Natural Product: NPC173609

Natural Product ID:  NPC173609
Common Name:   n.a.
IUPAC Name:  
Synonyms:   4-Methylene-5-oxovatodiolide
Molecular Formula:   C20H22O5
Standard InCHIKey:  APHXKGJLXYAQHZ-XLJJWPCRSA-N
Standard InCHI:  InChI=1S/C20H22O5/c1-11-8-15-10-14(20(23)24-15)5-7-17(21)12(2)4-6-16-13(3)19(22)25-18(16)9-11/h9-10,15-16,18H,2-8H2,1H3/b11-9+/t15-,16-,18+/m0/s1
Canonical SMILES:  C/C/1=C[C@H]2OC(=O)C(=C)[C@@H]2CCC(=C)C(=O)CCC2=C[C@H](C1)OC2=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
NPO9613 Anisomeles indica Species Lamiaceae Eukaryota PMID[18547115]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 18381238
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 9800 nM 18397827
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 25136754
NPT2 Others Unspecified IC50 > 10000 nM 25987378
NPT65 Cell Line HepG2 Homo sapiens IC50 = 10000 nM 25987378

  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 NPC173609 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
0.9211 High Similarity NPC123360
0.8974 High Similarity NPC128276
0.8947 High Similarity NPC476355
0.8875 High Similarity NPC471325
0.8861 High Similarity NPC178277
0.8846 High Similarity NPC57744
0.8795 High Similarity NPC284902
0.875 High Similarity NPC223904
0.8701 High Similarity NPC140287
0.869 High Similarity NPC475703
0.8684 High Similarity NPC163003
0.8659 High Similarity NPC475947
0.8642 High Similarity NPC25684
0.8642 High Similarity NPC281949
0.8642 High Similarity NPC301477
0.8625 High Similarity NPC270126
0.8608 High Similarity NPC187568
0.8608 High Similarity NPC470240
0.8608 High Similarity NPC476794
0.8608 High Similarity NPC65603
0.8608 High Similarity NPC41780
0.859 High Similarity NPC155587
0.859 High Similarity NPC138408
0.859 High Similarity NPC193351
0.859 High Similarity NPC226669
0.8571 High Similarity NPC279859
0.8571 High Similarity NPC38576
0.8571 High Similarity NPC107787
0.8554 High Similarity NPC115786
0.8554 High Similarity NPC149869
0.8519 High Similarity NPC302426
0.85 High Similarity NPC299235
0.85 High Similarity NPC108816
0.85 High Similarity NPC93763
0.8488 Intermediate Similarity NPC295312
0.8481 Intermediate Similarity NPC235906
0.8462 Intermediate Similarity NPC117746
0.8462 Intermediate Similarity NPC15499
0.8462 Intermediate Similarity NPC294434
0.8462 Intermediate Similarity NPC259599
0.8452 Intermediate Similarity NPC78089
0.8452 Intermediate Similarity NPC215364
0.8434 Intermediate Similarity NPC39588
0.8434 Intermediate Similarity NPC318468
0.8415 Intermediate Similarity NPC35089
0.8415 Intermediate Similarity NPC10276
0.8415 Intermediate Similarity NPC141810
0.8415 Intermediate Similarity NPC42470
0.8395 Intermediate Similarity NPC472965
0.8395 Intermediate Similarity NPC264227
0.8395 Intermediate Similarity NPC63649
0.8391 Intermediate Similarity NPC471818
0.8375 Intermediate Similarity NPC476028
0.8375 Intermediate Similarity NPC97516
0.8375 Intermediate Similarity NPC141789
0.8375 Intermediate Similarity NPC171204
0.8372 Intermediate Similarity NPC471047
0.8372 Intermediate Similarity NPC475906
0.8372 Intermediate Similarity NPC469653
0.8372 Intermediate Similarity NPC469628
0.8372 Intermediate Similarity NPC469631
0.8333 Intermediate Similarity NPC58956
0.8333 Intermediate Similarity NPC295633
0.8333 Intermediate Similarity NPC269206
0.8293 Intermediate Similarity NPC69271
0.8293 Intermediate Similarity NPC281132
0.8293 Intermediate Similarity NPC74673
0.8289 Intermediate Similarity NPC470256
0.8276 Intermediate Similarity NPC268298
0.8272 Intermediate Similarity NPC472960
0.8272 Intermediate Similarity NPC471220
0.8256 Intermediate Similarity NPC160138
0.8235 Intermediate Similarity NPC161957
0.8205 Intermediate Similarity NPC84038
0.8202 Intermediate Similarity NPC475302
0.8182 Intermediate Similarity NPC129419
0.8182 Intermediate Similarity NPC251385
0.8182 Intermediate Similarity NPC329857
0.8182 Intermediate Similarity NPC469718
0.8182 Intermediate Similarity NPC49342
0.8171 Intermediate Similarity NPC182550
0.8171 Intermediate Similarity NPC617
0.8161 Intermediate Similarity NPC226863
0.8158 Intermediate Similarity NPC194871
0.8152 Intermediate Similarity NPC54843
0.8148 Intermediate Similarity NPC320630
0.8148 Intermediate Similarity NPC7563
0.8148 Intermediate Similarity NPC116177
0.814 Intermediate Similarity NPC305475
0.814 Intermediate Similarity NPC475461
0.814 Intermediate Similarity NPC261721
0.8125 Intermediate Similarity NPC244166
0.8118 Intermediate Similarity NPC96259
0.8118 Intermediate Similarity NPC141193
0.8111 Intermediate Similarity NPC140543
0.8111 Intermediate Similarity NPC473316
0.8111 Intermediate Similarity NPC473330
0.8101 Intermediate Similarity NPC474705
0.8095 Intermediate Similarity NPC221231
0.8095 Intermediate Similarity NPC35556
0.8095 Intermediate Similarity NPC471326
0.809 Intermediate Similarity NPC261607
0.809 Intermediate Similarity NPC150978
0.809 Intermediate Similarity NPC284185
0.809 Intermediate Similarity NPC123177
0.809 Intermediate Similarity NPC111114
0.809 Intermediate Similarity NPC300312
0.809 Intermediate Similarity NPC70595
0.809 Intermediate Similarity NPC74103
0.8072 Intermediate Similarity NPC276356
0.8068 Intermediate Similarity NPC166919
0.8052 Intermediate Similarity NPC218477
0.8049 Intermediate Similarity NPC267231
0.8046 Intermediate Similarity NPC231889
0.8046 Intermediate Similarity NPC72513
0.8023 Intermediate Similarity NPC165162
0.8023 Intermediate Similarity NPC21471
0.8023 Intermediate Similarity NPC33570
0.8023 Intermediate Similarity NPC255307
0.8022 Intermediate Similarity NPC474947
0.8 Intermediate Similarity NPC215294
0.8 Intermediate Similarity NPC40746
0.8 Intermediate Similarity NPC474758
0.8 Intermediate Similarity NPC272814
0.8 Intermediate Similarity NPC475657
0.8 Intermediate Similarity NPC169575
0.8 Intermediate Similarity NPC474703
0.8 Intermediate Similarity NPC53867
0.8 Intermediate Similarity NPC165383
0.8 Intermediate Similarity NPC193198
0.7978 Intermediate Similarity NPC71533
0.7978 Intermediate Similarity NPC312042
0.7978 Intermediate Similarity NPC62815
0.7978 Intermediate Similarity NPC106510
0.7978 Intermediate Similarity NPC253144
0.7978 Intermediate Similarity NPC80875
0.7976 Intermediate Similarity NPC325031
0.7976 Intermediate Similarity NPC255580
0.7976 Intermediate Similarity NPC275507
0.7976 Intermediate Similarity NPC39411
0.7975 Intermediate Similarity NPC129665
0.7955 Intermediate Similarity NPC475902
0.7952 Intermediate Similarity NPC470239
0.7952 Intermediate Similarity NPC469690
0.7952 Intermediate Similarity NPC471299
0.7952 Intermediate Similarity NPC470244
0.7952 Intermediate Similarity NPC469620
0.7949 Intermediate Similarity NPC88877
0.7949 Intermediate Similarity NPC476591
0.7935 Intermediate Similarity NPC299396
0.7935 Intermediate Similarity NPC476275
0.7935 Intermediate Similarity NPC172998
0.7935 Intermediate Similarity NPC301596
0.7931 Intermediate Similarity NPC150755
0.7931 Intermediate Similarity NPC469483
0.7931 Intermediate Similarity NPC64153
0.7931 Intermediate Similarity NPC50637
0.7927 Intermediate Similarity NPC195785
0.7927 Intermediate Similarity NPC15975
0.7922 Intermediate Similarity NPC472266
0.7912 Intermediate Similarity NPC476267
0.7912 Intermediate Similarity NPC469632
0.7907 Intermediate Similarity NPC114979
0.7907 Intermediate Similarity NPC238197
0.7907 Intermediate Similarity NPC191476
0.7907 Intermediate Similarity NPC476804
0.7907 Intermediate Similarity NPC475100
0.7907 Intermediate Similarity NPC159635
0.7889 Intermediate Similarity NPC20713
0.7882 Intermediate Similarity NPC475690
0.7882 Intermediate Similarity NPC85772
0.7875 Intermediate Similarity NPC472956
0.7865 Intermediate Similarity NPC474032
0.7857 Intermediate Similarity NPC474510
0.7848 Intermediate Similarity NPC67183
0.7848 Intermediate Similarity NPC472955
0.7848 Intermediate Similarity NPC469660
0.7841 Intermediate Similarity NPC237540
0.7841 Intermediate Similarity NPC477012
0.7831 Intermediate Similarity NPC196653
0.7831 Intermediate Similarity NPC471465
0.7826 Intermediate Similarity NPC273197
0.7826 Intermediate Similarity NPC234339
0.7816 Intermediate Similarity NPC470755
0.7816 Intermediate Similarity NPC110405
0.7816 Intermediate Similarity NPC21469
0.7816 Intermediate Similarity NPC235792
0.7816 Intermediate Similarity NPC125290
0.7816 Intermediate Similarity NPC189311
0.7816 Intermediate Similarity NPC474547
0.7805 Intermediate Similarity NPC266159
0.7805 Intermediate Similarity NPC472959
0.7805 Intermediate Similarity NPC472967
0.7805 Intermediate Similarity NPC27205
0.7802 Intermediate Similarity NPC179746
0.7802 Intermediate Similarity NPC81419
0.7802 Intermediate Similarity NPC469692
0.7802 Intermediate Similarity NPC295204
0.7802 Intermediate Similarity NPC273579
0.7802 Intermediate Similarity NPC288240

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC173609 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
0.7674 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7614 Intermediate Similarity NPD1694 Approved
0.7614 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD5785 Approved
0.7283 Intermediate Similarity NPD1695 Approved
0.7273 Intermediate Similarity NPD5209 Approved
0.7222 Intermediate Similarity NPD5363 Approved
0.7215 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD6698 Approved
0.7021 Intermediate Similarity NPD46 Approved
0.7 Intermediate Similarity NPD5362 Discontinued
0.7 Intermediate Similarity NPD7154 Phase 3
0.6957 Remote Similarity NPD5786 Approved
0.6893 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6889 Remote Similarity NPD4270 Approved
0.6889 Remote Similarity NPD4269 Approved
0.686 Remote Similarity NPD8039 Approved
0.6848 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6778 Remote Similarity NPD5369 Approved
0.6703 Remote Similarity NPD6435 Approved
0.67 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD4252 Approved
0.6632 Remote Similarity NPD6903 Approved
0.6629 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6596 Remote Similarity NPD7334 Approved
0.6596 Remote Similarity NPD6409 Approved
0.6596 Remote Similarity NPD5330 Approved
0.6596 Remote Similarity NPD7146 Approved
0.6596 Remote Similarity NPD6684 Approved
0.6596 Remote Similarity NPD7521 Approved
0.6542 Remote Similarity NPD6371 Approved
0.6517 Remote Similarity NPD4756 Discovery
0.6495 Remote Similarity NPD7838 Discovery
0.6484 Remote Similarity NPD5368 Approved
0.6484 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6476 Remote Similarity NPD6008 Approved
0.6465 Remote Similarity NPD5282 Discontinued
0.6458 Remote Similarity NPD6672 Approved
0.6458 Remote Similarity NPD5737 Approved
0.6458 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6452 Remote Similarity NPD5332 Approved
0.6452 Remote Similarity NPD5331 Approved
0.6429 Remote Similarity NPD7983 Approved
0.6429 Remote Similarity NPD5693 Phase 1
0.6421 Remote Similarity NPD4249 Approved
0.6413 Remote Similarity NPD4790 Discontinued
0.64 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6383 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6373 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6373 Remote Similarity NPD5696 Approved
0.6364 Remote Similarity NPD5778 Approved
0.6364 Remote Similarity NPD5779 Approved
0.6364 Remote Similarity NPD6399 Phase 3
0.6355 Remote Similarity NPD6686 Approved
0.6354 Remote Similarity NPD4251 Approved
0.6354 Remote Similarity NPD4250 Approved
0.6327 Remote Similarity NPD5207 Approved
0.631 Remote Similarity NPD7331 Phase 2
0.6304 Remote Similarity NPD4820 Approved
0.6304 Remote Similarity NPD4822 Approved
0.6304 Remote Similarity NPD4819 Approved
0.6304 Remote Similarity NPD4821 Approved
0.63 Remote Similarity NPD7900 Approved
0.63 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6273 Remote Similarity NPD6053 Discontinued
0.6264 Remote Similarity NPD4271 Approved
0.6264 Remote Similarity NPD4268 Approved
0.625 Remote Similarity NPD6422 Discontinued
0.6239 Remote Similarity NPD2067 Discontinued
0.6224 Remote Similarity NPD5370 Suspended
0.6224 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6224 Remote Similarity NPD6101 Approved
0.6214 Remote Similarity NPD7638 Approved
0.6195 Remote Similarity NPD7115 Discovery
0.6186 Remote Similarity NPD3573 Approved
0.6182 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6176 Remote Similarity NPD7839 Suspended
0.6154 Remote Similarity NPD7640 Approved
0.6154 Remote Similarity NPD9298 Approved
0.6154 Remote Similarity NPD7639 Approved
0.6139 Remote Similarity NPD6001 Approved
0.6139 Remote Similarity NPD7748 Approved
0.6118 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6117 Remote Similarity NPD7902 Approved
0.61 Remote Similarity NPD6411 Approved
0.61 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6078 Remote Similarity NPD5695 Phase 3
0.6061 Remote Similarity NPD6673 Approved
0.6061 Remote Similarity NPD6080 Approved
0.6061 Remote Similarity NPD6904 Approved
0.6036 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6019 Remote Similarity NPD7732 Phase 3
0.6 Remote Similarity NPD7341 Phase 2
0.6 Remote Similarity NPD5692 Phase 3
0.5974 Remote Similarity NPD6927 Phase 3
0.5963 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5963 Remote Similarity NPD5697 Approved
0.5962 Remote Similarity NPD6083 Phase 2
0.5962 Remote Similarity NPD6084 Phase 2
0.596 Remote Similarity NPD5208 Approved
0.5957 Remote Similarity NPD4695 Discontinued
0.5952 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5941 Remote Similarity NPD6050 Approved
0.5941 Remote Similarity NPD7515 Phase 2
0.5941 Remote Similarity NPD5694 Approved
0.5935 Remote Similarity NPD7260 Phase 2
0.5922 Remote Similarity NPD4629 Approved
0.5922 Remote Similarity NPD5210 Approved
0.5918 Remote Similarity NPD3618 Phase 1
0.5909 Remote Similarity NPD6011 Approved
0.5909 Remote Similarity NPD6881 Approved
0.5909 Remote Similarity NPD6899 Approved
0.5909 Remote Similarity NPD7320 Approved
0.59 Remote Similarity NPD6051 Approved
0.5893 Remote Similarity NPD6649 Approved
0.5893 Remote Similarity NPD6650 Approved
0.5887 Remote Similarity NPD6845 Suspended
0.5882 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5876 Remote Similarity NPD3133 Approved
0.5876 Remote Similarity NPD3668 Phase 3
0.5876 Remote Similarity NPD3665 Phase 1
0.5876 Remote Similarity NPD3666 Approved
0.5872 Remote Similarity NPD7128 Approved
0.5872 Remote Similarity NPD6402 Approved
0.5872 Remote Similarity NPD6675 Approved
0.5872 Remote Similarity NPD5739 Approved
0.5856 Remote Similarity NPD6372 Approved
0.5856 Remote Similarity NPD6014 Approved
0.5856 Remote Similarity NPD6013 Approved
0.5856 Remote Similarity NPD6012 Approved
0.5856 Remote Similarity NPD6373 Approved
0.5849 Remote Similarity NPD6648 Approved
0.5833 Remote Similarity NPD6647 Phase 2
0.5833 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5833 Remote Similarity NPD3667 Approved
0.5833 Remote Similarity NPD6052 Approved
0.5818 Remote Similarity NPD6614 Approved
0.5818 Remote Similarity NPD5701 Approved
0.5804 Remote Similarity NPD7102 Approved
0.5804 Remote Similarity NPD7290 Approved
0.5804 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5804 Remote Similarity NPD6883 Approved
0.5794 Remote Similarity NPD5344 Discontinued
0.5784 Remote Similarity NPD5284 Approved
0.5784 Remote Similarity NPD5281 Approved
0.5784 Remote Similarity NPD7637 Suspended
0.5784 Remote Similarity NPD6079 Approved
0.5773 Remote Similarity NPD6110 Phase 1
0.5769 Remote Similarity NPD28 Approved
0.5769 Remote Similarity NPD29 Approved
0.5758 Remote Similarity NPD5279 Phase 3
0.5758 Remote Similarity NPD6098 Approved
0.5752 Remote Similarity NPD8130 Phase 1
0.5752 Remote Similarity NPD6869 Approved
0.5752 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5752 Remote Similarity NPD2204 Approved
0.5752 Remote Similarity NPD6617 Approved
0.5752 Remote Similarity NPD6847 Approved
0.5747 Remote Similarity NPD3704 Approved
0.5743 Remote Similarity NPD5328 Approved
0.5714 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5714 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5714 Remote Similarity NPD2182 Approved
0.5714 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4786 Approved
0.5714 Remote Similarity NPD8516 Approved
0.5714 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4697 Phase 3
0.5714 Remote Similarity NPD5222 Approved
0.5714 Remote Similarity NPD7614 Phase 1
0.5714 Remote Similarity NPD5221 Approved
0.5714 Remote Similarity NPD8513 Phase 3
0.5714 Remote Similarity NPD8515 Approved
0.5714 Remote Similarity NPD8517 Approved
0.5702 Remote Similarity NPD6882 Approved
0.5702 Remote Similarity NPD8297 Approved
0.5698 Remote Similarity NPD3197 Phase 1
0.5682 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5667 Remote Similarity NPD4691 Approved
0.566 Remote Similarity NPD5173 Approved
0.5657 Remote Similarity NPD1696 Phase 3
0.5656 Remote Similarity NPD7507 Approved
0.5625 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5625 Remote Similarity NPD3172 Approved
0.562 Remote Similarity NPD7642 Approved
0.5619 Remote Similarity NPD5654 Approved
0.5614 Remote Similarity NPD6401 Clinical (unspecified phase)
0.56 Remote Similarity NPD3574 Clinical (unspecified phase)
0.56 Remote Similarity NPD4623 Approved
0.56 Remote Similarity NPD4519 Discontinued

Structure

External Identifiers

PubChem CID   24970922
ChEMBL   CHEMBL513190
ZINC  

Physicochemical Properties

Molecular Weight:  342.15
ALogP:  1.8349
MLogP:  3.11
XLogP:  1.592
# Rotatable Bonds:  1
Polar Surface Area:  69.67
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  25

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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