Natural Product: NPC63244

Natural Product ID:  NPC63244
Common Name:   Rabdoternin E
IUPAC Name:  
Synonyms:   Rabdoternin E
Molecular Formula:   C21H30O7
Standard InCHIKey:  UHERRNNNKBWWKU-PMFNZFMJSA-N
Standard InCHI:  InChI=1S/C21H30O7/c1-9-10-5-6-11-19-12(22)7-8-18(2,3)13(19)16(25)21(26,28-17(19)27-4)20(11,14(9)23)15(10)24/h10-13,15-17,22,24-26H,1,5-8H2,2-4H3/t10-,11-,12+,13+,15+,16-,17?,19-,20-,21-/m0/s1
Canonical SMILES:  COC1O[C@@]2(O)[C@H]([C@H]3[C@@]1([C@H](O)CCC3(C)C)[C@H]1[C@@]32[C@H](O)[C@@H](CC1)C(=C)C3=O)O
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]
NPO17800 Isodon rosthornii Species Lamiaceae Eukaryota Aerial parts PMID[23819871]
NPO1749 Isodon ternifolia 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 = 2400 nM 17665952
NPT1097 Cell Line MKN-45 Homo sapiens IC50 > 10000 nM 17665952
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000 nM 17665952
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 2300 nM 23819871
NPT660 Cell Line SW480 Homo sapiens IC50 = 4100 nM 23819871
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 23819871
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 23819871
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 23819871
NPT116 Cell Line HL-60 Homo sapiens IC50 = 2600 nM 23819871

  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 NPC63244 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
0.9903 High Similarity NPC471244
0.9902 High Similarity NPC471476
0.9808 High Similarity NPC94141
0.9806 High Similarity NPC122339
0.9714 High Similarity NPC17165
0.9712 High Similarity NPC473303
0.9712 High Similarity NPC145625
0.9712 High Similarity NPC471245
0.9712 High Similarity NPC157929
0.9709 High Similarity NPC473324
0.9706 High Similarity NPC89860
0.9706 High Similarity NPC189663
0.9623 High Similarity NPC88945
0.9623 High Similarity NPC229752
0.9619 High Similarity NPC132668
0.9612 High Similarity NPC118721
0.9612 High Similarity NPC252679
0.9533 High Similarity NPC78836
0.9515 High Similarity NPC55973
0.951 High Similarity NPC307660
0.951 High Similarity NPC130511
0.9434 High Similarity NPC471248
0.9429 High Similarity NPC213320
0.9423 High Similarity NPC102741
0.9423 High Similarity NPC469744
0.9417 High Similarity NPC67745
0.9417 High Similarity NPC471461
0.9417 High Similarity NPC469746
0.9352 High Similarity NPC473304
0.934 High Similarity NPC474927
0.934 High Similarity NPC473397
0.934 High Similarity NPC473352
0.9333 High Similarity NPC471093
0.9327 High Similarity NPC471094
0.9327 High Similarity NPC473410
0.9327 High Similarity NPC469984
0.9327 High Similarity NPC469729
0.9327 High Similarity NPC469733
0.932 High Similarity NPC12823
0.9245 High Similarity NPC29505
0.9231 High Similarity NPC471474
0.9151 High Similarity NPC137104
0.9151 High Similarity NPC474786
0.9151 High Similarity NPC85391
0.9151 High Similarity NPC320383
0.9143 High Similarity NPC63841
0.9135 High Similarity NPC56656
0.9118 High Similarity NPC14634
0.9074 High Similarity NPC471252
0.9065 High Similarity NPC471243
0.9065 High Similarity NPC329953
0.9057 High Similarity NPC131903
0.9057 High Similarity NPC274827
0.9048 High Similarity NPC186054
0.9038 High Similarity NPC202793
0.9029 High Similarity NPC475803
0.9029 High Similarity NPC309388
0.8991 High Similarity NPC243354
0.8962 High Similarity NPC232133
0.8952 High Similarity NPC4115
0.8899 High Similarity NPC194273
0.8889 High Similarity NPC56025
0.8879 High Similarity NPC469983
0.8807 High Similarity NPC472719
0.8807 High Similarity NPC207845
0.8762 High Similarity NPC139347
0.8716 High Similarity NPC274833
0.8704 High Similarity NPC8431
0.8692 High Similarity NPC88833
0.8692 High Similarity NPC96333
0.8679 High Similarity NPC474558
0.8679 High Similarity NPC13149
0.8661 High Similarity NPC218970
0.8624 High Similarity NPC98069
0.8624 High Similarity NPC49730
0.8611 High Similarity NPC231278
0.8611 High Similarity NPC273155
0.8611 High Similarity NPC112895
0.8611 High Similarity NPC218123
0.8598 High Similarity NPC103172
0.8598 High Similarity NPC164600
0.8585 High Similarity NPC209298
0.8585 High Similarity NPC107385
0.8585 High Similarity NPC277074
0.8571 High Similarity NPC471790
0.8571 High Similarity NPC472718
0.8559 High Similarity NPC73986
0.8559 High Similarity NPC320118
0.8519 High Similarity NPC61071
0.8519 High Similarity NPC166993
0.8505 High Similarity NPC470167
0.8505 High Similarity NPC101842
0.8476 Intermediate Similarity NPC127408
0.8476 Intermediate Similarity NPC470388
0.8476 Intermediate Similarity NPC291785
0.8468 Intermediate Similarity NPC205534
0.8426 Intermediate Similarity NPC138908
0.8426 Intermediate Similarity NPC200957
0.8411 Intermediate Similarity NPC87927
0.8411 Intermediate Similarity NPC122811
0.8396 Intermediate Similarity NPC163963
0.8396 Intermediate Similarity NPC52899
0.8396 Intermediate Similarity NPC289148
0.839 Intermediate Similarity NPC47113
0.839 Intermediate Similarity NPC174367
0.8381 Intermediate Similarity NPC474793
0.8378 Intermediate Similarity NPC11035
0.8333 Intermediate Similarity NPC301787
0.8333 Intermediate Similarity NPC470171
0.8318 Intermediate Similarity NPC214946
0.8318 Intermediate Similarity NPC88203
0.8318 Intermediate Similarity NPC148628
0.8318 Intermediate Similarity NPC246736
0.8318 Intermediate Similarity NPC76866
0.8318 Intermediate Similarity NPC286519
0.8318 Intermediate Similarity NPC304832
0.8304 Intermediate Similarity NPC243572
0.8304 Intermediate Similarity NPC470543
0.8302 Intermediate Similarity NPC287676
0.8291 Intermediate Similarity NPC28532
0.8288 Intermediate Similarity NPC98633
0.8288 Intermediate Similarity NPC130302
0.8269 Intermediate Similarity NPC138245
0.8269 Intermediate Similarity NPC84018
0.8269 Intermediate Similarity NPC231060
0.8269 Intermediate Similarity NPC41070
0.8261 Intermediate Similarity NPC475632
0.8261 Intermediate Similarity NPC86020
0.8257 Intermediate Similarity NPC285927
0.8257 Intermediate Similarity NPC222833
0.8252 Intermediate Similarity NPC181594
0.8252 Intermediate Similarity NPC144739
0.8241 Intermediate Similarity NPC216114
0.8241 Intermediate Similarity NPC96217
0.8235 Intermediate Similarity NPC273962
0.823 Intermediate Similarity NPC260665
0.823 Intermediate Similarity NPC146563
0.823 Intermediate Similarity NPC102619
0.8224 Intermediate Similarity NPC236585
0.8224 Intermediate Similarity NPC148279
0.8224 Intermediate Similarity NPC46848
0.8224 Intermediate Similarity NPC252614
0.8214 Intermediate Similarity NPC272242
0.8214 Intermediate Similarity NPC471251
0.8208 Intermediate Similarity NPC78427
0.8208 Intermediate Similarity NPC16911
0.8208 Intermediate Similarity NPC471038
0.8205 Intermediate Similarity NPC470478
0.8198 Intermediate Similarity NPC471250
0.8198 Intermediate Similarity NPC91583
0.8198 Intermediate Similarity NPC246205
0.8198 Intermediate Similarity NPC240125
0.8198 Intermediate Similarity NPC473844
0.8198 Intermediate Similarity NPC51947
0.819 Intermediate Similarity NPC161738
0.819 Intermediate Similarity NPC13949
0.8174 Intermediate Similarity NPC309433
0.8174 Intermediate Similarity NPC477252
0.8174 Intermediate Similarity NPC156651
0.8173 Intermediate Similarity NPC29247
0.8173 Intermediate Similarity NPC104371
0.8173 Intermediate Similarity NPC129004
0.8173 Intermediate Similarity NPC101233
0.8173 Intermediate Similarity NPC289539
0.8173 Intermediate Similarity NPC191094
0.8173 Intermediate Similarity NPC91772
0.8173 Intermediate Similarity NPC302008
0.8173 Intermediate Similarity NPC111524
0.8173 Intermediate Similarity NPC261333
0.8173 Intermediate Similarity NPC292374
0.8173 Intermediate Similarity NPC153775
0.8173 Intermediate Similarity NPC215271
0.8167 Intermediate Similarity NPC305496
0.8165 Intermediate Similarity NPC84928
0.8165 Intermediate Similarity NPC98603
0.8165 Intermediate Similarity NPC244247
0.8158 Intermediate Similarity NPC477580
0.8158 Intermediate Similarity NPC54395
0.8158 Intermediate Similarity NPC74727
0.8158 Intermediate Similarity NPC102088
0.8155 Intermediate Similarity NPC476168
0.8155 Intermediate Similarity NPC299185
0.8151 Intermediate Similarity NPC248202
0.8151 Intermediate Similarity NPC469842
0.8151 Intermediate Similarity NPC469841
0.8148 Intermediate Similarity NPC470172
0.8148 Intermediate Similarity NPC275990
0.8142 Intermediate Similarity NPC210420
0.8142 Intermediate Similarity NPC474265
0.8136 Intermediate Similarity NPC475431
0.8131 Intermediate Similarity NPC267921
0.8125 Intermediate Similarity NPC52241
0.8125 Intermediate Similarity NPC255655
0.8125 Intermediate Similarity NPC475317
0.8125 Intermediate Similarity NPC154856
0.8125 Intermediate Similarity NPC124053
0.812 Intermediate Similarity NPC108072
0.812 Intermediate Similarity NPC281840
0.812 Intermediate Similarity NPC471406
0.812 Intermediate Similarity NPC475187

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC63244 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
0.8018 Intermediate Similarity NPD6412 Phase 2
0.7983 Intermediate Similarity NPD6370 Approved
0.7917 Intermediate Similarity NPD8328 Phase 3
0.7863 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7815 Intermediate Similarity NPD6054 Approved
0.7805 Intermediate Similarity NPD7736 Approved
0.7759 Intermediate Similarity NPD8133 Approved
0.775 Intermediate Similarity NPD6016 Approved
0.775 Intermediate Similarity NPD6015 Approved
0.7742 Intermediate Similarity NPD7319 Approved
0.7719 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7686 Intermediate Similarity NPD5988 Approved
0.7679 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD6059 Approved
0.7642 Intermediate Similarity NPD7507 Approved
0.7581 Intermediate Similarity NPD8293 Discontinued
0.7561 Intermediate Similarity NPD7492 Approved
0.7521 Intermediate Similarity NPD6319 Approved
0.75 Intermediate Similarity NPD6616 Approved
0.7478 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD7078 Approved
0.7417 Intermediate Similarity NPD6009 Approved
0.735 Intermediate Similarity NPD4634 Approved
0.7328 Intermediate Similarity NPD6686 Approved
0.7311 Intermediate Similarity NPD4632 Approved
0.7227 Intermediate Similarity NPD6882 Approved
0.7177 Intermediate Similarity NPD8033 Approved
0.7154 Intermediate Similarity NPD7516 Approved
0.7131 Intermediate Similarity NPD7115 Discovery
0.7109 Intermediate Similarity NPD6033 Approved
0.7097 Intermediate Similarity NPD8294 Approved
0.7097 Intermediate Similarity NPD8377 Approved
0.7094 Intermediate Similarity NPD5697 Approved
0.7083 Intermediate Similarity NPD8297 Approved
0.7073 Intermediate Similarity NPD7328 Approved
0.7073 Intermediate Similarity NPD7327 Approved
0.704 Intermediate Similarity NPD8335 Approved
0.704 Intermediate Similarity NPD8517 Approved
0.704 Intermediate Similarity NPD8379 Approved
0.704 Intermediate Similarity NPD8515 Approved
0.704 Intermediate Similarity NPD8380 Approved
0.704 Intermediate Similarity NPD8513 Phase 3
0.704 Intermediate Similarity NPD8296 Approved
0.704 Intermediate Similarity NPD8378 Approved
0.704 Intermediate Similarity NPD8516 Approved
0.7034 Intermediate Similarity NPD6881 Approved
0.7034 Intermediate Similarity NPD6899 Approved
0.7018 Intermediate Similarity NPD5286 Approved
0.7018 Intermediate Similarity NPD5285 Approved
0.7018 Intermediate Similarity NPD4696 Approved
0.7009 Intermediate Similarity NPD5739 Approved
0.7009 Intermediate Similarity NPD6402 Approved
0.7009 Intermediate Similarity NPD6675 Approved
0.7009 Intermediate Similarity NPD6008 Approved
0.7009 Intermediate Similarity NPD7128 Approved
0.7 Intermediate Similarity NPD6650 Approved
0.7 Intermediate Similarity NPD6649 Approved
0.7 Intermediate Similarity NPD8035 Phase 2
0.7 Intermediate Similarity NPD8034 Phase 2
0.6991 Remote Similarity NPD4755 Approved
0.6975 Remote Similarity NPD6373 Approved
0.6975 Remote Similarity NPD6372 Approved
0.6975 Remote Similarity NPD6014 Approved
0.6975 Remote Similarity NPD6012 Approved
0.6975 Remote Similarity NPD6013 Approved
0.6949 Remote Similarity NPD5701 Approved
0.6929 Remote Similarity NPD6067 Discontinued
0.6917 Remote Similarity NPD6883 Approved
0.6917 Remote Similarity NPD7290 Approved
0.6917 Remote Similarity NPD7102 Approved
0.6905 Remote Similarity NPD7503 Approved
0.6905 Remote Similarity NPD5983 Phase 2
0.6897 Remote Similarity NPD5226 Approved
0.6897 Remote Similarity NPD5225 Approved
0.6897 Remote Similarity NPD4633 Approved
0.6897 Remote Similarity NPD5224 Approved
0.6897 Remote Similarity NPD5211 Phase 2
0.6891 Remote Similarity NPD7320 Approved
0.6891 Remote Similarity NPD6011 Approved
0.687 Remote Similarity NPD4700 Approved
0.686 Remote Similarity NPD6617 Approved
0.686 Remote Similarity NPD6847 Approved
0.686 Remote Similarity NPD8130 Phase 1
0.686 Remote Similarity NPD6869 Approved
0.6847 Remote Similarity NPD6079 Approved
0.6838 Remote Similarity NPD5175 Approved
0.6838 Remote Similarity NPD5174 Approved
0.6818 Remote Similarity NPD5328 Approved
0.681 Remote Similarity NPD5223 Approved
0.6797 Remote Similarity NPD7604 Phase 2
0.6786 Remote Similarity NPD8171 Discontinued
0.6786 Remote Similarity NPD6399 Phase 3
0.6783 Remote Similarity NPD4225 Approved
0.678 Remote Similarity NPD5141 Approved
0.6772 Remote Similarity NPD6921 Approved
0.6759 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6754 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6754 Remote Similarity NPD5221 Approved
0.6754 Remote Similarity NPD5222 Approved
0.6754 Remote Similarity NPD4697 Phase 3
0.6697 Remote Similarity NPD3618 Phase 1
0.6696 Remote Similarity NPD5173 Approved
0.6694 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6692 Remote Similarity NPD6336 Discontinued
0.664 Remote Similarity NPD6274 Approved
0.6637 Remote Similarity NPD4202 Approved
0.6617 Remote Similarity NPD5956 Approved
0.6612 Remote Similarity NPD4730 Approved
0.6612 Remote Similarity NPD4729 Approved
0.6612 Remote Similarity NPD5128 Approved
0.6585 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6583 Remote Similarity NPD4767 Approved
0.6583 Remote Similarity NPD4768 Approved
0.6574 Remote Similarity NPD4788 Approved
0.6555 Remote Similarity NPD4754 Approved
0.6552 Remote Similarity NPD7902 Approved
0.6545 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6514 Remote Similarity NPD4786 Approved
0.6504 Remote Similarity NPD5248 Approved
0.6504 Remote Similarity NPD5250 Approved
0.6504 Remote Similarity NPD5251 Approved
0.6504 Remote Similarity NPD5249 Phase 3
0.6504 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6504 Remote Similarity NPD5247 Approved
0.6496 Remote Similarity NPD7638 Approved
0.6484 Remote Similarity NPD7101 Approved
0.6484 Remote Similarity NPD7100 Approved
0.6481 Remote Similarity NPD3667 Approved
0.6457 Remote Similarity NPD6317 Approved
0.6452 Remote Similarity NPD5217 Approved
0.6452 Remote Similarity NPD5215 Approved
0.6452 Remote Similarity NPD5216 Approved
0.6442 Remote Similarity NPD3703 Phase 2
0.6441 Remote Similarity NPD7640 Approved
0.6441 Remote Similarity NPD7639 Approved
0.6435 Remote Similarity NPD7748 Approved
0.641 Remote Similarity NPD6084 Phase 2
0.641 Remote Similarity NPD6083 Phase 2
0.6406 Remote Similarity NPD6313 Approved
0.6406 Remote Similarity NPD6335 Approved
0.6406 Remote Similarity NPD6314 Approved
0.6404 Remote Similarity NPD7515 Phase 2
0.6404 Remote Similarity NPD6411 Approved
0.6391 Remote Similarity NPD8074 Phase 3
0.6389 Remote Similarity NPD1779 Approved
0.6389 Remote Similarity NPD1780 Approved
0.6387 Remote Similarity NPD1700 Approved
0.6385 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6379 Remote Similarity NPD4629 Approved
0.6379 Remote Similarity NPD5210 Approved
0.6378 Remote Similarity NPD6940 Discontinued
0.6372 Remote Similarity NPD4753 Phase 2
0.6371 Remote Similarity NPD6371 Approved
0.6371 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6371 Remote Similarity NPD5135 Approved
0.6371 Remote Similarity NPD5169 Approved
0.6364 Remote Similarity NPD3665 Phase 1
0.6364 Remote Similarity NPD3133 Approved
0.6364 Remote Similarity NPD3666 Approved
0.6356 Remote Similarity NPD5696 Approved
0.6339 Remote Similarity NPD3573 Approved
0.632 Remote Similarity NPD5127 Approved
0.6296 Remote Similarity NPD6928 Phase 2
0.6293 Remote Similarity NPD7900 Approved
0.6293 Remote Similarity NPD5282 Discontinued
0.6293 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6273 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6273 Remote Similarity NPD3669 Approved
0.6262 Remote Similarity NPD6115 Approved
0.6262 Remote Similarity NPD6118 Approved
0.6262 Remote Similarity NPD6114 Approved
0.6262 Remote Similarity NPD6697 Approved
0.626 Remote Similarity NPD6908 Approved
0.626 Remote Similarity NPD6909 Approved
0.626 Remote Similarity NPD5954 Clinical (unspecified phase)
0.625 Remote Similarity NPD6868 Approved
0.6239 Remote Similarity NPD5695 Phase 3
0.6231 Remote Similarity NPD4522 Approved
0.6228 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6228 Remote Similarity NPD6101 Approved
0.6222 Remote Similarity NPD8337 Approved
0.6222 Remote Similarity NPD8336 Approved
0.621 Remote Similarity NPD5168 Approved
0.619 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6172 Remote Similarity NPD5167 Approved
0.617 Remote Similarity NPD6334 Approved
0.617 Remote Similarity NPD6333 Approved
0.6168 Remote Similarity NPD6116 Phase 1
0.6159 Remote Similarity NPD8338 Approved
0.6142 Remote Similarity NPD6053 Discontinued
0.614 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6136 Remote Similarity NPD8268 Approved
0.6136 Remote Similarity NPD8269 Approved
0.6136 Remote Similarity NPD8267 Approved
0.6136 Remote Similarity NPD8266 Approved
0.6106 Remote Similarity NPD6409 Approved
0.6106 Remote Similarity NPD7521 Approved
0.6106 Remote Similarity NPD6684 Approved
0.6106 Remote Similarity NPD7334 Approved
0.6106 Remote Similarity NPD5330 Approved

Structure

External Identifiers

PubChem CID   44445766
ChEMBL   CHEMBL252115
ZINC  

Physicochemical Properties

Molecular Weight:  394.20
ALogP:  -1.9057
MLogP:  3
XLogP:  0.232
# Rotatable Bonds:  8
Polar Surface Area:  116.45
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  28

Download Data

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