Natural Product: NPC38154

Natural Product ID:  NPC38154
Common Name:   Lobatin B
IUPAC Name:  
Synonyms:   Lobatin B
Molecular Formula:   C20H24O7
Standard InCHIKey:  JXMKTEYFXIBRKC-BXRXTLJPSA-N
Standard InCHI:  InChI=1S/C20H24O7/c1-9(2)6-15(22)26-17-16-11(4)19(24)25-13(16)7-10(3)12-8-14(21)20(5,27-12)18(17)23/h7-9,13,16-18,23H,4,6H2,1-3,5H3/b10-7-/t13-,16+,17+,18-,20+/m1/s1
Canonical SMILES:  CC(CC(=O)O[C@H]1[C@@H]2[C@H](OC(=O)C2=C)/C=C(C2=CC(=O)[C@]([C@@H]1O)(C)O2)/C)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
NPO18618 Neurolaena lobata Species Asteraceae Eukaryota PMID[19299148]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 16510 nM 19299148

  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 NPC38154 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
0.9208 High Similarity NPC303653
0.9208 High Similarity NPC189609
0.9208 High Similarity NPC197835
0.9208 High Similarity NPC140591
0.9208 High Similarity NPC291500
0.89 High Similarity NPC299396
0.89 High Similarity NPC301596
0.875 High Similarity NPC475945
0.875 High Similarity NPC475871
0.8738 High Similarity NPC185141
0.8738 High Similarity NPC110443
0.8738 High Similarity NPC128733
0.8738 High Similarity NPC133907
0.8738 High Similarity NPC46998
0.8713 High Similarity NPC172998
0.8654 High Similarity NPC149371
0.8654 High Similarity NPC474747
0.8614 High Similarity NPC234339
0.8614 High Similarity NPC273197
0.8571 High Similarity NPC472755
0.8558 High Similarity NPC476270
0.8558 High Similarity NPC201718
0.8558 High Similarity NPC164598
0.8558 High Similarity NPC474742
0.8558 High Similarity NPC47880
0.8558 High Similarity NPC474339
0.8558 High Similarity NPC472753
0.8544 High Similarity NPC471144
0.8505 High Similarity NPC477513
0.8491 Intermediate Similarity NPC474741
0.8491 Intermediate Similarity NPC100487
0.8476 Intermediate Similarity NPC472754
0.8455 Intermediate Similarity NPC66108
0.8447 Intermediate Similarity NPC471490
0.8416 Intermediate Similarity NPC475912
0.8416 Intermediate Similarity NPC179746
0.8416 Intermediate Similarity NPC81419
0.8365 Intermediate Similarity NPC187268
0.8365 Intermediate Similarity NPC473326
0.835 Intermediate Similarity NPC473333
0.8333 Intermediate Similarity NPC121825
0.8333 Intermediate Similarity NPC469632
0.8319 Intermediate Similarity NPC471145
0.8318 Intermediate Similarity NPC472756
0.8318 Intermediate Similarity NPC203659
0.8317 Intermediate Similarity NPC208886
0.8317 Intermediate Similarity NPC184463
0.8317 Intermediate Similarity NPC12172
0.8317 Intermediate Similarity NPC30515
0.8302 Intermediate Similarity NPC320019
0.8302 Intermediate Similarity NPC324017
0.8302 Intermediate Similarity NPC471148
0.8286 Intermediate Similarity NPC475949
0.8286 Intermediate Similarity NPC288876
0.8269 Intermediate Similarity NPC2666
0.8252 Intermediate Similarity NPC36954
0.8252 Intermediate Similarity NPC471492
0.8252 Intermediate Similarity NPC270013
0.8252 Intermediate Similarity NPC14961
0.8241 Intermediate Similarity NPC469852
0.8235 Intermediate Similarity NPC476300
0.8235 Intermediate Similarity NPC212486
0.8235 Intermediate Similarity NPC469645
0.8235 Intermediate Similarity NPC469692
0.8224 Intermediate Similarity NPC110989
0.8224 Intermediate Similarity NPC475873
0.8218 Intermediate Similarity NPC51004
0.8208 Intermediate Similarity NPC15993
0.82 Intermediate Similarity NPC202672
0.819 Intermediate Similarity NPC300584
0.8173 Intermediate Similarity NPC470883
0.8173 Intermediate Similarity NPC476009
0.8173 Intermediate Similarity NPC473859
0.8173 Intermediate Similarity NPC76862
0.8173 Intermediate Similarity NPC158416
0.8173 Intermediate Similarity NPC39859
0.8155 Intermediate Similarity NPC81386
0.8155 Intermediate Similarity NPC474035
0.8155 Intermediate Similarity NPC190294
0.8148 Intermediate Similarity NPC477510
0.8148 Intermediate Similarity NPC471143
0.8137 Intermediate Similarity NPC20713
0.8131 Intermediate Similarity NPC225353
0.8119 Intermediate Similarity NPC307411
0.8119 Intermediate Similarity NPC295312
0.8095 Intermediate Similarity NPC471462
0.8077 Intermediate Similarity NPC475659
0.8077 Intermediate Similarity NPC471142
0.8077 Intermediate Similarity NPC475900
0.8058 Intermediate Similarity NPC295204
0.8058 Intermediate Similarity NPC288240
0.8058 Intermediate Similarity NPC59646
0.8058 Intermediate Similarity NPC273579
0.8058 Intermediate Similarity NPC162205
0.8056 Intermediate Similarity NPC472747
0.8056 Intermediate Similarity NPC472750
0.8039 Intermediate Similarity NPC473619
0.8039 Intermediate Similarity NPC316228
0.8039 Intermediate Similarity NPC474761
0.8039 Intermediate Similarity NPC476004
0.8037 Intermediate Similarity NPC264477
0.8037 Intermediate Similarity NPC477511
0.802 Intermediate Similarity NPC475906
0.802 Intermediate Similarity NPC471047
0.802 Intermediate Similarity NPC469628
0.802 Intermediate Similarity NPC469631
0.802 Intermediate Similarity NPC469653
0.8019 Intermediate Similarity NPC161855
0.8 Intermediate Similarity NPC471146
0.8 Intermediate Similarity NPC469853
0.8 Intermediate Similarity NPC473291
0.8 Intermediate Similarity NPC26617
0.8 Intermediate Similarity NPC476315
0.8 Intermediate Similarity NPC477921
0.8 Intermediate Similarity NPC17585
0.7982 Intermediate Similarity NPC472748
0.7981 Intermediate Similarity NPC470521
0.7981 Intermediate Similarity NPC473330
0.7981 Intermediate Similarity NPC140543
0.7981 Intermediate Similarity NPC474338
0.7981 Intermediate Similarity NPC473316
0.7961 Intermediate Similarity NPC175842
0.7961 Intermediate Similarity NPC473321
0.7961 Intermediate Similarity NPC32494
0.7941 Intermediate Similarity NPC473564
0.7941 Intermediate Similarity NPC173926
0.7925 Intermediate Similarity NPC40812
0.7925 Intermediate Similarity NPC328562
0.7925 Intermediate Similarity NPC323421
0.7921 Intermediate Similarity NPC186148
0.7909 Intermediate Similarity NPC243998
0.7909 Intermediate Similarity NPC472751
0.7909 Intermediate Similarity NPC472749
0.7905 Intermediate Similarity NPC107476
0.7905 Intermediate Similarity NPC477922
0.7895 Intermediate Similarity NPC469463
0.7895 Intermediate Similarity NPC469454
0.7895 Intermediate Similarity NPC469496
0.7885 Intermediate Similarity NPC475302
0.7876 Intermediate Similarity NPC304180
0.7876 Intermediate Similarity NPC179798
0.787 Intermediate Similarity NPC469851
0.7864 Intermediate Similarity NPC106510
0.7864 Intermediate Similarity NPC3436
0.7864 Intermediate Similarity NPC71533
0.7864 Intermediate Similarity NPC80875
0.7863 Intermediate Similarity NPC476107
0.7851 Intermediate Similarity NPC476008
0.785 Intermediate Similarity NPC474213
0.785 Intermediate Similarity NPC187761
0.785 Intermediate Similarity NPC83895
0.785 Intermediate Similarity NPC208233
0.7843 Intermediate Similarity NPC58219
0.7843 Intermediate Similarity NPC475902
0.7843 Intermediate Similarity NPC177629
0.7838 Intermediate Similarity NPC266514
0.783 Intermediate Similarity NPC230800
0.783 Intermediate Similarity NPC35498
0.783 Intermediate Similarity NPC279621
0.783 Intermediate Similarity NPC476275
0.783 Intermediate Similarity NPC31645
0.7822 Intermediate Similarity NPC261721
0.7822 Intermediate Similarity NPC112685
0.7822 Intermediate Similarity NPC164393
0.7822 Intermediate Similarity NPC284902
0.781 Intermediate Similarity NPC303942
0.781 Intermediate Similarity NPC477241
0.781 Intermediate Similarity NPC476267
0.781 Intermediate Similarity NPC57405
0.7798 Intermediate Similarity NPC86077
0.7788 Intermediate Similarity NPC470520
0.7788 Intermediate Similarity NPC469627
0.7788 Intermediate Similarity NPC261607
0.7788 Intermediate Similarity NPC5103
0.7788 Intermediate Similarity NPC300312
0.7788 Intermediate Similarity NPC111114
0.7778 Intermediate Similarity NPC477512
0.7778 Intermediate Similarity NPC475053
0.7778 Intermediate Similarity NPC475401
0.7769 Intermediate Similarity NPC477745
0.7768 Intermediate Similarity NPC475960
0.7767 Intermediate Similarity NPC474951
0.7767 Intermediate Similarity NPC92974
0.7767 Intermediate Similarity NPC477016
0.7767 Intermediate Similarity NPC225283
0.7767 Intermediate Similarity NPC477011
0.7767 Intermediate Similarity NPC280612
0.7767 Intermediate Similarity NPC474032
0.7767 Intermediate Similarity NPC14901
0.7767 Intermediate Similarity NPC477017
0.7767 Intermediate Similarity NPC130359
0.7757 Intermediate Similarity NPC474313
0.7757 Intermediate Similarity NPC471140
0.7757 Intermediate Similarity NPC20066
0.7757 Intermediate Similarity NPC239895
0.7748 Intermediate Similarity NPC223450
0.7745 Intermediate Similarity NPC475703
0.7745 Intermediate Similarity NPC231889
0.7745 Intermediate Similarity NPC160138
0.7745 Intermediate Similarity NPC179659

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC38154 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
0.8 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD7983 Approved
0.757 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7478 Intermediate Similarity NPD6371 Approved
0.7477 Intermediate Similarity NPD5282 Discontinued
0.7358 Intermediate Similarity NPD6698 Approved
0.7358 Intermediate Similarity NPD46 Approved
0.7358 Intermediate Similarity NPD7838 Discovery
0.7212 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.6975 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6917 Remote Similarity NPD6053 Discontinued
0.6917 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6909 Remote Similarity NPD5779 Approved
0.6909 Remote Similarity NPD5778 Approved
0.6903 Remote Similarity NPD4225 Approved
0.6903 Remote Similarity NPD8029 Clinical (unspecified phase)
0.688 Remote Similarity NPD8516 Approved
0.688 Remote Similarity NPD8515 Approved
0.688 Remote Similarity NPD8517 Approved
0.688 Remote Similarity NPD8513 Phase 3
0.6864 Remote Similarity NPD6686 Approved
0.68 Remote Similarity NPD6319 Approved
0.6789 Remote Similarity NPD1695 Approved
0.6727 Remote Similarity NPD5785 Approved
0.6719 Remote Similarity NPD7492 Approved
0.6698 Remote Similarity NPD6110 Phase 1
0.6693 Remote Similarity NPD8080 Discontinued
0.6667 Remote Similarity NPD4249 Approved
0.6667 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD6054 Approved
0.6615 Remote Similarity NPD7078 Approved
0.6615 Remote Similarity NPD8074 Phase 3
0.6614 Remote Similarity NPD6015 Approved
0.6614 Remote Similarity NPD6016 Approved
0.6606 Remote Similarity NPD4251 Approved
0.6606 Remote Similarity NPD4250 Approved
0.6602 Remote Similarity NPD4756 Discovery
0.6583 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6579 Remote Similarity NPD7839 Suspended
0.6574 Remote Similarity NPD5363 Approved
0.6565 Remote Similarity NPD7736 Approved
0.6562 Remote Similarity NPD6370 Approved
0.6562 Remote Similarity NPD5988 Approved
0.656 Remote Similarity NPD7115 Discovery
0.6542 Remote Similarity NPD7154 Phase 3
0.6541 Remote Similarity NPD7260 Phase 2
0.6535 Remote Similarity NPD6059 Approved
0.6515 Remote Similarity NPD7319 Approved
0.6514 Remote Similarity NPD5786 Approved
0.6512 Remote Similarity NPD7830 Approved
0.6512 Remote Similarity NPD7642 Approved
0.6512 Remote Similarity NPD7829 Approved
0.6496 Remote Similarity NPD5344 Discontinued
0.6493 Remote Similarity NPD6845 Suspended
0.6489 Remote Similarity NPD8293 Discontinued
0.6486 Remote Similarity NPD6101 Approved
0.6486 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6484 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6452 Remote Similarity NPD4632 Approved
0.6449 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6423 Remote Similarity NPD2204 Approved
0.6412 Remote Similarity NPD8451 Approved
0.6412 Remote Similarity NPD7507 Approved
0.641 Remote Similarity NPD6648 Approved
0.6393 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6385 Remote Similarity NPD8328 Phase 3
0.6378 Remote Similarity NPD7641 Discontinued
0.6372 Remote Similarity NPD6411 Approved
0.6371 Remote Similarity NPD8297 Approved
0.6364 Remote Similarity NPD5697 Approved
0.6364 Remote Similarity NPD8448 Approved
0.6357 Remote Similarity NPD8444 Approved
0.6355 Remote Similarity NPD5369 Approved
0.6341 Remote Similarity NPD2067 Discontinued
0.6311 Remote Similarity NPD6899 Approved
0.6311 Remote Similarity NPD6881 Approved
0.6311 Remote Similarity NPD7320 Approved
0.6299 Remote Similarity NPD6009 Approved
0.6296 Remote Similarity NPD6435 Approved
0.6296 Remote Similarity NPD4269 Approved
0.6296 Remote Similarity NPD4270 Approved
0.6296 Remote Similarity NPD5209 Approved
0.629 Remote Similarity NPD6649 Approved
0.629 Remote Similarity NPD6650 Approved
0.6281 Remote Similarity NPD5739 Approved
0.6281 Remote Similarity NPD6675 Approved
0.6281 Remote Similarity NPD7128 Approved
0.6281 Remote Similarity NPD6402 Approved
0.626 Remote Similarity NPD6373 Approved
0.626 Remote Similarity NPD6012 Approved
0.626 Remote Similarity NPD6014 Approved
0.626 Remote Similarity NPD6372 Approved
0.626 Remote Similarity NPD6013 Approved
0.6231 Remote Similarity NPD5983 Phase 2
0.623 Remote Similarity NPD5701 Approved
0.6222 Remote Similarity NPD8392 Approved
0.6222 Remote Similarity NPD8391 Approved
0.6222 Remote Similarity NPD8390 Approved
0.6212 Remote Similarity NPD8341 Approved
0.6212 Remote Similarity NPD8299 Approved
0.6212 Remote Similarity NPD8342 Approved
0.6212 Remote Similarity NPD8340 Approved
0.621 Remote Similarity NPD7102 Approved
0.621 Remote Similarity NPD5955 Clinical (unspecified phase)
0.621 Remote Similarity NPD4634 Approved
0.621 Remote Similarity NPD6883 Approved
0.621 Remote Similarity NPD7290 Approved
0.6179 Remote Similarity NPD6011 Approved
0.6172 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6165 Remote Similarity NPD8273 Phase 1
0.616 Remote Similarity NPD6847 Approved
0.616 Remote Similarity NPD8130 Phase 1
0.616 Remote Similarity NPD6869 Approved
0.616 Remote Similarity NPD6617 Approved
0.6148 Remote Similarity NPD6008 Approved
0.6147 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6136 Remote Similarity NPD7604 Phase 2
0.6126 Remote Similarity NPD1694 Approved
0.6126 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4252 Approved
0.6111 Remote Similarity NPD6882 Approved
0.6111 Remote Similarity NPD5368 Approved
0.6107 Remote Similarity NPD7503 Approved
0.6102 Remote Similarity NPD6083 Phase 2
0.6102 Remote Similarity NPD6084 Phase 2
0.6091 Remote Similarity NPD5362 Discontinued
0.6087 Remote Similarity NPD7637 Suspended
0.6074 Remote Similarity NPD6033 Approved
0.6068 Remote Similarity NPD5695 Phase 3
0.605 Remote Similarity NPD7638 Approved
0.605 Remote Similarity NPD5696 Approved
0.6047 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6047 Remote Similarity NPD7500 Approved
0.6045 Remote Similarity NPD6336 Discontinued
0.6031 Remote Similarity NPD7299 Clinical (unspecified phase)
0.6 Remote Similarity NPD7639 Approved
0.6 Remote Similarity NPD7640 Approved
0.6 Remote Similarity NPD8387 Clinical (unspecified phase)
0.5985 Remote Similarity NPD5956 Approved
0.5985 Remote Similarity NPD6921 Approved
0.5969 Remote Similarity NPD6274 Approved
0.5969 Remote Similarity NPD690 Clinical (unspecified phase)
0.5968 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5968 Remote Similarity NPD6412 Phase 2
0.5963 Remote Similarity NPD4821 Approved
0.5963 Remote Similarity NPD4820 Approved
0.5963 Remote Similarity NPD4822 Approved
0.5963 Remote Similarity NPD4819 Approved
0.5963 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5929 Remote Similarity NPD8415 Approved
0.5906 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5902 Remote Similarity NPD5211 Phase 2
0.5878 Remote Similarity NPD7327 Approved
0.5878 Remote Similarity NPD7328 Approved
0.5868 Remote Similarity NPD4696 Approved
0.5868 Remote Similarity NPD5286 Approved
0.5868 Remote Similarity NPD5285 Approved
0.5865 Remote Similarity NPD8269 Approved
0.5865 Remote Similarity NPD8267 Approved
0.5865 Remote Similarity NPD8033 Approved
0.5865 Remote Similarity NPD8266 Approved
0.5865 Remote Similarity NPD8268 Approved
0.5865 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5833 Remote Similarity NPD7100 Approved
0.5833 Remote Similarity NPD7516 Approved
0.5833 Remote Similarity NPD4755 Approved
0.5833 Remote Similarity NPD7101 Approved
0.5812 Remote Similarity NPD5693 Phase 1
0.5806 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5806 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5806 Remote Similarity NPD5141 Approved
0.5802 Remote Similarity NPD7505 Discontinued
0.5802 Remote Similarity NPD6317 Approved
0.5789 Remote Similarity NPD8377 Approved
0.5789 Remote Similarity NPD8294 Approved
0.5789 Remote Similarity NPD5279 Phase 3
0.5784 Remote Similarity NPD3704 Approved
0.5781 Remote Similarity NPD7116 Clinical (unspecified phase)
0.578 Remote Similarity NPD4268 Approved
0.578 Remote Similarity NPD5784 Clinical (unspecified phase)
0.578 Remote Similarity NPD4271 Approved
0.5776 Remote Similarity NPD5370 Suspended
0.5772 Remote Similarity NPD5224 Approved
0.5772 Remote Similarity NPD5225 Approved
0.5772 Remote Similarity NPD6190 Approved
0.5772 Remote Similarity NPD4633 Approved
0.5772 Remote Similarity NPD5226 Approved
0.5763 Remote Similarity NPD6399 Phase 3
0.5758 Remote Similarity NPD6313 Approved
0.5758 Remote Similarity NPD6335 Approved
0.5758 Remote Similarity NPD6314 Approved
0.5755 Remote Similarity NPD6007 Clinical (unspecified phase)
0.5752 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5746 Remote Similarity NPD8380 Approved
0.5746 Remote Similarity NPD8379 Approved
0.5746 Remote Similarity NPD8378 Approved
0.5746 Remote Similarity NPD8335 Approved
0.5746 Remote Similarity NPD8296 Approved
0.5739 Remote Similarity NPD7524 Approved
0.5738 Remote Similarity NPD4700 Approved

Structure

External Identifiers

PubChem CID   6440752
ChEMBL   CHEMBL1172805
ZINC  

Physicochemical Properties

Molecular Weight:  376.15
ALogP:  0.585
MLogP:  2.89
XLogP:  1.44
# Rotatable Bonds:  9
Polar Surface Area:  99.13
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  27

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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