Natural Product: NPC320154

Natural Product ID:  NPC320154
Common Name:   Komaroviquinone
IUPAC Name:  
Synonyms:   Komaroviquinone
Molecular Formula:   C21H28O5
Standard InCHIKey:  DUWHKUPNNGPNFK-ZEWGMFERSA-N
Standard InCHI:  InChI=1S/C21H28O5/c1-11(2)14-17(23)15-12(16(22)18(14)25-5)9-20-8-6-7-19(3,4)13(20)10-21(15,24)26-20/h11,13,24H,6-10H2,1-5H3/t13-,20-,21-/m0/s1
Canonical SMILES:  COC1=C(C(C)C)C(=O)C2=C(C1=O)C[C@]13CCCC([C@@H]3C[C@@]2(O1)O)(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
NPO26040 Dracocephalum komarovi Species Lamiaceae Eukaryota PMID[12542361]
NPO31246 Dracocephalum komarovii Species Lamiaceae Eukaryota Whole Plants PMID[12542361]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 250 nM 26037321
NPT2788 Cell Line 3T3 Mus musculus LD50 = 0.091 nM 26037321

  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 NPC320154 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
0.8018 Intermediate Similarity NPC261330
0.7921 Intermediate Similarity NPC271652
0.79 Intermediate Similarity NPC113393
0.7895 Intermediate Similarity NPC268958
0.789 Intermediate Similarity NPC20192
0.789 Intermediate Similarity NPC220705
0.7879 Intermediate Similarity NPC307298
0.7876 Intermediate Similarity NPC477116
0.7876 Intermediate Similarity NPC27999
0.785 Intermediate Similarity NPC146731
0.7818 Intermediate Similarity NPC478209
0.7818 Intermediate Similarity NPC235014
0.7798 Intermediate Similarity NPC322903
0.7788 Intermediate Similarity NPC478216
0.7778 Intermediate Similarity NPC478208
0.7778 Intermediate Similarity NPC472645
0.7757 Intermediate Similarity NPC471208
0.7757 Intermediate Similarity NPC159533
0.7757 Intermediate Similarity NPC291154
0.7736 Intermediate Similarity NPC207885
0.7736 Intermediate Similarity NPC472643
0.7736 Intermediate Similarity NPC112613
0.7727 Intermediate Similarity NPC31522
0.7712 Intermediate Similarity NPC470922
0.7692 Intermediate Similarity NPC287236
0.7685 Intermediate Similarity NPC296950
0.7679 Intermediate Similarity NPC269530
0.7664 Intermediate Similarity NPC273005
0.7664 Intermediate Similarity NPC58329
0.7664 Intermediate Similarity NPC31058
0.7664 Intermediate Similarity NPC80781
0.7664 Intermediate Similarity NPC469606
0.7658 Intermediate Similarity NPC478211
0.7652 Intermediate Similarity NPC240509
0.7647 Intermediate Similarity NPC73457
0.7642 Intermediate Similarity NPC54705
0.7636 Intermediate Similarity NPC90946
0.7636 Intermediate Similarity NPC325054
0.7636 Intermediate Similarity NPC300614
0.7624 Intermediate Similarity NPC474918
0.7619 Intermediate Similarity NPC478233
0.7615 Intermediate Similarity NPC469607
0.7611 Intermediate Similarity NPC25909
0.7611 Intermediate Similarity NPC478212
0.76 Intermediate Similarity NPC272039
0.76 Intermediate Similarity NPC220930
0.7596 Intermediate Similarity NPC227494
0.7593 Intermediate Similarity NPC131366
0.7589 Intermediate Similarity NPC247031
0.7589 Intermediate Similarity NPC317107
0.7589 Intermediate Similarity NPC97939
0.7589 Intermediate Similarity NPC132790
0.7589 Intermediate Similarity NPC100329
0.7586 Intermediate Similarity NPC476107
0.7568 Intermediate Similarity NPC478210
0.7568 Intermediate Similarity NPC87335
0.7568 Intermediate Similarity NPC101018
0.7565 Intermediate Similarity NPC469684
0.7563 Intermediate Similarity NPC24651
0.7563 Intermediate Similarity NPC476729
0.7547 Intermediate Similarity NPC264378
0.7544 Intermediate Similarity NPC247069
0.7542 Intermediate Similarity NPC312833
0.7525 Intermediate Similarity NPC58271
0.7525 Intermediate Similarity NPC53454
0.7524 Intermediate Similarity NPC94337
0.7523 Intermediate Similarity NPC222161
0.7522 Intermediate Similarity NPC317687
0.7521 Intermediate Similarity NPC478051
0.75 Intermediate Similarity NPC5103
0.75 Intermediate Similarity NPC225049
0.75 Intermediate Similarity NPC472666
0.75 Intermediate Similarity NPC272898
0.75 Intermediate Similarity NPC478206
0.75 Intermediate Similarity NPC165250
0.75 Intermediate Similarity NPC473036
0.75 Intermediate Similarity NPC108581
0.75 Intermediate Similarity NPC478205
0.7479 Intermediate Similarity NPC91693
0.7479 Intermediate Similarity NPC265557
0.7479 Intermediate Similarity NPC18945
0.7479 Intermediate Similarity NPC105926
0.7479 Intermediate Similarity NPC67251
0.7478 Intermediate Similarity NPC270478
0.7477 Intermediate Similarity NPC472644
0.7477 Intermediate Similarity NPC151393
0.7456 Intermediate Similarity NPC159333
0.7456 Intermediate Similarity NPC475966
0.7453 Intermediate Similarity NPC471916
0.7451 Intermediate Similarity NPC205548
0.7451 Intermediate Similarity NPC280833
0.7434 Intermediate Similarity NPC304180
0.7434 Intermediate Similarity NPC179798
0.7431 Intermediate Similarity NPC230918
0.7414 Intermediate Similarity NPC243065
0.7414 Intermediate Similarity NPC478204
0.7411 Intermediate Similarity NPC228477
0.7411 Intermediate Similarity NPC23497
0.7411 Intermediate Similarity NPC77947
0.7411 Intermediate Similarity NPC137911
0.7411 Intermediate Similarity NPC286174
0.7407 Intermediate Similarity NPC323441
0.7407 Intermediate Similarity NPC470184
0.74 Intermediate Similarity NPC253604
0.7391 Intermediate Similarity NPC323821
0.7391 Intermediate Similarity NPC45218
0.7391 Intermediate Similarity NPC268238
0.7391 Intermediate Similarity NPC143268
0.7387 Intermediate Similarity NPC112780
0.7387 Intermediate Similarity NPC202524
0.7383 Intermediate Similarity NPC316598
0.7381 Intermediate Similarity NPC251998
0.7379 Intermediate Similarity NPC38952
0.7373 Intermediate Similarity NPC17938
0.7373 Intermediate Similarity NPC107338
0.7373 Intermediate Similarity NPC112038
0.7373 Intermediate Similarity NPC109607
0.7368 Intermediate Similarity NPC12046
0.7368 Intermediate Similarity NPC194951
0.7364 Intermediate Similarity NPC294259
0.7364 Intermediate Similarity NPC258532
0.7358 Intermediate Similarity NPC17578
0.7358 Intermediate Similarity NPC240673
0.7358 Intermediate Similarity NPC272411
0.7355 Intermediate Similarity NPC477745
0.7353 Intermediate Similarity NPC143025
0.735 Intermediate Similarity NPC297179
0.735 Intermediate Similarity NPC21326
0.735 Intermediate Similarity NPC113448
0.735 Intermediate Similarity NPC475913
0.7345 Intermediate Similarity NPC99760
0.7345 Intermediate Similarity NPC129689
0.7339 Intermediate Similarity NPC295791
0.7339 Intermediate Similarity NPC476193
0.7339 Intermediate Similarity NPC137430
0.7333 Intermediate Similarity NPC212812
0.7333 Intermediate Similarity NPC474555
0.7328 Intermediate Similarity NPC16081
0.7328 Intermediate Similarity NPC173686
0.7323 Intermediate Similarity NPC596
0.7323 Intermediate Similarity NPC295885
0.7323 Intermediate Similarity NPC140045
0.7321 Intermediate Similarity NPC275539
0.7321 Intermediate Similarity NPC189075
0.7317 Intermediate Similarity NPC476851
0.7317 Intermediate Similarity NPC473593
0.7315 Intermediate Similarity NPC472972
0.7315 Intermediate Similarity NPC474012
0.7315 Intermediate Similarity NPC470761
0.7315 Intermediate Similarity NPC473219
0.7315 Intermediate Similarity NPC476299
0.7315 Intermediate Similarity NPC476767
0.7311 Intermediate Similarity NPC129434
0.7311 Intermediate Similarity NPC67569
0.7308 Intermediate Similarity NPC78594
0.7308 Intermediate Similarity NPC248913
0.7308 Intermediate Similarity NPC324157
0.7304 Intermediate Similarity NPC469463
0.7304 Intermediate Similarity NPC33360
0.7304 Intermediate Similarity NPC469496
0.7304 Intermediate Similarity NPC157441
0.7304 Intermediate Similarity NPC321496
0.7304 Intermediate Similarity NPC56448
0.7304 Intermediate Similarity NPC472926
0.7304 Intermediate Similarity NPC469454
0.7304 Intermediate Similarity NPC474271
0.7304 Intermediate Similarity NPC51978
0.7302 Intermediate Similarity NPC262813
0.7297 Intermediate Similarity NPC1679
0.7297 Intermediate Similarity NPC477125
0.7297 Intermediate Similarity NPC127609
0.7297 Intermediate Similarity NPC181357
0.7295 Intermediate Similarity NPC476008
0.729 Intermediate Similarity NPC132753
0.729 Intermediate Similarity NPC121402
0.729 Intermediate Similarity NPC151681
0.729 Intermediate Similarity NPC91695
0.729 Intermediate Similarity NPC208094
0.729 Intermediate Similarity NPC224356
0.729 Intermediate Similarity NPC175351
0.729 Intermediate Similarity NPC70145
0.7288 Intermediate Similarity NPC475775
0.7288 Intermediate Similarity NPC472933
0.7288 Intermediate Similarity NPC476529
0.7288 Intermediate Similarity NPC158963
0.7288 Intermediate Similarity NPC474179
0.7288 Intermediate Similarity NPC230513
0.7288 Intermediate Similarity NPC470777
0.7288 Intermediate Similarity NPC475834
0.7281 Intermediate Similarity NPC474846
0.7281 Intermediate Similarity NPC469656
0.7281 Intermediate Similarity NPC115303
0.7281 Intermediate Similarity NPC469655
0.7281 Intermediate Similarity NPC324683
0.728 Intermediate Similarity NPC168879
0.7273 Intermediate Similarity NPC8196
0.7273 Intermediate Similarity NPC271059
0.7273 Intermediate Similarity NPC99266
0.7273 Intermediate Similarity NPC25666
0.7273 Intermediate Similarity NPC95899

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC320154 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
0.7333 Intermediate Similarity NPD5282 Discontinued
0.7083 Intermediate Similarity NPD6059 Approved
0.7083 Intermediate Similarity NPD6054 Approved
0.7043 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD6015 Approved
0.7025 Intermediate Similarity NPD6016 Approved
0.699 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6975 Remote Similarity NPD7115 Discovery
0.6967 Remote Similarity NPD5988 Approved
0.6967 Remote Similarity NPD6370 Approved
0.6957 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6909 Remote Similarity NPD4225 Approved
0.69 Remote Similarity NPD4695 Discontinued
0.6869 Remote Similarity NPD3617 Approved
0.6855 Remote Similarity NPD7492 Approved
0.6847 Remote Similarity NPD7640 Approved
0.6847 Remote Similarity NPD7639 Approved
0.6822 Remote Similarity NPD5693 Phase 1
0.68 Remote Similarity NPD6616 Approved
0.6789 Remote Similarity NPD5695 Phase 3
0.6783 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6757 Remote Similarity NPD7638 Approved
0.6757 Remote Similarity NPD5696 Approved
0.6746 Remote Similarity NPD8293 Discontinued
0.6746 Remote Similarity NPD7078 Approved
0.6731 Remote Similarity NPD1694 Approved
0.6726 Remote Similarity NPD7632 Discontinued
0.6724 Remote Similarity NPD6686 Approved
0.6696 Remote Similarity NPD6675 Approved
0.6696 Remote Similarity NPD6008 Approved
0.6696 Remote Similarity NPD7128 Approved
0.6696 Remote Similarity NPD6402 Approved
0.6696 Remote Similarity NPD5739 Approved
0.6694 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6694 Remote Similarity NPD6009 Approved
0.6693 Remote Similarity NPD6033 Approved
0.6693 Remote Similarity NPD7736 Approved
0.6667 Remote Similarity NPD6372 Approved
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD6373 Approved
0.6667 Remote Similarity NPD6319 Approved
0.664 Remote Similarity NPD8328 Phase 3
0.6639 Remote Similarity NPD6053 Discontinued
0.6639 Remote Similarity NPD6882 Approved
0.6638 Remote Similarity NPD5701 Approved
0.6638 Remote Similarity NPD5697 Approved
0.6581 Remote Similarity NPD6011 Approved
0.6581 Remote Similarity NPD7320 Approved
0.6581 Remote Similarity NPD6881 Approved
0.6581 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6581 Remote Similarity NPD6899 Approved
0.6579 Remote Similarity NPD5211 Phase 2
0.6555 Remote Similarity NPD6649 Approved
0.6555 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6555 Remote Similarity NPD6650 Approved
0.6542 Remote Similarity NPD5737 Approved
0.6542 Remote Similarity NPD6672 Approved
0.6525 Remote Similarity NPD6012 Approved
0.6525 Remote Similarity NPD6013 Approved
0.6525 Remote Similarity NPD6014 Approved
0.6518 Remote Similarity NPD4755 Approved
0.6518 Remote Similarity NPD7902 Approved
0.6509 Remote Similarity NPD4519 Discontinued
0.6509 Remote Similarity NPD3618 Phase 1
0.6509 Remote Similarity NPD4623 Approved
0.6496 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6496 Remote Similarity NPD6412 Phase 2
0.6486 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6481 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6481 Remote Similarity NPD6904 Approved
0.6481 Remote Similarity NPD6673 Approved
0.6481 Remote Similarity NPD6080 Approved
0.6481 Remote Similarity NPD4753 Phase 2
0.648 Remote Similarity NPD8513 Phase 3
0.6476 Remote Similarity NPD4197 Approved
0.6471 Remote Similarity NPD6371 Approved
0.6471 Remote Similarity NPD4634 Approved
0.6471 Remote Similarity NPD7102 Approved
0.6471 Remote Similarity NPD6883 Approved
0.6471 Remote Similarity NPD7290 Approved
0.6466 Remote Similarity NPD5141 Approved
0.6455 Remote Similarity NPD6399 Phase 3
0.6446 Remote Similarity NPD4632 Approved
0.6442 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4697 Phase 3
0.6422 Remote Similarity NPD5692 Phase 3
0.6417 Remote Similarity NPD6869 Approved
0.6417 Remote Similarity NPD8130 Phase 1
0.6417 Remote Similarity NPD6617 Approved
0.6417 Remote Similarity NPD6847 Approved
0.6417 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6415 Remote Similarity NPD5329 Approved
0.6404 Remote Similarity NPD4696 Approved
0.6404 Remote Similarity NPD5286 Approved
0.6404 Remote Similarity NPD4700 Approved
0.6404 Remote Similarity NPD5285 Approved
0.6396 Remote Similarity NPD7748 Approved
0.6387 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6385 Remote Similarity NPD7319 Approved
0.6364 Remote Similarity NPD5284 Approved
0.6364 Remote Similarity NPD5281 Approved
0.6364 Remote Similarity NPD8297 Approved
0.6364 Remote Similarity NPD6845 Suspended
0.6364 Remote Similarity NPD6050 Approved
0.6364 Remote Similarity NPD5694 Approved
0.6355 Remote Similarity NPD5690 Phase 2
0.6355 Remote Similarity NPD4694 Approved
0.6355 Remote Similarity NPD5280 Approved
0.6355 Remote Similarity NPD5279 Phase 3
0.6349 Remote Similarity NPD7503 Approved
0.6349 Remote Similarity NPD8515 Approved
0.6349 Remote Similarity NPD8516 Approved
0.6349 Remote Similarity NPD5983 Phase 2
0.6349 Remote Similarity NPD8517 Approved
0.6348 Remote Similarity NPD5223 Approved
0.6339 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6339 Remote Similarity NPD4629 Approved
0.6339 Remote Similarity NPD5210 Approved
0.6336 Remote Similarity NPD5956 Approved
0.6306 Remote Similarity NPD4202 Approved
0.6306 Remote Similarity NPD5778 Approved
0.6306 Remote Similarity NPD5779 Approved
0.6293 Remote Similarity NPD5224 Approved
0.6293 Remote Similarity NPD5225 Approved
0.6293 Remote Similarity NPD4633 Approved
0.6293 Remote Similarity NPD5226 Approved
0.6288 Remote Similarity NPD7260 Phase 2
0.6286 Remote Similarity NPD4223 Phase 3
0.6286 Remote Similarity NPD4221 Approved
0.6286 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6283 Remote Similarity NPD5221 Approved
0.6283 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6283 Remote Similarity NPD5222 Approved
0.6279 Remote Similarity NPD7507 Approved
0.6273 Remote Similarity NPD5785 Approved
0.625 Remote Similarity NPD7900 Approved
0.625 Remote Similarity NPD7901 Clinical (unspecified phase)
0.625 Remote Similarity NPD7604 Phase 2
0.625 Remote Similarity NPD6001 Approved
0.6239 Remote Similarity NPD5175 Approved
0.6239 Remote Similarity NPD4754 Approved
0.6239 Remote Similarity NPD5174 Approved
0.6228 Remote Similarity NPD5173 Approved
0.6216 Remote Similarity NPD7515 Phase 2
0.621 Remote Similarity NPD6274 Approved
0.6204 Remote Similarity NPD6098 Approved
0.6195 Remote Similarity NPD5654 Approved
0.6182 Remote Similarity NPD5328 Approved
0.6168 Remote Similarity NPD3665 Phase 1
0.6168 Remote Similarity NPD3666 Approved
0.6168 Remote Similarity NPD3133 Approved
0.616 Remote Similarity NPD6317 Approved
0.6154 Remote Similarity NPD6336 Discontinued
0.6147 Remote Similarity NPD3573 Approved
0.6134 Remote Similarity NPD4768 Approved
0.6134 Remote Similarity NPD4767 Approved
0.6132 Remote Similarity NPD3667 Approved
0.6126 Remote Similarity NPD5207 Approved
0.6124 Remote Similarity NPD6067 Discontinued
0.6117 Remote Similarity NPD4756 Discovery
0.6111 Remote Similarity NPD6335 Approved
0.6111 Remote Similarity NPD6314 Approved
0.6111 Remote Similarity NPD1696 Phase 3
0.6111 Remote Similarity NPD6313 Approved
0.6107 Remote Similarity NPD8074 Phase 3
0.6094 Remote Similarity NPD6291 Clinical (unspecified phase)
0.609 Remote Similarity NPD6914 Discontinued
0.6087 Remote Similarity NPD5959 Approved
0.6082 Remote Similarity NPD3704 Approved
0.6075 Remote Similarity NPD6110 Phase 1
0.6071 Remote Similarity NPD6411 Approved
0.6071 Remote Similarity NPD6079 Approved
0.6063 Remote Similarity NPD7100 Approved
0.6063 Remote Similarity NPD7101 Approved
0.6055 Remote Similarity NPD4690 Approved
0.6055 Remote Similarity NPD5205 Approved
0.6055 Remote Similarity NPD7334 Approved
0.6055 Remote Similarity NPD6409 Approved
0.6055 Remote Similarity NPD5330 Approved
0.6055 Remote Similarity NPD6684 Approved
0.6055 Remote Similarity NPD4689 Approved
0.6055 Remote Similarity NPD7146 Approved
0.6055 Remote Similarity NPD4693 Phase 3
0.6055 Remote Similarity NPD4138 Approved
0.6055 Remote Similarity NPD7521 Approved
0.6055 Remote Similarity NPD4688 Approved
0.6038 Remote Similarity NPD4692 Approved
0.6038 Remote Similarity NPD4139 Approved
0.6034 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6033 Remote Similarity NPD5128 Approved
0.6033 Remote Similarity NPD4729 Approved
0.6033 Remote Similarity NPD4730 Approved
0.6019 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6019 Remote Similarity NPD4786 Approved
0.6018 Remote Similarity NPD5133 Approved
0.5984 Remote Similarity NPD7328 Approved
0.5984 Remote Similarity NPD7327 Approved
0.5982 Remote Similarity NPD46 Approved
0.5982 Remote Similarity NPD6698 Approved

Structure

External Identifiers

PubChem CID   637171
ChEMBL   CHEMBL463213
ZINC  

Physicochemical Properties

Molecular Weight:  360.19
ALogP:  0.5029
MLogP:  3.22
XLogP:  2.801
# Rotatable Bonds:  8
Polar Surface Area:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  26

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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