Natural Product: NPC475971

Natural Product ID:  NPC475971
Common Name:   Pulicanaral A
IUPAC Name:   [(1R,4E,6R,7S,8R,10S)-6-acetyloxy-10-formyl-4-methyl-7-propan-2-yl-11-oxabicyclo[8.1.0]undec-4-en-8-yl] acetate
Synonyms:  
Molecular Formula:   C19H28O6
Standard InCHIKey:  VSTUOYUGFWGERJ-WKMZXLPJSA-N
Standard InCHI:  InChI=1S/C19H28O6/c1-11(2)18-15(23-13(4)21)8-12(3)6-7-17-19(10-20,25-17)9-16(18)24-14(5)22/h8,10-11,15-18H,6-7,9H2,1-5H3/b12-8+/t15-,16-,17-,18-,19-/m1/s1
Canonical SMILES:  O=C[C@@]12C[C@@H](OC(=O)C)[C@H](C(C)C)[C@H](OC(=O)C)/C=C(/CC[C@H]2O1)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
NPO1119 Pulicaria canariensis Species Asteraceae Eukaryota PMID[15844941]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens IC50 = 115000 nM 21458279

  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 NPC475971 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
0.8602 High Similarity NPC471140
0.8523 High Similarity NPC50637
0.8478 Intermediate Similarity NPC476267
0.8462 Intermediate Similarity NPC20713
0.8391 Intermediate Similarity NPC475989
0.8391 Intermediate Similarity NPC474703
0.8351 Intermediate Similarity NPC19239
0.8351 Intermediate Similarity NPC474166
0.8333 Intermediate Similarity NPC164598
0.8333 Intermediate Similarity NPC477511
0.8333 Intermediate Similarity NPC474339
0.8333 Intermediate Similarity NPC264477
0.8298 Intermediate Similarity NPC17585
0.8298 Intermediate Similarity NPC476275
0.828 Intermediate Similarity NPC140543
0.8247 Intermediate Similarity NPC471148
0.8242 Intermediate Similarity NPC166919
0.8222 Intermediate Similarity NPC266957
0.8182 Intermediate Similarity NPC16313
0.8182 Intermediate Similarity NPC475802
0.8182 Intermediate Similarity NPC9303
0.8152 Intermediate Similarity NPC312042
0.8118 Intermediate Similarity NPC474760
0.8105 Intermediate Similarity NPC230800
0.81 Intermediate Similarity NPC324327
0.81 Intermediate Similarity NPC475587
0.81 Intermediate Similarity NPC474421
0.81 Intermediate Similarity NPC194620
0.81 Intermediate Similarity NPC72813
0.81 Intermediate Similarity NPC326994
0.81 Intermediate Similarity NPC475510
0.8085 Intermediate Similarity NPC471147
0.8081 Intermediate Similarity NPC477510
0.8081 Intermediate Similarity NPC471143
0.8046 Intermediate Similarity NPC474739
0.8043 Intermediate Similarity NPC151770
0.8041 Intermediate Similarity NPC477512
0.802 Intermediate Similarity NPC55972
0.802 Intermediate Similarity NPC169888
0.802 Intermediate Similarity NPC233379
0.802 Intermediate Similarity NPC473939
0.802 Intermediate Similarity NPC327286
0.802 Intermediate Similarity NPC14862
0.802 Intermediate Similarity NPC473595
0.802 Intermediate Similarity NPC474664
0.8 Intermediate Similarity NPC475659
0.7979 Intermediate Similarity NPC228451
0.7979 Intermediate Similarity NPC125674
0.7979 Intermediate Similarity NPC475838
0.7957 Intermediate Similarity NPC469718
0.7957 Intermediate Similarity NPC329857
0.7955 Intermediate Similarity NPC141810
0.7955 Intermediate Similarity NPC79277
0.7955 Intermediate Similarity NPC475481
0.7941 Intermediate Similarity NPC15218
0.7941 Intermediate Similarity NPC475922
0.7938 Intermediate Similarity NPC208233
0.7935 Intermediate Similarity NPC475902
0.7921 Intermediate Similarity NPC477513
0.7917 Intermediate Similarity NPC473859
0.7895 Intermediate Similarity NPC473330
0.7895 Intermediate Similarity NPC473316
0.7895 Intermediate Similarity NPC474247
0.7864 Intermediate Similarity NPC281624
0.7864 Intermediate Similarity NPC473843
0.7864 Intermediate Similarity NPC161816
0.7864 Intermediate Similarity NPC473594
0.7864 Intermediate Similarity NPC474586
0.7864 Intermediate Similarity NPC473975
0.7864 Intermediate Similarity NPC115257
0.7857 Intermediate Similarity NPC475949
0.7857 Intermediate Similarity NPC288876
0.7857 Intermediate Similarity NPC469551
0.7826 Intermediate Similarity NPC231889
0.7812 Intermediate Similarity NPC474947
0.7802 Intermediate Similarity NPC474547
0.78 Intermediate Similarity NPC4620
0.7789 Intermediate Similarity NPC165383
0.7788 Intermediate Similarity NPC194619
0.7778 Intermediate Similarity NPC475842
0.7778 Intermediate Similarity NPC201718
0.7778 Intermediate Similarity NPC231601
0.7778 Intermediate Similarity NPC128429
0.7778 Intermediate Similarity NPC272814
0.7766 Intermediate Similarity NPC475748
0.7755 Intermediate Similarity NPC470188
0.7755 Intermediate Similarity NPC264378
0.7753 Intermediate Similarity NPC207188
0.7732 Intermediate Similarity NPC279621
0.7732 Intermediate Similarity NPC35498
0.7727 Intermediate Similarity NPC617
0.7723 Intermediate Similarity NPC474741
0.7723 Intermediate Similarity NPC475676
0.7723 Intermediate Similarity NPC220964
0.7717 Intermediate Similarity NPC279859
0.7717 Intermediate Similarity NPC261253
0.7717 Intermediate Similarity NPC38576
0.7717 Intermediate Similarity NPC474045
0.7714 Intermediate Similarity NPC473877
0.77 Intermediate Similarity NPC149371
0.7674 Intermediate Similarity NPC93213
0.767 Intermediate Similarity NPC322903
0.764 Intermediate Similarity NPC281132
0.7634 Intermediate Similarity NPC475703
0.7629 Intermediate Similarity NPC471141
0.7609 Intermediate Similarity NPC50362
0.7609 Intermediate Similarity NPC38468
0.7609 Intermediate Similarity NPC319795
0.7604 Intermediate Similarity NPC475302
0.76 Intermediate Similarity NPC47880
0.76 Intermediate Similarity NPC476478
0.7582 Intermediate Similarity NPC170377
0.7582 Intermediate Similarity NPC318468
0.7579 Intermediate Similarity NPC475855
0.7579 Intermediate Similarity NPC144133
0.7579 Intermediate Similarity NPC62815
0.7579 Intermediate Similarity NPC179394
0.7576 Intermediate Similarity NPC471144
0.7576 Intermediate Similarity NPC279561
0.7573 Intermediate Similarity NPC474716
0.7553 Intermediate Similarity NPC469653
0.7553 Intermediate Similarity NPC469628
0.7553 Intermediate Similarity NPC471047
0.7553 Intermediate Similarity NPC469631
0.7553 Intermediate Similarity NPC475906
0.7551 Intermediate Similarity NPC301596
0.7551 Intermediate Similarity NPC172998
0.7551 Intermediate Similarity NPC299396
0.7529 Intermediate Similarity NPC477084
0.7529 Intermediate Similarity NPC129665
0.7527 Intermediate Similarity NPC475491
0.7527 Intermediate Similarity NPC204048
0.7527 Intermediate Similarity NPC469626
0.7527 Intermediate Similarity NPC150755
0.7526 Intermediate Similarity NPC303942
0.7526 Intermediate Similarity NPC57405
0.7525 Intermediate Similarity NPC183571
0.7525 Intermediate Similarity NPC49393
0.7525 Intermediate Similarity NPC105725
0.75 Intermediate Similarity NPC269841
0.75 Intermediate Similarity NPC171204
0.75 Intermediate Similarity NPC108014
0.75 Intermediate Similarity NPC474333
0.75 Intermediate Similarity NPC141789
0.75 Intermediate Similarity NPC94377
0.75 Intermediate Similarity NPC476028
0.7474 Intermediate Similarity NPC4986
0.7473 Intermediate Similarity NPC85772
0.7473 Intermediate Similarity NPC475936
0.7453 Intermediate Similarity NPC317107
0.7453 Intermediate Similarity NPC475495
0.7451 Intermediate Similarity NPC474165
0.7451 Intermediate Similarity NPC475945
0.7451 Intermediate Similarity NPC69171
0.7451 Intermediate Similarity NPC475871
0.7449 Intermediate Similarity NPC234339
0.7449 Intermediate Similarity NPC270013
0.7449 Intermediate Similarity NPC273197
0.7449 Intermediate Similarity NPC14961
0.7449 Intermediate Similarity NPC477922
0.7447 Intermediate Similarity NPC471739
0.7447 Intermediate Similarity NPC474765
0.7444 Intermediate Similarity NPC474510
0.7431 Intermediate Similarity NPC296822
0.7429 Intermediate Similarity NPC42662
0.7426 Intermediate Similarity NPC476270
0.7426 Intermediate Similarity NPC474742
0.7423 Intermediate Similarity NPC476597
0.7423 Intermediate Similarity NPC212486
0.7423 Intermediate Similarity NPC476598
0.7419 Intermediate Similarity NPC96621
0.7419 Intermediate Similarity NPC261380
0.7419 Intermediate Similarity NPC255307
0.7416 Intermediate Similarity NPC474341
0.74 Intermediate Similarity NPC473326
0.7396 Intermediate Similarity NPC251385
0.7396 Intermediate Similarity NPC316228
0.7396 Intermediate Similarity NPC49342
0.7396 Intermediate Similarity NPC469368
0.7391 Intermediate Similarity NPC53867
0.7391 Intermediate Similarity NPC222358
0.7386 Intermediate Similarity NPC474447
0.7386 Intermediate Similarity NPC235906
0.7383 Intermediate Similarity NPC473522
0.7383 Intermediate Similarity NPC477093
0.7383 Intermediate Similarity NPC317687
0.7383 Intermediate Similarity NPC475277
0.7374 Intermediate Similarity NPC476315
0.7374 Intermediate Similarity NPC477921
0.7374 Intermediate Similarity NPC473291
0.7368 Intermediate Similarity NPC476803
0.7368 Intermediate Similarity NPC476805
0.7368 Intermediate Similarity NPC224652
0.7368 Intermediate Similarity NPC201046
0.7363 Intermediate Similarity NPC52861
0.7363 Intermediate Similarity NPC281949
0.7363 Intermediate Similarity NPC286229
0.7363 Intermediate Similarity NPC25684
0.7363 Intermediate Similarity NPC301477
0.7356 Intermediate Similarity NPC474551

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475971 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
0.7609 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD1695 Approved
0.7238 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD6698 Approved
0.7216 Intermediate Similarity NPD46 Approved
0.6881 Remote Similarity NPD6371 Approved
0.6832 Remote Similarity NPD5282 Discontinued
0.6824 Remote Similarity NPD2685 Clinical (unspecified phase)
0.68 Remote Similarity NPD7983 Approved
0.6733 Remote Similarity NPD5778 Approved
0.6733 Remote Similarity NPD5779 Approved
0.67 Remote Similarity NPD7838 Discovery
0.6602 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6562 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6562 Remote Similarity NPD5209 Approved
0.6518 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6458 Remote Similarity NPD5369 Approved
0.6455 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6392 Remote Similarity NPD4270 Approved
0.6392 Remote Similarity NPD4269 Approved
0.6373 Remote Similarity NPD5785 Approved
0.6364 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6364 Remote Similarity NPD1694 Approved
0.6355 Remote Similarity NPD6648 Approved
0.6344 Remote Similarity NPD8039 Approved
0.6327 Remote Similarity NPD7154 Phase 3
0.6311 Remote Similarity NPD5693 Phase 1
0.63 Remote Similarity NPD4249 Approved
0.63 Remote Similarity NPD5786 Approved
0.6296 Remote Similarity NPD5344 Discontinued
0.6283 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6275 Remote Similarity NPD6101 Approved
0.6275 Remote Similarity NPD5764 Clinical (unspecified phase)
0.625 Remote Similarity NPD6686 Approved
0.625 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6238 Remote Similarity NPD4250 Approved
0.6238 Remote Similarity NPD4251 Approved
0.6226 Remote Similarity NPD7839 Suspended
0.6224 Remote Similarity NPD6435 Approved
0.6216 Remote Similarity NPD6008 Approved
0.62 Remote Similarity NPD5363 Approved
0.6195 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6186 Remote Similarity NPD4822 Approved
0.6186 Remote Similarity NPD4252 Approved
0.6186 Remote Similarity NPD4819 Approved
0.6186 Remote Similarity NPD4821 Approved
0.6186 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6186 Remote Similarity NPD4820 Approved
0.6176 Remote Similarity NPD6672 Approved
0.6176 Remote Similarity NPD5737 Approved
0.6174 Remote Similarity NPD6053 Discontinued
0.6162 Remote Similarity NPD5362 Discontinued
0.6154 Remote Similarity NPD6411 Approved
0.6132 Remote Similarity NPD5695 Phase 3
0.6111 Remote Similarity NPD4225 Approved
0.6111 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6111 Remote Similarity NPD7638 Approved
0.6111 Remote Similarity NPD5696 Approved
0.6102 Remote Similarity NPD7115 Discovery
0.6066 Remote Similarity NPD7642 Approved
0.6055 Remote Similarity NPD7639 Approved
0.6055 Remote Similarity NPD7640 Approved
0.6033 Remote Similarity NPD8516 Approved
0.6033 Remote Similarity NPD8517 Approved
0.6033 Remote Similarity NPD8515 Approved
0.6033 Remote Similarity NPD8513 Phase 3
0.602 Remote Similarity NPD5368 Approved
0.6019 Remote Similarity NPD6084 Phase 2
0.6019 Remote Similarity NPD6083 Phase 2
0.6 Remote Similarity NPD7637 Suspended
0.598 Remote Similarity NPD6098 Approved
0.5979 Remote Similarity NPD4268 Approved
0.5979 Remote Similarity NPD4271 Approved
0.5979 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5968 Remote Similarity NPD8451 Approved
0.5968 Remote Similarity NPD8273 Phase 1
0.5962 Remote Similarity NPD6673 Approved
0.5962 Remote Similarity NPD6904 Approved
0.5962 Remote Similarity NPD6080 Approved
0.5952 Remote Similarity NPD7319 Approved
0.595 Remote Similarity NPD6319 Approved
0.5943 Remote Similarity NPD6399 Phase 3
0.5929 Remote Similarity NPD5739 Approved
0.5929 Remote Similarity NPD6675 Approved
0.5929 Remote Similarity NPD7128 Approved
0.5929 Remote Similarity NPD6402 Approved
0.592 Remote Similarity NPD8448 Approved
0.5913 Remote Similarity NPD6373 Approved
0.5913 Remote Similarity NPD6372 Approved
0.5905 Remote Similarity NPD5692 Phase 3
0.5888 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5888 Remote Similarity NPD7900 Approved
0.5878 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5877 Remote Similarity NPD5701 Approved
0.5877 Remote Similarity NPD5697 Approved
0.5849 Remote Similarity NPD6050 Approved
0.5849 Remote Similarity NPD5694 Approved
0.5842 Remote Similarity NPD6110 Phase 1
0.584 Remote Similarity NPD7507 Approved
0.5826 Remote Similarity NPD6899 Approved
0.5826 Remote Similarity NPD6881 Approved
0.5826 Remote Similarity NPD7320 Approved
0.5825 Remote Similarity NPD7146 Approved
0.5825 Remote Similarity NPD6409 Approved
0.5825 Remote Similarity NPD7521 Approved
0.5825 Remote Similarity NPD6684 Approved
0.5825 Remote Similarity NPD5330 Approved
0.5825 Remote Similarity NPD7334 Approved
0.5812 Remote Similarity NPD6650 Approved
0.5812 Remote Similarity NPD2204 Approved
0.5812 Remote Similarity NPD6649 Approved
0.581 Remote Similarity NPD6051 Approved
0.5806 Remote Similarity NPD8328 Phase 3
0.5794 Remote Similarity NPD8074 Phase 3
0.5781 Remote Similarity NPD8392 Approved
0.5781 Remote Similarity NPD8391 Approved
0.5781 Remote Similarity NPD8390 Approved
0.5776 Remote Similarity NPD6012 Approved
0.5776 Remote Similarity NPD6014 Approved
0.5776 Remote Similarity NPD6013 Approved
0.576 Remote Similarity NPD8341 Approved
0.576 Remote Similarity NPD8342 Approved
0.576 Remote Similarity NPD8340 Approved
0.576 Remote Similarity NPD8299 Approved
0.576 Remote Similarity NPD7492 Approved
0.5743 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5727 Remote Similarity NPD7902 Approved
0.5726 Remote Similarity NPD7102 Approved
0.5726 Remote Similarity NPD2067 Discontinued
0.5726 Remote Similarity NPD7290 Approved
0.5726 Remote Similarity NPD6883 Approved
0.5714 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6616 Approved
0.5714 Remote Similarity NPD4756 Discovery
0.5714 Remote Similarity NPD6903 Approved
0.5702 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5691 Remote Similarity NPD6054 Approved
0.5691 Remote Similarity NPD6059 Approved
0.569 Remote Similarity NPD6011 Approved
0.5688 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5686 Remote Similarity NPD5332 Approved
0.5686 Remote Similarity NPD5331 Approved
0.568 Remote Similarity NPD7829 Approved
0.568 Remote Similarity NPD7830 Approved
0.5678 Remote Similarity NPD6847 Approved
0.5678 Remote Similarity NPD6617 Approved
0.5678 Remote Similarity NPD6869 Approved
0.5678 Remote Similarity NPD8130 Phase 1
0.5669 Remote Similarity NPD8293 Discontinued
0.5669 Remote Similarity NPD7078 Approved
0.566 Remote Similarity NPD5370 Suspended
0.5645 Remote Similarity NPD6921 Approved
0.5645 Remote Similarity NPD6015 Approved
0.5645 Remote Similarity NPD6016 Approved
0.5644 Remote Similarity NPD4790 Discontinued
0.563 Remote Similarity NPD8297 Approved
0.563 Remote Similarity NPD6882 Approved
0.5625 Remote Similarity NPD7736 Approved
0.5607 Remote Similarity NPD3168 Discontinued
0.5604 Remote Similarity NPD3197 Phase 1
0.56 Remote Similarity NPD5988 Approved
0.56 Remote Similarity NPD6370 Approved

Structure

External Identifiers

PubChem CID   44575373
ChEMBL   CHEMBL519930
ZINC  

Physicochemical Properties

Molecular Weight:  352.19
ALogP:  0.266
MLogP:  2.89
XLogP:  2.693
# Rotatable Bonds:  11
Polar Surface Area:  82.2
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  25

Download Data

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