Natural Product: NPC478223

Natural Product ID:  NPC478223
Common Name:  
IUPAC Name:  
Synonyms:  
Molecular Formula:   C21H16O6
Standard InCHIKey:  CQWJYJYKRYUHNR-JHVJFLLYSA-N
Standard InCHI:  InChI=1S/C21H16O6/c1-26-16-4-2-3-10-17(16)13(23)7-8-21(10)11-5-6-12(22)19-14(24)9-15(25)20(27-21)18(11)19/h2-8,15,20,22,25H,9H2,1H3/t15-,20-,21-/m0/s1
Canonical SMILES:  COc1cccc2c1C(=O)C=C[C@@]12O[C@@H]2c3c1ccc(c3C(=O)C[C@@H]2O)O
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
NPO33695 Plectania sp. Species Sarcosomataceae Eukaryota fruiting body Tibet Plateau Region DOI[10.1002/ejoc.201600562]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1548 Organism Pseudomonas aeruginosa PAO1 Pseudomonas aeruginosa PAO1 MIC = 62.5 µM 10.1002/ejoc.201600562
NPT111 Cell Line K562 Homo sapiens IC50 = 16.9 ± 1.2 µM 10.1002/ejoc.201600562
NPT65 Cell Line HepG2 Homo sapiens IC50 = 38.5 ± 8.9 µM 10.1002/ejoc.201600562
NPT7284 Organism Bacillus subtilis ATCC 6622 Bacillus subtilis ATCC 6622 MIC < 1.9 µM 10.1002/ejoc.201600562
NPT7285 Organism Enterococcus faecalis, clinical strain of Chaoyang Hospital Enterococcus faecalis, clinical strain of Chaoyang Hospital MIC > 250 µM 10.1002/ejoc.201600562
NPT7286 Organism Methicillin-resistant Staphylococcus aureus, clinical strain of Chaoyang Hospital Methicillin-resistant Staphylococcus aureus, clinical strain of Chaoyang Hospital MIC = 3.9 µM 10.1002/ejoc.201600562
NPT7287 Organism Staphylococcus aureus ATCC 29213 Staphylococcus aureus ATCC 29213 MIC = 1.9 µM 10.1002/ejoc.201600562

  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 NPC478223 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
0.9595 High Similarity NPC478219
0.9481 High Similarity NPC478222
0.9419 High Similarity NPC478229
0.9355 High Similarity NPC478134
0.9276 High Similarity NPC478220
0.9091 High Similarity NPC478218
0.9045 High Similarity NPC470810
0.9032 High Similarity NPC478133
0.8944 High Similarity NPC150131
0.8944 High Similarity NPC473094
0.8931 High Similarity NPC472402
0.8903 High Similarity NPC180944
0.8903 High Similarity NPC268992
0.8903 High Similarity NPC51824
0.8903 High Similarity NPC470338
0.8903 High Similarity NPC470340
0.8903 High Similarity NPC470337
0.8903 High Similarity NPC113608
0.8889 High Similarity NPC473095
0.8889 High Similarity NPC473096
0.8875 High Similarity NPC124038
0.8861 High Similarity NPC470339
0.8854 High Similarity NPC208152
0.8854 High Similarity NPC78492
0.8839 High Similarity NPC472423
0.8839 High Similarity NPC474744
0.8839 High Similarity NPC302783
0.8839 High Similarity NPC473201
0.8839 High Similarity NPC474772
0.8824 High Similarity NPC478018
0.8816 High Similarity NPC478019
0.8805 High Similarity NPC472962
0.8805 High Similarity NPC472961
0.8805 High Similarity NPC472055
0.8805 High Similarity NPC328102
0.8805 High Similarity NPC471976
0.879 High Similarity NPC68727
0.8782 High Similarity NPC473996
0.8782 High Similarity NPC476238
0.8782 High Similarity NPC327269
0.8782 High Similarity NPC285623
0.8782 High Similarity NPC31627
0.8774 High Similarity NPC225854
0.8774 High Similarity NPC472421
0.8773 High Similarity NPC288813
0.8765 High Similarity NPC53640
0.8765 High Similarity NPC170245
0.8765 High Similarity NPC119589
0.8758 High Similarity NPC285122
0.8758 High Similarity NPC186686
0.8758 High Similarity NPC316769
0.875 High Similarity NPC3629
0.875 High Similarity NPC45124
0.875 High Similarity NPC117985
0.875 High Similarity NPC30655
0.875 High Similarity NPC74854
0.875 High Similarity NPC269117
0.8735 High Similarity NPC475233
0.8727 High Similarity NPC199357
0.8727 High Similarity NPC98776
0.8726 High Similarity NPC155686
0.8726 High Similarity NPC223701
0.8726 High Similarity NPC469405
0.8726 High Similarity NPC7989
0.8726 High Similarity NPC472583
0.8718 High Similarity NPC471675
0.8718 High Similarity NPC470569
0.8718 High Similarity NPC132990
0.8718 High Similarity NPC263384
0.8718 High Similarity NPC472580
0.8718 High Similarity NPC472636
0.8718 High Similarity NPC471676
0.8718 High Similarity NPC144283
0.8718 High Similarity NPC244577
0.8718 High Similarity NPC46882
0.8718 High Similarity NPC472422
0.8718 High Similarity NPC472420
0.8712 High Similarity NPC6588
0.8712 High Similarity NPC324522
0.8712 High Similarity NPC472058
0.8712 High Similarity NPC477154
0.8712 High Similarity NPC470341
0.8712 High Similarity NPC105414
0.8712 High Similarity NPC234497
0.8712 High Similarity NPC117854
0.871 High Similarity NPC89442
0.8704 High Similarity NPC472277
0.8704 High Similarity NPC300053
0.8704 High Similarity NPC108433
0.8704 High Similarity NPC293319
0.8704 High Similarity NPC471788
0.8704 High Similarity NPC326520
0.8704 High Similarity NPC26386
0.8704 High Similarity NPC472049
0.8701 High Similarity NPC51070
0.8701 High Similarity NPC222298
0.8696 High Similarity NPC474034
0.8696 High Similarity NPC472635
0.8696 High Similarity NPC472964
0.8696 High Similarity NPC476247
0.8696 High Similarity NPC474033
0.8693 High Similarity NPC30890
0.8688 High Similarity NPC475784
0.8688 High Similarity NPC36217
0.8688 High Similarity NPC321399
0.8688 High Similarity NPC472902
0.8688 High Similarity NPC472624
0.8688 High Similarity NPC284495
0.8671 High Similarity NPC180901
0.8671 High Similarity NPC470681
0.8671 High Similarity NPC300757
0.8671 High Similarity NPC477958
0.8667 High Similarity NPC473113
0.8667 High Similarity NPC472620
0.8667 High Similarity NPC121333
0.8662 High Similarity NPC323626
0.8662 High Similarity NPC131121
0.8662 High Similarity NPC324233
0.8662 High Similarity NPC475790
0.8662 High Similarity NPC477957
0.8662 High Similarity NPC164912
0.8659 High Similarity NPC152477
0.8654 High Similarity NPC179178
0.8654 High Similarity NPC255641
0.8654 High Similarity NPC147735
0.8654 High Similarity NPC470568
0.8654 High Similarity NPC177308
0.8654 High Similarity NPC290954
0.8654 High Similarity NPC124478
0.865 High Similarity NPC173292
0.865 High Similarity NPC178173
0.865 High Similarity NPC235610
0.865 High Similarity NPC43319
0.865 High Similarity NPC263212
0.865 High Similarity NPC128293
0.8642 High Similarity NPC18100
0.8642 High Similarity NPC475985
0.8642 High Similarity NPC472281
0.8642 High Similarity NPC476295
0.8642 High Similarity NPC205265
0.8634 High Similarity NPC96031
0.8634 High Similarity NPC92589
0.8634 High Similarity NPC134783
0.8634 High Similarity NPC474038
0.8634 High Similarity NPC472261
0.8634 High Similarity NPC472632
0.8634 High Similarity NPC142252
0.8627 High Similarity NPC471451
0.8625 High Similarity NPC210459
0.8625 High Similarity NPC473990
0.8625 High Similarity NPC324736
0.8623 High Similarity NPC312630
0.8623 High Similarity NPC324220
0.8616 High Similarity NPC472050
0.8616 High Similarity NPC471787
0.8616 High Similarity NPC24640
0.8616 High Similarity NPC164427
0.8608 High Similarity NPC475770
0.8608 High Similarity NPC25127
0.8608 High Similarity NPC474000
0.8606 High Similarity NPC102277
0.8606 High Similarity NPC472276
0.8606 High Similarity NPC313717
0.8606 High Similarity NPC315306
0.8606 High Similarity NPC279209
0.8599 High Similarity NPC471677
0.8599 High Similarity NPC200773
0.8599 High Similarity NPC118427
0.8599 High Similarity NPC474021
0.8599 High Similarity NPC240768
0.8599 High Similarity NPC474023
0.8599 High Similarity NPC151425
0.8598 High Similarity NPC474024
0.8598 High Similarity NPC225419
0.8598 High Similarity NPC218226
0.859 High Similarity NPC317492
0.859 High Similarity NPC65775
0.859 High Similarity NPC10027
0.8589 High Similarity NPC474301
0.8589 High Similarity NPC473286
0.8589 High Similarity NPC239752
0.8589 High Similarity NPC472051
0.8589 High Similarity NPC303174
0.8589 High Similarity NPC472057
0.8589 High Similarity NPC472450
0.8589 High Similarity NPC62261
0.8589 High Similarity NPC275780
0.8581 High Similarity NPC14875
0.858 High Similarity NPC278329
0.858 High Similarity NPC474150
0.858 High Similarity NPC472059
0.858 High Similarity NPC146837
0.858 High Similarity NPC201800
0.858 High Similarity NPC101116
0.858 High Similarity NPC229632
0.858 High Similarity NPC473961
0.858 High Similarity NPC81679
0.858 High Similarity NPC211107
0.858 High Similarity NPC474162
0.858 High Similarity NPC212099

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC478223 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
0.8654 High Similarity NPD4380 Phase 2
0.8491 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8344 Intermediate Similarity NPD5494 Approved
0.8313 Intermediate Similarity NPD1934 Approved
0.8272 Intermediate Similarity NPD3882 Suspended
0.8266 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8263 Intermediate Similarity NPD3818 Discontinued
0.8253 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8253 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8253 Intermediate Similarity NPD6166 Phase 2
0.8242 Intermediate Similarity NPD6232 Discontinued
0.8204 Intermediate Similarity NPD7473 Discontinued
0.8182 Intermediate Similarity NPD6959 Discontinued
0.8171 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8148 Intermediate Similarity NPD2801 Approved
0.8148 Intermediate Similarity NPD7819 Suspended
0.8125 Intermediate Similarity NPD3226 Approved
0.811 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.811 Intermediate Similarity NPD7075 Discontinued
0.8107 Intermediate Similarity NPD5844 Phase 1
0.8101 Intermediate Similarity NPD2533 Approved
0.8101 Intermediate Similarity NPD2532 Approved
0.8101 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8101 Intermediate Similarity NPD2534 Approved
0.8101 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8098 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8049 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8046 Intermediate Similarity NPD8150 Discontinued
0.8037 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8013 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD3749 Approved
0.7987 Intermediate Similarity NPD1510 Phase 2
0.7977 Intermediate Similarity NPD8313 Approved
0.7977 Intermediate Similarity NPD8312 Approved
0.7975 Intermediate Similarity NPD6801 Discontinued
0.7965 Intermediate Similarity NPD6559 Discontinued
0.7962 Intermediate Similarity NPD4628 Phase 3
0.7953 Intermediate Similarity NPD7074 Phase 3
0.7949 Intermediate Similarity NPD1549 Phase 2
0.7941 Intermediate Similarity NPD3751 Discontinued
0.7935 Intermediate Similarity NPD2935 Discontinued
0.7925 Intermediate Similarity NPD1511 Approved
0.7914 Intermediate Similarity NPD7411 Suspended
0.7895 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD7054 Approved
0.7886 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD2346 Discontinued
0.7885 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD2344 Approved
0.7857 Intermediate Similarity NPD6780 Approved
0.7857 Intermediate Similarity NPD6776 Approved
0.7857 Intermediate Similarity NPD6782 Approved
0.7857 Intermediate Similarity NPD6777 Approved
0.7857 Intermediate Similarity NPD6779 Approved
0.7857 Intermediate Similarity NPD6778 Approved
0.7857 Intermediate Similarity NPD6781 Approved
0.7849 Intermediate Similarity NPD7472 Approved
0.7843 Intermediate Similarity NPD1240 Approved
0.7841 Intermediate Similarity NPD8434 Phase 2
0.7829 Intermediate Similarity NPD3764 Approved
0.7826 Intermediate Similarity NPD1512 Approved
0.7821 Intermediate Similarity NPD2796 Approved
0.7803 Intermediate Similarity NPD6797 Phase 2
0.7785 Intermediate Similarity NPD2800 Approved
0.7771 Intermediate Similarity NPD3817 Phase 2
0.7771 Intermediate Similarity NPD5402 Approved
0.7764 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7759 Intermediate Similarity NPD7251 Discontinued
0.7756 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7756 Intermediate Similarity NPD2799 Discontinued
0.7742 Intermediate Similarity NPD1607 Approved
0.7736 Intermediate Similarity NPD3750 Approved
0.7733 Intermediate Similarity NPD1470 Approved
0.773 Intermediate Similarity NPD7435 Discontinued
0.7725 Intermediate Similarity NPD7768 Phase 2
0.7722 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7719 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD7808 Phase 3
0.7714 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7706 Intermediate Similarity NPD3787 Discontinued
0.7702 Intermediate Similarity NPD6799 Approved
0.7702 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7701 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD2309 Approved
0.7683 Intermediate Similarity NPD7458 Discontinued
0.7651 Intermediate Similarity NPD37 Approved
0.7636 Intermediate Similarity NPD6599 Discontinued
0.7634 Intermediate Similarity NPD7698 Approved
0.7634 Intermediate Similarity NPD7697 Approved
0.7634 Intermediate Similarity NPD7696 Phase 3
0.7633 Intermediate Similarity NPD6234 Discontinued
0.7619 Intermediate Similarity NPD4966 Approved
0.7619 Intermediate Similarity NPD4965 Approved
0.7619 Intermediate Similarity NPD4967 Phase 2
0.7607 Intermediate Similarity NPD6273 Approved
0.7605 Intermediate Similarity NPD1465 Phase 2
0.7597 Intermediate Similarity NPD2313 Discontinued
0.7594 Intermediate Similarity NPD7871 Phase 2
0.7594 Intermediate Similarity NPD7870 Phase 2
0.7593 Intermediate Similarity NPD7390 Discontinued
0.7584 Intermediate Similarity NPD1201 Approved
0.7582 Intermediate Similarity NPD6534 Approved
0.7582 Intermediate Similarity NPD6535 Approved
0.7581 Intermediate Similarity NPD6823 Phase 2
0.7578 Intermediate Similarity NPD6190 Approved
0.7576 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7566 Intermediate Similarity NPD7701 Phase 2
0.7561 Intermediate Similarity NPD5403 Approved
0.7557 Intermediate Similarity NPD7685 Pre-registration
0.7544 Intermediate Similarity NPD1247 Approved
0.7529 Intermediate Similarity NPD7228 Approved
0.7526 Intermediate Similarity NPD8151 Discontinued
0.7516 Intermediate Similarity NPD7003 Approved
0.75 Intermediate Similarity NPD5760 Phase 2
0.75 Intermediate Similarity NPD943 Approved
0.75 Intermediate Similarity NPD5761 Phase 2
0.75 Intermediate Similarity NPD5711 Approved
0.75 Intermediate Similarity NPD5710 Approved
0.7487 Intermediate Similarity NPD7874 Approved
0.7487 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD5404 Approved
0.7484 Intermediate Similarity NPD5408 Approved
0.7484 Intermediate Similarity NPD5406 Approved
0.7484 Intermediate Similarity NPD5405 Approved
0.7459 Intermediate Similarity NPD7699 Phase 2
0.7459 Intermediate Similarity NPD7700 Phase 2
0.7457 Intermediate Similarity NPD3926 Phase 2
0.7455 Intermediate Similarity NPD920 Approved
0.7455 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD2798 Approved
0.7448 Intermediate Similarity NPD7801 Approved
0.7442 Intermediate Similarity NPD7199 Phase 2
0.7439 Intermediate Similarity NPD5401 Approved
0.7439 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD1471 Phase 3
0.7427 Intermediate Similarity NPD919 Approved
0.7423 Intermediate Similarity NPD3300 Phase 2
0.7421 Intermediate Similarity NPD3748 Approved
0.7421 Intermediate Similarity NPD7033 Discontinued
0.7416 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD9494 Approved
0.7389 Intermediate Similarity NPD4060 Phase 1
0.7358 Intermediate Similarity NPD7783 Phase 2
0.7358 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7341 Intermediate Similarity NPD8127 Discontinued
0.7337 Intermediate Similarity NPD6213 Phase 3
0.7337 Intermediate Similarity NPD6844 Discontinued
0.7337 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7337 Intermediate Similarity NPD6212 Phase 3
0.7333 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.733 Intermediate Similarity NPD7177 Discontinued
0.7329 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7316 Intermediate Similarity NPD8320 Phase 1
0.7316 Intermediate Similarity NPD8319 Approved
0.7312 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD8166 Discontinued
0.7299 Intermediate Similarity NPD7229 Phase 3
0.7296 Intermediate Similarity NPD6651 Approved
0.7294 Intermediate Similarity NPD8455 Phase 2
0.7287 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD2424 Discontinued
0.7261 Intermediate Similarity NPD6798 Discontinued
0.7257 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD1243 Approved
0.7239 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD230 Phase 1
0.7233 Intermediate Similarity NPD447 Suspended
0.7233 Intermediate Similarity NPD6355 Discontinued
0.7232 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD1876 Approved
0.7207 Intermediate Similarity NPD5953 Discontinued
0.7207 Intermediate Similarity NPD3823 Discontinued
0.7197 Intermediate Similarity NPD3027 Phase 3
0.7191 Intermediate Similarity NPD7286 Phase 2
0.719 Intermediate Similarity NPD3972 Approved
0.7181 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD2861 Phase 2
0.717 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD1613 Approved
0.7167 Intermediate Similarity NPD7240 Approved
0.716 Intermediate Similarity NPD2651 Approved
0.716 Intermediate Similarity NPD6100 Approved
0.716 Intermediate Similarity NPD2649 Approved
0.716 Intermediate Similarity NPD1551 Phase 2
0.716 Intermediate Similarity NPD6099 Approved
0.7157 Intermediate Similarity NPD7930 Approved
0.7152 Intermediate Similarity NPD1651 Approved
0.7152 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD2296 Approved
0.7126 Intermediate Similarity NPD4662 Approved
0.7126 Intermediate Similarity NPD4661 Approved
0.7119 Intermediate Similarity NPD4575 Clinical (unspecified phase)
0.7118 Intermediate Similarity NPD7028 Phase 2
0.7114 Intermediate Similarity NPD8155 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID  
ChEMBL  
ZINC  

Physicochemical Properties

Molecular Weight:  364.09
ALogP:  -1.6439
MLogP:  3.11
XLogP:  0.485
# Rotatable Bonds:  4
Polar Surface Area:  93.06
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  27

Download Data

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Biological Activities  
Similar NPs/Drugs