Natural Product: NPC320231

Natural Product ID:  NPC320231
Common Name:   Chlorajapolide A
IUPAC Name:  
Synonyms:   Chlorajapolide A
Molecular Formula:   C15H16O4
Standard InCHIKey:  UGOMZSBOIHRNKE-BVWZFGMISA-N
Standard InCHI:  InChI=1S/C15H16O4/c1-6-11-10(19-14(6)18)4-15(2)9-3-7(9)8(5-16)12(15)13(11)17/h5,7,9-10,13,17H,3-4H2,1-2H3/t7-,9-,10+,13+,15+/m1/s1
Canonical SMILES:  O=CC1=C2[C@@H](O)C3=C(C)C(=O)O[C@H]3C[C@]2([C@H]2[C@@H]1C2)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
NPO6915 Chloranthus japonicus Species Chloranthaceae Eukaryota Whole plant Suiling district, Heilongjiang Province, China 2008-AUG PMID[21142110]
NPO6915 Chloranthus japonicus Species Chloranthaceae Eukaryota whole plants Suiling district, Heilongjiang Province, China 2008-AUG PMID[21142110]
NPO6915 Chloranthus japonicus Species Chloranthaceae Eukaryota Whole Plants PMID[21142110]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 < 10000 nM 21142110
NPT1997 Cell Line OS-RC-2 Homo sapiens IC50 < 10000 nM 21142110
NPT81 Cell Line A549 Homo sapiens IC50 < 10000 nM 21142110
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 < 10000 nM 21142110
NPT165 Cell Line HeLa Homo sapiens IC50 < 10000 nM 21142110
NPT83 Cell Line MCF7 Homo sapiens IC50 < 10000 nM 21142110
NPT515 Cell Line SGC-7901 Homo sapiens IC50 < 10000 nM 21142110
NPT114 Cell Line LoVo Homo sapiens IC50 < 10000 nM 21142110

  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 NPC320231 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
0.8737 High Similarity NPC319861
0.8652 High Similarity NPC321385
0.8061 Intermediate Similarity NPC329435
0.798 Intermediate Similarity NPC470801
0.798 Intermediate Similarity NPC202833
0.798 Intermediate Similarity NPC234993
0.798 Intermediate Similarity NPC134072
0.7941 Intermediate Similarity NPC58329
0.7917 Intermediate Similarity NPC212664
0.7879 Intermediate Similarity NPC111273
0.7879 Intermediate Similarity NPC469873
0.7879 Intermediate Similarity NPC471915
0.7879 Intermediate Similarity NPC37408
0.7864 Intermediate Similarity NPC120321
0.7857 Intermediate Similarity NPC472640
0.7857 Intermediate Similarity NPC472641
0.7835 Intermediate Similarity NPC472642
0.7788 Intermediate Similarity NPC161775
0.7767 Intermediate Similarity NPC295791
0.7736 Intermediate Similarity NPC306265
0.7727 Intermediate Similarity NPC72772
0.7727 Intermediate Similarity NPC469794
0.7723 Intermediate Similarity NPC70145
0.7723 Intermediate Similarity NPC91695
0.7692 Intermediate Similarity NPC159533
0.7684 Intermediate Similarity NPC245434
0.7677 Intermediate Similarity NPC472954
0.7677 Intermediate Similarity NPC139692
0.7677 Intermediate Similarity NPC110022
0.7664 Intermediate Similarity NPC273433
0.7653 Intermediate Similarity NPC209816
0.7647 Intermediate Similarity NPC222303
0.7642 Intermediate Similarity NPC179380
0.7624 Intermediate Similarity NPC7124
0.7624 Intermediate Similarity NPC242848
0.7624 Intermediate Similarity NPC165632
0.7615 Intermediate Similarity NPC470063
0.7611 Intermediate Similarity NPC17938
0.76 Intermediate Similarity NPC474555
0.76 Intermediate Similarity NPC96541
0.76 Intermediate Similarity NPC474554
0.7596 Intermediate Similarity NPC476081
0.7596 Intermediate Similarity NPC165250
0.7579 Intermediate Similarity NPC32223
0.7576 Intermediate Similarity NPC472953
0.7576 Intermediate Similarity NPC249034
0.7576 Intermediate Similarity NPC78594
0.7576 Intermediate Similarity NPC472814
0.7576 Intermediate Similarity NPC177037
0.7573 Intermediate Similarity NPC476767
0.7573 Intermediate Similarity NPC470074
0.7568 Intermediate Similarity NPC471127
0.7568 Intermediate Similarity NPC154363
0.7568 Intermediate Similarity NPC234858
0.7549 Intermediate Similarity NPC205143
0.7547 Intermediate Similarity NPC85670
0.7526 Intermediate Similarity NPC312561
0.7524 Intermediate Similarity NPC112009
0.7524 Intermediate Similarity NPC474822
0.7524 Intermediate Similarity NPC176883
0.7524 Intermediate Similarity NPC476237
0.75 Intermediate Similarity NPC115021
0.75 Intermediate Similarity NPC299590
0.75 Intermediate Similarity NPC471412
0.75 Intermediate Similarity NPC10721
0.75 Intermediate Similarity NPC303559
0.75 Intermediate Similarity NPC475099
0.7477 Intermediate Similarity NPC302788
0.7477 Intermediate Similarity NPC67321
0.7477 Intermediate Similarity NPC187435
0.7476 Intermediate Similarity NPC23364
0.7476 Intermediate Similarity NPC216478
0.7475 Intermediate Similarity NPC232426
0.7475 Intermediate Similarity NPC281942
0.7455 Intermediate Similarity NPC42658
0.7455 Intermediate Similarity NPC69291
0.7451 Intermediate Similarity NPC240673
0.7451 Intermediate Similarity NPC17578
0.7451 Intermediate Similarity NPC476797
0.7431 Intermediate Similarity NPC179642
0.7429 Intermediate Similarity NPC471914
0.7426 Intermediate Similarity NPC90453
0.7426 Intermediate Similarity NPC470010
0.7426 Intermediate Similarity NPC477131
0.7426 Intermediate Similarity NPC470013
0.7426 Intermediate Similarity NPC262133
0.7426 Intermediate Similarity NPC323008
0.7426 Intermediate Similarity NPC53685
0.7423 Intermediate Similarity NPC474062
0.7419 Intermediate Similarity NPC5908
0.7419 Intermediate Similarity NPC110373
0.7419 Intermediate Similarity NPC80471
0.7411 Intermediate Similarity NPC196931
0.7407 Intermediate Similarity NPC325054
0.7404 Intermediate Similarity NPC251680
0.7404 Intermediate Similarity NPC306856
0.7404 Intermediate Similarity NPC470761
0.7404 Intermediate Similarity NPC47024
0.7404 Intermediate Similarity NPC16601
0.7404 Intermediate Similarity NPC307954
0.7404 Intermediate Similarity NPC471413
0.7404 Intermediate Similarity NPC201406
0.7404 Intermediate Similarity NPC473219
0.7404 Intermediate Similarity NPC471041
0.74 Intermediate Similarity NPC2882
0.74 Intermediate Similarity NPC131209
0.74 Intermediate Similarity NPC141831
0.74 Intermediate Similarity NPC473944
0.74 Intermediate Similarity NPC476187
0.7396 Intermediate Similarity NPC475100
0.7396 Intermediate Similarity NPC154893
0.7396 Intermediate Similarity NPC16887
0.7396 Intermediate Similarity NPC53011
0.7396 Intermediate Similarity NPC37005
0.7387 Intermediate Similarity NPC71889
0.7387 Intermediate Similarity NPC472757
0.7383 Intermediate Similarity NPC34768
0.7383 Intermediate Similarity NPC111952
0.7379 Intermediate Similarity NPC475709
0.7379 Intermediate Similarity NPC477949
0.7379 Intermediate Similarity NPC287668
0.7374 Intermediate Similarity NPC174342
0.7374 Intermediate Similarity NPC32922
0.7374 Intermediate Similarity NPC295312
0.7374 Intermediate Similarity NPC5509
0.7368 Intermediate Similarity NPC156745
0.7368 Intermediate Similarity NPC236918
0.7358 Intermediate Similarity NPC97487
0.7358 Intermediate Similarity NPC471208
0.7358 Intermediate Similarity NPC187302
0.7358 Intermediate Similarity NPC189588
0.7358 Intermediate Similarity NPC196471
0.7358 Intermediate Similarity NPC180204
0.7358 Intermediate Similarity NPC471938
0.7358 Intermediate Similarity NPC10232
0.7353 Intermediate Similarity NPC304886
0.7353 Intermediate Similarity NPC220221
0.7353 Intermediate Similarity NPC293052
0.7339 Intermediate Similarity NPC257853
0.7339 Intermediate Similarity NPC257082
0.7339 Intermediate Similarity NPC31522
0.7339 Intermediate Similarity NPC474243
0.7333 Intermediate Similarity NPC118174
0.7327 Intermediate Similarity NPC475657
0.7327 Intermediate Similarity NPC472871
0.7321 Intermediate Similarity NPC474872
0.7321 Intermediate Similarity NPC178289
0.7321 Intermediate Similarity NPC472400
0.732 Intermediate Similarity NPC65661
0.732 Intermediate Similarity NPC86316
0.732 Intermediate Similarity NPC253604
0.732 Intermediate Similarity NPC106416
0.7315 Intermediate Similarity NPC143609
0.7308 Intermediate Similarity NPC275086
0.7308 Intermediate Similarity NPC325229
0.7308 Intermediate Similarity NPC98868
0.7304 Intermediate Similarity NPC472759
0.7304 Intermediate Similarity NPC471128
0.7304 Intermediate Similarity NPC157252
0.7304 Intermediate Similarity NPC329080
0.7304 Intermediate Similarity NPC471126
0.7304 Intermediate Similarity NPC145182
0.7304 Intermediate Similarity NPC475885
0.73 Intermediate Similarity NPC469368
0.73 Intermediate Similarity NPC477782
0.73 Intermediate Similarity NPC51486
0.73 Intermediate Similarity NPC232202
0.73 Intermediate Similarity NPC473448
0.73 Intermediate Similarity NPC158488
0.7297 Intermediate Similarity NPC285956
0.7292 Intermediate Similarity NPC311070
0.729 Intermediate Similarity NPC471937
0.729 Intermediate Similarity NPC121099
0.729 Intermediate Similarity NPC296950
0.7282 Intermediate Similarity NPC29952
0.7282 Intermediate Similarity NPC284518
0.7281 Intermediate Similarity NPC124676
0.7281 Intermediate Similarity NPC146280
0.7273 Intermediate Similarity NPC153036
0.7264 Intermediate Similarity NPC469606
0.7264 Intermediate Similarity NPC137430
0.7264 Intermediate Similarity NPC109195
0.7264 Intermediate Similarity NPC86077
0.7264 Intermediate Similarity NPC475038
0.7264 Intermediate Similarity NPC281702
0.7264 Intermediate Similarity NPC162973
0.7264 Intermediate Similarity NPC31058
0.7264 Intermediate Similarity NPC273005
0.7257 Intermediate Similarity NPC138372
0.7257 Intermediate Similarity NPC106228
0.7255 Intermediate Similarity NPC57117
0.7255 Intermediate Similarity NPC24861
0.7255 Intermediate Similarity NPC184870
0.7255 Intermediate Similarity NPC469596
0.7255 Intermediate Similarity NPC198853
0.7255 Intermediate Similarity NPC471720
0.7255 Intermediate Similarity NPC225474
0.7255 Intermediate Similarity NPC148000
0.7255 Intermediate Similarity NPC250075
0.7248 Intermediate Similarity NPC476765

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC320231 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 NPD4061 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD7640 Approved
0.7404 Intermediate Similarity NPD7639 Approved
0.7308 Intermediate Similarity NPD7638 Approved
0.7273 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD7632 Discontinued
0.7117 Intermediate Similarity NPD6371 Approved
0.7091 Intermediate Similarity NPD6686 Approved
0.701 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7507 Approved
0.7 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.6967 Remote Similarity NPD7319 Approved
0.6961 Remote Similarity NPD46 Approved
0.6961 Remote Similarity NPD6698 Approved
0.6893 Remote Similarity NPD7637 Suspended
0.6863 Remote Similarity NPD1695 Approved
0.6857 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6822 Remote Similarity NPD4225 Approved
0.68 Remote Similarity NPD1694 Approved
0.6768 Remote Similarity NPD5362 Discontinued
0.6752 Remote Similarity NPD7115 Discovery
0.6697 Remote Similarity NPD5344 Discontinued
0.6696 Remote Similarity NPD6053 Discontinued
0.6667 Remote Similarity NPD5778 Approved
0.6667 Remote Similarity NPD5779 Approved
0.6635 Remote Similarity NPD5785 Approved
0.66 Remote Similarity NPD7154 Phase 3
0.6598 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6574 Remote Similarity NPD6084 Phase 2
0.6574 Remote Similarity NPD6083 Phase 2
0.6555 Remote Similarity NPD7327 Approved
0.6555 Remote Similarity NPD7328 Approved
0.6549 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6542 Remote Similarity NPD5695 Phase 3
0.65 Remote Similarity NPD7516 Approved
0.6491 Remote Similarity NPD7320 Approved
0.646 Remote Similarity NPD7128 Approved
0.646 Remote Similarity NPD6675 Approved
0.646 Remote Similarity NPD5739 Approved
0.646 Remote Similarity NPD6402 Approved
0.646 Remote Similarity NPD6008 Approved
0.6455 Remote Similarity NPD6648 Approved
0.6449 Remote Similarity NPD5282 Discontinued
0.6436 Remote Similarity NPD6695 Phase 3
0.6408 Remote Similarity NPD4249 Approved
0.6404 Remote Similarity NPD5697 Approved
0.6404 Remote Similarity NPD5701 Approved
0.6393 Remote Similarity NPD8380 Approved
0.6393 Remote Similarity NPD8296 Approved
0.6393 Remote Similarity NPD8378 Approved
0.6393 Remote Similarity NPD8379 Approved
0.6393 Remote Similarity NPD8335 Approved
0.6389 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6373 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6373 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5696 Approved
0.6355 Remote Similarity NPD6399 Phase 3
0.6348 Remote Similarity NPD6899 Approved
0.6348 Remote Similarity NPD6881 Approved
0.6346 Remote Similarity NPD4251 Approved
0.6346 Remote Similarity NPD4250 Approved
0.6337 Remote Similarity NPD5209 Approved
0.633 Remote Similarity NPD4697 Phase 3
0.6321 Remote Similarity NPD7838 Discovery
0.6311 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6311 Remote Similarity NPD8377 Approved
0.6311 Remote Similarity NPD8294 Approved
0.6296 Remote Similarity NPD7748 Approved
0.6293 Remote Similarity NPD6372 Approved
0.6293 Remote Similarity NPD6014 Approved
0.6293 Remote Similarity NPD6013 Approved
0.6293 Remote Similarity NPD6373 Approved
0.6293 Remote Similarity NPD6012 Approved
0.6286 Remote Similarity NPD6672 Approved
0.6286 Remote Similarity NPD6903 Approved
0.6286 Remote Similarity NPD5737 Approved
0.6262 Remote Similarity NPD6411 Approved
0.6262 Remote Similarity NPD5693 Phase 1
0.6262 Remote Similarity NPD7515 Phase 2
0.6261 Remote Similarity NPD6412 Phase 2
0.626 Remote Similarity NPD8033 Approved
0.625 Remote Similarity NPD6409 Approved
0.625 Remote Similarity NPD7521 Approved
0.625 Remote Similarity NPD6684 Approved
0.625 Remote Similarity NPD3618 Phase 1
0.625 Remote Similarity NPD5279 Phase 3
0.625 Remote Similarity NPD7334 Approved
0.625 Remote Similarity NPD5330 Approved
0.625 Remote Similarity NPD7146 Approved
0.6239 Remote Similarity NPD6883 Approved
0.6239 Remote Similarity NPD7290 Approved
0.6239 Remote Similarity NPD7102 Approved
0.6238 Remote Similarity NPD6902 Approved
0.6226 Remote Similarity NPD5328 Approved
0.6226 Remote Similarity NPD4753 Phase 2
0.6218 Remote Similarity NPD4632 Approved
0.6214 Remote Similarity NPD3666 Approved
0.6214 Remote Similarity NPD3133 Approved
0.6214 Remote Similarity NPD3665 Phase 1
0.6207 Remote Similarity NPD6011 Approved
0.62 Remote Similarity NPD6929 Approved
0.6195 Remote Similarity NPD5211 Phase 2
0.619 Remote Similarity NPD7524 Approved
0.619 Remote Similarity NPD7750 Discontinued
0.6186 Remote Similarity NPD6847 Approved
0.6186 Remote Similarity NPD6617 Approved
0.6186 Remote Similarity NPD6650 Approved
0.6186 Remote Similarity NPD8130 Phase 1
0.6186 Remote Similarity NPD6649 Approved
0.6186 Remote Similarity NPD6869 Approved
0.6179 Remote Similarity NPD6319 Approved
0.616 Remote Similarity NPD7604 Phase 2
0.6154 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5363 Approved
0.6154 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6154 Remote Similarity NPD1696 Phase 3
0.6147 Remote Similarity NPD6001 Approved
0.6139 Remote Similarity NPD7332 Phase 2
0.6139 Remote Similarity NPD6931 Approved
0.6139 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6139 Remote Similarity NPD6930 Phase 2
0.6134 Remote Similarity NPD6882 Approved
0.6134 Remote Similarity NPD8297 Approved
0.6132 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6126 Remote Similarity NPD7902 Approved
0.6126 Remote Similarity NPD4755 Approved
0.6117 Remote Similarity NPD5332 Approved
0.6117 Remote Similarity NPD5331 Approved
0.6111 Remote Similarity NPD7492 Approved
0.6111 Remote Similarity NPD6079 Approved
0.6111 Remote Similarity NPD8035 Phase 2
0.6111 Remote Similarity NPD7983 Approved
0.6111 Remote Similarity NPD8034 Phase 2
0.61 Remote Similarity NPD6697 Approved
0.61 Remote Similarity NPD6114 Approved
0.61 Remote Similarity NPD6115 Approved
0.61 Remote Similarity NPD6118 Approved
0.6087 Remote Similarity NPD5141 Approved
0.6083 Remote Similarity NPD8133 Approved
0.6078 Remote Similarity NPD4790 Discontinued
0.6075 Remote Similarity NPD6101 Approved
0.6075 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6068 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6066 Remote Similarity NPD6009 Approved
0.6063 Remote Similarity NPD6616 Approved
0.6058 Remote Similarity NPD4786 Approved
0.6055 Remote Similarity NPD4202 Approved
0.605 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6048 Remote Similarity NPD6059 Approved
0.6048 Remote Similarity NPD6054 Approved
0.6036 Remote Similarity NPD5221 Approved
0.6036 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6036 Remote Similarity NPD5222 Approved
0.6019 Remote Similarity NPD4270 Approved
0.6019 Remote Similarity NPD3667 Approved
0.6019 Remote Similarity NPD6435 Approved
0.6019 Remote Similarity NPD4269 Approved
0.6018 Remote Similarity NPD5285 Approved
0.6018 Remote Similarity NPD4700 Approved
0.6018 Remote Similarity NPD4696 Approved
0.6018 Remote Similarity NPD5286 Approved
0.6017 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6016 Remote Similarity NPD7078 Approved
0.6016 Remote Similarity NPD8293 Discontinued
0.6 Remote Similarity NPD7503 Approved
0.6 Remote Similarity NPD6016 Approved
0.6 Remote Similarity NPD6015 Approved
0.6 Remote Similarity NPD5776 Phase 2
0.6 Remote Similarity NPD6925 Approved
0.6 Remote Similarity NPD5983 Phase 2
0.5984 Remote Similarity NPD6274 Approved
0.5982 Remote Similarity NPD5173 Approved
0.598 Remote Similarity NPD4819 Approved
0.598 Remote Similarity NPD4820 Approved
0.598 Remote Similarity NPD4822 Approved
0.598 Remote Similarity NPD4821 Approved
0.598 Remote Similarity NPD7514 Phase 3
0.5969 Remote Similarity NPD7736 Approved
0.5963 Remote Similarity NPD5281 Approved
0.5963 Remote Similarity NPD7087 Discontinued
0.5963 Remote Similarity NPD5284 Approved
0.596 Remote Similarity NPD8039 Approved
0.5952 Remote Similarity NPD6370 Approved
0.5952 Remote Similarity NPD5988 Approved
0.5946 Remote Similarity NPD4629 Approved
0.5946 Remote Similarity NPD5210 Approved
0.5943 Remote Similarity NPD4623 Approved
0.5943 Remote Similarity NPD4519 Discontinued
0.5943 Remote Similarity NPD5786 Approved
0.5941 Remote Similarity NPD4268 Approved
0.5941 Remote Similarity NPD3617 Approved
0.5941 Remote Similarity NPD4271 Approved
0.5941 Remote Similarity NPD7145 Approved
0.5929 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5926 Remote Similarity NPD6904 Approved
0.5926 Remote Similarity NPD6673 Approved
0.5926 Remote Similarity NPD6080 Approved
0.5926 Remote Similarity NPD6051 Approved
0.5922 Remote Similarity NPD6898 Phase 1
0.5917 Remote Similarity NPD8413 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   50993826
ChEMBL   CHEMBL1668789
ZINC  

Physicochemical Properties

Molecular Weight:  260.10
ALogP:  0.279
MLogP:  2.67
XLogP:  -0.077
# Rotatable Bonds:  4
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  19

Download Data

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Biological Activities  
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