Natural Product: NPC88668

Natural Product ID:  NPC88668
Common Name:   Calactinicacid Methyl Ester
IUPAC Name:   methyl (2S,3R,5R)-2-[[(2R,3R,5S,8R,9S,10R,13R,14S,17R)-10-formyl-2,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-hydroxy-5-methyloxolane-3-carboxylate
Synonyms:   Calactinicacid Methyl Ester
Molecular Formula:   C30H42O10
Standard InCHIKey:  QLQSCJSKNAYZGB-WOASZFFQSA-N
Standard InCHI:  InChI=1S/C30H42O10/c1-16-12-29(35,25(34)37-3)26(39-16)40-23-11-18-4-5-21-20(28(18,15-31)13-22(23)32)6-8-27(2)19(7-9-30(21,27)36)17-10-24(33)38-14-17/h10,15-16,18-23,26,32,35-36H,4-9,11-14H2,1-3H3/t16-,18+,19-,20+,21-,22-,23-,26+,27-,28-,29+,30+/m1/s1
Canonical SMILES:  COC(=O)[C@@]1(O)C[C@H](O[C@H]1O[C@@H]1C[C@@H]2CC[C@@H]3[C@@H]([C@]2(C[C@H]1O)C=O)CC[C@]1([C@]3(O)CC[C@@H]1C1=CC(=O)OC1)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
NPO30295 Calotropis gigantea Species Apocynaceae Eukaryota Leaves PMID[16933890]
NPO26375 Viburnum grandifolium Species Adoxaceae Eukaryota UNPD*
NPO3369 Anemone narcissiflora Species Ranunculaceae Eukaryota UNPD*
NPO8349 Uga sinensis NA NA NA UNPD*
NPO2175 Hyperbaena columbica Species Menispermaceae Eukaryota UNPD*
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 3730 nM 16933890
NPT2 Others Unspecified IC50 = 5650 nM 16933890
NPT639 Cell Line NCI-H187 Homo sapiens IC50 = 14400 nM 16933890

  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 NPC88668 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
0.9274 High Similarity NPC17896
0.9274 High Similarity NPC251866
0.9274 High Similarity NPC70542
0.9274 High Similarity NPC284406
0.9274 High Similarity NPC471360
0.9274 High Similarity NPC469753
0.9274 High Similarity NPC10823
0.9274 High Similarity NPC471359
0.9274 High Similarity NPC469752
0.9274 High Similarity NPC469755
0.9274 High Similarity NPC89514
0.9274 High Similarity NPC6108
0.9274 High Similarity NPC86159
0.9274 High Similarity NPC471358
0.9274 High Similarity NPC471361
0.9274 High Similarity NPC471352
0.9274 High Similarity NPC9499
0.9274 High Similarity NPC469751
0.9274 High Similarity NPC219085
0.9274 High Similarity NPC197707
0.9274 High Similarity NPC180079
0.9274 High Similarity NPC469754
0.9213 High Similarity NPC171619
0.92 High Similarity NPC253456
0.92 High Similarity NPC159338
0.92 High Similarity NPC16569
0.9187 High Similarity NPC469750
0.9187 High Similarity NPC250556
0.9127 High Similarity NPC19124
0.9127 High Similarity NPC93416
0.9127 High Similarity NPC42670
0.912 High Similarity NPC91
0.9113 High Similarity NPC471356
0.9113 High Similarity NPC117702
0.9113 High Similarity NPC179412
0.9113 High Similarity NPC146456
0.9113 High Similarity NPC469757
0.9113 High Similarity NPC471357
0.9055 High Similarity NPC225385
0.9055 High Similarity NPC247190
0.9055 High Similarity NPC477709
0.9055 High Similarity NPC476221
0.9055 High Similarity NPC298783
0.9055 High Similarity NPC157817
0.9055 High Similarity NPC116075
0.9055 High Similarity NPC32793
0.9055 High Similarity NPC469749
0.9055 High Similarity NPC104585
0.9055 High Similarity NPC146857
0.9024 High Similarity NPC27363
0.8992 High Similarity NPC59288
0.8984 High Similarity NPC329636
0.8968 High Similarity NPC125077
0.8968 High Similarity NPC329986
0.8968 High Similarity NPC232785
0.8968 High Similarity NPC276838
0.8968 High Similarity NPC188234
0.8968 High Similarity NPC140092
0.8915 High Similarity NPC194716
0.8906 High Similarity NPC142756
0.8889 High Similarity NPC311534
0.8852 High Similarity NPC9674
0.8852 High Similarity NPC19028
0.8846 High Similarity NPC329675
0.881 High Similarity NPC240070
0.881 High Similarity NPC329784
0.876 High Similarity NPC196931
0.8682 High Similarity NPC471855
0.8629 High Similarity NPC472004
0.8607 High Similarity NPC469794
0.8607 High Similarity NPC106228
0.8607 High Similarity NPC138372
0.8607 High Similarity NPC72772
0.8561 High Similarity NPC62172
0.8561 High Similarity NPC289700
0.855 High Similarity NPC471234
0.8537 High Similarity NPC152615
0.8529 High Similarity NPC471172
0.8527 High Similarity NPC231529
0.8527 High Similarity NPC471407
0.8525 High Similarity NPC178289
0.8516 High Similarity NPC42399
0.8516 High Similarity NPC298841
0.848 Intermediate Similarity NPC470312
0.8467 Intermediate Similarity NPC194854
0.8467 Intermediate Similarity NPC48813
0.8462 Intermediate Similarity NPC173347
0.8456 Intermediate Similarity NPC471171
0.8455 Intermediate Similarity NPC5311
0.8455 Intermediate Similarity NPC310341
0.8455 Intermediate Similarity NPC99620
0.8455 Intermediate Similarity NPC193382
0.8455 Intermediate Similarity NPC199428
0.8438 Intermediate Similarity NPC174367
0.8438 Intermediate Similarity NPC47113
0.8433 Intermediate Similarity NPC75616
0.8425 Intermediate Similarity NPC471392
0.8406 Intermediate Similarity NPC475462
0.8406 Intermediate Similarity NPC16729
0.84 Intermediate Similarity NPC329905
0.8397 Intermediate Similarity NPC478154
0.8397 Intermediate Similarity NPC477195
0.8387 Intermediate Similarity NPC142066
0.8387 Intermediate Similarity NPC77319
0.8387 Intermediate Similarity NPC93883
0.8387 Intermediate Similarity NPC158344
0.8387 Intermediate Similarity NPC244402
0.8387 Intermediate Similarity NPC99728
0.8387 Intermediate Similarity NPC50305
0.8387 Intermediate Similarity NPC471355
0.8387 Intermediate Similarity NPC471354
0.8387 Intermediate Similarity NPC471353
0.8387 Intermediate Similarity NPC27507
0.8387 Intermediate Similarity NPC471351
0.8387 Intermediate Similarity NPC87250
0.8387 Intermediate Similarity NPC473852
0.8387 Intermediate Similarity NPC309034
0.8387 Intermediate Similarity NPC243196
0.8387 Intermediate Similarity NPC84987
0.8387 Intermediate Similarity NPC196429
0.8387 Intermediate Similarity NPC157376
0.8387 Intermediate Similarity NPC474418
0.8387 Intermediate Similarity NPC34390
0.8385 Intermediate Similarity NPC476851
0.8382 Intermediate Similarity NPC48414
0.8382 Intermediate Similarity NPC5153
0.8374 Intermediate Similarity NPC69576
0.8374 Intermediate Similarity NPC471633
0.8374 Intermediate Similarity NPC84949
0.8374 Intermediate Similarity NPC31354
0.8372 Intermediate Similarity NPC470780
0.8359 Intermediate Similarity NPC75856
0.8359 Intermediate Similarity NPC469379
0.8359 Intermediate Similarity NPC86346
0.8346 Intermediate Similarity NPC269642
0.8346 Intermediate Similarity NPC222688
0.8346 Intermediate Similarity NPC28532
0.8333 Intermediate Similarity NPC109973
0.8333 Intermediate Similarity NPC281840
0.8333 Intermediate Similarity NPC478151
0.8333 Intermediate Similarity NPC474466
0.8333 Intermediate Similarity NPC475136
0.8321 Intermediate Similarity NPC262796
0.8321 Intermediate Similarity NPC241935
0.8321 Intermediate Similarity NPC478065
0.8321 Intermediate Similarity NPC45346
0.8321 Intermediate Similarity NPC264566
0.8321 Intermediate Similarity NPC329993
0.8321 Intermediate Similarity NPC172374
0.8321 Intermediate Similarity NPC476074
0.8321 Intermediate Similarity NPC476852
0.8321 Intermediate Similarity NPC478064
0.8321 Intermediate Similarity NPC173435
0.8321 Intermediate Similarity NPC279478
0.8321 Intermediate Similarity NPC301639
0.8321 Intermediate Similarity NPC134914
0.8321 Intermediate Similarity NPC25998
0.8321 Intermediate Similarity NPC475167
0.8321 Intermediate Similarity NPC478155
0.8321 Intermediate Similarity NPC475377
0.832 Intermediate Similarity NPC83287
0.8308 Intermediate Similarity NPC473620
0.8306 Intermediate Similarity NPC471816
0.8306 Intermediate Similarity NPC49492
0.8306 Intermediate Similarity NPC266728
0.8296 Intermediate Similarity NPC79250
0.8296 Intermediate Similarity NPC290746
0.8281 Intermediate Similarity NPC469382
0.8279 Intermediate Similarity NPC471251
0.8271 Intermediate Similarity NPC476778
0.8271 Intermediate Similarity NPC476777
0.8268 Intermediate Similarity NPC470779
0.8258 Intermediate Similarity NPC478153
0.8258 Intermediate Similarity NPC34963
0.8258 Intermediate Similarity NPC478152
0.8258 Intermediate Similarity NPC478150
0.8258 Intermediate Similarity NPC155529
0.8254 Intermediate Similarity NPC55532
0.8254 Intermediate Similarity NPC44899
0.8254 Intermediate Similarity NPC477071
0.8254 Intermediate Similarity NPC292467
0.8254 Intermediate Similarity NPC32177
0.8254 Intermediate Similarity NPC470897
0.8254 Intermediate Similarity NPC30483
0.8254 Intermediate Similarity NPC304260
0.8254 Intermediate Similarity NPC5883
0.8254 Intermediate Similarity NPC469756
0.8254 Intermediate Similarity NPC29639
0.8254 Intermediate Similarity NPC319570
0.8254 Intermediate Similarity NPC236973
0.8244 Intermediate Similarity NPC470851
0.8244 Intermediate Similarity NPC476966
0.8244 Intermediate Similarity NPC472770
0.8244 Intermediate Similarity NPC35109
0.8244 Intermediate Similarity NPC473593
0.8244 Intermediate Similarity NPC477196
0.824 Intermediate Similarity NPC474483
0.824 Intermediate Similarity NPC290693
0.824 Intermediate Similarity NPC203862
0.8231 Intermediate Similarity NPC287423

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC88668 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
0.9274 High Similarity NPD7319 Approved
0.9187 High Similarity NPD7507 Approved
0.845 Intermediate Similarity NPD7736 Approved
0.84 Intermediate Similarity NPD7516 Approved
0.8372 Intermediate Similarity NPD8293 Discontinued
0.8346 Intermediate Similarity NPD6370 Approved
0.832 Intermediate Similarity NPD7327 Approved
0.832 Intermediate Similarity NPD7328 Approved
0.8231 Intermediate Similarity NPD7078 Approved
0.8217 Intermediate Similarity NPD7492 Approved
0.8189 Intermediate Similarity NPD6054 Approved
0.8189 Intermediate Similarity NPD6059 Approved
0.8189 Intermediate Similarity NPD8377 Approved
0.8189 Intermediate Similarity NPD8294 Approved
0.8154 Intermediate Similarity NPD6616 Approved
0.8125 Intermediate Similarity NPD8033 Approved
0.8125 Intermediate Similarity NPD8378 Approved
0.8125 Intermediate Similarity NPD8380 Approved
0.8125 Intermediate Similarity NPD8296 Approved
0.8125 Intermediate Similarity NPD8379 Approved
0.8125 Intermediate Similarity NPD8335 Approved
0.7984 Intermediate Similarity NPD6015 Approved
0.7984 Intermediate Similarity NPD6016 Approved
0.7923 Intermediate Similarity NPD5988 Approved
0.7907 Intermediate Similarity NPD6319 Approved
0.7886 Intermediate Similarity NPD6686 Approved
0.7863 Intermediate Similarity NPD8328 Phase 3
0.7778 Intermediate Similarity NPD6882 Approved
0.768 Intermediate Similarity NPD6373 Approved
0.768 Intermediate Similarity NPD6372 Approved
0.7674 Intermediate Similarity NPD6009 Approved
0.7638 Intermediate Similarity NPD8297 Approved
0.763 Intermediate Similarity NPD6033 Approved
0.76 Intermediate Similarity NPD7320 Approved
0.7581 Intermediate Similarity NPD6402 Approved
0.7581 Intermediate Similarity NPD5739 Approved
0.7581 Intermediate Similarity NPD6675 Approved
0.7581 Intermediate Similarity NPD7128 Approved
0.7578 Intermediate Similarity NPD8133 Approved
0.7578 Intermediate Similarity NPD4632 Approved
0.7576 Intermediate Similarity NPD7503 Approved
0.7559 Intermediate Similarity NPD6650 Approved
0.7559 Intermediate Similarity NPD6649 Approved
0.7538 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD7638 Approved
0.752 Intermediate Similarity NPD6412 Phase 2
0.746 Intermediate Similarity NPD6899 Approved
0.746 Intermediate Similarity NPD6881 Approved
0.746 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD7639 Approved
0.7459 Intermediate Similarity NPD7640 Approved
0.7405 Intermediate Similarity NPD7115 Discovery
0.7381 Intermediate Similarity NPD5701 Approved
0.7381 Intermediate Similarity NPD5697 Approved
0.7344 Intermediate Similarity NPD7290 Approved
0.7344 Intermediate Similarity NPD6883 Approved
0.7344 Intermediate Similarity NPD7102 Approved
0.7344 Intermediate Similarity NPD4634 Approved
0.7313 Intermediate Similarity NPD8517 Approved
0.7313 Intermediate Similarity NPD8513 Phase 3
0.7313 Intermediate Similarity NPD8516 Approved
0.7313 Intermediate Similarity NPD8515 Approved
0.7302 Intermediate Similarity NPD6008 Approved
0.7287 Intermediate Similarity NPD6869 Approved
0.7287 Intermediate Similarity NPD6617 Approved
0.7287 Intermediate Similarity NPD6847 Approved
0.7287 Intermediate Similarity NPD8130 Phase 1
0.7266 Intermediate Similarity NPD6012 Approved
0.7266 Intermediate Similarity NPD6014 Approved
0.7266 Intermediate Similarity NPD6013 Approved
0.7266 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7206 Intermediate Similarity NPD7604 Phase 2
0.7188 Intermediate Similarity NPD6011 Approved
0.7185 Intermediate Similarity NPD5983 Phase 2
0.7154 Intermediate Similarity NPD4755 Approved
0.7154 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD6336 Discontinued
0.7099 Intermediate Similarity NPD6053 Discontinued
0.7097 Intermediate Similarity NPD4225 Approved
0.708 Intermediate Similarity NPD6067 Discontinued
0.7063 Intermediate Similarity NPD5211 Phase 2
0.704 Intermediate Similarity NPD5285 Approved
0.704 Intermediate Similarity NPD5286 Approved
0.704 Intermediate Similarity NPD4696 Approved
0.704 Intermediate Similarity NPD4700 Approved
0.7016 Intermediate Similarity NPD6083 Phase 2
0.7016 Intermediate Similarity NPD6084 Phase 2
0.7 Intermediate Similarity NPD7625 Phase 1
0.6977 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6953 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6953 Remote Similarity NPD5141 Approved
0.6951 Remote Similarity NPD7799 Discontinued
0.694 Remote Similarity NPD6274 Approved
0.6935 Remote Similarity NPD4697 Phase 3
0.6934 Remote Similarity NPD6921 Approved
0.6934 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6929 Remote Similarity NPD5224 Approved
0.6929 Remote Similarity NPD7632 Discontinued
0.6929 Remote Similarity NPD5226 Approved
0.6929 Remote Similarity NPD5225 Approved
0.6929 Remote Similarity NPD4633 Approved
0.6912 Remote Similarity NPD7100 Approved
0.6912 Remote Similarity NPD7101 Approved
0.6901 Remote Similarity NPD5956 Approved
0.6899 Remote Similarity NPD4767 Approved
0.6899 Remote Similarity NPD4768 Approved
0.6875 Remote Similarity NPD5174 Approved
0.6875 Remote Similarity NPD5175 Approved
0.685 Remote Similarity NPD5223 Approved
0.6838 Remote Similarity NPD6335 Approved
0.6825 Remote Similarity NPD5696 Approved
0.6818 Remote Similarity NPD6371 Approved
0.6812 Remote Similarity NPD6909 Approved
0.6812 Remote Similarity NPD6908 Approved
0.6809 Remote Similarity NPD8074 Phase 3
0.6794 Remote Similarity NPD4730 Approved
0.6794 Remote Similarity NPD4729 Approved
0.6767 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6765 Remote Similarity NPD6317 Approved
0.6744 Remote Similarity NPD4754 Approved
0.672 Remote Similarity NPD6356 Clinical (unspecified phase)
0.672 Remote Similarity NPD5695 Phase 3
0.6719 Remote Similarity NPD1700 Approved
0.6715 Remote Similarity NPD6314 Approved
0.6715 Remote Similarity NPD6313 Approved
0.6692 Remote Similarity NPD5251 Approved
0.6692 Remote Similarity NPD5249 Phase 3
0.6692 Remote Similarity NPD5247 Approved
0.6692 Remote Similarity NPD5250 Approved
0.6692 Remote Similarity NPD5248 Approved
0.6667 Remote Similarity NPD5128 Approved
0.6613 Remote Similarity NPD5693 Phase 1
0.6585 Remote Similarity NPD4753 Phase 2
0.6585 Remote Similarity NPD5328 Approved
0.6577 Remote Similarity NPD6334 Approved
0.6577 Remote Similarity NPD6333 Approved
0.6565 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6565 Remote Similarity NPD4057 Clinical (unspecified phase)
0.656 Remote Similarity NPD6399 Phase 3
0.656 Remote Similarity NPD4202 Approved
0.6535 Remote Similarity NPD5222 Approved
0.6535 Remote Similarity NPD5221 Approved
0.6535 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6519 Remote Similarity NPD5215 Approved
0.6519 Remote Similarity NPD5217 Approved
0.6519 Remote Similarity NPD5216 Approved
0.651 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6507 Remote Similarity NPD7260 Phase 2
0.6484 Remote Similarity NPD5173 Approved
0.6484 Remote Similarity NPD7902 Approved
0.648 Remote Similarity NPD8035 Phase 2
0.648 Remote Similarity NPD6079 Approved
0.648 Remote Similarity NPD8034 Phase 2
0.6463 Remote Similarity NPD6845 Suspended
0.6457 Remote Similarity NPD5210 Approved
0.6457 Remote Similarity NPD4629 Approved
0.6452 Remote Similarity NPD6904 Approved
0.6452 Remote Similarity NPD6080 Approved
0.6452 Remote Similarity NPD6673 Approved
0.6449 Remote Similarity NPD6868 Approved
0.6444 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6444 Remote Similarity NPD5135 Approved
0.6444 Remote Similarity NPD5169 Approved
0.64 Remote Similarity NPD6698 Approved
0.64 Remote Similarity NPD46 Approved
0.6397 Remote Similarity NPD5127 Approved
0.6389 Remote Similarity NPD8451 Approved
0.638 Remote Similarity NPD5760 Phase 2
0.638 Remote Similarity NPD5761 Phase 2
0.6378 Remote Similarity NPD7748 Approved
0.6378 Remote Similarity NPD6001 Approved
0.6371 Remote Similarity NPD5737 Approved
0.6371 Remote Similarity NPD6672 Approved
0.6371 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6371 Remote Similarity NPD6903 Approved
0.6364 Remote Similarity NPD7642 Approved
0.6351 Remote Similarity NPD8338 Approved
0.6349 Remote Similarity NPD7515 Phase 2
0.6345 Remote Similarity NPD8448 Approved
0.6341 Remote Similarity NPD3618 Phase 1
0.6341 Remote Similarity NPD7146 Approved
0.6341 Remote Similarity NPD6684 Approved
0.6341 Remote Similarity NPD7334 Approved
0.6341 Remote Similarity NPD5330 Approved
0.6341 Remote Similarity NPD6409 Approved
0.6341 Remote Similarity NPD7521 Approved
0.6336 Remote Similarity NPD5344 Discontinued
0.6328 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6327 Remote Similarity NPD8391 Approved
0.6327 Remote Similarity NPD8392 Approved
0.6327 Remote Similarity NPD8390 Approved
0.6312 Remote Similarity NPD4522 Approved
0.6301 Remote Similarity NPD8337 Approved
0.6301 Remote Similarity NPD8336 Approved
0.6299 Remote Similarity NPD8171 Discontinued
0.627 Remote Similarity NPD5785 Approved
0.6266 Remote Similarity NPD7236 Approved

Structure

External Identifiers

PubChem CID   44583861
ChEMBL   CHEMBL499114
ZINC  

Physicochemical Properties

Molecular Weight:  562.28
ALogP:  -1.2828
MLogP:  3.66
XLogP:  1.103
# Rotatable Bonds:  12
Polar Surface Area:  148.82
# H-Bond Aceptor:  10
# H-Bond Donor:  3
# Rings:  6
# Heavy Atoms:  40

Download Data

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