Natural Product: NPC19432

Natural Product ID:  NPC19432
Common Name:   Jatropholone A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C20H24O2
Standard InCHIKey:  BMHPRIPRPDSKRK-MNRXQERYSA-N
Standard InCHI:  InChI=1S/C20H24O2/c1-9-6-7-13-17(20(13,4)5)15-11(3)19(22)12-8-10(2)18(21)16(12)14(9)15/h10,13,17,22H,1,6-8H2,2-5H3/t10-,13+,17+/m0/s1
Canonical SMILES:  C[C@H]1Cc2c(C1=O)c1C(=C)CC[C@@H]3[C@H](c1c(c2O)C)C3(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
NPO19811 Jatropha integerrima Species Euphorbiaceae Eukaryota PMID[19943622]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 5.4 ug/ml 10.6019/CHEMBL1201861

  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 NPC19432 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
0.9449 High Similarity NPC52368
0.9449 High Similarity NPC218854
0.896 High Similarity NPC12818
0.864 High Similarity NPC190971
0.8605 High Similarity NPC176130
0.8605 High Similarity NPC78364
0.8605 High Similarity NPC84672
0.8605 High Similarity NPC69424
0.8605 High Similarity NPC72667
0.855 High Similarity NPC108129
0.8527 High Similarity NPC254492
0.8516 High Similarity NPC199273
0.8504 High Similarity NPC282577
0.8473 Intermediate Similarity NPC276238
0.8473 Intermediate Similarity NPC171460
0.8397 Intermediate Similarity NPC3009
0.8358 Intermediate Similarity NPC138472
0.8358 Intermediate Similarity NPC111845
0.8346 Intermediate Similarity NPC471851
0.8333 Intermediate Similarity NPC303910
0.8308 Intermediate Similarity NPC123506
0.8296 Intermediate Similarity NPC202225
0.8281 Intermediate Similarity NPC154696
0.8258 Intermediate Similarity NPC96024
0.8235 Intermediate Similarity NPC153088
0.8222 Intermediate Similarity NPC477139
0.8222 Intermediate Similarity NPC78307
0.8175 Intermediate Similarity NPC299734
0.8154 Intermediate Similarity NPC273683
0.8116 Intermediate Similarity NPC36868
0.8116 Intermediate Similarity NPC475957
0.8102 Intermediate Similarity NPC477596
0.8062 Intermediate Similarity NPC32322
0.8062 Intermediate Similarity NPC259703
0.8058 Intermediate Similarity NPC230811
0.8047 Intermediate Similarity NPC258366
0.8047 Intermediate Similarity NPC31296
0.8047 Intermediate Similarity NPC79933
0.8047 Intermediate Similarity NPC473974
0.803 Intermediate Similarity NPC137750
0.8029 Intermediate Similarity NPC477594
0.8015 Intermediate Similarity NPC275145
0.7986 Intermediate Similarity NPC147691
0.7984 Intermediate Similarity NPC318552
0.7984 Intermediate Similarity NPC190501
0.7971 Intermediate Similarity NPC244640
0.7971 Intermediate Similarity NPC279291
0.797 Intermediate Similarity NPC15837
0.7958 Intermediate Similarity NPC477209
0.7955 Intermediate Similarity NPC181334
0.7943 Intermediate Similarity NPC471853
0.7941 Intermediate Similarity NPC476847
0.7939 Intermediate Similarity NPC176208
0.7923 Intermediate Similarity NPC472046
0.7923 Intermediate Similarity NPC241001
0.7923 Intermediate Similarity NPC474175
0.7891 Intermediate Similarity NPC174087
0.7887 Intermediate Similarity NPC477275
0.7883 Intermediate Similarity NPC474109
0.7879 Intermediate Similarity NPC471187
0.7868 Intermediate Similarity NPC253488
0.7863 Intermediate Similarity NPC249340
0.7863 Intermediate Similarity NPC162935
0.7862 Intermediate Similarity NPC477208
0.7857 Intermediate Similarity NPC49911
0.7857 Intermediate Similarity NPC53001
0.7857 Intermediate Similarity NPC242136
0.7857 Intermediate Similarity NPC277559
0.7857 Intermediate Similarity NPC477592
0.7836 Intermediate Similarity NPC269598
0.7832 Intermediate Similarity NPC248068
0.7826 Intermediate Similarity NPC59459
0.7826 Intermediate Similarity NPC263817
0.7826 Intermediate Similarity NPC114183
0.7812 Intermediate Similarity NPC477453
0.781 Intermediate Similarity NPC17083
0.781 Intermediate Similarity NPC291001
0.781 Intermediate Similarity NPC41847
0.7803 Intermediate Similarity NPC307174
0.7803 Intermediate Similarity NPC121168
0.7803 Intermediate Similarity NPC11250
0.7801 Intermediate Similarity NPC87723
0.7801 Intermediate Similarity NPC477593
0.7795 Intermediate Similarity NPC274839
0.7794 Intermediate Similarity NPC117899
0.7793 Intermediate Similarity NPC225351
0.7786 Intermediate Similarity NPC471670
0.7786 Intermediate Similarity NPC474311
0.7786 Intermediate Similarity NPC472308
0.7778 Intermediate Similarity NPC231717
0.777 Intermediate Similarity NPC50924
0.777 Intermediate Similarity NPC270899
0.777 Intermediate Similarity NPC12070
0.7761 Intermediate Similarity NPC477454
0.7761 Intermediate Similarity NPC131799
0.773 Intermediate Similarity NPC119542
0.7727 Intermediate Similarity NPC120545
0.7724 Intermediate Similarity NPC309169
0.7724 Intermediate Similarity NPC196941
0.7724 Intermediate Similarity NPC160839
0.7721 Intermediate Similarity NPC229894
0.7721 Intermediate Similarity NPC48248
0.7721 Intermediate Similarity NPC193203
0.7714 Intermediate Similarity NPC290803
0.7714 Intermediate Similarity NPC474076
0.7714 Intermediate Similarity NPC249272
0.771 Intermediate Similarity NPC478121
0.7708 Intermediate Similarity NPC308572
0.7704 Intermediate Similarity NPC473691
0.7704 Intermediate Similarity NPC227741
0.7704 Intermediate Similarity NPC472047
0.7704 Intermediate Similarity NPC136342
0.7704 Intermediate Similarity NPC160499
0.7704 Intermediate Similarity NPC295202
0.7704 Intermediate Similarity NPC49647
0.7704 Intermediate Similarity NPC71610
0.7698 Intermediate Similarity NPC37299
0.7698 Intermediate Similarity NPC180261
0.7692 Intermediate Similarity NPC169452
0.7692 Intermediate Similarity NPC181560
0.7687 Intermediate Similarity NPC5568
0.7687 Intermediate Similarity NPC152525
0.7687 Intermediate Similarity NPC142956
0.7687 Intermediate Similarity NPC15127
0.7687 Intermediate Similarity NPC68756
0.7681 Intermediate Similarity NPC93015
0.7681 Intermediate Similarity NPC18798
0.7681 Intermediate Similarity NPC164295
0.7681 Intermediate Similarity NPC239134
0.7674 Intermediate Similarity NPC83718
0.7669 Intermediate Similarity NPC297057
0.7669 Intermediate Similarity NPC91478
0.766 Intermediate Similarity NPC86524
0.766 Intermediate Similarity NPC193358
0.766 Intermediate Similarity NPC191976
0.7655 Intermediate Similarity NPC100242
0.7647 Intermediate Similarity NPC471530
0.7647 Intermediate Similarity NPC30491
0.7647 Intermediate Similarity NPC262936
0.7643 Intermediate Similarity NPC293454
0.7643 Intermediate Similarity NPC166480
0.7643 Intermediate Similarity NPC282780
0.7639 Intermediate Similarity NPC92079
0.7639 Intermediate Similarity NPC477595
0.7634 Intermediate Similarity NPC473767
0.763 Intermediate Similarity NPC87985
0.7626 Intermediate Similarity NPC165612
0.7626 Intermediate Similarity NPC312560
0.7626 Intermediate Similarity NPC58685
0.7622 Intermediate Similarity NPC138099
0.7622 Intermediate Similarity NPC242994
0.7622 Intermediate Similarity NPC162939
0.7619 Intermediate Similarity NPC143685
0.7615 Intermediate Similarity NPC160199
0.7612 Intermediate Similarity NPC174991
0.7612 Intermediate Similarity NPC198014
0.7609 Intermediate Similarity NPC62219
0.7606 Intermediate Similarity NPC471905
0.7606 Intermediate Similarity NPC471452
0.76 Intermediate Similarity NPC64586
0.7597 Intermediate Similarity NPC469719
0.7597 Intermediate Similarity NPC322197
0.7597 Intermediate Similarity NPC161304
0.7594 Intermediate Similarity NPC253627
0.7589 Intermediate Similarity NPC80035
0.7589 Intermediate Similarity NPC283088
0.7589 Intermediate Similarity NPC258502
0.7586 Intermediate Similarity NPC184935
0.7586 Intermediate Similarity NPC193555
0.7584 Intermediate Similarity NPC142654
0.7576 Intermediate Similarity NPC285829
0.7576 Intermediate Similarity NPC206778
0.7574 Intermediate Similarity NPC306765
0.7574 Intermediate Similarity NPC474737
0.7571 Intermediate Similarity NPC53896
0.7571 Intermediate Similarity NPC49742
0.7571 Intermediate Similarity NPC225051
0.7571 Intermediate Similarity NPC474715
0.7571 Intermediate Similarity NPC4170
0.7571 Intermediate Similarity NPC115458
0.7571 Intermediate Similarity NPC48036
0.7571 Intermediate Similarity NPC52407
0.7571 Intermediate Similarity NPC267205
0.7569 Intermediate Similarity NPC96421
0.7569 Intermediate Similarity NPC476534
0.7569 Intermediate Similarity NPC473527
0.7568 Intermediate Similarity NPC52692
0.7557 Intermediate Similarity NPC273282
0.7557 Intermediate Similarity NPC474890
0.7557 Intermediate Similarity NPC161943
0.7556 Intermediate Similarity NPC234890
0.7556 Intermediate Similarity NPC173978
0.7556 Intermediate Similarity NPC74507
0.7554 Intermediate Similarity NPC474517
0.7554 Intermediate Similarity NPC244699
0.7554 Intermediate Similarity NPC85342
0.7554 Intermediate Similarity NPC72669
0.7552 Intermediate Similarity NPC123714
0.7552 Intermediate Similarity NPC4214
0.7552 Intermediate Similarity NPC13715

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC19432 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
0.8047 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7984 Intermediate Similarity NPD3019 Approved
0.7984 Intermediate Similarity NPD2932 Approved
0.7535 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7388 Intermediate Similarity NPD3026 Approved
0.7388 Intermediate Similarity NPD3023 Approved
0.7368 Intermediate Similarity NPD3025 Approved
0.7368 Intermediate Similarity NPD3024 Approved
0.7333 Intermediate Similarity NPD1201 Approved
0.7315 Intermediate Similarity NPD2534 Approved
0.7315 Intermediate Similarity NPD2533 Approved
0.7315 Intermediate Similarity NPD2532 Approved
0.7273 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD7390 Discontinued
0.7246 Intermediate Similarity NPD1470 Approved
0.7183 Intermediate Similarity NPD6663 Approved
0.7143 Intermediate Similarity NPD5736 Approved
0.7123 Intermediate Similarity NPD5405 Approved
0.7123 Intermediate Similarity NPD5406 Approved
0.7123 Intermediate Similarity NPD5404 Approved
0.7123 Intermediate Similarity NPD5408 Approved
0.7086 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD4059 Approved
0.7047 Intermediate Similarity NPD7003 Approved
0.7037 Intermediate Similarity NPD3091 Approved
0.6992 Remote Similarity NPD5951 Approved
0.6992 Remote Similarity NPD1809 Phase 2
0.698 Remote Similarity NPD2800 Approved
0.697 Remote Similarity NPD7635 Approved
0.6939 Remote Similarity NPD651 Clinical (unspecified phase)
0.6934 Remote Similarity NPD4626 Approved
0.6934 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6929 Remote Similarity NPD1876 Approved
0.6918 Remote Similarity NPD6651 Approved
0.6906 Remote Similarity NPD3972 Approved
0.6846 Remote Similarity NPD2346 Discontinued
0.6838 Remote Similarity NPD7610 Discontinued
0.6835 Remote Similarity NPD3092 Approved
0.6824 Remote Similarity NPD2799 Discontinued
0.6824 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6818 Remote Similarity NPD6273 Approved
0.6809 Remote Similarity NPD1283 Approved
0.68 Remote Similarity NPD288 Approved
0.6795 Remote Similarity NPD7458 Discontinued
0.6781 Remote Similarity NPD943 Approved
0.6779 Remote Similarity NPD6100 Approved
0.6779 Remote Similarity NPD6099 Approved
0.6761 Remote Similarity NPD1164 Approved
0.6739 Remote Similarity NPD1651 Approved
0.6738 Remote Similarity NPD1755 Approved
0.6733 Remote Similarity NPD2344 Approved
0.6732 Remote Similarity NPD3300 Phase 2
0.672 Remote Similarity NPD844 Approved
0.6718 Remote Similarity NPD2342 Discontinued
0.6718 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6712 Remote Similarity NPD8032 Phase 2
0.6694 Remote Similarity NPD845 Approved
0.6691 Remote Similarity NPD3095 Discontinued
0.6691 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6689 Remote Similarity NPD970 Clinical (unspecified phase)
0.6687 Remote Similarity NPD8438 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2935 Discontinued
0.6667 Remote Similarity NPD7910 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6646 Remote Similarity NPD5711 Approved
0.6646 Remote Similarity NPD5710 Approved
0.6644 Remote Similarity NPD3764 Approved
0.6643 Remote Similarity NPD3094 Phase 2
0.6641 Remote Similarity NPD289 Clinical (unspecified phase)
0.664 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6627 Remote Similarity NPD7473 Discontinued
0.6619 Remote Similarity NPD5691 Approved
0.6617 Remote Similarity NPD4750 Phase 3
0.6601 Remote Similarity NPD8166 Discontinued
0.6596 Remote Similarity NPD1281 Approved
0.6582 Remote Similarity NPD3226 Approved
0.6577 Remote Similarity NPD1607 Approved
0.6562 Remote Similarity NPD3020 Approved
0.6558 Remote Similarity NPD2309 Approved
0.6552 Remote Similarity NPD4208 Discontinued
0.6547 Remote Similarity NPD7009 Phase 2
0.6547 Remote Similarity NPD9545 Approved
0.6545 Remote Similarity NPD6232 Discontinued
0.6522 Remote Similarity NPD7340 Approved
0.6519 Remote Similarity NPD6124 Clinical (unspecified phase)
0.6516 Remote Similarity NPD7236 Approved
0.6507 Remote Similarity NPD4207 Discontinued
0.6494 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6494 Remote Similarity NPD4628 Phase 3
0.6485 Remote Similarity NPD6959 Discontinued
0.6483 Remote Similarity NPD4624 Approved
0.6483 Remote Similarity NPD2798 Approved
0.6463 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6458 Remote Similarity NPD6696 Suspended
0.6454 Remote Similarity NPD1751 Approved
0.6444 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6443 Remote Similarity NPD1240 Approved
0.6438 Remote Similarity NPD7028 Phase 2
0.6438 Remote Similarity NPD9494 Approved
0.6434 Remote Similarity NPD4878 Approved
0.6434 Remote Similarity NPD9269 Phase 2
0.6433 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6423 Remote Similarity NPD7159 Clinical (unspecified phase)
0.6423 Remote Similarity NPD1398 Phase 1
0.642 Remote Similarity NPD7819 Suspended
0.6418 Remote Similarity NPD74 Approved
0.6418 Remote Similarity NPD9266 Approved
0.6415 Remote Similarity NPD7239 Suspended
0.6412 Remote Similarity NPD1929 Approved
0.6412 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6412 Remote Similarity NPD1930 Approved
0.6405 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6403 Remote Similarity NPD9493 Approved
0.6397 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6389 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6383 Remote Similarity NPD9268 Approved
0.6378 Remote Similarity NPD1693 Approved
0.6375 Remote Similarity NPD5808 Clinical (unspecified phase)
0.637 Remote Similarity NPD3021 Approved
0.637 Remote Similarity NPD3022 Approved
0.6358 Remote Similarity NPD4097 Suspended
0.6351 Remote Similarity NPD7008 Discontinued
0.6343 Remote Similarity NPD9267 Approved
0.6343 Remote Similarity NPD9264 Approved
0.6343 Remote Similarity NPD9263 Approved
0.6333 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6333 Remote Similarity NPD3620 Phase 2
0.6333 Remote Similarity NPD4140 Approved
0.6333 Remote Similarity NPD2979 Phase 3
0.6329 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6329 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6328 Remote Similarity NPD2859 Approved
0.6328 Remote Similarity NPD2860 Approved
0.6327 Remote Similarity NPD4212 Discontinued
0.6319 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5190 Phase 2
0.6309 Remote Similarity NPD2313 Discontinued
0.6309 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6308 Remote Similarity NPD2066 Phase 3
0.6299 Remote Similarity NPD1471 Phase 3
0.6294 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6291 Remote Similarity NPD230 Phase 1
0.6286 Remote Similarity NPD7325 Clinical (unspecified phase)
0.6282 Remote Similarity NPD3750 Approved
0.628 Remote Similarity NPD5978 Approved
0.628 Remote Similarity NPD8443 Clinical (unspecified phase)
0.628 Remote Similarity NPD5977 Approved
0.6279 Remote Similarity NPD3495 Discontinued
0.6275 Remote Similarity NPD1510 Phase 2
0.6268 Remote Similarity NPD4235 Clinical (unspecified phase)
0.6267 Remote Similarity NPD7961 Discontinued
0.6257 Remote Similarity NPD4603 Phase 2
0.6257 Remote Similarity NPD6020 Phase 2
0.625 Remote Similarity NPD2934 Approved
0.625 Remote Similarity NPD2933 Approved
0.6234 Remote Similarity NPD4477 Approved
0.6234 Remote Similarity NPD4476 Approved
0.6225 Remote Similarity NPD4060 Phase 1
0.6224 Remote Similarity NPD2286 Discontinued
0.6224 Remote Similarity NPD1778 Approved
0.622 Remote Similarity NPD1088 Approved
0.6212 Remote Similarity NPD940 Approved
0.6212 Remote Similarity NPD846 Approved
0.6207 Remote Similarity NPD1608 Approved
0.6204 Remote Similarity NPD2181 Clinical (unspecified phase)
0.62 Remote Similarity NPD3268 Approved
0.619 Remote Similarity NPD2797 Approved
0.6181 Remote Similarity NPD3143 Discontinued
0.6169 Remote Similarity NPD7742 Approved
0.6169 Remote Similarity NPD7743 Approved
0.6164 Remote Similarity NPD5327 Phase 3
0.6163 Remote Similarity NPD5844 Phase 1
0.6154 Remote Similarity NPD4093 Discontinued
0.6149 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6149 Remote Similarity NPD2195 Approved
0.6149 Remote Similarity NPD2194 Approved
0.6149 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6145 Remote Similarity NPD3882 Suspended
0.6144 Remote Similarity NPD2157 Approved
0.6144 Remote Similarity NPD6353 Approved
0.6143 Remote Similarity NPD2629 Approved
0.6135 Remote Similarity NPD4380 Phase 2
0.6135 Remote Similarity NPD6599 Discontinued
0.6129 Remote Similarity NPD2438 Suspended
0.6129 Remote Similarity NPD2531 Phase 2
0.6127 Remote Similarity NPD7644 Approved
0.6121 Remote Similarity NPD5761 Phase 2
0.6121 Remote Similarity NPD5760 Phase 2
0.6121 Remote Similarity NPD2801 Approved
0.6119 Remote Similarity NPD1237 Approved
0.6111 Remote Similarity NPD4589 Approved
0.6108 Remote Similarity NPD3749 Approved
0.6107 Remote Similarity NPD3636 Approved
0.6107 Remote Similarity NPD3637 Approved
0.6107 Remote Similarity NPD3635 Approved
0.6099 Remote Similarity NPD3317 Approved
0.6099 Remote Similarity NPD256 Approved
0.6099 Remote Similarity NPD255 Approved
0.6096 Remote Similarity NPD3070 Discontinued

Structure

External Identifiers

PubChem CID   46881274
ChEMBL   CHEMBL1088068
ZINC  

Physicochemical Properties

Molecular Weight:  296.18
ALogP:  2.2422
MLogP:  3.44
XLogP:  4.598
# Rotatable Bonds:  5
Polar Surface Area:  37.3
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  22

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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