Natural Product: NPC33473

Natural Product ID:  NPC33473
Common Name:   Sinocalycanchinensin E
IUPAC Name:  
Synonyms:   Sinocalycanchinensin E
Molecular Formula:   C30H44O4
Standard InCHIKey:  QNZKHYAIUBIBMQ-BDJJLNNZSA-N
Standard InCHI:  InChI=1S/C30H44O4/c1-7-21-9-11-24-28(5)14-12-22(20(3)23-10-8-19(2)26(32)34-23)27(28,4)16-17-30(24)18-29(21,30)15-13-25(31)33-6/h7-8,20-24H,1,9-18H2,2-6H3/t20-,21+,22+,23+,24-,27+,28-,29+,30-/m0/s1
Canonical SMILES:  C=C[C@@H]1CC[C@@H]2[C@]3([C@]1(CCC(=O)OC)C3)CC[C@]1([C@@]2(C)CC[C@@H]1[C@@H]([C@H]1CC=C(C(=O)O1)C)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
NPO33379 sinocalycanthus chinensis Species NA NA Leaves PMID[21493075]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 62.2 ug/ml 21524582
NPT2 Others Unspecified IC50 = 1.51 ug/ml 19084294
NPT2 Others Unspecified IC50 = 49.2 ug/ml 23252603
NPT111 Cell Line K562 Homo sapiens IC50 = 22.4 ug/ml PubChem BioAssay data set
NPT83 Cell Line MCF7 Homo sapiens IC50 > 100 ug/ml 11473423
NPT111 Cell Line K562 Homo sapiens IC50 = 20.5 ug/ml 19309154

  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 NPC33473 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
0.967 High Similarity NPC98868
0.9053 High Similarity NPC310981
0.9 High Similarity NPC177141
0.8925 High Similarity NPC293052
0.8901 High Similarity NPC273199
0.8842 High Similarity NPC252295
0.883 High Similarity NPC307164
0.8791 High Similarity NPC474844
0.875 High Similarity NPC470906
0.8723 High Similarity NPC281134
0.866 High Similarity NPC168319
0.866 High Similarity NPC194028
0.8602 High Similarity NPC470113
0.8587 High Similarity NPC66344
0.8557 High Similarity NPC476303
0.8542 High Similarity NPC202705
0.8542 High Similarity NPC110937
0.8526 High Similarity NPC476174
0.8511 High Similarity NPC229976
0.85 High Similarity NPC127790
0.8495 Intermediate Similarity NPC212679
0.8495 Intermediate Similarity NPC469595
0.8495 Intermediate Similarity NPC220454
0.8485 Intermediate Similarity NPC476237
0.8485 Intermediate Similarity NPC297617
0.8485 Intermediate Similarity NPC176883
0.8462 Intermediate Similarity NPC264127
0.8427 Intermediate Similarity NPC200513
0.8421 Intermediate Similarity NPC294266
0.8416 Intermediate Similarity NPC91034
0.8416 Intermediate Similarity NPC475294
0.8404 Intermediate Similarity NPC190442
0.8404 Intermediate Similarity NPC218301
0.84 Intermediate Similarity NPC189616
0.8387 Intermediate Similarity NPC285982
0.8384 Intermediate Similarity NPC475320
0.8384 Intermediate Similarity NPC308351
0.8384 Intermediate Similarity NPC271266
0.837 Intermediate Similarity NPC236618
0.8367 Intermediate Similarity NPC201406
0.8352 Intermediate Similarity NPC189311
0.8351 Intermediate Similarity NPC2049
0.8351 Intermediate Similarity NPC151488
0.8333 Intermediate Similarity NPC470046
0.8333 Intermediate Similarity NPC470047
0.8333 Intermediate Similarity NPC61411
0.8333 Intermediate Similarity NPC220155
0.8317 Intermediate Similarity NPC189863
0.8317 Intermediate Similarity NPC266570
0.83 Intermediate Similarity NPC180204
0.83 Intermediate Similarity NPC112009
0.8298 Intermediate Similarity NPC475965
0.8298 Intermediate Similarity NPC474842
0.8298 Intermediate Similarity NPC469372
0.8286 Intermediate Similarity NPC122056
0.828 Intermediate Similarity NPC117122
0.828 Intermediate Similarity NPC472220
0.828 Intermediate Similarity NPC226863
0.828 Intermediate Similarity NPC97884
0.8269 Intermediate Similarity NPC474315
0.8265 Intermediate Similarity NPC176845
0.8265 Intermediate Similarity NPC108368
0.8265 Intermediate Similarity NPC57079
0.8261 Intermediate Similarity NPC195640
0.8261 Intermediate Similarity NPC470051
0.8261 Intermediate Similarity NPC186975
0.8261 Intermediate Similarity NPC470050
0.8261 Intermediate Similarity NPC220478
0.8247 Intermediate Similarity NPC111684
0.8247 Intermediate Similarity NPC58052
0.8247 Intermediate Similarity NPC29152
0.8229 Intermediate Similarity NPC477130
0.8229 Intermediate Similarity NPC120351
0.8229 Intermediate Similarity NPC477129
0.8229 Intermediate Similarity NPC166143
0.8229 Intermediate Similarity NPC471994
0.8222 Intermediate Similarity NPC100297
0.8218 Intermediate Similarity NPC235889
0.8211 Intermediate Similarity NPC476187
0.8211 Intermediate Similarity NPC303697
0.82 Intermediate Similarity NPC32577
0.82 Intermediate Similarity NPC155332
0.82 Intermediate Similarity NPC114540
0.8191 Intermediate Similarity NPC284561
0.8191 Intermediate Similarity NPC288699
0.8191 Intermediate Similarity NPC174342
0.8173 Intermediate Similarity NPC473627
0.8173 Intermediate Similarity NPC37116
0.8173 Intermediate Similarity NPC16270
0.8172 Intermediate Similarity NPC75315
0.8172 Intermediate Similarity NPC163016
0.8172 Intermediate Similarity NPC128644
0.8163 Intermediate Similarity NPC38530
0.8163 Intermediate Similarity NPC84335
0.8163 Intermediate Similarity NPC253826
0.8163 Intermediate Similarity NPC156546
0.8152 Intermediate Similarity NPC65661
0.8152 Intermediate Similarity NPC323765
0.8152 Intermediate Similarity NPC137493
0.8144 Intermediate Similarity NPC171395
0.8144 Intermediate Similarity NPC84383
0.8137 Intermediate Similarity NPC470267
0.8137 Intermediate Similarity NPC181265
0.8132 Intermediate Similarity NPC170862
0.8132 Intermediate Similarity NPC22611
0.8132 Intermediate Similarity NPC193198
0.8132 Intermediate Similarity NPC474790
0.8132 Intermediate Similarity NPC474976
0.8125 Intermediate Similarity NPC474185
0.8125 Intermediate Similarity NPC79117
0.8125 Intermediate Similarity NPC475657
0.8125 Intermediate Similarity NPC472871
0.8119 Intermediate Similarity NPC470954
0.8105 Intermediate Similarity NPC8062
0.8105 Intermediate Similarity NPC159748
0.8105 Intermediate Similarity NPC101651
0.8105 Intermediate Similarity NPC161638
0.8105 Intermediate Similarity NPC302280
0.81 Intermediate Similarity NPC118174
0.81 Intermediate Similarity NPC99411
0.8095 Intermediate Similarity NPC470960
0.8085 Intermediate Similarity NPC215831
0.8085 Intermediate Similarity NPC472870
0.8085 Intermediate Similarity NPC472302
0.8085 Intermediate Similarity NPC477128
0.8061 Intermediate Similarity NPC322063
0.8061 Intermediate Similarity NPC112654
0.8058 Intermediate Similarity NPC476958
0.8056 Intermediate Similarity NPC20302
0.8056 Intermediate Similarity NPC286528
0.8056 Intermediate Similarity NPC167606
0.8056 Intermediate Similarity NPC140055
0.8043 Intermediate Similarity NPC475100
0.8043 Intermediate Similarity NPC100391
0.8041 Intermediate Similarity NPC124207
0.8041 Intermediate Similarity NPC476186
0.8041 Intermediate Similarity NPC84893
0.8041 Intermediate Similarity NPC38830
0.8037 Intermediate Similarity NPC67259
0.8037 Intermediate Similarity NPC147912
0.8022 Intermediate Similarity NPC321289
0.8022 Intermediate Similarity NPC327969
0.8021 Intermediate Similarity NPC473986
0.8021 Intermediate Similarity NPC177641
0.8021 Intermediate Similarity NPC49420
0.8021 Intermediate Similarity NPC474018
0.8019 Intermediate Similarity NPC191620
0.8019 Intermediate Similarity NPC475524
0.8019 Intermediate Similarity NPC100267
0.8019 Intermediate Similarity NPC236217
0.8019 Intermediate Similarity NPC69291
0.8 Intermediate Similarity NPC128496
0.8 Intermediate Similarity NPC29133
0.8 Intermediate Similarity NPC474012
0.8 Intermediate Similarity NPC73995
0.8 Intermediate Similarity NPC476299
0.8 Intermediate Similarity NPC266955
0.8 Intermediate Similarity NPC262043
0.8 Intermediate Similarity NPC5509
0.7982 Intermediate Similarity NPC709
0.7982 Intermediate Similarity NPC50774
0.7981 Intermediate Similarity NPC470269
0.798 Intermediate Similarity NPC257726
0.798 Intermediate Similarity NPC108078
0.798 Intermediate Similarity NPC204054
0.798 Intermediate Similarity NPC292133
0.7979 Intermediate Similarity NPC477228
0.7959 Intermediate Similarity NPC280877
0.7959 Intermediate Similarity NPC209355
0.7957 Intermediate Similarity NPC474013
0.7957 Intermediate Similarity NPC269638
0.7957 Intermediate Similarity NPC29447
0.7957 Intermediate Similarity NPC86316
0.7957 Intermediate Similarity NPC470048
0.7957 Intermediate Similarity NPC106416
0.7957 Intermediate Similarity NPC283733
0.7957 Intermediate Similarity NPC470223
0.7941 Intermediate Similarity NPC475526
0.7941 Intermediate Similarity NPC329345
0.7941 Intermediate Similarity NPC254202
0.7941 Intermediate Similarity NPC473283
0.7938 Intermediate Similarity NPC475700
0.7938 Intermediate Similarity NPC476304
0.7938 Intermediate Similarity NPC139692
0.7938 Intermediate Similarity NPC474736
0.7938 Intermediate Similarity NPC38232
0.7925 Intermediate Similarity NPC470076
0.7925 Intermediate Similarity NPC470961
0.7921 Intermediate Similarity NPC224720
0.7921 Intermediate Similarity NPC115899
0.7921 Intermediate Similarity NPC476240
0.7921 Intermediate Similarity NPC476223
0.7917 Intermediate Similarity NPC51486
0.7917 Intermediate Similarity NPC472866
0.7917 Intermediate Similarity NPC471896
0.7912 Intermediate Similarity NPC229584
0.7912 Intermediate Similarity NPC40228
0.7912 Intermediate Similarity NPC14203
0.7909 Intermediate Similarity NPC475520
0.7909 Intermediate Similarity NPC264954

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC33473 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
0.8427 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.828 Intermediate Similarity NPD5737 Approved
0.828 Intermediate Similarity NPD6672 Approved
0.8261 Intermediate Similarity NPD7146 Approved
0.8261 Intermediate Similarity NPD6409 Approved
0.8261 Intermediate Similarity NPD5330 Approved
0.8261 Intermediate Similarity NPD7521 Approved
0.8261 Intermediate Similarity NPD7334 Approved
0.8261 Intermediate Similarity NPD6684 Approved
0.8085 Intermediate Similarity NPD6903 Approved
0.8085 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8056 Intermediate Similarity NPD7115 Discovery
0.8021 Intermediate Similarity NPD5693 Phase 1
0.7959 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7938 Intermediate Similarity NPD6399 Phase 3
0.79 Intermediate Similarity NPD7638 Approved
0.7822 Intermediate Similarity NPD7640 Approved
0.7822 Intermediate Similarity NPD7639 Approved
0.7812 Intermediate Similarity NPD6051 Approved
0.7812 Intermediate Similarity NPD6904 Approved
0.7812 Intermediate Similarity NPD6673 Approved
0.7812 Intermediate Similarity NPD6080 Approved
0.7766 Intermediate Similarity NPD1694 Approved
0.7624 Intermediate Similarity NPD6084 Phase 2
0.7624 Intermediate Similarity NPD6083 Phase 2
0.7526 Intermediate Similarity NPD5208 Approved
0.75 Intermediate Similarity NPD6098 Approved
0.75 Intermediate Similarity NPD6001 Approved
0.7477 Intermediate Similarity NPD6881 Approved
0.7477 Intermediate Similarity NPD6899 Approved
0.7475 Intermediate Similarity NPD5694 Approved
0.7475 Intermediate Similarity NPD6079 Approved
0.7475 Intermediate Similarity NPD6050 Approved
0.7474 Intermediate Similarity NPD4786 Approved
0.7453 Intermediate Similarity NPD6008 Approved
0.7426 Intermediate Similarity NPD5695 Phase 3
0.7383 Intermediate Similarity NPD5697 Approved
0.7379 Intermediate Similarity NPD5696 Approved
0.7374 Intermediate Similarity NPD5692 Phase 3
0.7374 Intermediate Similarity NPD5785 Approved
0.7374 Intermediate Similarity NPD5207 Approved
0.7339 Intermediate Similarity NPD7290 Approved
0.7339 Intermediate Similarity NPD7102 Approved
0.7339 Intermediate Similarity NPD6883 Approved
0.7327 Intermediate Similarity NPD7900 Approved
0.7327 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7327 Intermediate Similarity NPD7748 Approved
0.7315 Intermediate Similarity NPD6686 Approved
0.7315 Intermediate Similarity NPD6011 Approved
0.7292 Intermediate Similarity NPD3133 Approved
0.7292 Intermediate Similarity NPD3666 Approved
0.7292 Intermediate Similarity NPD3668 Phase 3
0.7292 Intermediate Similarity NPD3665 Phase 1
0.729 Intermediate Similarity NPD6675 Approved
0.729 Intermediate Similarity NPD7128 Approved
0.729 Intermediate Similarity NPD6402 Approved
0.729 Intermediate Similarity NPD5739 Approved
0.7273 Intermediate Similarity NPD6650 Approved
0.7273 Intermediate Similarity NPD6649 Approved
0.7273 Intermediate Similarity NPD5328 Approved
0.7273 Intermediate Similarity NPD6847 Approved
0.7273 Intermediate Similarity NPD6617 Approved
0.7273 Intermediate Similarity NPD6869 Approved
0.7273 Intermediate Similarity NPD8130 Phase 1
0.7263 Intermediate Similarity NPD5209 Approved
0.7263 Intermediate Similarity NPD3667 Approved
0.7248 Intermediate Similarity NPD6014 Approved
0.7248 Intermediate Similarity NPD6013 Approved
0.7248 Intermediate Similarity NPD6012 Approved
0.7245 Intermediate Similarity NPD3573 Approved
0.7212 Intermediate Similarity NPD4225 Approved
0.7207 Intermediate Similarity NPD6053 Discontinued
0.7207 Intermediate Similarity NPD6882 Approved
0.7207 Intermediate Similarity NPD8297 Approved
0.7184 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD5221 Approved
0.7184 Intermediate Similarity NPD5222 Approved
0.717 Intermediate Similarity NPD7632 Discontinued
0.7156 Intermediate Similarity NPD7320 Approved
0.7143 Intermediate Similarity NPD3618 Phase 1
0.7129 Intermediate Similarity NPD5284 Approved
0.7129 Intermediate Similarity NPD8035 Phase 2
0.7129 Intermediate Similarity NPD7637 Suspended
0.7129 Intermediate Similarity NPD5281 Approved
0.7129 Intermediate Similarity NPD7515 Phase 2
0.7129 Intermediate Similarity NPD8034 Phase 2
0.7115 Intermediate Similarity NPD7902 Approved
0.7115 Intermediate Similarity NPD5959 Approved
0.7115 Intermediate Similarity NPD5173 Approved
0.71 Intermediate Similarity NPD4753 Phase 2
0.7091 Intermediate Similarity NPD6373 Approved
0.7091 Intermediate Similarity NPD6372 Approved
0.7087 Intermediate Similarity NPD4629 Approved
0.7087 Intermediate Similarity NPD5210 Approved
0.7083 Intermediate Similarity NPD4223 Phase 3
0.7083 Intermediate Similarity NPD4221 Approved
0.7065 Intermediate Similarity NPD8039 Approved
0.7064 Intermediate Similarity NPD5701 Approved
0.7064 Intermediate Similarity NPD6614 Approved
0.7041 Intermediate Similarity NPD5329 Approved
0.7041 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD6868 Approved
0.701 Intermediate Similarity NPD5362 Discontinued
0.7009 Intermediate Similarity NPD5211 Phase 2
0.7 Intermediate Similarity NPD4747 Approved
0.7 Intermediate Similarity NPD4691 Approved
0.6981 Remote Similarity NPD5286 Approved
0.6981 Remote Similarity NPD5285 Approved
0.6981 Remote Similarity NPD4696 Approved
0.697 Remote Similarity NPD5690 Phase 2
0.697 Remote Similarity NPD5279 Phase 3
0.6964 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6957 Remote Similarity NPD4058 Approved
0.6944 Remote Similarity NPD6052 Approved
0.6939 Remote Similarity NPD4197 Approved
0.6923 Remote Similarity NPD5654 Approved
0.6916 Remote Similarity NPD5223 Approved
0.6909 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6335 Approved
0.6893 Remote Similarity NPD4202 Approved
0.6891 Remote Similarity NPD7604 Phase 2
0.6889 Remote Similarity NPD4137 Phase 3
0.6881 Remote Similarity NPD5141 Approved
0.6875 Remote Similarity NPD4695 Discontinued
0.6869 Remote Similarity NPD5363 Approved
0.6857 Remote Similarity NPD4697 Phase 3
0.6852 Remote Similarity NPD4633 Approved
0.6852 Remote Similarity NPD5226 Approved
0.6852 Remote Similarity NPD5225 Approved
0.6852 Remote Similarity NPD5224 Approved
0.6842 Remote Similarity NPD4632 Approved
0.6838 Remote Similarity NPD7101 Approved
0.6838 Remote Similarity NPD7100 Approved
0.6837 Remote Similarity NPD4788 Approved
0.6822 Remote Similarity NPD6404 Discontinued
0.681 Remote Similarity NPD6317 Approved
0.68 Remote Similarity NPD3574 Clinical (unspecified phase)
0.68 Remote Similarity NPD4689 Approved
0.68 Remote Similarity NPD4519 Discontinued
0.68 Remote Similarity NPD4693 Phase 3
0.68 Remote Similarity NPD5205 Approved
0.68 Remote Similarity NPD4688 Approved
0.68 Remote Similarity NPD4138 Approved
0.68 Remote Similarity NPD4690 Approved
0.68 Remote Similarity NPD4623 Approved
0.6796 Remote Similarity NPD6411 Approved
0.6792 Remote Similarity NPD4755 Approved
0.6789 Remote Similarity NPD5174 Approved
0.6789 Remote Similarity NPD5175 Approved
0.6786 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6777 Remote Similarity NPD7507 Approved
0.6774 Remote Similarity NPD4687 Approved
0.6774 Remote Similarity NPD5733 Approved
0.6771 Remote Similarity NPD4195 Approved
0.6765 Remote Similarity NPD1695 Approved
0.6765 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6762 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6757 Remote Similarity NPD6412 Phase 2
0.6752 Remote Similarity NPD6314 Approved
0.6752 Remote Similarity NPD6313 Approved
0.6739 Remote Similarity NPD5777 Approved
0.6726 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6726 Remote Similarity NPD6371 Approved
0.6724 Remote Similarity NPD6274 Approved
0.6723 Remote Similarity NPD7503 Approved
0.6702 Remote Similarity NPD7339 Approved
0.6702 Remote Similarity NPD6942 Approved
0.6699 Remote Similarity NPD46 Approved
0.6699 Remote Similarity NPD6698 Approved
0.6698 Remote Similarity NPD7732 Phase 3
0.6696 Remote Similarity NPD7094 Approved
0.6696 Remote Similarity NPD6858 Approved
0.6667 Remote Similarity NPD3617 Approved
0.6667 Remote Similarity NPD6009 Approved
0.6667 Remote Similarity NPD4700 Approved
0.6667 Remote Similarity NPD7154 Phase 3
0.6639 Remote Similarity NPD6319 Approved
0.6634 Remote Similarity NPD5280 Approved
0.6634 Remote Similarity NPD4694 Approved
0.6613 Remote Similarity NPD7319 Approved
0.6602 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6602 Remote Similarity NPD6101 Approved
0.66 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6583 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6583 Remote Similarity NPD5983 Phase 2
0.6571 Remote Similarity NPD5779 Approved
0.6571 Remote Similarity NPD5778 Approved
0.6566 Remote Similarity NPD4269 Approved
0.6566 Remote Similarity NPD4270 Approved
0.6559 Remote Similarity NPD5276 Approved
0.6557 Remote Similarity NPD7492 Approved
0.6549 Remote Similarity NPD4730 Approved
0.6549 Remote Similarity NPD5168 Approved
0.6549 Remote Similarity NPD4729 Approved
0.6542 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6535 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6531 Remote Similarity NPD7525 Registered
0.6531 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6508 Remote Similarity NPD7260 Phase 2

Structure

External Identifiers

PubChem CID   54581329
ChEMBL   CHEMBL1774189
ZINC  

Physicochemical Properties

Molecular Weight:  468.32
ALogP:  2.9931
MLogP:  4.32
XLogP:  9.58
# Rotatable Bonds:  12
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  34

Download Data

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Biological Activities  
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