Natural Product: NPC471740

Natural Product ID:  NPC471740
Common Name:   (8E)-4Alpha-Acetoxy-12Alpha,13Alpha-Epoxycembra-1(15),8-Diene
IUPAC Name:   [(1S,6S,10E,14R)-6,10,14-trimethyl-2-oxo-3-propan-2-ylidene-15-oxabicyclo[12.1.0]pentadec-10-en-6-yl] acetate
Synonyms:  
Molecular Formula:   C22H34O4
Standard InCHIKey:  QRIAHPSWAQTBHB-ZUBFFHLMSA-N
Standard InCHI:  InChI=1S/C22H34O4/c1-15(2)18-11-14-21(5,25-17(4)23)12-7-9-16(3)10-8-13-22(6)20(26-22)19(18)24/h10,20H,7-9,11-14H2,1-6H3/b16-10+/t20-,21+,22-/m1/s1
Canonical SMILES:  C/C/1=CCC[C@@]2(C)O[C@@H]2C(=O)C(=C(C)C)CC[C@@](CCC1)(C)OC(=O)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
NPO11601 Chandonanthus hirtellus Species Anastrophyllaceae Eukaryota China PMID[24491225]
NPO32786 chandonanthus birmensis Species Anastrophyllaceae Eukaryota China PMID[24491225]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT306 Cell Line PC-3 Homo sapiens IC50 > 50000 nM 10.6019/CHEMBL1201861
NPT2452 Cell Line NCI-H292 IC50 > 50000 nM 14987072
NPT90 Cell Line DU-145 Homo sapiens IC50 > 50000 nM 17685651
NPT2410 Cell Line NCI-H1299 Homo sapiens IC50 = 41600 nM 16472241
NPT2 Others Unspecified IC50 = 47100 nM 23347584
NPT2 Others Unspecified IC50 > 50000 nM 24387683
NPT81 Cell Line A549 Homo sapiens IC50 > 50000 nM 22394155

  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 NPC471740 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
0.9733 High Similarity NPC286229
0.9211 High Similarity NPC622
0.9211 High Similarity NPC276647
0.9012 High Similarity NPC471738
0.9012 High Similarity NPC471739
0.8452 Intermediate Similarity NPC475902
0.8333 Intermediate Similarity NPC197333
0.8267 Intermediate Similarity NPC477448
0.8267 Intermediate Similarity NPC477449
0.8161 Intermediate Similarity NPC20713
0.8158 Intermediate Similarity NPC475310
0.8023 Intermediate Similarity NPC471047
0.8023 Intermediate Similarity NPC469628
0.8023 Intermediate Similarity NPC469631
0.8023 Intermediate Similarity NPC475906
0.8023 Intermediate Similarity NPC469653
0.8 Intermediate Similarity NPC476275
0.7976 Intermediate Similarity NPC120726
0.7976 Intermediate Similarity NPC32565
0.7865 Intermediate Similarity NPC202824
0.7865 Intermediate Similarity NPC477361
0.7857 Intermediate Similarity NPC170377
0.7857 Intermediate Similarity NPC475622
0.7857 Intermediate Similarity NPC108045
0.7841 Intermediate Similarity NPC469718
0.7841 Intermediate Similarity NPC329857
0.7831 Intermediate Similarity NPC79277
0.7831 Intermediate Similarity NPC475481
0.7816 Intermediate Similarity NPC472008
0.7802 Intermediate Similarity NPC477354
0.7792 Intermediate Similarity NPC261398
0.7791 Intermediate Similarity NPC38576
0.7791 Intermediate Similarity NPC279859
0.775 Intermediate Similarity NPC475861
0.7742 Intermediate Similarity NPC469551
0.7711 Intermediate Similarity NPC304795
0.7711 Intermediate Similarity NPC223904
0.7692 Intermediate Similarity NPC474490
0.7674 Intermediate Similarity NPC474547
0.7674 Intermediate Similarity NPC96621
0.7667 Intermediate Similarity NPC165383
0.7654 Intermediate Similarity NPC474527
0.7654 Intermediate Similarity NPC471726
0.7647 Intermediate Similarity NPC53867
0.7647 Intermediate Similarity NPC475989
0.7625 Intermediate Similarity NPC474551
0.759 Intermediate Similarity NPC469690
0.759 Intermediate Similarity NPC469620
0.7586 Intermediate Similarity NPC469676
0.7586 Intermediate Similarity NPC472009
0.7586 Intermediate Similarity NPC261721
0.7582 Intermediate Similarity NPC148463
0.7582 Intermediate Similarity NPC469632
0.7561 Intermediate Similarity NPC476325
0.7561 Intermediate Similarity NPC476264
0.7529 Intermediate Similarity NPC221231
0.7529 Intermediate Similarity NPC471326
0.7529 Intermediate Similarity NPC85772
0.7528 Intermediate Similarity NPC83423
0.7527 Intermediate Similarity NPC87090
0.75 Intermediate Similarity NPC474947
0.75 Intermediate Similarity NPC472018
0.75 Intermediate Similarity NPC167145
0.75 Intermediate Similarity NPC266957
0.75 Intermediate Similarity NPC238425
0.75 Intermediate Similarity NPC472007
0.75 Intermediate Similarity NPC474510
0.75 Intermediate Similarity NPC72513
0.75 Intermediate Similarity NPC474543
0.75 Intermediate Similarity NPC475703
0.75 Intermediate Similarity NPC179659
0.7474 Intermediate Similarity NPC264477
0.7474 Intermediate Similarity NPC477511
0.7474 Intermediate Similarity NPC477356
0.7474 Intermediate Similarity NPC472753
0.7473 Intermediate Similarity NPC248193
0.7471 Intermediate Similarity NPC472686
0.7471 Intermediate Similarity NPC290329
0.747 Intermediate Similarity NPC474341
0.747 Intermediate Similarity NPC474056
0.7468 Intermediate Similarity NPC69462
0.7449 Intermediate Similarity NPC474716
0.7447 Intermediate Similarity NPC477355
0.7447 Intermediate Similarity NPC264378
0.7444 Intermediate Similarity NPC51653
0.7442 Intermediate Similarity NPC272814
0.7442 Intermediate Similarity NPC1761
0.7442 Intermediate Similarity NPC52609
0.7442 Intermediate Similarity NPC475842
0.7442 Intermediate Similarity NPC474703
0.7439 Intermediate Similarity NPC266119
0.7439 Intermediate Similarity NPC474447
0.7436 Intermediate Similarity NPC134385
0.7419 Intermediate Similarity NPC473291
0.7419 Intermediate Similarity NPC472674
0.7419 Intermediate Similarity NPC121036
0.7419 Intermediate Similarity NPC17585
0.7416 Intermediate Similarity NPC201046
0.7412 Intermediate Similarity NPC474353
0.7412 Intermediate Similarity NPC141810
0.7412 Intermediate Similarity NPC471325
0.7407 Intermediate Similarity NPC167049
0.7407 Intermediate Similarity NPC469691
0.7407 Intermediate Similarity NPC330016
0.7396 Intermediate Similarity NPC472754
0.7391 Intermediate Similarity NPC140543
0.7386 Intermediate Similarity NPC475491
0.7386 Intermediate Similarity NPC469626
0.7386 Intermediate Similarity NPC474045
0.7386 Intermediate Similarity NPC261253
0.7386 Intermediate Similarity NPC122502
0.7386 Intermediate Similarity NPC220478
0.7381 Intermediate Similarity NPC617
0.7363 Intermediate Similarity NPC166110
0.7363 Intermediate Similarity NPC219874
0.7356 Intermediate Similarity NPC474359
0.7356 Intermediate Similarity NPC72464
0.7356 Intermediate Similarity NPC475796
0.7349 Intermediate Similarity NPC180290
0.7342 Intermediate Similarity NPC107130
0.7333 Intermediate Similarity NPC95364
0.7333 Intermediate Similarity NPC142159
0.7333 Intermediate Similarity NPC475971
0.7333 Intermediate Similarity NPC280833
0.7333 Intermediate Similarity NPC166919
0.7326 Intermediate Similarity NPC35556
0.7326 Intermediate Similarity NPC475936
0.7326 Intermediate Similarity NPC173609
0.732 Intermediate Similarity NPC472755
0.7317 Intermediate Similarity NPC469678
0.7317 Intermediate Similarity NPC324762
0.7317 Intermediate Similarity NPC469669
0.7317 Intermediate Similarity NPC475771
0.7312 Intermediate Similarity NPC470974
0.7312 Intermediate Similarity NPC31021
0.7312 Intermediate Similarity NPC470978
0.7303 Intermediate Similarity NPC231889
0.7294 Intermediate Similarity NPC472948
0.7294 Intermediate Similarity NPC103634
0.7292 Intermediate Similarity NPC128733
0.7292 Intermediate Similarity NPC185141
0.7292 Intermediate Similarity NPC133907
0.7292 Intermediate Similarity NPC201718
0.7292 Intermediate Similarity NPC474339
0.7292 Intermediate Similarity NPC110443
0.7292 Intermediate Similarity NPC476270
0.7292 Intermediate Similarity NPC46998
0.7292 Intermediate Similarity NPC164598
0.7273 Intermediate Similarity NPC261380
0.7273 Intermediate Similarity NPC99395
0.7273 Intermediate Similarity NPC197903
0.7263 Intermediate Similarity NPC54843
0.7263 Intermediate Similarity NPC161855
0.7262 Intermediate Similarity NPC128276
0.7253 Intermediate Similarity NPC62815
0.7253 Intermediate Similarity NPC316228
0.7253 Intermediate Similarity NPC475748
0.7253 Intermediate Similarity NPC471818
0.7253 Intermediate Similarity NPC251385
0.7253 Intermediate Similarity NPC477684
0.7253 Intermediate Similarity NPC49342
0.725 Intermediate Similarity NPC472955
0.725 Intermediate Similarity NPC469660
0.7245 Intermediate Similarity NPC477510
0.7245 Intermediate Similarity NPC474741
0.7245 Intermediate Similarity NPC471143
0.7241 Intermediate Similarity NPC318468
0.7241 Intermediate Similarity NPC475947
0.7241 Intermediate Similarity NPC222358
0.7234 Intermediate Similarity NPC184065
0.7229 Intermediate Similarity NPC472959
0.7229 Intermediate Similarity NPC226242
0.7229 Intermediate Similarity NPC271070
0.7229 Intermediate Similarity NPC239127
0.7216 Intermediate Similarity NPC39996
0.7216 Intermediate Similarity NPC118405
0.7215 Intermediate Similarity NPC276290
0.7209 Intermediate Similarity NPC112868
0.7209 Intermediate Similarity NPC39411
0.7209 Intermediate Similarity NPC255580
0.7204 Intermediate Similarity NPC121825
0.7204 Intermediate Similarity NPC476267
0.7204 Intermediate Similarity NPC471147
0.72 Intermediate Similarity NPC229252
0.72 Intermediate Similarity NPC143857
0.7195 Intermediate Similarity NPC476355
0.7195 Intermediate Similarity NPC140287
0.7195 Intermediate Similarity NPC160540
0.7191 Intermediate Similarity NPC70555
0.7191 Intermediate Similarity NPC104961
0.7191 Intermediate Similarity NPC70422
0.7188 Intermediate Similarity NPC477512
0.7176 Intermediate Similarity NPC178277
0.7176 Intermediate Similarity NPC268502
0.7176 Intermediate Similarity NPC82488
0.7176 Intermediate Similarity NPC254996
0.7176 Intermediate Similarity NPC113363
0.7176 Intermediate Similarity NPC308545
0.7176 Intermediate Similarity NPC471299
0.7176 Intermediate Similarity NPC136033

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471740 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
0.7273 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD5369 Approved
0.7179 Intermediate Similarity NPD7331 Phase 2
0.7079 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD6672 Approved
0.7033 Intermediate Similarity NPD5737 Approved
0.7 Intermediate Similarity NPD5786 Approved
0.6962 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6957 Remote Similarity NPD6101 Approved
0.6932 Remote Similarity NPD6435 Approved
0.6889 Remote Similarity NPD5363 Approved
0.6882 Remote Similarity NPD46 Approved
0.6882 Remote Similarity NPD6698 Approved
0.6809 Remote Similarity NPD7983 Approved
0.6809 Remote Similarity NPD6411 Approved
0.6774 Remote Similarity NPD6080 Approved
0.6774 Remote Similarity NPD6904 Approved
0.6774 Remote Similarity NPD6673 Approved
0.6771 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6744 Remote Similarity NPD4756 Discovery
0.6742 Remote Similarity NPD5209 Approved
0.6742 Remote Similarity NPD4270 Approved
0.6742 Remote Similarity NPD4269 Approved
0.6737 Remote Similarity NPD5778 Approved
0.6737 Remote Similarity NPD5779 Approved
0.6705 Remote Similarity NPD5368 Approved
0.6702 Remote Similarity NPD5785 Approved
0.6667 Remote Similarity NPD7154 Phase 3
0.6667 Remote Similarity NPD5282 Discontinued
0.6667 Remote Similarity NPD7128 Approved
0.6667 Remote Similarity NPD5739 Approved
0.6667 Remote Similarity NPD6675 Approved
0.6667 Remote Similarity NPD6402 Approved
0.6633 Remote Similarity NPD6084 Phase 2
0.6633 Remote Similarity NPD6083 Phase 2
0.6632 Remote Similarity NPD6050 Approved
0.663 Remote Similarity NPD6684 Approved
0.663 Remote Similarity NPD6422 Discontinued
0.663 Remote Similarity NPD7334 Approved
0.663 Remote Similarity NPD7146 Approved
0.663 Remote Similarity NPD6409 Approved
0.663 Remote Similarity NPD5330 Approved
0.663 Remote Similarity NPD7521 Approved
0.6625 Remote Similarity NPD7341 Phase 2
0.6598 Remote Similarity NPD5695 Phase 3
0.6543 Remote Similarity NPD3704 Approved
0.6538 Remote Similarity NPD6881 Approved
0.6538 Remote Similarity NPD6899 Approved
0.6538 Remote Similarity NPD7320 Approved
0.6531 Remote Similarity NPD7839 Suspended
0.6526 Remote Similarity NPD5692 Phase 3
0.6517 Remote Similarity NPD4252 Approved
0.6512 Remote Similarity NPD8039 Approved
0.6505 Remote Similarity NPD6008 Approved
0.65 Remote Similarity NPD3197 Phase 1
0.6489 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6489 Remote Similarity NPD6903 Approved
0.6484 Remote Similarity NPD5362 Discontinued
0.6476 Remote Similarity NPD6372 Approved
0.6476 Remote Similarity NPD6373 Approved
0.6458 Remote Similarity NPD5694 Approved
0.6458 Remote Similarity NPD5693 Phase 1
0.6452 Remote Similarity NPD6098 Approved
0.6442 Remote Similarity NPD5697 Approved
0.6442 Remote Similarity NPD5701 Approved
0.6442 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6421 Remote Similarity NPD1695 Approved
0.6415 Remote Similarity NPD7102 Approved
0.6415 Remote Similarity NPD7290 Approved
0.6415 Remote Similarity NPD6883 Approved
0.64 Remote Similarity NPD5696 Approved
0.6383 Remote Similarity NPD3573 Approved
0.6381 Remote Similarity NPD6011 Approved
0.6375 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6374 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6374 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6355 Remote Similarity NPD6847 Approved
0.6355 Remote Similarity NPD6649 Approved
0.6355 Remote Similarity NPD8130 Phase 1
0.6355 Remote Similarity NPD6869 Approved
0.6355 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6355 Remote Similarity NPD6617 Approved
0.6355 Remote Similarity NPD6650 Approved
0.6333 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6327 Remote Similarity NPD7748 Approved
0.6327 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6327 Remote Similarity NPD7900 Approved
0.6321 Remote Similarity NPD6014 Approved
0.6321 Remote Similarity NPD6012 Approved
0.6321 Remote Similarity NPD6013 Approved
0.6296 Remote Similarity NPD6882 Approved
0.6296 Remote Similarity NPD8297 Approved
0.6292 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6263 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6262 Remote Similarity NPD6371 Approved
0.6224 Remote Similarity NPD6399 Phase 3
0.6216 Remote Similarity NPD29 Approved
0.6216 Remote Similarity NPD28 Approved
0.6186 Remote Similarity NPD7838 Discovery
0.617 Remote Similarity NPD1694 Approved
0.6154 Remote Similarity NPD8779 Phase 3
0.6154 Remote Similarity NPD4820 Approved
0.6154 Remote Similarity NPD4695 Discontinued
0.6154 Remote Similarity NPD4819 Approved
0.6154 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4822 Approved
0.6154 Remote Similarity NPD4821 Approved
0.6139 Remote Similarity NPD7902 Approved
0.6139 Remote Similarity NPD5959 Approved
0.6122 Remote Similarity NPD7515 Phase 2
0.61 Remote Similarity NPD5654 Approved
0.6082 Remote Similarity NPD5370 Suspended
0.6082 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6071 Remote Similarity NPD7115 Discovery
0.6053 Remote Similarity NPD6319 Approved
0.6018 Remote Similarity NPD6335 Approved
0.5983 Remote Similarity NPD7492 Approved
0.5982 Remote Similarity NPD6868 Approved
0.5982 Remote Similarity NPD6274 Approved
0.598 Remote Similarity NPD4755 Approved
0.5979 Remote Similarity NPD5208 Approved
0.5974 Remote Similarity NPD3195 Phase 2
0.5974 Remote Similarity NPD4266 Approved
0.5974 Remote Similarity NPD3196 Approved
0.5974 Remote Similarity NPD3194 Approved
0.5965 Remote Similarity NPD7101 Approved
0.5965 Remote Similarity NPD7100 Approved
0.596 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5957 Remote Similarity NPD6110 Phase 1
0.5957 Remote Similarity NPD5332 Approved
0.5957 Remote Similarity NPD5331 Approved
0.5938 Remote Similarity NPD5279 Phase 3
0.5934 Remote Similarity NPD3732 Approved
0.5934 Remote Similarity NPD4268 Approved
0.5934 Remote Similarity NPD4271 Approved
0.5932 Remote Similarity NPD6616 Approved
0.5929 Remote Similarity NPD6317 Approved
0.5918 Remote Similarity NPD4753 Phase 2
0.5918 Remote Similarity NPD5328 Approved
0.5914 Remote Similarity NPD4790 Discontinued
0.5913 Remote Similarity NPD6059 Approved
0.5913 Remote Similarity NPD6054 Approved
0.5897 Remote Similarity NPD8328 Phase 3
0.5897 Remote Similarity NPD7604 Phase 2
0.5882 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5882 Remote Similarity NPD4697 Phase 3
0.5882 Remote Similarity NPD7078 Approved
0.5882 Remote Similarity NPD5221 Approved
0.5882 Remote Similarity NPD5222 Approved
0.5882 Remote Similarity NPD8293 Discontinued
0.5882 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5877 Remote Similarity NPD6314 Approved
0.5877 Remote Similarity NPD6313 Approved
0.5875 Remote Similarity NPD6109 Phase 1
0.5865 Remote Similarity NPD5286 Approved
0.5865 Remote Similarity NPD4700 Approved
0.5865 Remote Similarity NPD4696 Approved
0.5865 Remote Similarity NPD5285 Approved
0.5862 Remote Similarity NPD6908 Approved
0.5862 Remote Similarity NPD6909 Approved
0.5859 Remote Similarity NPD5207 Approved
0.5856 Remote Similarity NPD6053 Discontinued
0.5844 Remote Similarity NPD3172 Approved
0.5842 Remote Similarity NPD6001 Approved
0.5833 Remote Similarity NPD6614 Approved
0.5833 Remote Similarity NPD1696 Phase 3
0.5833 Remote Similarity NPD7736 Approved
0.5833 Remote Similarity NPD5329 Approved
0.5833 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5825 Remote Similarity NPD5173 Approved
0.5818 Remote Similarity NPD2067 Discontinued
0.5812 Remote Similarity NPD8080 Discontinued
0.5812 Remote Similarity NPD6370 Approved
0.5811 Remote Similarity NPD5343 Approved
0.581 Remote Similarity NPD5223 Approved
0.5804 Remote Similarity NPD4632 Approved
0.58 Remote Similarity NPD6079 Approved
0.58 Remote Similarity NPD7637 Suspended
0.5789 Remote Similarity NPD6009 Approved
0.5769 Remote Similarity NPD4225 Approved
0.5769 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5763 Remote Similarity NPD7642 Approved
0.5755 Remote Similarity NPD5226 Approved
0.5755 Remote Similarity NPD5211 Phase 2
0.5755 Remote Similarity NPD4633 Approved
0.5755 Remote Similarity NPD5224 Approved
0.5755 Remote Similarity NPD5225 Approved
0.5729 Remote Similarity NPD3666 Approved
0.5729 Remote Similarity NPD4786 Approved
0.5729 Remote Similarity NPD3665 Phase 1
0.5729 Remote Similarity NPD3133 Approved
0.5729 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5729 Remote Similarity NPD3668 Phase 3
0.5729 Remote Similarity NPD4197 Approved
0.5728 Remote Similarity NPD7732 Phase 3
0.5726 Remote Similarity NPD6016 Approved
0.5726 Remote Similarity NPD5983 Phase 2
0.5726 Remote Similarity NPD6015 Approved
0.5714 Remote Similarity NPD4251 Approved

Structure

External Identifiers

PubChem CID   76335689
ChEMBL   CHEMBL3109419
ZINC  

Physicochemical Properties

Molecular Weight:  362.25
ALogP:  2.787
MLogP:  3.44
XLogP:  4.218
# Rotatable Bonds:  8
Polar Surface Area:  55.9
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  26

Download Data

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Structure MOL file  
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Biological Activities  
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