Natural Product: NPC475648

Natural Product ID:  NPC475648
Common Name:   n.a.
IUPAC Name:  
Synonyms:   Chiapenine ES-II
Molecular Formula:   C46H47NO18
Standard InCHIKey:  SFNVOEKFHBIHJA-BLEJTOHSSA-N
Standard InCHI:  InChI=1S/C46H47NO18/c1-24(48)58-23-45-35(61-26(3)50)32(51)31-34(60-25(2)49)46(45)44(6,57)36(33(62-38(52)27-14-9-7-10-15-27)37(45)63-39(53)28-16-11-8-12-17-28)64-41(55)42(4,56)20-19-30-29(18-13-21-47-30)40(54)59-22-43(31,5)65-46/h7-18,21,31,33-37,56-57H,19-20,22-23H2,1-6H3/t31-,33+,34-,35-,36+,37+,42?,43+,44+,45-,46+/m1/s1
Canonical SMILES:  CC(=O)OC[C@]12[C@@H](OC(=O)c3ccccc3)[C@@H](OC(=O)c3ccccc3)[C@H]3[C@]([C@@]42O[C@@]([C@H](C(=O)[C@H]1OC(=O)C)[C@H]4OC(=O)C)(C)COC(=O)c1cccnc1CCC(C(=O)O3)(C)O)(C)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
NPO1333 Maytenus chiapensis Species Celastraceae Eukaryota PMID[14738378]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT776 Organism Spodoptera littoralis Spodoptera littoralis EC50 = 6.6 10'-2 ug/cm2 25625705
NPT1161 Cell Line CHO Cricetulus griseus LD50 > 100 ug/ml 18359631
NPT776 Organism Spodoptera littoralis Spodoptera littoralis Activity = 92 % 22686608
NPT776 Organism Spodoptera littoralis Spodoptera littoralis Activity = 93 % 17908946

  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 NPC475648 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
0.986 High Similarity NPC253482
0.972 High Similarity NPC327904
0.972 High Similarity NPC38959
0.9673 High Similarity NPC475406
0.9581 High Similarity NPC35208
0.9579 High Similarity NPC244839
0.9579 High Similarity NPC319880
0.9579 High Similarity NPC320324
0.9535 High Similarity NPC237702
0.9533 High Similarity NPC473689
0.9533 High Similarity NPC316841
0.9533 High Similarity NPC292416
0.9442 High Similarity NPC150698
0.9442 High Similarity NPC96801
0.9442 High Similarity NPC475596
0.9442 High Similarity NPC475303
0.9398 High Similarity NPC30456
0.9393 High Similarity NPC228377
0.9393 High Similarity NPC146824
0.9393 High Similarity NPC475601
0.9393 High Similarity NPC328186
0.9393 High Similarity NPC477787
0.9393 High Similarity NPC122968
0.9349 High Similarity NPC475362
0.9302 High Similarity NPC475631
0.9302 High Similarity NPC476110
0.9302 High Similarity NPC87152
0.9302 High Similarity NPC475600
0.9299 High Similarity NPC328154
0.9259 High Similarity NPC471190
0.9259 High Similarity NPC475644
0.9259 High Similarity NPC471977
0.9259 High Similarity NPC470486
0.9252 High Similarity NPC57797
0.9252 High Similarity NPC250807
0.9224 High Similarity NPC475426
0.9224 High Similarity NPC327769
0.9213 High Similarity NPC211920
0.9209 High Similarity NPC473850
0.9206 High Similarity NPC477788
0.9206 High Similarity NPC127720
0.9206 High Similarity NPC127026
0.9167 High Similarity NPC473506
0.9163 High Similarity NPC76565
0.9163 High Similarity NPC471980
0.9132 High Similarity NPC469748
0.9124 High Similarity NPC124029
0.912 High Similarity NPC475137
0.912 High Similarity NPC475498
0.9065 High Similarity NPC84815
0.9065 High Similarity NPC301368
0.9032 High Similarity NPC477902
0.9019 High Similarity NPC212768
0.9019 High Similarity NPC158020
0.9019 High Similarity NPC473089
0.9019 High Similarity NPC6576
0.9019 High Similarity NPC75600
0.9019 High Similarity NPC473115
0.8981 High Similarity NPC477903
0.8972 High Similarity NPC6981
0.8972 High Similarity NPC471016
0.893 High Similarity NPC294579
0.893 High Similarity NPC144779
0.8925 High Similarity NPC470306
0.8914 High Similarity NPC477906
0.8894 High Similarity NPC477912
0.8884 High Similarity NPC475408
0.8884 High Similarity NPC471014
0.8879 High Similarity NPC170751
0.8879 High Similarity NPC4421
0.8846 High Similarity NPC473833
0.8843 High Similarity NPC62367
0.8818 High Similarity NPC148860
0.8802 High Similarity NPC216428
0.8798 High Similarity NPC13603
0.8773 High Similarity NPC477900
0.8773 High Similarity NPC26881
0.8773 High Similarity NPC477899
0.8755 High Similarity NPC53255
0.8755 High Similarity NPC85879
0.875 High Similarity NPC477907
0.875 High Similarity NPC42678
0.875 High Similarity NPC477909
0.8704 High Similarity NPC228331
0.8704 High Similarity NPC264674
0.8704 High Similarity NPC319128
0.87 High Similarity NPC91125
0.8692 High Similarity NPC471978
0.8682 High Similarity NPC235364
0.8675 High Similarity NPC326930
0.8675 High Similarity NPC475301
0.8667 High Similarity NPC238278
0.8661 High Similarity NPC471979
0.8622 High Similarity NPC213143
0.8613 High Similarity NPC328928
0.8611 High Similarity NPC472553
0.8597 High Similarity NPC477911
0.8591 High Similarity NPC477901
0.8578 High Similarity NPC477910
0.8571 High Similarity NPC311196
0.8571 High Similarity NPC134384
0.8545 High Similarity NPC472555
0.8527 High Similarity NPC285411
0.8527 High Similarity NPC14116
0.852 High Similarity NPC233727
0.8498 Intermediate Similarity NPC324619
0.8498 Intermediate Similarity NPC475315
0.8472 Intermediate Similarity NPC304179
0.8472 Intermediate Similarity NPC472550
0.8472 Intermediate Similarity NPC48042
0.8455 Intermediate Similarity NPC477908
0.8455 Intermediate Similarity NPC206343
0.8455 Intermediate Similarity NPC475533
0.8397 Intermediate Similarity NPC471015
0.8341 Intermediate Similarity NPC63041
0.8333 Intermediate Similarity NPC187494
0.8303 Intermediate Similarity NPC472752
0.8243 Intermediate Similarity NPC30570
0.8178 Intermediate Similarity NPC148896
0.8178 Intermediate Similarity NPC180668
0.8178 Intermediate Similarity NPC471013
0.8145 Intermediate Similarity NPC40919
0.8145 Intermediate Similarity NPC470189
0.8117 Intermediate Similarity NPC10904
0.8108 Intermediate Similarity NPC292517
0.8108 Intermediate Similarity NPC476467
0.8091 Intermediate Similarity NPC470190
0.8089 Intermediate Similarity NPC319556
0.808 Intermediate Similarity NPC62844
0.808 Intermediate Similarity NPC193361
0.8044 Intermediate Similarity NPC162812
0.8025 Intermediate Similarity NPC476090
0.8 Intermediate Similarity NPC207531
0.7946 Intermediate Similarity NPC323551
0.7946 Intermediate Similarity NPC280473
0.7911 Intermediate Similarity NPC51008
0.7911 Intermediate Similarity NPC41724
0.7873 Intermediate Similarity NPC289086
0.7803 Intermediate Similarity NPC475835
0.7749 Intermediate Similarity NPC253314
0.7692 Intermediate Similarity NPC470279
0.7675 Intermediate Similarity NPC165837
0.7605 Intermediate Similarity NPC471004
0.758 Intermediate Similarity NPC103230
0.7551 Intermediate Similarity NPC107123
0.75 Intermediate Similarity NPC235885
0.75 Intermediate Similarity NPC141428
0.748 Intermediate Similarity NPC478045
0.7445 Intermediate Similarity NPC309498
0.7444 Intermediate Similarity NPC473490
0.7437 Intermediate Similarity NPC57690
0.7432 Intermediate Similarity NPC109922
0.7431 Intermediate Similarity NPC191489
0.743 Intermediate Similarity NPC183537
0.7399 Intermediate Similarity NPC181964
0.7399 Intermediate Similarity NPC208553
0.7399 Intermediate Similarity NPC471606
0.7398 Intermediate Similarity NPC15406
0.7391 Intermediate Similarity NPC314834
0.739 Intermediate Similarity NPC476516
0.7383 Intermediate Similarity NPC100734
0.7383 Intermediate Similarity NPC315634
0.7383 Intermediate Similarity NPC88923
0.7375 Intermediate Similarity NPC24019
0.7368 Intermediate Similarity NPC124313
0.7366 Intermediate Similarity NPC473558
0.736 Intermediate Similarity NPC77878
0.7355 Intermediate Similarity NPC70155
0.7354 Intermediate Similarity NPC215892
0.7354 Intermediate Similarity NPC191193
0.7354 Intermediate Similarity NPC321072
0.7354 Intermediate Similarity NPC242662
0.7336 Intermediate Similarity NPC189903
0.7336 Intermediate Similarity NPC182907
0.7328 Intermediate Similarity NPC111732
0.7325 Intermediate Similarity NPC116862
0.7325 Intermediate Similarity NPC90875
0.7322 Intermediate Similarity NPC267926
0.732 Intermediate Similarity NPC134637
0.7317 Intermediate Similarity NPC210296
0.7317 Intermediate Similarity NPC119134
0.7317 Intermediate Similarity NPC37473
0.7314 Intermediate Similarity NPC233334
0.7306 Intermediate Similarity NPC166722
0.7302 Intermediate Similarity NPC131273
0.7302 Intermediate Similarity NPC473441
0.73 Intermediate Similarity NPC2395
0.7295 Intermediate Similarity NPC108342
0.7287 Intermediate Similarity NPC84164
0.7287 Intermediate Similarity NPC207283
0.7281 Intermediate Similarity NPC289383
0.7269 Intermediate Similarity NPC328559
0.7269 Intermediate Similarity NPC32451
0.7269 Intermediate Similarity NPC106593
0.7261 Intermediate Similarity NPC314297
0.7261 Intermediate Similarity NPC315545
0.7257 Intermediate Similarity NPC140311
0.7252 Intermediate Similarity NPC471629
0.7252 Intermediate Similarity NPC306001
0.7252 Intermediate Similarity NPC275170

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475648 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
0.8143 Intermediate Similarity NPD8468 Phase 2
0.7743 Intermediate Similarity NPD7927 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD5975 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1483 Discontinued
0.7431 Intermediate Similarity NPD7708 Approved
0.743 Intermediate Similarity NPD8304 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD8485 Approved
0.7383 Intermediate Similarity NPD7803 Approved
0.7325 Intermediate Similarity NPD7396 Approved
0.7325 Intermediate Similarity NPD6987 Phase 1
0.7301 Intermediate Similarity NPD8486 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD3795 Approved
0.7296 Intermediate Similarity NPD3794 Approved
0.7295 Intermediate Similarity NPD5891 Approved
0.7277 Intermediate Similarity NPD8326 Phase 3
0.7277 Intermediate Similarity NPD8327 Clinical (unspecified phase)
0.7277 Intermediate Similarity NPD8325 Phase 3
0.7188 Intermediate Similarity NPD7955 Approved
0.7188 Intermediate Similarity NPD7956 Approved
0.7183 Intermediate Similarity NPD6525 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD5721 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD5801 Clinical (unspecified phase)
0.7137 Intermediate Similarity NPD7778 Approved
0.7137 Intermediate Similarity NPD53 Approved
0.7137 Intermediate Similarity NPD7777 Approved
0.7105 Intermediate Similarity NPD6661 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD7878 Phase 2
0.71 Intermediate Similarity NPD3947 Discontinued
0.7073 Intermediate Similarity NPD4373 Phase 2
0.7054 Intermediate Similarity NPD8435 Approved
0.7034 Intermediate Similarity NPD7069 Discontinued
0.7017 Intermediate Similarity NPD3389 Approved
0.7017 Intermediate Similarity NPD3393 Approved
0.7017 Intermediate Similarity NPD3394 Approved
0.7016 Intermediate Similarity NPD8091 Phase 3
0.7009 Intermediate Similarity NPD7233 Approved
0.7009 Intermediate Similarity NPD7234 Approved
0.7004 Intermediate Similarity NPD8466 Approved
0.7004 Intermediate Similarity NPD8465 Approved
0.7004 Intermediate Similarity NPD8467 Approved
0.7 Intermediate Similarity NPD6770 Approved
0.7 Intermediate Similarity NPD7886 Phase 2
0.7 Intermediate Similarity NPD7885 Phase 2
0.6992 Remote Similarity NPD4417 Approved
0.6992 Remote Similarity NPD6962 Phase 2
0.6979 Remote Similarity NPD4506 Discontinued
0.6978 Remote Similarity NPD8360 Approved
0.6978 Remote Similarity NPD8361 Approved
0.6975 Remote Similarity NPD7707 Approved
0.6971 Remote Similarity NPD3280 Approved
0.6951 Remote Similarity NPD4952 Phase 3
0.6936 Remote Similarity NPD2509 Approved
0.6936 Remote Similarity NPD2510 Approved
0.6926 Remote Similarity NPD3925 Approved
0.6923 Remote Similarity NPD7010 Phase 3
0.6909 Remote Similarity NPD6641 Approved
0.6909 Remote Similarity NPD6642 Approved
0.69 Remote Similarity NPD8425 Approved
0.69 Remote Similarity NPD8460 Approved
0.69 Remote Similarity NPD8426 Approved
0.69 Remote Similarity NPD8459 Approved
0.6891 Remote Similarity NPD6657 Clinical (unspecified phase)
0.688 Remote Similarity NPD6323 Clinical (unspecified phase)
0.6877 Remote Similarity NPD8428 Approved
0.6877 Remote Similarity NPD8427 Approved
0.6877 Remote Similarity NPD8429 Approved
0.6872 Remote Similarity NPD2336 Approved
0.6851 Remote Similarity NPD4901 Clinical (unspecified phase)
0.684 Remote Similarity NPD4987 Clinical (unspecified phase)
0.6838 Remote Similarity NPD7417 Discontinued
0.6838 Remote Similarity NPD6790 Phase 1
0.6838 Remote Similarity NPD2121 Clinical (unspecified phase)
0.6835 Remote Similarity NPD6529 Discontinued
0.6831 Remote Similarity NPD8479 Phase 2
0.6814 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6806 Remote Similarity NPD7862 Clinical (unspecified phase)
0.6804 Remote Similarity NPD485 Clinical (unspecified phase)
0.68 Remote Similarity NPD8407 Phase 2
0.6795 Remote Similarity NPD6477 Clinical (unspecified phase)
0.6795 Remote Similarity NPD7187 Phase 2
0.6787 Remote Similarity NPD8372 Clinical (unspecified phase)
0.6783 Remote Similarity NPD4427 Phase 2
0.678 Remote Similarity NPD6732 Clinical (unspecified phase)
0.6778 Remote Similarity NPD5475 Discontinued
0.6777 Remote Similarity NPD4989 Phase 2
0.6776 Remote Similarity NPD820 Phase 3
0.6754 Remote Similarity NPD8063 Discontinued
0.6753 Remote Similarity NPD2307 Discontinued
0.6745 Remote Similarity NPD6716 Phase 1
0.6737 Remote Similarity NPD5901 Discontinued
0.6736 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6735 Remote Similarity NPD4301 Approved
0.6724 Remote Similarity NPD5003 Discontinued
0.6723 Remote Similarity NPD7947 Clinical (unspecified phase)
0.6718 Remote Similarity NPD5482 Discontinued
0.6709 Remote Similarity NPD8248 Clinical (unspecified phase)
0.6709 Remote Similarity NPD7957 Phase 1
0.6709 Remote Similarity NPD7958 Clinical (unspecified phase)
0.6708 Remote Similarity NPD8404 Phase 2
0.6707 Remote Similarity NPD8356 Approved
0.6694 Remote Similarity NPD8112 Clinical (unspecified phase)
0.6694 Remote Similarity NPD8289 Discontinued
0.668 Remote Similarity NPD5022 Discontinued
0.668 Remote Similarity NPD7395 Discontinued
0.668 Remote Similarity NPD5866 Approved
0.6667 Remote Similarity NPD4086 Phase 1
0.6667 Remote Similarity NPD8368 Discontinued
0.6654 Remote Similarity NPD8364 Approved
0.6654 Remote Similarity NPD8409 Suspended
0.6654 Remote Similarity NPD8363 Approved
0.6653 Remote Similarity NPD7404 Approved
0.6653 Remote Similarity NPD7571 Clinical (unspecified phase)
0.6651 Remote Similarity NPD6635 Approved
0.6651 Remote Similarity NPD5088 Discontinued
0.6641 Remote Similarity NPD8370 Discontinued
0.6639 Remote Similarity NPD3326 Clinical (unspecified phase)
0.6639 Remote Similarity NPD8000 Clinical (unspecified phase)
0.6638 Remote Similarity NPD4600 Approved
0.6638 Remote Similarity NPD4601 Approved
0.6631 Remote Similarity NPD8489 Phase 1
0.6628 Remote Similarity NPD5483 Clinical (unspecified phase)
0.6627 Remote Similarity NPD5640 Discontinued
0.6615 Remote Similarity NPD8350 Clinical (unspecified phase)
0.6614 Remote Similarity NPD8052 Clinical (unspecified phase)
0.6614 Remote Similarity NPD3006 Discontinued
0.6605 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6602 Remote Similarity NPD5488 Discontinued
0.66 Remote Similarity NPD8430 Approved
0.6598 Remote Similarity NPD7998 Clinical (unspecified phase)
0.6597 Remote Similarity NPD2831 Approved
0.6594 Remote Similarity NPD4948 Discontinued
0.6588 Remote Similarity NPD5805 Approved
0.6587 Remote Similarity NPD7688 Phase 1
0.6583 Remote Similarity NPD7191 Phase 2
0.6578 Remote Similarity NPD4926 Clinical (unspecified phase)
0.6577 Remote Similarity NPD6739 Clinical (unspecified phase)
0.6576 Remote Similarity NPD7576 Discontinued
0.6573 Remote Similarity NPD6995 Phase 1
0.657 Remote Similarity NPD7470 Discontinued
0.6569 Remote Similarity NPD4862 Clinical (unspecified phase)
0.6569 Remote Similarity NPD7001 Phase 3
0.6566 Remote Similarity NPD7169 Suspended
0.656 Remote Similarity NPD7426 Phase 1
0.6557 Remote Similarity NPD4897 Phase 2
0.6556 Remote Similarity NPD7924 Phase 2
0.6556 Remote Similarity NPD7925 Phase 2
0.6552 Remote Similarity NPD3921 Approved
0.6552 Remote Similarity NPD4376 Phase 3
0.6552 Remote Similarity NPD3924 Approved
0.6552 Remote Similarity NPD3923 Approved
0.6552 Remote Similarity NPD3922 Approved
0.6543 Remote Similarity NPD8462 Phase 1
0.6538 Remote Similarity NPD7061 Clinical (unspecified phase)
0.6537 Remote Similarity NPD6281 Approved
0.6535 Remote Similarity NPD6741 Clinical (unspecified phase)
0.6534 Remote Similarity NPD4328 Approved
0.6534 Remote Similarity NPD6292 Clinical (unspecified phase)
0.6533 Remote Similarity NPD5751 Clinical (unspecified phase)
0.6532 Remote Similarity NPD5507 Approved
0.6532 Remote Similarity NPD5506 Approved
0.6531 Remote Similarity NPD8160 Phase 2
0.6525 Remote Similarity NPD7000 Clinical (unspecified phase)
0.6525 Remote Similarity NPD6999 Discontinued
0.6519 Remote Similarity NPD7673 Phase 3
0.6517 Remote Similarity NPD6530 Approved
0.6517 Remote Similarity NPD6531 Approved
0.6515 Remote Similarity NPD8463 Approved
0.6511 Remote Similarity NPD6206 Phase 1
0.6507 Remote Similarity NPD4889 Approved
0.65 Remote Similarity NPD7921 Approved
0.6498 Remote Similarity NPD4501 Approved
0.6498 Remote Similarity NPD4396 Clinical (unspecified phase)
0.6498 Remote Similarity NPD4500 Approved
0.6484 Remote Similarity NPD7853 Phase 2
0.6481 Remote Similarity NPD5450 Discontinued
0.6481 Remote Similarity NPD4950 Approved
0.6478 Remote Similarity NPD4429 Discontinued
0.6477 Remote Similarity NPD7859 Phase 2
0.6475 Remote Similarity NPD3816 Phase 1
0.6475 Remote Similarity NPD3815 Phase 1
0.6473 Remote Similarity NPD2921 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6494 Phase 2
0.6468 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6468 Remote Similarity NPD6553 Clinical (unspecified phase)
0.6466 Remote Similarity NPD8373 Clinical (unspecified phase)
0.6466 Remote Similarity NPD2565 Phase 2
0.6466 Remote Similarity NPD2564 Approved
0.6464 Remote Similarity NPD8101 Phase 3
0.6461 Remote Similarity NPD6262 Clinical (unspecified phase)
0.6458 Remote Similarity NPD3946 Clinical (unspecified phase)
0.6455 Remote Similarity NPD6228 Discontinued
0.6453 Remote Similarity NPD4526 Approved
0.6453 Remote Similarity NPD4528 Approved
0.6453 Remote Similarity NPD4529 Approved
0.645 Remote Similarity NPD6791 Phase 2
0.645 Remote Similarity NPD6276 Discontinued
0.6449 Remote Similarity NPD9271 Approved
0.6445 Remote Similarity NPD7807 Clinical (unspecified phase)
0.6445 Remote Similarity NPD8329 Phase 3
0.6442 Remote Similarity NPD8461 Discontinued

Structure

External Identifiers

PubChem CID   11491470
ChEMBL   CHEMBL510337
ZINC  

Physicochemical Properties

Molecular Weight:  901.28
ALogP:  -2.1064
MLogP:  4.43
XLogP:  6.033
# Rotatable Bonds:  21
Polar Surface Area:  263.75
# H-Bond Aceptor:  19
# H-Bond Donor:  2
# Rings:  7
# Heavy Atoms:  65

Download Data

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