Natural Product: NPC142113

Natural Product ID:  NPC142113
Common Name:   Mexicanolide
IUPAC Name:  
Synonyms:   Mexicanolide
Molecular Formula:   C27H32O7
Standard InCHIKey:  DNFJSIPZGYBGON-JCLAUGGVSA-N
Standard InCHI:  InChI=1S/C27H32O7/c1-25(2)19(12-20(28)32-5)27(4)17-6-8-26(3)18(15(17)10-16(22(25)30)23(27)31)11-21(29)34-24(26)14-7-9-33-13-14/h7,9,13,16-17,19,24H,6,8,10-12H2,1-5H3/t16-,17-,19-,24-,26+,27+/m0/s1
Canonical SMILES:  COC(=O)C[C@H]1C(C)(C)C(=O)[C@H]2C(=O)[C@]1(C)[C@H]1CC[C@@]3(C(=C1C2)CC(=O)O[C@H]3c1ccoc1)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
NPO19675 Eptatretus burgeri Species Myxinidae Eukaryota UNPD*
NPO28813 Xylocarpus granatum Species Meliaceae Eukaryota seed kernels PMID[19908853]
NPO6445 Xylocarpus moluccensis Species Meliaceae Eukaryota Seeds Thailand PMID[21733687]
NPO11226 Arenaria venezuelana Species Scolopacidae Eukaryota UNPD*
NPO20847 Pandaros acanthifolium Species Clathriidae Eukaryota UNPD*
NPO3855 Randia nilotica Species Rubiaceae Eukaryota UNPD*
NPO21883 Veronica undulata Species Plantaginaceae Eukaryota UNPD*
NPO10006 Paraburkholderia caryophylli Species Burkholderiaceae Bacteria UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 27000 nM 21733687
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 44.09 % 23571415
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 122.65 % 23571415

  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 NPC142113 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
0.9577 High Similarity NPC46551
0.9559 High Similarity NPC476943
0.9485 High Similarity NPC310830
0.9441 High Similarity NPC159927
0.9441 High Similarity NPC469335
0.9416 High Similarity NPC220094
0.9315 High Similarity NPC281258
0.9306 High Similarity NPC196864
0.9306 High Similarity NPC477404
0.9296 High Similarity NPC262198
0.9247 High Similarity NPC178932
0.9203 High Similarity NPC42400
0.9184 High Similarity NPC469336
0.9184 High Similarity NPC469850
0.9085 High Similarity NPC267632
0.906 High Similarity NPC472283
0.9021 High Similarity NPC476944
0.8993 High Similarity NPC60973
0.8926 High Similarity NPC264943
0.8921 High Similarity NPC92941
0.8919 High Similarity NPC469503
0.8912 High Similarity NPC476122
0.8897 High Similarity NPC471292
0.8897 High Similarity NPC346
0.8889 High Similarity NPC238843
0.8889 High Similarity NPC199044
0.8882 High Similarity NPC263432
0.8882 High Similarity NPC69028
0.8867 High Similarity NPC209364
0.8859 High Similarity NPC30222
0.8857 High Similarity NPC146872
0.8836 High Similarity NPC470941
0.8836 High Similarity NPC250228
0.8824 High Similarity NPC292389
0.8824 High Similarity NPC469338
0.8808 High Similarity NPC286722
0.8808 High Similarity NPC167142
0.8808 High Similarity NPC472772
0.88 High Similarity NPC35000
0.8794 High Similarity NPC470742
0.8792 High Similarity NPC476201
0.8766 High Similarity NPC470940
0.8766 High Similarity NPC469849
0.8766 High Similarity NPC276551
0.8758 High Similarity NPC470939
0.875 High Similarity NPC475295
0.875 High Similarity NPC237155
0.875 High Similarity NPC473473
0.875 High Similarity NPC477403
0.8742 High Similarity NPC107646
0.8742 High Similarity NPC263265
0.8741 High Similarity NPC56197
0.8733 High Similarity NPC282445
0.8716 High Similarity NPC329180
0.871 High Similarity NPC470875
0.8707 High Similarity NPC10088
0.8705 High Similarity NPC471817
0.8701 High Similarity NPC477405
0.8701 High Similarity NPC476197
0.8696 High Similarity NPC21460
0.8693 High Similarity NPC25255
0.8693 High Similarity NPC305016
0.8693 High Similarity NPC477402
0.869 High Similarity NPC470741
0.869 High Similarity NPC223415
0.8684 High Similarity NPC249021
0.8681 High Similarity NPC20500
0.8676 High Similarity NPC74612
0.8675 High Similarity NPC476262
0.8667 High Similarity NPC75906
0.8654 High Similarity NPC473753
0.8654 High Similarity NPC173516
0.8654 High Similarity NPC473766
0.8643 High Similarity NPC470740
0.8639 High Similarity NPC233763
0.8636 High Similarity NPC472771
0.8636 High Similarity NPC5079
0.8636 High Similarity NPC193798
0.8627 High Similarity NPC307383
0.8627 High Similarity NPC262872
0.8618 High Similarity NPC469485
0.8603 High Similarity NPC179354
0.8601 High Similarity NPC236532
0.8599 High Similarity NPC471397
0.8581 High Similarity NPC51568
0.8581 High Similarity NPC221809
0.8581 High Similarity NPC472773
0.8581 High Similarity NPC419
0.8581 High Similarity NPC224394
0.8581 High Similarity NPC663
0.8581 High Similarity NPC234660
0.8571 High Similarity NPC191828
0.8571 High Similarity NPC475381
0.8562 High Similarity NPC173544
0.8552 High Similarity NPC205765
0.8543 High Similarity NPC44577
0.8535 High Similarity NPC472282
0.8533 High Similarity NPC156189
0.8533 High Similarity NPC470997
0.8526 High Similarity NPC123088
0.8526 High Similarity NPC476858
0.8526 High Similarity NPC476857
0.8526 High Similarity NPC476856
0.8523 High Similarity NPC476942
0.8523 High Similarity NPC476941
0.8516 High Similarity NPC82851
0.8516 High Similarity NPC207978
0.8516 High Similarity NPC197596
0.8516 High Similarity NPC329938
0.8514 High Similarity NPC276676
0.8506 High Similarity NPC473368
0.8506 High Similarity NPC474611
0.8497 Intermediate Similarity NPC204663
0.8497 Intermediate Similarity NPC126723
0.8493 Intermediate Similarity NPC473152
0.8487 Intermediate Similarity NPC57998
0.8481 Intermediate Similarity NPC160651
0.8478 Intermediate Similarity NPC319140
0.8478 Intermediate Similarity NPC95567
0.8477 Intermediate Similarity NPC18135
0.8477 Intermediate Similarity NPC272590
0.8467 Intermediate Similarity NPC472654
0.8467 Intermediate Similarity NPC195325
0.8456 Intermediate Similarity NPC16922
0.8456 Intermediate Similarity NPC476937
0.8456 Intermediate Similarity NPC476938
0.8452 Intermediate Similarity NPC335761
0.8446 Intermediate Similarity NPC185456
0.8446 Intermediate Similarity NPC41182
0.8442 Intermediate Similarity NPC195131
0.8431 Intermediate Similarity NPC92979
0.8431 Intermediate Similarity NPC25351
0.8431 Intermediate Similarity NPC214541
0.8431 Intermediate Similarity NPC44675
0.8421 Intermediate Similarity NPC33938
0.8418 Intermediate Similarity NPC476853
0.8418 Intermediate Similarity NPC472775
0.8418 Intermediate Similarity NPC476850
0.8418 Intermediate Similarity NPC476861
0.8418 Intermediate Similarity NPC472774
0.8414 Intermediate Similarity NPC474722
0.8408 Intermediate Similarity NPC476860
0.8408 Intermediate Similarity NPC470182
0.8408 Intermediate Similarity NPC472664
0.8403 Intermediate Similarity NPC310043
0.8397 Intermediate Similarity NPC200782
0.8397 Intermediate Similarity NPC211777
0.8389 Intermediate Similarity NPC62799
0.8387 Intermediate Similarity NPC474932
0.8378 Intermediate Similarity NPC86935
0.8369 Intermediate Similarity NPC298190
0.8367 Intermediate Similarity NPC121158
0.8366 Intermediate Similarity NPC471863
0.8357 Intermediate Similarity NPC198904
0.8355 Intermediate Similarity NPC116717
0.8354 Intermediate Similarity NPC475779
0.8354 Intermediate Similarity NPC23387
0.8344 Intermediate Similarity NPC198047
0.8344 Intermediate Similarity NPC471001
0.8344 Intermediate Similarity NPC39986
0.8344 Intermediate Similarity NPC134254
0.8344 Intermediate Similarity NPC302369
0.8344 Intermediate Similarity NPC234494
0.8344 Intermediate Similarity NPC165218
0.8344 Intermediate Similarity NPC470791
0.8344 Intermediate Similarity NPC469846
0.8344 Intermediate Similarity NPC470790
0.8333 Intermediate Similarity NPC214572
0.8333 Intermediate Similarity NPC471174
0.8333 Intermediate Similarity NPC472653
0.8333 Intermediate Similarity NPC224418
0.8333 Intermediate Similarity NPC302987
0.8323 Intermediate Similarity NPC299038
0.8323 Intermediate Similarity NPC45101
0.8323 Intermediate Similarity NPC261597
0.8323 Intermediate Similarity NPC81405
0.8313 Intermediate Similarity NPC302392
0.8311 Intermediate Similarity NPC476946
0.8309 Intermediate Similarity NPC1848
0.8289 Intermediate Similarity NPC476936
0.8288 Intermediate Similarity NPC90953
0.8286 Intermediate Similarity NPC327527
0.8286 Intermediate Similarity NPC112706
0.8286 Intermediate Similarity NPC207294
0.8286 Intermediate Similarity NPC476917
0.828 Intermediate Similarity NPC290400
0.828 Intermediate Similarity NPC96443
0.828 Intermediate Similarity NPC6326
0.828 Intermediate Similarity NPC149896
0.828 Intermediate Similarity NPC472767
0.8278 Intermediate Similarity NPC19747
0.8273 Intermediate Similarity NPC138139
0.8273 Intermediate Similarity NPC46536
0.8269 Intermediate Similarity NPC475967
0.8269 Intermediate Similarity NPC140952
0.8264 Intermediate Similarity NPC158525
0.8261 Intermediate Similarity NPC83115
0.8258 Intermediate Similarity NPC41880
0.8255 Intermediate Similarity NPC251865
0.8252 Intermediate Similarity NPC471006

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC142113 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
0.8077 Intermediate Similarity NPD5761 Phase 2
0.8077 Intermediate Similarity NPD5760 Phase 2
0.7987 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD8434 Phase 2
0.7566 Intermediate Similarity NPD1471 Phase 3
0.7451 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD920 Approved
0.7267 Intermediate Similarity NPD6765 Approved
0.7267 Intermediate Similarity NPD6764 Approved
0.7248 Intermediate Similarity NPD6832 Phase 2
0.7235 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD2346 Discontinued
0.7202 Intermediate Similarity NPD6808 Phase 2
0.7195 Intermediate Similarity NPD7819 Suspended
0.7188 Intermediate Similarity NPD6273 Approved
0.7186 Intermediate Similarity NPD5494 Approved
0.7178 Intermediate Similarity NPD7411 Suspended
0.7162 Intermediate Similarity NPD3266 Approved
0.7162 Intermediate Similarity NPD3267 Approved
0.7152 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7102 Intermediate Similarity NPD6785 Approved
0.7102 Intermediate Similarity NPD6784 Approved
0.7097 Intermediate Similarity NPD2799 Discontinued
0.7091 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD4628 Phase 3
0.7075 Intermediate Similarity NPD3972 Approved
0.7066 Intermediate Similarity NPD3749 Approved
0.7055 Intermediate Similarity NPD3226 Approved
0.7055 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD2796 Approved
0.7039 Intermediate Similarity NPD2313 Discontinued
0.7039 Intermediate Similarity NPD3268 Approved
0.7025 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD6599 Discontinued
0.7007 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD2344 Approved
0.6993 Remote Similarity NPD8032 Phase 2
0.6987 Remote Similarity NPD3748 Approved
0.6986 Remote Similarity NPD3412 Clinical (unspecified phase)
0.697 Remote Similarity NPD5890 Approved
0.697 Remote Similarity NPD5889 Approved
0.6964 Remote Similarity NPD7075 Discontinued
0.6951 Remote Similarity NPD7458 Discontinued
0.6919 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6918 Remote Similarity NPD1243 Approved
0.6903 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6894 Remote Similarity NPD7236 Approved
0.6875 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6875 Remote Similarity NPD6559 Discontinued
0.6842 Remote Similarity NPD1247 Approved
0.6839 Remote Similarity NPD4307 Phase 2
0.6832 Remote Similarity NPD2309 Approved
0.6824 Remote Similarity NPD919 Approved
0.6813 Remote Similarity NPD2800 Approved
0.6807 Remote Similarity NPD6585 Discontinued
0.6795 Remote Similarity NPD1933 Approved
0.6776 Remote Similarity NPD1019 Discontinued
0.6776 Remote Similarity NPD2798 Approved
0.677 Remote Similarity NPD7003 Approved
0.677 Remote Similarity NPD3750 Approved
0.6755 Remote Similarity NPD1876 Approved
0.675 Remote Similarity NPD1549 Phase 2
0.6748 Remote Similarity NPD6799 Approved
0.6746 Remote Similarity NPD5616 Clinical (unspecified phase)
0.673 Remote Similarity NPD1551 Phase 2
0.673 Remote Similarity NPD2935 Discontinued
0.6726 Remote Similarity NPD6279 Approved
0.6726 Remote Similarity NPD6801 Discontinued
0.6726 Remote Similarity NPD6280 Approved
0.6711 Remote Similarity NPD2797 Approved
0.6707 Remote Similarity NPD2534 Approved
0.6707 Remote Similarity NPD2532 Approved
0.6707 Remote Similarity NPD4380 Phase 2
0.6707 Remote Similarity NPD2533 Approved
0.6707 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6706 Remote Similarity NPD7768 Phase 2
0.6705 Remote Similarity NPD5844 Phase 1
0.6704 Remote Similarity NPD8313 Approved
0.6704 Remote Similarity NPD8312 Approved
0.6689 Remote Similarity NPD5585 Approved
0.6687 Remote Similarity NPD7239 Suspended
0.6687 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6687 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6686 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4308 Phase 3
0.6647 Remote Similarity NPD5402 Approved
0.6647 Remote Similarity NPD6959 Discontinued
0.6647 Remote Similarity NPD8127 Discontinued
0.6644 Remote Similarity NPD17 Approved
0.6643 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6627 Remote Similarity NPD5403 Approved
0.6626 Remote Similarity NPD3887 Approved
0.6625 Remote Similarity NPD6100 Approved
0.6625 Remote Similarity NPD6099 Approved
0.6624 Remote Similarity NPD2979 Phase 3
0.6623 Remote Similarity NPD9717 Approved
0.6621 Remote Similarity NPD1241 Discontinued
0.6608 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5401 Approved
0.6601 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6601 Remote Similarity NPD1203 Approved
0.6596 Remote Similarity NPD8285 Discontinued
0.6591 Remote Similarity NPD7473 Discontinued
0.6582 Remote Similarity NPD4618 Approved
0.6582 Remote Similarity NPD4622 Approved
0.6582 Remote Similarity NPD6355 Discontinued
0.6571 Remote Similarity NPD3926 Phase 2
0.6566 Remote Similarity NPD8404 Phase 2
0.6564 Remote Similarity NPD8166 Discontinued
0.6562 Remote Similarity NPD7033 Discontinued
0.655 Remote Similarity NPD3817 Phase 2
0.6541 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6538 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6529 Remote Similarity NPD6844 Discontinued
0.6529 Remote Similarity NPD1934 Approved
0.6527 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6522 Remote Similarity NPD2438 Suspended
0.6519 Remote Similarity NPD4140 Approved
0.6517 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6513 Remote Similarity NPD1608 Approved
0.6506 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6503 Remote Similarity NPD8150 Discontinued
0.65 Remote Similarity NPD7097 Phase 1
0.65 Remote Similarity NPD5688 Approved
0.65 Remote Similarity NPD5689 Approved
0.6497 Remote Similarity NPD6859 Clinical (unspecified phase)
0.649 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6483 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6478 Remote Similarity NPD447 Suspended
0.6474 Remote Similarity NPD4107 Approved
0.6471 Remote Similarity NPD5327 Phase 3
0.6471 Remote Similarity NPD4359 Approved
0.6463 Remote Similarity NPD4110 Phase 3
0.6463 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6461 Remote Similarity NPD3818 Discontinued
0.646 Remote Similarity NPD1510 Phase 2
0.6452 Remote Similarity NPD5647 Approved
0.6447 Remote Similarity NPD1281 Approved
0.6442 Remote Similarity NPD970 Clinical (unspecified phase)
0.642 Remote Similarity NPD6232 Discontinued
0.642 Remote Similarity NPD7229 Phase 3
0.6416 Remote Similarity NPD3882 Suspended
0.6415 Remote Similarity NPD3142 Approved
0.6415 Remote Similarity NPD3140 Approved
0.6392 Remote Similarity NPD411 Approved
0.6392 Remote Similarity NPD3764 Approved
0.6389 Remote Similarity NPD7074 Phase 3
0.6389 Remote Similarity NPD2182 Approved
0.638 Remote Similarity NPD6006 Clinical (unspecified phase)
0.638 Remote Similarity NPD6003 Clinical (unspecified phase)
0.638 Remote Similarity NPD6005 Phase 3
0.638 Remote Similarity NPD6002 Phase 3
0.638 Remote Similarity NPD2355 Clinical (unspecified phase)
0.638 Remote Similarity NPD6004 Phase 3
0.638 Remote Similarity NPD2353 Approved
0.6369 Remote Similarity NPD7799 Discontinued
0.6364 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6358 Remote Similarity NPD2296 Approved
0.6354 Remote Similarity NPD4482 Phase 3
0.6352 Remote Similarity NPD4870 Approved
0.6352 Remote Similarity NPD6233 Phase 2
0.6348 Remote Similarity NPD6166 Phase 2
0.6348 Remote Similarity NPD2403 Approved
0.6348 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6348 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6344 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6341 Remote Similarity NPD2897 Discontinued
0.6337 Remote Similarity NPD7577 Discontinued
0.6335 Remote Similarity NPD6651 Approved
0.6335 Remote Similarity NPD1607 Approved
0.6333 Remote Similarity NPD7286 Phase 2
0.6333 Remote Similarity NPD7054 Approved
0.6329 Remote Similarity NPD7008 Discontinued
0.6328 Remote Similarity NPD5711 Approved
0.6328 Remote Similarity NPD5710 Approved
0.6327 Remote Similarity NPD7094 Approved
0.6327 Remote Similarity NPD6858 Approved
0.6323 Remote Similarity NPD3225 Approved
0.6323 Remote Similarity NPD1283 Approved
0.6322 Remote Similarity NPD7058 Phase 2
0.6322 Remote Similarity NPD7057 Phase 3
0.6319 Remote Similarity NPD2531 Phase 2
0.6316 Remote Similarity NPD7028 Phase 2
0.6312 Remote Similarity NPD1240 Approved
0.6301 Remote Similarity NPD2801 Approved
0.6298 Remote Similarity NPD7472 Approved
0.6289 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6289 Remote Similarity NPD6798 Discontinued
0.6287 Remote Similarity NPD7440 Discontinued
0.6284 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6282 Remote Similarity NPD6362 Approved
0.6279 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6279 Remote Similarity NPD6677 Suspended
0.6278 Remote Similarity NPD7177 Discontinued
0.6278 Remote Similarity NPD3751 Discontinued

Structure

External Identifiers

PubChem CID   21596309
ChEMBL   CHEMBL1080142
ZINC  

Physicochemical Properties

Molecular Weight:  468.21
ALogP:  1.0255
MLogP:  3.66
XLogP:  0.503
# Rotatable Bonds:  9
Polar Surface Area:  99.88
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  34

Download Data

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