Natural Product: NPC471739

Natural Product ID:  NPC471739
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C22H32O5
Standard InCHIKey:  CBBOSFDWKOEJCI-HRZAPVFUSA-N
Standard InCHI:  InChI=1S/C22H32O5/c1-13(2)17-7-9-21(5,26-15(4)23)10-8-18-14(3)11-16(25-18)12-22(6)20(27-22)19(17)24/h8,14,16,20H,7,9-12H2,1-6H3/b18-8-/t14-,16+,20-,21+,22-/m0/s1
Canonical SMILES:  CC(=O)O[C@@]1(C)C/C=C/2O[C@H](C[C@@H]2C)C[C@]2([C@H](C(=O)C(=C(C)C)CC1)O2)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
NPT2410 Cell Line NCI-H1299 Homo sapiens IC50 = 28300 nM 26356746
NPT2 Others Unspecified IC50 > 50000 nM 20163894
NPT2452 Cell Line NCI-H292 IC50 > 50000 nM 8350094
NPT306 Cell Line PC-3 Homo sapiens IC50 > 50000 nM 10924180
NPT90 Cell Line DU-145 Homo sapiens IC50 > 50000 nM 10.6019/CHEMBL1201861
NPT2 Others Unspecified IC50 = 41100 nM 15646539
NPT81 Cell Line A549 Homo sapiens IC50 > 50000 nM 18183025

  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 NPC471739 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
0.9012 High Similarity NPC471740
0.8837 High Similarity NPC197333
0.8795 High Similarity NPC286229
0.878 High Similarity NPC622
0.878 High Similarity NPC276647
0.8736 High Similarity NPC475902
0.8488 Intermediate Similarity NPC32565
0.8488 Intermediate Similarity NPC120726
0.8444 Intermediate Similarity NPC20713
0.8409 Intermediate Similarity NPC471738
0.8315 Intermediate Similarity NPC469631
0.8315 Intermediate Similarity NPC469653
0.8315 Intermediate Similarity NPC469628
0.8315 Intermediate Similarity NPC471047
0.8315 Intermediate Similarity NPC475906
0.828 Intermediate Similarity NPC476275
0.8132 Intermediate Similarity NPC329857
0.8132 Intermediate Similarity NPC469718
0.8085 Intermediate Similarity NPC477354
0.7957 Intermediate Similarity NPC477361
0.7957 Intermediate Similarity NPC202824
0.7957 Intermediate Similarity NPC165383
0.7955 Intermediate Similarity NPC108045
0.7955 Intermediate Similarity NPC475622
0.7938 Intermediate Similarity NPC264477
0.7938 Intermediate Similarity NPC472753
0.7938 Intermediate Similarity NPC477511
0.7931 Intermediate Similarity NPC141810
0.7907 Intermediate Similarity NPC617
0.7895 Intermediate Similarity NPC17585
0.7889 Intermediate Similarity NPC469626
0.7889 Intermediate Similarity NPC38576
0.7889 Intermediate Similarity NPC279859
0.7889 Intermediate Similarity NPC475491
0.7872 Intermediate Similarity NPC469632
0.7872 Intermediate Similarity NPC140543
0.7857 Intermediate Similarity NPC472754
0.7835 Intermediate Similarity NPC469551
0.7826 Intermediate Similarity NPC166919
0.7802 Intermediate Similarity NPC266957
0.7789 Intermediate Similarity NPC474947
0.7789 Intermediate Similarity NPC31021
0.7789 Intermediate Similarity NPC234339
0.7789 Intermediate Similarity NPC273197
0.7778 Intermediate Similarity NPC472755
0.7755 Intermediate Similarity NPC474339
0.7755 Intermediate Similarity NPC133907
0.7755 Intermediate Similarity NPC110443
0.7755 Intermediate Similarity NPC476270
0.7755 Intermediate Similarity NPC201718
0.7755 Intermediate Similarity NPC128733
0.7755 Intermediate Similarity NPC46998
0.7755 Intermediate Similarity NPC185141
0.7755 Intermediate Similarity NPC164598
0.7755 Intermediate Similarity NPC477356
0.7753 Intermediate Similarity NPC475989
0.7753 Intermediate Similarity NPC272814
0.7742 Intermediate Similarity NPC475748
0.7732 Intermediate Similarity NPC477355
0.7732 Intermediate Similarity NPC54843
0.7727 Intermediate Similarity NPC39411
0.7727 Intermediate Similarity NPC475481
0.7727 Intermediate Similarity NPC255580
0.7727 Intermediate Similarity NPC79277
0.7717 Intermediate Similarity NPC472008
0.7708 Intermediate Similarity NPC172998
0.7708 Intermediate Similarity NPC299396
0.7708 Intermediate Similarity NPC301596
0.77 Intermediate Similarity NPC477510
0.77 Intermediate Similarity NPC474741
0.77 Intermediate Similarity NPC471143
0.7692 Intermediate Similarity NPC104961
0.7692 Intermediate Similarity NPC70422
0.7692 Intermediate Similarity NPC70555
0.7684 Intermediate Similarity NPC476267
0.7683 Intermediate Similarity NPC477449
0.7683 Intermediate Similarity NPC477448
0.7674 Intermediate Similarity NPC476264
0.7674 Intermediate Similarity NPC476325
0.766 Intermediate Similarity NPC123177
0.766 Intermediate Similarity NPC74103
0.766 Intermediate Similarity NPC70595
0.766 Intermediate Similarity NPC150978
0.7653 Intermediate Similarity NPC477512
0.7647 Intermediate Similarity NPC324762
0.7634 Intermediate Similarity NPC151770
0.7629 Intermediate Similarity NPC87090
0.7629 Intermediate Similarity NPC471140
0.7614 Intermediate Similarity NPC223904
0.7609 Intermediate Similarity NPC475703
0.7609 Intermediate Similarity NPC231889
0.7604 Intermediate Similarity NPC474490
0.759 Intermediate Similarity NPC475310
0.7582 Intermediate Similarity NPC472686
0.7582 Intermediate Similarity NPC290329
0.7579 Intermediate Similarity NPC248193
0.7579 Intermediate Similarity NPC475302
0.7576 Intermediate Similarity NPC47880
0.7573 Intermediate Similarity NPC38154
0.7556 Intermediate Similarity NPC474703
0.7553 Intermediate Similarity NPC65359
0.7553 Intermediate Similarity NPC62815
0.7553 Intermediate Similarity NPC51653
0.7553 Intermediate Similarity NPC253144
0.7549 Intermediate Similarity NPC474716
0.7549 Intermediate Similarity NPC477513
0.7529 Intermediate Similarity NPC330016
0.7528 Intermediate Similarity NPC281949
0.7528 Intermediate Similarity NPC301477
0.7528 Intermediate Similarity NPC25684
0.7527 Intermediate Similarity NPC476707
0.7527 Intermediate Similarity NPC476706
0.7526 Intermediate Similarity NPC472674
0.7526 Intermediate Similarity NPC121036
0.7525 Intermediate Similarity NPC472756
0.75 Intermediate Similarity NPC471147
0.75 Intermediate Similarity NPC118405
0.75 Intermediate Similarity NPC473316
0.75 Intermediate Similarity NPC50637
0.75 Intermediate Similarity NPC148463
0.75 Intermediate Similarity NPC261721
0.75 Intermediate Similarity NPC473330
0.75 Intermediate Similarity NPC149371
0.75 Intermediate Similarity NPC472009
0.75 Intermediate Similarity NPC474747
0.75 Intermediate Similarity NPC469676
0.75 Intermediate Similarity NPC121825
0.7475 Intermediate Similarity NPC288876
0.7474 Intermediate Similarity NPC111114
0.7474 Intermediate Similarity NPC300312
0.7474 Intermediate Similarity NPC166110
0.7474 Intermediate Similarity NPC284185
0.7474 Intermediate Similarity NPC261607
0.7474 Intermediate Similarity NPC469627
0.7473 Intermediate Similarity NPC115786
0.7447 Intermediate Similarity NPC280833
0.7447 Intermediate Similarity NPC475971
0.7444 Intermediate Similarity NPC35556
0.7442 Intermediate Similarity NPC475861
0.7429 Intermediate Similarity NPC475495
0.7426 Intermediate Similarity NPC475871
0.7426 Intermediate Similarity NPC475945
0.7426 Intermediate Similarity NPC271059
0.7426 Intermediate Similarity NPC25666
0.7426 Intermediate Similarity NPC472750
0.7426 Intermediate Similarity NPC472747
0.7423 Intermediate Similarity NPC470974
0.7423 Intermediate Similarity NPC470978
0.7423 Intermediate Similarity NPC475659
0.7419 Intermediate Similarity NPC472007
0.7416 Intermediate Similarity NPC304795
0.7412 Intermediate Similarity NPC167145
0.74 Intermediate Similarity NPC474742
0.74 Intermediate Similarity NPC469851
0.7396 Intermediate Similarity NPC469692
0.7396 Intermediate Similarity NPC469645
0.7396 Intermediate Similarity NPC212486
0.7391 Intermediate Similarity NPC96621
0.7391 Intermediate Similarity NPC78089
0.7391 Intermediate Similarity NPC474547
0.7374 Intermediate Similarity NPC208233
0.7374 Intermediate Similarity NPC264378
0.7374 Intermediate Similarity NPC470188
0.7368 Intermediate Similarity NPC251385
0.7368 Intermediate Similarity NPC312042
0.7368 Intermediate Similarity NPC49342
0.7363 Intermediate Similarity NPC53867
0.7363 Intermediate Similarity NPC170377
0.7363 Intermediate Similarity NPC475947
0.7363 Intermediate Similarity NPC128429
0.7358 Intermediate Similarity NPC475277
0.7358 Intermediate Similarity NPC473522
0.7358 Intermediate Similarity NPC471933
0.7358 Intermediate Similarity NPC477093
0.7356 Intermediate Similarity NPC266119
0.7356 Intermediate Similarity NPC474447
0.7356 Intermediate Similarity NPC474527
0.7356 Intermediate Similarity NPC471726
0.7353 Intermediate Similarity NPC472748
0.7347 Intermediate Similarity NPC473859
0.7347 Intermediate Similarity NPC35498
0.7347 Intermediate Similarity NPC230800
0.7347 Intermediate Similarity NPC476315
0.734 Intermediate Similarity NPC476704
0.734 Intermediate Similarity NPC201046
0.7333 Intermediate Similarity NPC474353
0.7333 Intermediate Similarity NPC471325
0.7333 Intermediate Similarity NPC207188
0.7327 Intermediate Similarity NPC189609
0.7327 Intermediate Similarity NPC197835
0.7327 Intermediate Similarity NPC105725
0.7327 Intermediate Similarity NPC291500
0.7327 Intermediate Similarity NPC303653
0.7327 Intermediate Similarity NPC471148
0.7327 Intermediate Similarity NPC140591
0.7326 Intermediate Similarity NPC167049
0.7326 Intermediate Similarity NPC469691
0.7326 Intermediate Similarity NPC474551
0.7312 Intermediate Similarity NPC474045
0.7312 Intermediate Similarity NPC107787

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471739 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
0.75 Intermediate Similarity NPD5282 Discontinued
0.7245 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7204 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD6435 Approved
0.6989 Remote Similarity NPD7154 Phase 3
0.6979 Remote Similarity NPD6672 Approved
0.6979 Remote Similarity NPD5737 Approved
0.6957 Remote Similarity NPD5369 Approved
0.6952 Remote Similarity NPD6402 Approved
0.6952 Remote Similarity NPD5739 Approved
0.6952 Remote Similarity NPD7128 Approved
0.6952 Remote Similarity NPD6675 Approved
0.6907 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6907 Remote Similarity NPD6101 Approved
0.6907 Remote Similarity NPD1695 Approved
0.6887 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6848 Remote Similarity NPD5368 Approved
0.6837 Remote Similarity NPD6698 Approved
0.6837 Remote Similarity NPD46 Approved
0.6822 Remote Similarity NPD6899 Approved
0.6822 Remote Similarity NPD6881 Approved
0.6822 Remote Similarity NPD7320 Approved
0.6792 Remote Similarity NPD6008 Approved
0.6771 Remote Similarity NPD5786 Approved
0.6768 Remote Similarity NPD6411 Approved
0.6768 Remote Similarity NPD7983 Approved
0.6765 Remote Similarity NPD6084 Phase 2
0.6765 Remote Similarity NPD6083 Phase 2
0.6759 Remote Similarity NPD6372 Approved
0.6759 Remote Similarity NPD6373 Approved
0.6735 Remote Similarity NPD6673 Approved
0.6735 Remote Similarity NPD6080 Approved
0.6735 Remote Similarity NPD6904 Approved
0.6733 Remote Similarity NPD5695 Phase 3
0.6729 Remote Similarity NPD5697 Approved
0.6729 Remote Similarity NPD5701 Approved
0.6706 Remote Similarity NPD6108 Clinical (unspecified phase)
0.67 Remote Similarity NPD5778 Approved
0.67 Remote Similarity NPD5779 Approved
0.6697 Remote Similarity NPD6883 Approved
0.6697 Remote Similarity NPD7290 Approved
0.6697 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD5363 Approved
0.6636 Remote Similarity NPD6617 Approved
0.6636 Remote Similarity NPD8130 Phase 1
0.6636 Remote Similarity NPD6869 Approved
0.6636 Remote Similarity NPD6649 Approved
0.6636 Remote Similarity NPD6650 Approved
0.6636 Remote Similarity NPD6847 Approved
0.6606 Remote Similarity NPD6014 Approved
0.6606 Remote Similarity NPD6013 Approved
0.6606 Remote Similarity NPD6012 Approved
0.66 Remote Similarity NPD6050 Approved
0.6598 Remote Similarity NPD7334 Approved
0.6598 Remote Similarity NPD6409 Approved
0.6598 Remote Similarity NPD7146 Approved
0.6598 Remote Similarity NPD5330 Approved
0.6598 Remote Similarity NPD6684 Approved
0.6598 Remote Similarity NPD7521 Approved
0.6588 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6577 Remote Similarity NPD8297 Approved
0.6577 Remote Similarity NPD6882 Approved
0.6545 Remote Similarity NPD6371 Approved
0.6538 Remote Similarity NPD5696 Approved
0.6526 Remote Similarity NPD4270 Approved
0.6526 Remote Similarity NPD4269 Approved
0.6526 Remote Similarity NPD5209 Approved
0.6526 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6522 Remote Similarity NPD4756 Discovery
0.6514 Remote Similarity NPD6011 Approved
0.6512 Remote Similarity NPD7331 Phase 2
0.65 Remote Similarity NPD5785 Approved
0.65 Remote Similarity NPD5692 Phase 3
0.6486 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6465 Remote Similarity NPD6903 Approved
0.6465 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6436 Remote Similarity NPD5694 Approved
0.6436 Remote Similarity NPD5693 Phase 1
0.6429 Remote Similarity NPD6053 Discontinued
0.6429 Remote Similarity NPD6098 Approved
0.6408 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6395 Remote Similarity NPD7341 Phase 2
0.6387 Remote Similarity NPD7492 Approved
0.6373 Remote Similarity NPD6399 Phase 3
0.6364 Remote Similarity NPD4250 Approved
0.6364 Remote Similarity NPD4251 Approved
0.6356 Remote Similarity NPD8080 Discontinued
0.6354 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6346 Remote Similarity NPD7839 Suspended
0.6337 Remote Similarity NPD7838 Discovery
0.6333 Remote Similarity NPD6616 Approved
0.6327 Remote Similarity NPD1694 Approved
0.6325 Remote Similarity NPD6059 Approved
0.6325 Remote Similarity NPD6054 Approved
0.6325 Remote Similarity NPD6319 Approved
0.6322 Remote Similarity NPD3704 Approved
0.6316 Remote Similarity NPD4819 Approved
0.6316 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6316 Remote Similarity NPD4820 Approved
0.6316 Remote Similarity NPD4822 Approved
0.6316 Remote Similarity NPD4821 Approved
0.6316 Remote Similarity NPD4252 Approved
0.6311 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6311 Remote Similarity NPD7900 Approved
0.6289 Remote Similarity NPD5362 Discontinued
0.6286 Remote Similarity NPD4755 Approved
0.6281 Remote Similarity NPD7078 Approved
0.6281 Remote Similarity NPD8293 Discontinued
0.6263 Remote Similarity NPD6422 Discontinued
0.6263 Remote Similarity NPD4249 Approved
0.6261 Remote Similarity NPD6274 Approved
0.6239 Remote Similarity NPD7101 Approved
0.6239 Remote Similarity NPD7100 Approved
0.623 Remote Similarity NPD7736 Approved
0.6218 Remote Similarity NPD6370 Approved
0.6207 Remote Similarity NPD7115 Discovery
0.62 Remote Similarity NPD3573 Approved
0.6168 Remote Similarity NPD5286 Approved
0.6168 Remote Similarity NPD5285 Approved
0.6168 Remote Similarity NPD4696 Approved
0.6168 Remote Similarity NPD4700 Approved
0.6154 Remote Similarity NPD6335 Approved
0.6154 Remote Similarity NPD7748 Approved
0.6146 Remote Similarity NPD4695 Discontinued
0.6134 Remote Similarity NPD6015 Approved
0.6134 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6134 Remote Similarity NPD6909 Approved
0.6134 Remote Similarity NPD6908 Approved
0.6134 Remote Similarity NPD6016 Approved
0.6132 Remote Similarity NPD7902 Approved
0.6132 Remote Similarity NPD5959 Approved
0.6105 Remote Similarity NPD4268 Approved
0.6105 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6105 Remote Similarity NPD4271 Approved
0.6095 Remote Similarity NPD5654 Approved
0.6083 Remote Similarity NPD5988 Approved
0.6078 Remote Similarity NPD4753 Phase 2
0.6078 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6075 Remote Similarity NPD4225 Approved
0.6068 Remote Similarity NPD6317 Approved
0.6055 Remote Similarity NPD5211 Phase 2
0.6055 Remote Similarity NPD5225 Approved
0.6055 Remote Similarity NPD5226 Approved
0.6055 Remote Similarity NPD4633 Approved
0.6055 Remote Similarity NPD5224 Approved
0.6053 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6033 Remote Similarity NPD7604 Phase 2
0.6033 Remote Similarity NPD8328 Phase 3
0.6019 Remote Similarity NPD5207 Approved
0.6017 Remote Similarity NPD6313 Approved
0.6017 Remote Similarity NPD6314 Approved
0.6 Remote Similarity NPD5174 Approved
0.6 Remote Similarity NPD6001 Approved
0.6 Remote Similarity NPD5175 Approved
0.5983 Remote Similarity NPD6868 Approved
0.598 Remote Similarity NPD5208 Approved
0.5977 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5965 Remote Similarity NPD4634 Approved
0.5965 Remote Similarity NPD2067 Discontinued
0.5963 Remote Similarity NPD5223 Approved
0.5962 Remote Similarity NPD7515 Phase 2
0.596 Remote Similarity NPD6110 Phase 1
0.5957 Remote Similarity NPD8039 Approved
0.5952 Remote Similarity NPD8779 Phase 3
0.5948 Remote Similarity NPD4632 Approved
0.5946 Remote Similarity NPD5141 Approved
0.5941 Remote Similarity NPD5279 Phase 3
0.5932 Remote Similarity NPD6009 Approved
0.5922 Remote Similarity NPD5370 Suspended
0.5922 Remote Similarity NPD5328 Approved
0.5909 Remote Similarity NPD3197 Phase 1
0.5893 Remote Similarity NPD4767 Approved
0.5893 Remote Similarity NPD4768 Approved
0.5888 Remote Similarity NPD4697 Phase 3
0.5888 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5888 Remote Similarity NPD5221 Approved
0.5888 Remote Similarity NPD5222 Approved
0.5872 Remote Similarity NPD6648 Approved
0.5868 Remote Similarity NPD5983 Phase 2
0.5868 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5856 Remote Similarity NPD4754 Approved
0.5842 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5842 Remote Similarity NPD5329 Approved
0.5841 Remote Similarity NPD6614 Approved
0.584 Remote Similarity NPD6033 Approved
0.5833 Remote Similarity NPD5173 Approved
0.5818 Remote Similarity NPD5344 Discontinued
0.5816 Remote Similarity NPD8259 Clinical (unspecified phase)
0.581 Remote Similarity NPD7637 Suspended
0.581 Remote Similarity NPD4810 Clinical (unspecified phase)
0.581 Remote Similarity NPD5281 Approved
0.581 Remote Similarity NPD6079 Approved
0.581 Remote Similarity NPD5284 Approved
0.5806 Remote Similarity NPD6336 Discontinued
0.58 Remote Similarity NPD5332 Approved
0.58 Remote Similarity NPD5331 Approved
0.5798 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5794 Remote Similarity NPD4629 Approved
0.5794 Remote Similarity NPD5210 Approved
0.5789 Remote Similarity NPD4730 Approved

Structure

External Identifiers

PubChem CID   76328403
ChEMBL   CHEMBL3109417
ZINC  

Physicochemical Properties

Molecular Weight:  376.22
ALogP:  1.8551
MLogP:  3.33
XLogP:  3.192
# Rotatable Bonds:  8
Polar Surface Area:  65.13
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  27

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs