Natural Product: NPC321556

Natural Product ID:  NPC321556
Common Name:   Cycloshizukaol A
IUPAC Name:  
Synonyms:   Cycloshizukaol A
Molecular Formula:   C32H36O8
Standard InCHIKey:  YSPXFYFVBVEVBW-WCQVQBNASA-N
Standard InCHI:  InChI=1S/C32H36O8/c1-29(27(37)39-5)11-15-13-7-17(13)32(4)20(15)10-22(24(34)26(32)36)30(2,28(38)40-6)12-16-14-8-18(14)31(3)19(16)9-21(29)23(33)25(31)35/h9-10,13-14,17-18,25-26,35-36H,7-8,11-12H2,1-6H3/t13-,14-,17-,18-,25+,26+,29-,30-,31+,32+/m1/s1
Canonical SMILES:  COC(=O)[C@]1(C)CC2=C3C=C(C(=O)[C@@H]([C@]3([C@H]3[C@@H]2C3)C)O)[C@](CC2=C3C=C1C(=O)[C@@H]([C@@]3(C)[C@H]1[C@@H]2C1)O)(C)C(=O)OC
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 Plants PMID[21650224]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 20392109
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 20392109
NPT461 Cell Line PANC-1 Homo sapiens IC50 > 10000 nM 20392109
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 20392109
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 > 10000 nM 20392109

  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 NPC321556 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
0.8053 Intermediate Similarity NPC170487
0.8017 Intermediate Similarity NPC118638
0.8 Intermediate Similarity NPC270958
0.7982 Intermediate Similarity NPC202889
0.7965 Intermediate Similarity NPC231589
0.7965 Intermediate Similarity NPC214797
0.7965 Intermediate Similarity NPC118860
0.7946 Intermediate Similarity NPC258543
0.7946 Intermediate Similarity NPC241927
0.7946 Intermediate Similarity NPC304495
0.7903 Intermediate Similarity NPC469674
0.7895 Intermediate Similarity NPC71348
0.7851 Intermediate Similarity NPC63186
0.785 Intermediate Similarity NPC471815
0.7826 Intermediate Similarity NPC472926
0.7807 Intermediate Similarity NPC115303
0.7778 Intermediate Similarity NPC472927
0.7778 Intermediate Similarity NPC472934
0.7748 Intermediate Similarity NPC2436
0.7748 Intermediate Similarity NPC135854
0.7748 Intermediate Similarity NPC470251
0.7748 Intermediate Similarity NPC216245
0.7727 Intermediate Similarity NPC53222
0.7719 Intermediate Similarity NPC129689
0.7719 Intermediate Similarity NPC210005
0.7706 Intermediate Similarity NPC88198
0.7706 Intermediate Similarity NPC157787
0.7705 Intermediate Similarity NPC15095
0.7699 Intermediate Similarity NPC295244
0.7699 Intermediate Similarity NPC470269
0.7679 Intermediate Similarity NPC181265
0.7679 Intermediate Similarity NPC196528
0.7679 Intermediate Similarity NPC51452
0.7672 Intermediate Similarity NPC472929
0.7658 Intermediate Similarity NPC33973
0.7658 Intermediate Similarity NPC70967
0.7652 Intermediate Similarity NPC472928
0.7647 Intermediate Similarity NPC472933
0.7636 Intermediate Similarity NPC146822
0.7636 Intermediate Similarity NPC124211
0.7632 Intermediate Similarity NPC77947
0.7632 Intermediate Similarity NPC286174
0.7632 Intermediate Similarity NPC153239
0.7627 Intermediate Similarity NPC153651
0.7615 Intermediate Similarity NPC471717
0.7611 Intermediate Similarity NPC472925
0.7593 Intermediate Similarity NPC305483
0.7593 Intermediate Similarity NPC96859
0.7593 Intermediate Similarity NPC328162
0.7589 Intermediate Similarity NPC235889
0.7583 Intermediate Similarity NPC185876
0.7583 Intermediate Similarity NPC17938
0.7583 Intermediate Similarity NPC19336
0.7565 Intermediate Similarity NPC197428
0.7565 Intermediate Similarity NPC5284
0.7545 Intermediate Similarity NPC241221
0.7542 Intermediate Similarity NPC148458
0.754 Intermediate Similarity NPC34963
0.7523 Intermediate Similarity NPC43747
0.7522 Intermediate Similarity NPC96377
0.7521 Intermediate Similarity NPC52634
0.752 Intermediate Similarity NPC35109
0.75 Intermediate Similarity NPC251017
0.75 Intermediate Similarity NPC470016
0.75 Intermediate Similarity NPC317586
0.75 Intermediate Similarity NPC139459
0.75 Intermediate Similarity NPC180640
0.748 Intermediate Similarity NPC58029
0.748 Intermediate Similarity NPC469673
0.7479 Intermediate Similarity NPC239273
0.7477 Intermediate Similarity NPC25750
0.746 Intermediate Similarity NPC241935
0.746 Intermediate Similarity NPC279478
0.746 Intermediate Similarity NPC196921
0.746 Intermediate Similarity NPC220757
0.7456 Intermediate Similarity NPC475294
0.7455 Intermediate Similarity NPC275439
0.7455 Intermediate Similarity NPC114274
0.7455 Intermediate Similarity NPC112753
0.744 Intermediate Similarity NPC236999
0.7438 Intermediate Similarity NPC241192
0.7436 Intermediate Similarity NPC475524
0.7436 Intermediate Similarity NPC280782
0.7436 Intermediate Similarity NPC234042
0.7436 Intermediate Similarity NPC100267
0.7436 Intermediate Similarity NPC152117
0.7436 Intermediate Similarity NPC221144
0.7434 Intermediate Similarity NPC96268
0.7434 Intermediate Similarity NPC28656
0.7434 Intermediate Similarity NPC310586
0.7434 Intermediate Similarity NPC255309
0.7431 Intermediate Similarity NPC42042
0.7431 Intermediate Similarity NPC125622
0.7431 Intermediate Similarity NPC95565
0.7422 Intermediate Similarity NPC476823
0.7417 Intermediate Similarity NPC472760
0.7414 Intermediate Similarity NPC473036
0.7414 Intermediate Similarity NPC272898
0.7411 Intermediate Similarity NPC119601
0.7411 Intermediate Similarity NPC308726
0.7411 Intermediate Similarity NPC15396
0.7407 Intermediate Similarity NPC49670
0.7407 Intermediate Similarity NPC166906
0.7391 Intermediate Similarity NPC154608
0.7391 Intermediate Similarity NPC192813
0.7391 Intermediate Similarity NPC94529
0.7391 Intermediate Similarity NPC19412
0.7391 Intermediate Similarity NPC277017
0.7391 Intermediate Similarity NPC469844
0.7387 Intermediate Similarity NPC472972
0.7387 Intermediate Similarity NPC474720
0.7387 Intermediate Similarity NPC327431
0.7387 Intermediate Similarity NPC476274
0.7373 Intermediate Similarity NPC474937
0.7364 Intermediate Similarity NPC216904
0.7364 Intermediate Similarity NPC108078
0.7364 Intermediate Similarity NPC292133
0.7355 Intermediate Similarity NPC471108
0.7355 Intermediate Similarity NPC22628
0.7355 Intermediate Similarity NPC255081
0.7355 Intermediate Similarity NPC161065
0.7355 Intermediate Similarity NPC5991
0.7355 Intermediate Similarity NPC5989
0.7355 Intermediate Similarity NPC275696
0.735 Intermediate Similarity NPC188738
0.735 Intermediate Similarity NPC470281
0.735 Intermediate Similarity NPC475937
0.735 Intermediate Similarity NPC158523
0.7348 Intermediate Similarity NPC25887
0.7345 Intermediate Similarity NPC236390
0.7345 Intermediate Similarity NPC95585
0.7345 Intermediate Similarity NPC55872
0.7345 Intermediate Similarity NPC282233
0.7345 Intermediate Similarity NPC275583
0.7345 Intermediate Similarity NPC140723
0.7345 Intermediate Similarity NPC159442
0.7345 Intermediate Similarity NPC264048
0.7339 Intermediate Similarity NPC241156
0.7339 Intermediate Similarity NPC145238
0.7339 Intermediate Similarity NPC255809
0.7339 Intermediate Similarity NPC127063
0.7321 Intermediate Similarity NPC476223
0.7321 Intermediate Similarity NPC224720
0.7321 Intermediate Similarity NPC476134
0.7321 Intermediate Similarity NPC99411
0.7321 Intermediate Similarity NPC476240
0.7321 Intermediate Similarity NPC163372
0.7321 Intermediate Similarity NPC472924
0.7321 Intermediate Similarity NPC101067
0.7321 Intermediate Similarity NPC477356
0.7321 Intermediate Similarity NPC302537
0.7317 Intermediate Similarity NPC19464
0.7315 Intermediate Similarity NPC134826
0.7315 Intermediate Similarity NPC107674
0.7315 Intermediate Similarity NPC206810
0.7315 Intermediate Similarity NPC141497
0.7315 Intermediate Similarity NPC170220
0.7311 Intermediate Similarity NPC474181
0.7311 Intermediate Similarity NPC474872
0.7304 Intermediate Similarity NPC3316
0.7304 Intermediate Similarity NPC144854
0.7304 Intermediate Similarity NPC473037
0.7297 Intermediate Similarity NPC235464
0.7297 Intermediate Similarity NPC166745
0.7297 Intermediate Similarity NPC197386
0.7297 Intermediate Similarity NPC23364
0.7297 Intermediate Similarity NPC477355
0.7293 Intermediate Similarity NPC470426
0.729 Intermediate Similarity NPC129913
0.729 Intermediate Similarity NPC123854
0.7288 Intermediate Similarity NPC17138
0.7288 Intermediate Similarity NPC221511
0.7288 Intermediate Similarity NPC89227
0.7288 Intermediate Similarity NPC215643
0.7288 Intermediate Similarity NPC170212
0.7288 Intermediate Similarity NPC475391
0.7288 Intermediate Similarity NPC101825
0.7288 Intermediate Similarity NPC265499
0.7288 Intermediate Similarity NPC151216
0.7281 Intermediate Similarity NPC213366
0.7281 Intermediate Similarity NPC477812
0.7273 Intermediate Similarity NPC21326
0.7273 Intermediate Similarity NPC171905
0.7273 Intermediate Similarity NPC471125
0.7273 Intermediate Similarity NPC472397
0.7273 Intermediate Similarity NPC476825
0.7273 Intermediate Similarity NPC173272
0.7273 Intermediate Similarity NPC328371
0.7273 Intermediate Similarity NPC472758
0.7265 Intermediate Similarity NPC153036
0.7265 Intermediate Similarity NPC286880
0.7265 Intermediate Similarity NPC239097
0.7257 Intermediate Similarity NPC271266
0.7257 Intermediate Similarity NPC56498
0.7257 Intermediate Similarity NPC281702
0.7257 Intermediate Similarity NPC234892
0.7257 Intermediate Similarity NPC195290
0.7257 Intermediate Similarity NPC293753
0.7257 Intermediate Similarity NPC476235
0.7257 Intermediate Similarity NPC204450

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC321556 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
0.735 Intermediate Similarity NPD6649 Approved
0.735 Intermediate Similarity NPD6650 Approved
0.7328 Intermediate Similarity NPD6373 Approved
0.7328 Intermediate Similarity NPD6372 Approved
0.7143 Intermediate Similarity NPD8297 Approved
0.7117 Intermediate Similarity NPD4697 Phase 3
0.7094 Intermediate Similarity NPD7320 Approved
0.7094 Intermediate Similarity NPD6899 Approved
0.7094 Intermediate Similarity NPD6881 Approved
0.7083 Intermediate Similarity NPD4632 Approved
0.7075 Intermediate Similarity NPD5279 Phase 3
0.7069 Intermediate Similarity NPD6008 Approved
0.7069 Intermediate Similarity NPD7128 Approved
0.7069 Intermediate Similarity NPD6675 Approved
0.7069 Intermediate Similarity NPD5739 Approved
0.7069 Intermediate Similarity NPD6402 Approved
0.7064 Intermediate Similarity NPD6411 Approved
0.7059 Intermediate Similarity NPD8130 Phase 1
0.7009 Intermediate Similarity NPD5697 Approved
0.7 Intermediate Similarity NPD6882 Approved
0.7 Intermediate Similarity NPD5779 Approved
0.7 Intermediate Similarity NPD5778 Approved
0.7 Intermediate Similarity NPD6399 Phase 3
0.6984 Remote Similarity NPD7604 Phase 2
0.6975 Remote Similarity NPD6883 Approved
0.6975 Remote Similarity NPD7290 Approved
0.6975 Remote Similarity NPD7102 Approved
0.6964 Remote Similarity NPD5222 Approved
0.6964 Remote Similarity NPD5221 Approved
0.6964 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6949 Remote Similarity NPD6011 Approved
0.6917 Remote Similarity NPD6847 Approved
0.6917 Remote Similarity NPD6617 Approved
0.6917 Remote Similarity NPD6869 Approved
0.6911 Remote Similarity NPD6009 Approved
0.6909 Remote Similarity NPD6079 Approved
0.6903 Remote Similarity NPD6083 Phase 2
0.6903 Remote Similarity NPD5173 Approved
0.6903 Remote Similarity NPD6084 Phase 2
0.6891 Remote Similarity NPD6012 Approved
0.6891 Remote Similarity NPD6013 Approved
0.6891 Remote Similarity NPD6014 Approved
0.6881 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6881 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6881 Remote Similarity NPD6101 Approved
0.6881 Remote Similarity NPD5328 Approved
0.688 Remote Similarity NPD6319 Approved
0.6875 Remote Similarity NPD5695 Phase 3
0.6864 Remote Similarity NPD5701 Approved
0.6827 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6822 Remote Similarity NPD1696 Phase 3
0.6797 Remote Similarity NPD7492 Approved
0.6789 Remote Similarity NPD6672 Approved
0.6789 Remote Similarity NPD5737 Approved
0.6783 Remote Similarity NPD5286 Approved
0.6783 Remote Similarity NPD4696 Approved
0.6783 Remote Similarity NPD5285 Approved
0.6777 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6769 Remote Similarity NPD7736 Approved
0.6757 Remote Similarity NPD6050 Approved
0.6757 Remote Similarity NPD5284 Approved
0.6757 Remote Similarity NPD5281 Approved
0.6754 Remote Similarity NPD4755 Approved
0.6754 Remote Similarity NPD7902 Approved
0.6746 Remote Similarity NPD6054 Approved
0.6744 Remote Similarity NPD6616 Approved
0.6742 Remote Similarity NPD7260 Phase 2
0.6726 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6724 Remote Similarity NPD5223 Approved
0.6696 Remote Similarity NPD5696 Approved
0.6694 Remote Similarity NPD6868 Approved
0.6693 Remote Similarity NPD5983 Phase 2
0.6692 Remote Similarity NPD7078 Approved
0.6692 Remote Similarity NPD8293 Discontinued
0.6692 Remote Similarity NPD6845 Suspended
0.6667 Remote Similarity NPD5225 Approved
0.6667 Remote Similarity NPD5211 Phase 2
0.6667 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD5226 Approved
0.6667 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD5692 Phase 3
0.6641 Remote Similarity NPD6370 Approved
0.6638 Remote Similarity NPD4700 Approved
0.6637 Remote Similarity NPD6001 Approved
0.6637 Remote Similarity NPD5282 Discontinued
0.6637 Remote Similarity NPD7748 Approved
0.6615 Remote Similarity NPD6336 Discontinued
0.6614 Remote Similarity NPD6059 Approved
0.661 Remote Similarity NPD5174 Approved
0.661 Remote Similarity NPD5175 Approved
0.6609 Remote Similarity NPD5959 Approved
0.6607 Remote Similarity NPD5694 Approved
0.6607 Remote Similarity NPD7515 Phase 2
0.6606 Remote Similarity NPD4694 Approved
0.6606 Remote Similarity NPD3618 Phase 1
0.6606 Remote Similarity NPD5280 Approved
0.6589 Remote Similarity NPD8328 Phase 3
0.6587 Remote Similarity NPD6335 Approved
0.6585 Remote Similarity NPD6053 Discontinued
0.6583 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6579 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6579 Remote Similarity NPD4629 Approved
0.6579 Remote Similarity NPD5210 Approved
0.6577 Remote Similarity NPD4753 Phase 2
0.6574 Remote Similarity NPD4786 Approved
0.6562 Remote Similarity NPD6015 Approved
0.6562 Remote Similarity NPD6016 Approved
0.6562 Remote Similarity NPD6291 Clinical (unspecified phase)
0.656 Remote Similarity NPD6274 Approved
0.6557 Remote Similarity NPD6371 Approved
0.6557 Remote Similarity NPD4634 Approved
0.6555 Remote Similarity NPD5141 Approved
0.6552 Remote Similarity NPD7638 Approved
0.6549 Remote Similarity NPD5133 Approved
0.6535 Remote Similarity NPD7101 Approved
0.6535 Remote Similarity NPD7100 Approved
0.6529 Remote Similarity NPD4729 Approved
0.6529 Remote Similarity NPD4730 Approved
0.6518 Remote Similarity NPD5207 Approved
0.6512 Remote Similarity NPD5988 Approved
0.6508 Remote Similarity NPD7115 Discovery
0.6508 Remote Similarity NPD6317 Approved
0.65 Remote Similarity NPD4768 Approved
0.65 Remote Similarity NPD4767 Approved
0.6496 Remote Similarity NPD7639 Approved
0.6496 Remote Similarity NPD7640 Approved
0.6491 Remote Similarity NPD7900 Approved
0.6491 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6486 Remote Similarity NPD6903 Approved
0.6475 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6471 Remote Similarity NPD4754 Approved
0.6457 Remote Similarity NPD6313 Approved
0.6457 Remote Similarity NPD6314 Approved
0.6455 Remote Similarity NPD7521 Approved
0.6455 Remote Similarity NPD7334 Approved
0.6455 Remote Similarity NPD5690 Phase 2
0.6455 Remote Similarity NPD5330 Approved
0.6455 Remote Similarity NPD7146 Approved
0.6455 Remote Similarity NPD6409 Approved
0.6455 Remote Similarity NPD6684 Approved
0.6435 Remote Similarity NPD5654 Approved
0.6429 Remote Similarity NPD6904 Approved
0.6429 Remote Similarity NPD6080 Approved
0.6429 Remote Similarity NPD6673 Approved
0.6423 Remote Similarity NPD5249 Phase 3
0.6423 Remote Similarity NPD5247 Approved
0.6423 Remote Similarity NPD5251 Approved
0.6423 Remote Similarity NPD5248 Approved
0.6423 Remote Similarity NPD5250 Approved
0.6423 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6422 Remote Similarity NPD3666 Approved
0.6422 Remote Similarity NPD3665 Phase 1
0.6422 Remote Similarity NPD3133 Approved
0.6393 Remote Similarity NPD5128 Approved
0.6393 Remote Similarity NPD5168 Approved
0.6389 Remote Similarity NPD3667 Approved
0.6378 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6372 Remote Similarity NPD5785 Approved
0.6364 Remote Similarity NPD5329 Approved
0.6364 Remote Similarity NPD1694 Approved
0.6355 Remote Similarity NPD4695 Discontinued
0.6339 Remote Similarity NPD7513 Clinical (unspecified phase)
0.633 Remote Similarity NPD5362 Discontinued
0.6316 Remote Similarity NPD8034 Phase 2
0.6316 Remote Similarity NPD7637 Suspended
0.6316 Remote Similarity NPD7983 Approved
0.6316 Remote Similarity NPD8035 Phase 2
0.6311 Remote Similarity NPD6412 Phase 2
0.6308 Remote Similarity NPD6909 Approved
0.6308 Remote Similarity NPD6908 Approved
0.6306 Remote Similarity NPD5786 Approved
0.6306 Remote Similarity NPD3574 Clinical (unspecified phase)
0.629 Remote Similarity NPD5169 Approved
0.629 Remote Similarity NPD5135 Approved
0.629 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6273 Remote Similarity NPD4197 Approved
0.6271 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6269 Remote Similarity NPD6033 Approved
0.6261 Remote Similarity NPD4202 Approved
0.626 Remote Similarity NPD6686 Approved
0.6241 Remote Similarity NPD7507 Approved
0.624 Remote Similarity NPD5127 Approved
0.624 Remote Similarity NPD5217 Approved
0.624 Remote Similarity NPD5215 Approved
0.624 Remote Similarity NPD5216 Approved
0.6228 Remote Similarity NPD6698 Approved
0.6228 Remote Similarity NPD7838 Discovery
0.6228 Remote Similarity NPD46 Approved
0.6216 Remote Similarity NPD5363 Approved
0.621 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6195 Remote Similarity NPD4518 Approved
0.6179 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6174 Remote Similarity NPD5693 Phase 1
0.6168 Remote Similarity NPD3617 Approved
0.6168 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6161 Remote Similarity NPD6098 Approved
0.6147 Remote Similarity NPD5369 Approved
0.614 Remote Similarity NPD1695 Approved
0.6129 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6116 Remote Similarity NPD7632 Discontinued

Structure

External Identifiers

PubChem CID   44240915
ChEMBL   CHEMBL2368747
ZINC  

Physicochemical Properties

Molecular Weight:  548.24
ALogP:  0.9464
MLogP:  4.1
XLogP:  1.208
# Rotatable Bonds:  12
Polar Surface Area:  127.2
# H-Bond Aceptor:  8
# H-Bond Donor:  2
# Rings:  7
# Heavy Atoms:  40

Download Data

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