 Intermediate Similarity NPC474124
0.8349 Intermediate Similarity NPC193382
0.8349 Intermediate Similarity NPC199428
0.8349 Intermediate Similarity NPC99620
0.8349 Intermediate Similarity NPC5311
0.8349 Intermediate Similarity NPC310341
0.8333 Intermediate Similarity NPC470054
0.8333 Intermediate Similarity NPC31346
0.8333 Intermediate Similarity NPC144068
0.8318 Intermediate Similarity NPC470311
0.8318 Intermediate Similarity NPC94650
0.8318 Intermediate Similarity NPC114188
0.8317 Intermediate Similarity NPC157739
0.8304 Intermediate Similarity NPC475219
0.8304 Intermediate Similarity NPC231518
0.8302 Intermediate Similarity NPC128133
0.8298 Intermediate Similarity NPC299963
0.8288 Intermediate Similarity NPC329905
0.8286 Intermediate Similarity NPC54619
0.8273 Intermediate Similarity NPC27507
0.8273 Intermediate Similarity NPC309034
0.8273 Intermediate Similarity NPC34390
0.8273 Intermediate Similarity NPC87250
0.8273 Intermediate Similarity NPC158344
0.8273 Intermediate Similarity NPC290693
0.8273 Intermediate Similarity NPC474418
0.8273 Intermediate Similarity NPC196429
0.8273 Intermediate Similarity NPC77319
0.8273 Intermediate Similarity NPC84987
0.8273 Intermediate Similarity NPC99728
0.8273 Intermediate Similarity NPC203862
0.8273 Intermediate Similarity NPC50305
0.8273 Intermediate Similarity NPC157376
0.8273 Intermediate Similarity NPC142066
0.8273 Intermediate Similarity NPC93883
0.8273 Intermediate Similarity NPC473852
0.8273 Intermediate Similarity NPC471355
0.8273 Intermediate Similarity NPC471354
0.8273 Intermediate Similarity NPC243196
0.8273 Intermediate Similarity NPC244402
0.8273 Intermediate Similarity NPC471351
0.8273 Intermediate Similarity NPC471353
0.8269 Intermediate Similarity NPC475521
0.8252 Intermediate Similarity NPC470053
0.8252 Intermediate Similarity NPC475344
0.8252 Intermediate Similarity NPC476471
0.823 Intermediate Similarity NPC115349
0.823 Intermediate Similarity NPC193893
0.8224 Intermediate Similarity NPC471093
0.8218 Intermediate Similarity NPC97867
0.8214 Intermediate Similarity NPC474466
0.8214 Intermediate Similarity NPC475136
0.8198 Intermediate Similarity NPC83287
0.819 Intermediate Similarity NPC220217
0.819 Intermediate Similarity NPC119855
0.819 Intermediate Similarity NPC473199
0.8173 Intermediate Similarity NPC281378
0.8165 Intermediate Similarity NPC471252
0.8148 Intermediate Similarity NPC29505
0.8142 Intermediate Similarity NPC40749
0.8137 Intermediate Similarity NPC470068
0.8137 Intermediate Similarity NPC476895
0.8131 Intermediate Similarity NPC240125
0.8131 Intermediate Similarity NPC43976
0.8131 Intermediate Similarity NPC102741
0.8131 Intermediate Similarity NPC51925
0.8131 Intermediate Similarity NPC151134
0.8131 Intermediate Similarity NPC91583
0.8131 Intermediate Similarity NPC475030
0.8131 Intermediate Similarity NPC125361
0.8131 Intermediate Similarity NPC296761
0.8131 Intermediate Similarity NPC154085
0.8125 Intermediate Similarity NPC470897
0.8125 Intermediate Similarity NPC81222
0.8125 Intermediate Similarity NPC291820
0.8125 Intermediate Similarity NPC30483
0.8125 Intermediate Similarity NPC292467
0.8125 Intermediate Similarity NPC469756
0.8125 Intermediate Similarity NPC471240
0.8125 Intermediate Similarity NPC55532
0.8125 Intermediate Similarity NPC236973
0.8125 Intermediate Similarity NPC32177
0.8119 Intermediate Similarity NPC304899
0.8119 Intermediate Similarity NPC472989
0.8119 Intermediate Similarity NPC88009
0.8119 Intermediate Similarity NPC253115
0.8113 Intermediate Similarity NPC471461
0.8113 Intermediate Similarity NPC234160
0.8113 Intermediate Similarity NPC67745
0.8105 Intermediate Similarity NPC255882
0.8095 Intermediate Similarity NPC474464
0.8095 Intermediate Similarity NPC473543
0.8085 Intermediate Similarity NPC472504
0.8077 Intermediate Similarity NPC170615
0.8077 Intermediate Similarity NPC154452
0.8073 Intermediate Similarity NPC474927
0.8073 Intermediate Similarity NPC243572
0.8058 Intermediate Similarity NPC20113
0.8058 Intermediate Similarity NPC473510
0.8058 Intermediate Similarity NPC219285
0.8058 Intermediate Similarity NPC161527
0.8058 Intermediate Similarity NPC477971
0.8058 Intermediate Similarity NPC228251
0.8058 Intermediate Similarity NPC477972
0.8058 Intermediate Similarity NPC477968
0.8056 Intermediate Similarity NPC177047
0.8056 Intermediate Similarity NPC470867
0.8053 Intermediate Similarity NPC475556
0.8053 Intermediate Similarity NPC475629
0.8053 Intermediate Similarity NPC72260
0.8053 Intermediate Similarity NPC107607
0.8039 Intermediate Similarity NPC476893
0.8039 Intermediate Similarity NPC210337
0.8037 Intermediate Similarity NPC63841
0.8037 Intermediate Similarity NPC125324
0.8037 Intermediate Similarity NPC472988
0.8037 Intermediate Similarity NPC88744
0.8037 Intermediate Similarity NPC55973
0.8037 Intermediate Similarity NPC295980
0.8037 Intermediate Similarity NPC51172
0.8037 Intermediate Similarity NPC49032
0.8037 Intermediate Similarity NPC38217
0.8036 Intermediate Similarity NPC475403
0.8036 Intermediate Similarity NPC160888
0.8036 Intermediate Similarity NPC218093
0.8019 Intermediate Similarity NPC186668
0.8019 Intermediate Similarity NPC474015
0.8 Intermediate Similarity NPC475701
0.8 Intermediate Similarity NPC473198
0.8 Intermediate Similarity NPC474835
0.8 Intermediate Similarity NPC472821
0.8 Intermediate Similarity NPC102619
0.8 Intermediate Similarity NPC473523
0.7982 Intermediate Similarity NPC474908
0.7982 Intermediate Similarity NPC475590
0.7982 Intermediate Similarity NPC173555
0.7982 Intermediate Similarity NPC475419
0.7982 Intermediate Similarity NPC120390
0.7982 Intermediate Similarity NPC314535
0.7982 Intermediate Similarity NPC213320
0.7982 Intermediate Similarity NPC65167

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC177701 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
0.8304 Intermediate Similarity NPD8033 Approved
0.8288 Intermediate Similarity NPD7516 Approved
0.8198 Intermediate Similarity NPD7327 Approved
0.8198 Intermediate Similarity NPD7328 Approved
0.8165 Intermediate Similarity NPD8133 Approved
0.8053 Intermediate Similarity NPD8294 Approved
0.8053 Intermediate Similarity NPD8377 Approved
0.7982 Intermediate Similarity NPD8335 Approved
0.7982 Intermediate Similarity NPD8380 Approved
0.7982 Intermediate Similarity NPD8379 Approved
0.7982 Intermediate Similarity NPD8378 Approved
0.7982 Intermediate Similarity NPD8296 Approved
0.7712 Intermediate Similarity NPD7507 Approved
0.7672 Intermediate Similarity NPD7503 Approved
0.7619 Intermediate Similarity NPD7638 Approved
0.7547 Intermediate Similarity NPD7640 Approved
0.7547 Intermediate Similarity NPD7639 Approved
0.7521 Intermediate Similarity NPD7319 Approved
0.7297 Intermediate Similarity NPD6412 Phase 2
0.7232 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD6686 Approved
0.7212 Intermediate Similarity NPD8034 Phase 2
0.7212 Intermediate Similarity NPD8035 Phase 2
0.7168 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8171 Discontinued
0.7143 Intermediate Similarity NPD6928 Phase 2
0.7129 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD7632 Discontinued
0.7018 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.6972 Remote Similarity NPD4225 Approved
0.6891 Remote Similarity NPD7115 Discovery
0.6891 Remote Similarity NPD8295 Clinical (unspecified phase)
0.688 Remote Similarity NPD7736 Approved
0.6847 Remote Similarity NPD5344 Discontinued
0.6827 Remote Similarity NPD7524 Approved
0.6814 Remote Similarity NPD8170 Clinical (unspecified phase)
0.68 Remote Similarity NPD7525 Registered
0.678 Remote Similarity NPD4632 Approved
0.6774 Remote Similarity NPD7492 Approved
0.6754 Remote Similarity NPD6675 Approved
0.6754 Remote Similarity NPD7128 Approved
0.6754 Remote Similarity NPD6402 Approved
0.6754 Remote Similarity NPD5739 Approved
0.675 Remote Similarity NPD6009 Approved
0.6721 Remote Similarity NPD6319 Approved
0.6721 Remote Similarity NPD6054 Approved
0.6721 Remote Similarity NPD6059 Approved
0.672 Remote Similarity NPD6616 Approved
0.6698 Remote Similarity NPD6051 Approved
0.6695 Remote Similarity NPD6882 Approved
0.6695 Remote Similarity NPD8297 Approved
0.6694 Remote Similarity NPD8328 Phase 3
0.6667 Remote Similarity NPD6399 Phase 3
0.6667 Remote Similarity NPD8293 Discontinued
0.6667 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7078 Approved
0.6642 Remote Similarity NPD7625 Phase 1
0.6638 Remote Similarity NPD6881 Approved
0.6638 Remote Similarity NPD7320 Approved
0.6638 Remote Similarity NPD6899 Approved
0.6613 Remote Similarity NPD6370 Approved
0.66 Remote Similarity NPD6697 Approved
0.66 Remote Similarity NPD6114 Approved
0.66 Remote Similarity NPD6118 Approved
0.66 Remote Similarity NPD6115 Approved
0.6581 Remote Similarity NPD6372 Approved
0.6581 Remote Similarity NPD6373 Approved
0.6555 Remote Similarity NPD6053 Discontinued
0.6552 Remote Similarity NPD5697 Approved
0.6552 Remote Similarity NPD5701 Approved
0.6549 Remote Similarity NPD4159 Approved
0.6538 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6535 Remote Similarity NPD7645 Phase 2
0.6532 Remote Similarity NPD6015 Approved
0.6532 Remote Similarity NPD6921 Approved
0.6532 Remote Similarity NPD6016 Approved
0.6525 Remote Similarity NPD6883 Approved
0.6525 Remote Similarity NPD7290 Approved
0.6525 Remote Similarity NPD7102 Approved
0.65 Remote Similarity NPD6116 Phase 1
0.648 Remote Similarity NPD5988 Approved
0.6471 Remote Similarity NPD6650 Approved
0.6471 Remote Similarity NPD6847 Approved
0.6471 Remote Similarity NPD8130 Phase 1
0.6471 Remote Similarity NPD6649 Approved
0.6471 Remote Similarity NPD6869 Approved
0.6471 Remote Similarity NPD6617 Approved
0.6466 Remote Similarity NPD6008 Approved
0.646 Remote Similarity NPD6648 Approved
0.6458 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6455 Remote Similarity NPD7748 Approved
0.6442 Remote Similarity NPD6695 Phase 3
0.6441 Remote Similarity NPD6013 Approved
0.6441 Remote Similarity NPD6012 Approved
0.6441 Remote Similarity NPD6014 Approved
0.6429 Remote Similarity NPD6083 Phase 2
0.6429 Remote Similarity NPD7902 Approved
0.6429 Remote Similarity NPD7604 Phase 2
0.6429 Remote Similarity NPD6084 Phase 2
0.6422 Remote Similarity NPD7515 Phase 2
0.6422 Remote Similarity NPD7637 Suspended
0.641 Remote Similarity NPD5954 Clinical (unspecified phase)
0.64 Remote Similarity NPD3701 Clinical (unspecified phase)
0.64 Remote Similarity NPD6117 Approved
0.64 Remote Similarity NPD5983 Phase 2
0.64 Remote Similarity NPD8515 Approved
0.64 Remote Similarity NPD8516 Approved
0.64 Remote Similarity NPD8517 Approved
0.64 Remote Similarity NPD8513 Phase 3
0.6356 Remote Similarity NPD6011 Approved
0.6355 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6333 Remote Similarity NPD8413 Clinical (unspecified phase)
0.633 Remote Similarity NPD6698 Approved
0.633 Remote Similarity NPD46 Approved
0.6328 Remote Similarity NPD6336 Discontinued
0.63 Remote Similarity NPD6942 Approved
0.63 Remote Similarity NPD7339 Approved
0.6299 Remote Similarity NPD6067 Discontinued
0.6296 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6286 Remote Similarity NPD4788 Approved
0.6283 Remote Similarity NPD4755 Approved
0.626 Remote Similarity NPD6940 Discontinued
0.625 Remote Similarity NPD7991 Discontinued
0.625 Remote Similarity NPD4634 Approved
0.625 Remote Similarity NPD6371 Approved
0.6231 Remote Similarity NPD6033 Approved
0.6226 Remote Similarity NPD4786 Approved
0.6224 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6216 Remote Similarity NPD4202 Approved
0.6214 Remote Similarity NPD6929 Approved
0.6207 Remote Similarity NPD5211 Phase 2
0.6204 Remote Similarity NPD7750 Discontinued
0.62 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6182 Remote Similarity NPD7838 Discovery
0.6174 Remote Similarity NPD5285 Approved
0.6174 Remote Similarity NPD4700 Approved
0.6174 Remote Similarity NPD5286 Approved
0.6174 Remote Similarity NPD4696 Approved
0.6165 Remote Similarity NPD8449 Approved
0.6161 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6161 Remote Similarity NPD7900 Approved
0.6154 Remote Similarity NPD6931 Approved
0.6154 Remote Similarity NPD6930 Phase 2
0.6129 Remote Similarity NPD6274 Approved
0.6119 Remote Similarity NPD8450 Suspended
0.6111 Remote Similarity NPD6409 Approved
0.6111 Remote Similarity NPD7146 Approved
0.6111 Remote Similarity NPD7334 Approved
0.6111 Remote Similarity NPD6684 Approved
0.6111 Remote Similarity NPD7521 Approved
0.6111 Remote Similarity NPD5330 Approved
0.6111 Remote Similarity NPD7100 Approved
0.6111 Remote Similarity NPD7101 Approved
0.6106 Remote Similarity NPD5695 Phase 3
0.6102 Remote Similarity NPD5141 Approved
0.6091 Remote Similarity NPD5328 Approved
0.6087 Remote Similarity NPD5696 Approved
0.6087 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6078 Remote Similarity NPD6933 Approved
0.6075 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6068 Remote Similarity NPD4633 Approved
0.6068 Remote Similarity NPD5224 Approved
0.6068 Remote Similarity NPD5225 Approved
0.6068 Remote Similarity NPD5226 Approved
0.6055 Remote Similarity NPD4251 Approved
0.6055 Remote Similarity NPD4250 Approved
0.6038 Remote Similarity NPD3667 Approved
0.6036 Remote Similarity NPD3168 Discontinued
0.6032 Remote Similarity NPD6335 Approved
0.6031 Remote Similarity NPD8074 Phase 3
0.6019 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5776 Phase 2
0.6019 Remote Similarity NPD6925 Approved
0.6017 Remote Similarity NPD5174 Approved
0.6017 Remote Similarity NPD5175 Approved
0.6016 Remote Similarity NPD6909 Approved
0.6016 Remote Similarity NPD6908 Approved
0.6 Remote Similarity NPD4748 Discontinued
0.6 Remote Similarity NPD6903 Approved
0.6 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5983 Remote Similarity NPD1700 Approved
0.5983 Remote Similarity NPD5223 Approved
0.5982 Remote Similarity NPD6079 Approved
0.5982 Remote Similarity NPD6411 Approved
0.5982 Remote Similarity NPD5693 Phase 1
0.5982 Remote Similarity NPD7087 Discontinued
0.5981 Remote Similarity NPD3669 Approved
0.5981 Remote Similarity NPD3670 Clinical (unspecified phase)
0.598 Remote Similarity NPD3702 Approved
0.5965 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5963 Remote Similarity NPD4249 Approved
0.5963 Remote Similarity NPD3618 Phase 1
0.5962 Remote Similarity NPD7145 Approved
0.5952 Remote Similarity NPD6317 Approved
0.5946 Remote Similarity NPD4753 Phase 2
0.5938 Remote Similarity NPD371 Approved
0.5926 Remote Similarity NPD3666 Approved
0.5926 Remote Similarity NPD3665 Phase 1
0.5926 Remote Similarity NPD3133 Approved

Structure

External Identifiers

PubChem CID   44445759
ChEMBL   CHEMBL253550
ZINC  

Physicochemical Properties

Molecular Weight:  434.23
ALogP:  -0.8901
MLogP:  3.33
XLogP:  2.892
# Rotatable Bonds:  10
Polar Surface Area:  102.29
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  31

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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