Natural Product: NPC142756

Natural Product ID:  NPC142756
Common Name:   n.a.
IUPAC Name:  
Synonyms:   16Alpha-Acetoxyasclepin
Molecular Formula:   C33H44O12
Standard InCHIKey:  WDMVIHZXOHPIHJ-MCQWJBQLSA-N
Standard InCHI:  InChI=1S/C33H44O12/c1-16-9-26(43-18(3)36)33(39)29(41-16)44-23-11-20-5-6-22-21(31(20,15-34)12-24(23)45-33)7-8-30(4)28(19-10-27(37)40-14-19)25(42-17(2)35)13-32(22,30)38/h10,15-16,20-26,28-29,38-39H,5-9,11-14H2,1-4H3/t16-,20+,21+,22-,23-,24-,25-,26+,28+,29+,30-,31-,32+,33+/m1/s1
Canonical SMILES:  O=C[C@]12C[C@H]3O[C@]4(O)[C@H](O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)C[C@H]([C@@H]2C1=CC(=O)OC1)OC(=O)C)C)O[C@@H](C[C@@H]4OC(=O)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
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota PMID[16252914]
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota PMID[19251412]
NPO26375 Viburnum grandifolium Species Adoxaceae Eukaryota UNPD*
NPO2175 Hyperbaena columbica Species Menispermaceae Eukaryota UNPD*
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota UNPD*
NPO8349 Uga sinensis NA NA NA UNPD*
NPO3369 Anemone narcissiflora Species Ranunculaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 = 760 nM 19251412
NPT80 Cell Line Raji Homo sapiens IC50 = 3210 nM 19251412
NPT81 Cell Line A549 Homo sapiens IC50 = 0.02 ug/ml 16252914
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 0.39 ug/ml 16252914
NPT83 Cell Line MCF7 Homo sapiens IC50 = 0.17 ug/ml 16252914
NPT65 Cell Line HepG2 Homo sapiens IC50 = 0.13 ug/ml 16252914

  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 NPC142756 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
0.9836 High Similarity NPC104585
0.9836 High Similarity NPC157817
0.9836 High Similarity NPC298783
0.9836 High Similarity NPC225385
0.9752 High Similarity NPC91
0.9675 High Similarity NPC476221
0.9675 High Similarity NPC477709
0.9672 High Similarity NPC16569
0.9672 High Similarity NPC159338
0.9672 High Similarity NPC253456
0.9593 High Similarity NPC42670
0.9593 High Similarity NPC19124
0.9593 High Similarity NPC93416
0.959 High Similarity NPC232785
0.959 High Similarity NPC329986
0.959 High Similarity NPC140092
0.959 High Similarity NPC276838
0.959 High Similarity NPC125077
0.959 High Similarity NPC188234
0.9426 High Similarity NPC240070
0.9426 High Similarity NPC329784
0.936 High Similarity NPC469749
0.936 High Similarity NPC116075
0.936 High Similarity NPC146857
0.936 High Similarity NPC247190
0.936 High Similarity NPC32793
0.9344 High Similarity NPC250556
0.9344 High Similarity NPC469750
0.9291 High Similarity NPC59288
0.9286 High Similarity NPC329636
0.9268 High Similarity NPC179412
0.9268 High Similarity NPC471356
0.9213 High Similarity NPC171619
0.9213 High Similarity NPC194716
0.918 High Similarity NPC27363
0.9141 High Similarity NPC329675
0.912 High Similarity NPC469752
0.912 High Similarity NPC10823
0.912 High Similarity NPC197707
0.912 High Similarity NPC89514
0.912 High Similarity NPC471361
0.912 High Similarity NPC86159
0.912 High Similarity NPC469751
0.912 High Similarity NPC251866
0.912 High Similarity NPC70542
0.912 High Similarity NPC469754
0.912 High Similarity NPC469755
0.912 High Similarity NPC471358
0.912 High Similarity NPC180079
0.912 High Similarity NPC471360
0.912 High Similarity NPC17896
0.912 High Similarity NPC471359
0.912 High Similarity NPC471352
0.912 High Similarity NPC9499
0.912 High Similarity NPC284406
0.912 High Similarity NPC469753
0.912 High Similarity NPC6108
0.912 High Similarity NPC219085
0.9016 High Similarity NPC231518
0.9016 High Similarity NPC475219
0.896 High Similarity NPC471357
0.896 High Similarity NPC146456
0.896 High Similarity NPC117702
0.896 High Similarity NPC469757
0.8943 High Similarity NPC193893
0.8934 High Similarity NPC107607
0.8906 High Similarity NPC88668
0.8898 High Similarity NPC173347
0.8889 High Similarity NPC311534
0.8862 High Similarity NPC40749
0.8855 High Similarity NPC290746
0.8855 High Similarity NPC79250
0.8852 High Similarity NPC55532
0.8852 High Similarity NPC30483
0.8852 High Similarity NPC470897
0.8852 High Similarity NPC236973
0.8852 High Similarity NPC32177
0.8852 High Similarity NPC329905
0.8852 High Similarity NPC469756
0.8852 High Similarity NPC29639
0.8852 High Similarity NPC81222
0.8852 High Similarity NPC44899
0.8852 High Similarity NPC304260
0.8852 High Similarity NPC5883
0.8852 High Similarity NPC291820
0.8852 High Similarity NPC292467
0.8828 High Similarity NPC471855
0.878 High Similarity NPC475629
0.878 High Similarity NPC470312
0.878 High Similarity NPC474466
0.878 High Similarity NPC475556
0.878 High Similarity NPC72260
0.878 High Similarity NPC475136
0.877 High Similarity NPC218093
0.8769 High Similarity NPC158350
0.8712 High Similarity NPC75616
0.871 High Similarity NPC173555
0.871 High Similarity NPC475590
0.871 High Similarity NPC475419
0.871 High Similarity NPC474908
0.871 High Similarity NPC120390
0.871 High Similarity NPC314535
0.8689 High Similarity NPC93883
0.8689 High Similarity NPC152615
0.8672 High Similarity NPC471407
0.864 High Similarity NPC264336
0.864 High Similarity NPC74259
0.864 High Similarity NPC28532
0.864 High Similarity NPC474423
0.8607 High Similarity NPC99620
0.8607 High Similarity NPC196931
0.8607 High Similarity NPC193382
0.8607 High Similarity NPC5311
0.8607 High Similarity NPC199428
0.8607 High Similarity NPC310341
0.8594 High Similarity NPC114306
0.8594 High Similarity NPC477490
0.8571 High Similarity NPC117445
0.8571 High Similarity NPC208193
0.8571 High Similarity NPC308262
0.8561 High Similarity NPC62172
0.8561 High Similarity NPC289700
0.8561 High Similarity NPC127656
0.8548 High Similarity NPC477071
0.8538 High Similarity NPC155529
0.8537 High Similarity NPC471354
0.8537 High Similarity NPC50305
0.8537 High Similarity NPC471353
0.8537 High Similarity NPC244402
0.8537 High Similarity NPC473852
0.8537 High Similarity NPC158344
0.8537 High Similarity NPC203862
0.8537 High Similarity NPC77319
0.8537 High Similarity NPC243196
0.8537 High Similarity NPC27507
0.8537 High Similarity NPC309034
0.8537 High Similarity NPC157376
0.8537 High Similarity NPC87250
0.8537 High Similarity NPC34390
0.8537 High Similarity NPC196429
0.8537 High Similarity NPC471351
0.8537 High Similarity NPC474418
0.8537 High Similarity NPC471355
0.8537 High Similarity NPC84987
0.8537 High Similarity NPC142066
0.8537 High Similarity NPC99728
0.8527 High Similarity NPC476966
0.8525 High Similarity NPC84949
0.8525 High Similarity NPC471633
0.8525 High Similarity NPC31354
0.8525 High Similarity NPC69576
0.8492 Intermediate Similarity NPC115349
0.8468 Intermediate Similarity NPC45475
0.8468 Intermediate Similarity NPC83287
0.8462 Intermediate Similarity NPC477493
0.845 Intermediate Similarity NPC69273
0.845 Intermediate Similarity NPC293623
0.845 Intermediate Similarity NPC168899
0.8438 Intermediate Similarity NPC174367
0.8438 Intermediate Similarity NPC47113
0.84 Intermediate Similarity NPC122971
0.8397 Intermediate Similarity NPC473519
0.8397 Intermediate Similarity NPC473805
0.8397 Intermediate Similarity NPC477195
0.8387 Intermediate Similarity NPC290693
0.8387 Intermediate Similarity NPC477252
0.8385 Intermediate Similarity NPC231529
0.8372 Intermediate Similarity NPC287423
0.8359 Intermediate Similarity NPC318135
0.8333 Intermediate Similarity NPC476150
0.8333 Intermediate Similarity NPC478151
0.8333 Intermediate Similarity NPC476127
0.8333 Intermediate Similarity NPC471406
0.8333 Intermediate Similarity NPC102015
0.8333 Intermediate Similarity NPC316915
0.8321 Intermediate Similarity NPC262796
0.8321 Intermediate Similarity NPC478065
0.8321 Intermediate Similarity NPC45346
0.8321 Intermediate Similarity NPC264566
0.8321 Intermediate Similarity NPC172374
0.8321 Intermediate Similarity NPC173435
0.8321 Intermediate Similarity NPC476074
0.8321 Intermediate Similarity NPC478064
0.8321 Intermediate Similarity NPC477197
0.8321 Intermediate Similarity NPC301639
0.8321 Intermediate Similarity NPC134914
0.8321 Intermediate Similarity NPC475167
0.8321 Intermediate Similarity NPC241008
0.8321 Intermediate Similarity NPC329993
0.8321 Intermediate Similarity NPC475377
0.8308 Intermediate Similarity NPC477078
0.8308 Intermediate Similarity NPC477075
0.8308 Intermediate Similarity NPC475281
0.8308 Intermediate Similarity NPC329923
0.8308 Intermediate Similarity NPC245094
0.8306 Intermediate Similarity NPC138372
0.8306 Intermediate Similarity NPC106228
0.8281 Intermediate Similarity NPC41129
0.8281 Intermediate Similarity NPC256983
0.8271 Intermediate Similarity NPC248703

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC142756 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
0.9344 High Similarity NPD7507 Approved
0.912 High Similarity NPD7319 Approved
0.9016 High Similarity NPD8033 Approved
0.878 High Similarity NPD8377 Approved
0.878 High Similarity NPD8294 Approved
0.871 High Similarity NPD8296 Approved
0.871 High Similarity NPD8380 Approved
0.871 High Similarity NPD8379 Approved
0.871 High Similarity NPD8378 Approved
0.871 High Similarity NPD8335 Approved
0.8548 High Similarity NPD7516 Approved
0.8468 Intermediate Similarity NPD7327 Approved
0.8468 Intermediate Similarity NPD7328 Approved
0.8145 Intermediate Similarity NPD8133 Approved
0.7895 Intermediate Similarity NPD7736 Approved
0.7886 Intermediate Similarity NPD6686 Approved
0.7863 Intermediate Similarity NPD8328 Phase 3
0.7846 Intermediate Similarity NPD7503 Approved
0.7687 Intermediate Similarity NPD8293 Discontinued
0.7674 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD6412 Phase 2
0.7576 Intermediate Similarity NPD8513 Phase 3
0.7576 Intermediate Similarity NPD8516 Approved
0.7576 Intermediate Similarity NPD8515 Approved
0.7576 Intermediate Similarity NPD8517 Approved
0.754 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7519 Intermediate Similarity NPD6370 Approved
0.7407 Intermediate Similarity NPD7492 Approved
0.7377 Intermediate Similarity NPD7638 Approved
0.7368 Intermediate Similarity NPD6059 Approved
0.7368 Intermediate Similarity NPD6054 Approved
0.7364 Intermediate Similarity NPD6882 Approved
0.7364 Intermediate Similarity NPD8297 Approved
0.736 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD6616 Approved
0.7317 Intermediate Similarity NPD7640 Approved
0.7317 Intermediate Similarity NPD7639 Approved
0.7302 Intermediate Similarity NPD6008 Approved
0.7299 Intermediate Similarity NPD7078 Approved
0.7273 Intermediate Similarity NPD7115 Discovery
0.7273 Intermediate Similarity NPD6009 Approved
0.7266 Intermediate Similarity NPD6373 Approved
0.7266 Intermediate Similarity NPD6372 Approved
0.7239 Intermediate Similarity NPD6319 Approved
0.7231 Intermediate Similarity NPD6053 Discontinued
0.723 Intermediate Similarity NPD7625 Phase 1
0.7209 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD7320 Approved
0.7185 Intermediate Similarity NPD6016 Approved
0.7185 Intermediate Similarity NPD6015 Approved
0.7176 Intermediate Similarity NPD4632 Approved
0.7165 Intermediate Similarity NPD5739 Approved
0.7165 Intermediate Similarity NPD6402 Approved
0.7165 Intermediate Similarity NPD7128 Approved
0.7165 Intermediate Similarity NPD6675 Approved
0.7154 Intermediate Similarity NPD6650 Approved
0.7154 Intermediate Similarity NPD6649 Approved
0.7132 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD5988 Approved
0.7054 Intermediate Similarity NPD6899 Approved
0.7054 Intermediate Similarity NPD6881 Approved
0.7023 Intermediate Similarity NPD8130 Phase 1
0.7023 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.6977 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6977 Remote Similarity NPD5697 Approved
0.6977 Remote Similarity NPD5701 Approved
0.6947 Remote Similarity NPD6883 Approved
0.6947 Remote Similarity NPD7290 Approved
0.6947 Remote Similarity NPD7102 Approved
0.6923 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6894 Remote Similarity NPD6869 Approved
0.6894 Remote Similarity NPD6617 Approved
0.6894 Remote Similarity NPD6847 Approved
0.688 Remote Similarity NPD7902 Approved
0.6879 Remote Similarity NPD6033 Approved
0.687 Remote Similarity NPD6014 Approved
0.687 Remote Similarity NPD6012 Approved
0.687 Remote Similarity NPD6013 Approved
0.6846 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6835 Remote Similarity NPD6067 Discontinued
0.6835 Remote Similarity NPD7604 Phase 2
0.6812 Remote Similarity NPD5983 Phase 2
0.6809 Remote Similarity NPD8074 Phase 3
0.6797 Remote Similarity NPD7632 Discontinued
0.6794 Remote Similarity NPD6011 Approved
0.6774 Remote Similarity NPD7748 Approved
0.6767 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6748 Remote Similarity NPD8034 Phase 2
0.6748 Remote Similarity NPD8035 Phase 2
0.6746 Remote Similarity NPD4755 Approved
0.6738 Remote Similarity NPD6336 Discontinued
0.6694 Remote Similarity NPD8171 Discontinued
0.6694 Remote Similarity NPD6399 Phase 3
0.6693 Remote Similarity NPD4225 Approved
0.6692 Remote Similarity NPD4634 Approved
0.6667 Remote Similarity NPD5211 Phase 2
0.6647 Remote Similarity NPD7799 Discontinued
0.6641 Remote Similarity NPD4696 Approved
0.6641 Remote Similarity NPD5286 Approved
0.6641 Remote Similarity NPD4700 Approved
0.6641 Remote Similarity NPD5285 Approved
0.664 Remote Similarity NPD7900 Approved
0.664 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6614 Remote Similarity NPD6083 Phase 2
0.6614 Remote Similarity NPD6084 Phase 2
0.6587 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6569 Remote Similarity NPD6274 Approved
0.6567 Remote Similarity NPD6371 Approved
0.6565 Remote Similarity NPD5141 Approved
0.6562 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6562 Remote Similarity NPD5696 Approved
0.6547 Remote Similarity NPD7100 Approved
0.6547 Remote Similarity NPD7101 Approved
0.6538 Remote Similarity NPD5224 Approved
0.6538 Remote Similarity NPD5226 Approved
0.6538 Remote Similarity NPD5225 Approved
0.6538 Remote Similarity NPD4633 Approved
0.6535 Remote Similarity NPD4697 Phase 3
0.6532 Remote Similarity NPD46 Approved
0.6532 Remote Similarity NPD6698 Approved
0.6515 Remote Similarity NPD4768 Approved
0.6515 Remote Similarity NPD4767 Approved
0.6507 Remote Similarity NPD7260 Phase 2
0.6504 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6503 Remote Similarity NPD8451 Approved
0.6489 Remote Similarity NPD5175 Approved
0.6489 Remote Similarity NPD5174 Approved
0.648 Remote Similarity NPD7515 Phase 2
0.6475 Remote Similarity NPD6335 Approved
0.6462 Remote Similarity NPD5223 Approved
0.6458 Remote Similarity NPD8448 Approved
0.6457 Remote Similarity NPD5695 Phase 3
0.6454 Remote Similarity NPD6909 Approved
0.6454 Remote Similarity NPD6908 Approved
0.6454 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6454 Remote Similarity NPD6921 Approved
0.6452 Remote Similarity NPD5328 Approved
0.6438 Remote Similarity NPD8391 Approved
0.6438 Remote Similarity NPD8390 Approved
0.6438 Remote Similarity NPD8392 Approved
0.6429 Remote Similarity NPD4202 Approved
0.6418 Remote Similarity NPD4729 Approved
0.6418 Remote Similarity NPD4730 Approved
0.6414 Remote Similarity NPD8337 Approved
0.6414 Remote Similarity NPD8336 Approved
0.6403 Remote Similarity NPD6317 Approved
0.6371 Remote Similarity NPD6903 Approved
0.6364 Remote Similarity NPD4754 Approved
0.6357 Remote Similarity NPD6314 Approved
0.6357 Remote Similarity NPD6313 Approved
0.6351 Remote Similarity NPD8338 Approved
0.6351 Remote Similarity NPD6845 Suspended
0.6351 Remote Similarity NPD8449 Approved
0.6349 Remote Similarity NPD5693 Phase 1
0.6349 Remote Similarity NPD6079 Approved
0.6341 Remote Similarity NPD7521 Approved
0.6341 Remote Similarity NPD7146 Approved
0.6341 Remote Similarity NPD7334 Approved
0.6341 Remote Similarity NPD6684 Approved
0.6341 Remote Similarity NPD5330 Approved
0.6341 Remote Similarity NPD6409 Approved
0.6336 Remote Similarity NPD5344 Discontinued
0.6324 Remote Similarity NPD5250 Approved
0.6324 Remote Similarity NPD5247 Approved
0.6324 Remote Similarity NPD5251 Approved
0.6324 Remote Similarity NPD5249 Phase 3
0.6324 Remote Similarity NPD5248 Approved
0.6319 Remote Similarity NPD8342 Approved
0.6319 Remote Similarity NPD8340 Approved
0.6319 Remote Similarity NPD8341 Approved
0.6319 Remote Similarity NPD8299 Approved
0.6309 Remote Similarity NPD8450 Suspended
0.6296 Remote Similarity NPD5128 Approved
0.626 Remote Similarity NPD7520 Clinical (unspecified phase)
0.625 Remote Similarity NPD7829 Approved
0.625 Remote Similarity NPD7642 Approved
0.625 Remote Similarity NPD7830 Approved
0.625 Remote Similarity NPD7122 Discontinued
0.625 Remote Similarity NPD6001 Approved
0.622 Remote Similarity NPD5281 Approved
0.622 Remote Similarity NPD5284 Approved
0.6216 Remote Similarity NPD5956 Approved
0.621 Remote Similarity NPD3618 Phase 1
0.619 Remote Similarity NPD6051 Approved
0.619 Remote Similarity NPD4753 Phase 2
0.619 Remote Similarity NPD6080 Approved
0.619 Remote Similarity NPD6673 Approved
0.619 Remote Similarity NPD6904 Approved
0.6182 Remote Similarity NPD5761 Phase 2
0.6182 Remote Similarity NPD5760 Phase 2
0.6164 Remote Similarity NPD7236 Approved
0.616 Remote Similarity NPD3573 Approved
0.6159 Remote Similarity NPD5216 Approved
0.6159 Remote Similarity NPD5217 Approved
0.6159 Remote Similarity NPD5215 Approved
0.6154 Remote Similarity NPD5222 Approved
0.6154 Remote Similarity NPD5221 Approved
0.6154 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6148 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6136 Remote Similarity NPD6648 Approved

Structure

External Identifiers

PubChem CID   10054800
ChEMBL   CHEMBL454779
ZINC  

Physicochemical Properties

Molecular Weight:  632.28
ALogP:  -1.7453
MLogP:  3.77
XLogP:  1.865
# Rotatable Bonds:  12
Polar Surface Area:  164.12
# H-Bond Aceptor:  12
# H-Bond Donor:  2
# Rings:  7
# Heavy Atoms:  45

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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