Natural Product: NPC474547

Natural Product ID:  NPC474547
Common Name:   Sarcrassin B
IUPAC Name:  
Synonyms:  
Molecular Formula:   C21H30O6
Standard InCHIKey:  WEANQMQJACYEMJ-LQNMALDTSA-N
Standard InCHI:  InChI=1S/C21H30O6/c1-13(2)21-11-10-14(19(22)24-3)6-5-7-16-17(26-16)9-8-15(20(23)25-4)12-18(21)27-21/h6,12-13,16-18H,5,7-11H2,1-4H3/b14-6-,15-12-/t16-,17-,18-,21+/m0/s1
Canonical SMILES:  COC(=O)/C/1=CCC[C@@H]2O[C@H]2CC/C(=C/[C@H]2[C@](CC1)(O2)C(C)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
NPO9909 Sarcophyton crassocaule Species Alcyoniidae Eukaryota PMID[17067165]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 5 ug/ml 23977995

  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 NPC474547 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
0.9048 High Similarity NPC475703
0.9024 High Similarity NPC475842
0.9024 High Similarity NPC170377
0.8889 High Similarity NPC474510
0.8837 High Similarity NPC166919
0.8824 High Similarity NPC231889
0.8795 High Similarity NPC272814
0.8795 High Similarity NPC53867
0.8736 High Similarity NPC62815
0.8706 High Similarity NPC122502
0.8675 High Similarity NPC475936
0.8523 High Similarity NPC312042
0.8523 High Similarity NPC475748
0.8488 Intermediate Similarity NPC50637
0.8488 Intermediate Similarity NPC474045
0.8488 Intermediate Similarity NPC469676
0.8488 Intermediate Similarity NPC284902
0.8488 Intermediate Similarity NPC261253
0.8478 Intermediate Similarity NPC208233
0.8444 Intermediate Similarity NPC473330
0.8444 Intermediate Similarity NPC476267
0.8444 Intermediate Similarity NPC473316
0.8444 Intermediate Similarity NPC471147
0.8444 Intermediate Similarity NPC140543
0.8427 Intermediate Similarity NPC20713
0.8409 Intermediate Similarity NPC151770
0.8372 Intermediate Similarity NPC197903
0.8372 Intermediate Similarity NPC99395
0.8333 Intermediate Similarity NPC141810
0.8315 Intermediate Similarity NPC329857
0.8315 Intermediate Similarity NPC469718
0.8298 Intermediate Similarity NPC477511
0.8298 Intermediate Similarity NPC264477
0.8295 Intermediate Similarity NPC281516
0.8261 Intermediate Similarity NPC35498
0.8256 Intermediate Similarity NPC138647
0.8256 Intermediate Similarity NPC470238
0.8242 Intermediate Similarity NPC81386
0.8242 Intermediate Similarity NPC474035
0.8222 Intermediate Similarity NPC221282
0.8202 Intermediate Similarity NPC115179
0.8202 Intermediate Similarity NPC106040
0.8202 Intermediate Similarity NPC295312
0.8193 Intermediate Similarity NPC474341
0.8182 Intermediate Similarity NPC474765
0.8161 Intermediate Similarity NPC38468
0.8161 Intermediate Similarity NPC215364
0.8161 Intermediate Similarity NPC137033
0.8161 Intermediate Similarity NPC319795
0.8161 Intermediate Similarity NPC50362
0.8152 Intermediate Similarity NPC14961
0.8152 Intermediate Similarity NPC474947
0.8152 Intermediate Similarity NPC270013
0.814 Intermediate Similarity NPC11620
0.8132 Intermediate Similarity NPC212486
0.8132 Intermediate Similarity NPC476049
0.8132 Intermediate Similarity NPC228451
0.8132 Intermediate Similarity NPC125674
0.8132 Intermediate Similarity NPC475838
0.8125 Intermediate Similarity NPC477084
0.8111 Intermediate Similarity NPC476004
0.8111 Intermediate Similarity NPC474761
0.8111 Intermediate Similarity NPC49342
0.8111 Intermediate Similarity NPC251385
0.8111 Intermediate Similarity NPC51004
0.8095 Intermediate Similarity NPC617
0.809 Intermediate Similarity NPC153805
0.809 Intermediate Similarity NPC474471
0.809 Intermediate Similarity NPC202672
0.809 Intermediate Similarity NPC227379
0.809 Intermediate Similarity NPC475902
0.8085 Intermediate Similarity NPC474213
0.8068 Intermediate Similarity NPC164393
0.8065 Intermediate Similarity NPC476315
0.8065 Intermediate Similarity NPC476275
0.8046 Intermediate Similarity NPC72464
0.8043 Intermediate Similarity NPC474247
0.8041 Intermediate Similarity NPC477510
0.8041 Intermediate Similarity NPC471143
0.8023 Intermediate Similarity NPC35556
0.8022 Intermediate Similarity NPC290651
0.8022 Intermediate Similarity NPC30515
0.8 Intermediate Similarity NPC469551
0.8 Intermediate Similarity NPC307411
0.8 Intermediate Similarity NPC288876
0.8 Intermediate Similarity NPC477512
0.8 Intermediate Similarity NPC475053
0.7979 Intermediate Similarity NPC471140
0.7978 Intermediate Similarity NPC248602
0.7978 Intermediate Similarity NPC160138
0.7976 Intermediate Similarity NPC128276
0.7957 Intermediate Similarity NPC475659
0.7957 Intermediate Similarity NPC272050
0.7955 Intermediate Similarity NPC235792
0.7935 Intermediate Similarity NPC475912
0.7935 Intermediate Similarity NPC476300
0.7935 Intermediate Similarity NPC81419
0.7935 Intermediate Similarity NPC135776
0.7935 Intermediate Similarity NPC179746
0.7931 Intermediate Similarity NPC250315
0.7931 Intermediate Similarity NPC474472
0.7931 Intermediate Similarity NPC318468
0.7931 Intermediate Similarity NPC257358
0.7927 Intermediate Similarity NPC476355
0.7907 Intermediate Similarity NPC471325
0.7907 Intermediate Similarity NPC325031
0.7895 Intermediate Similarity NPC279561
0.7895 Intermediate Similarity NPC473326
0.7882 Intermediate Similarity NPC178277
0.7879 Intermediate Similarity NPC477513
0.7875 Intermediate Similarity NPC269841
0.7872 Intermediate Similarity NPC230800
0.7872 Intermediate Similarity NPC17585
0.7872 Intermediate Similarity NPC279621
0.7872 Intermediate Similarity NPC473859
0.7865 Intermediate Similarity NPC64153
0.7865 Intermediate Similarity NPC470242
0.7857 Intermediate Similarity NPC470240
0.7857 Intermediate Similarity NPC476794
0.7857 Intermediate Similarity NPC57744
0.7857 Intermediate Similarity NPC474741
0.7849 Intermediate Similarity NPC477131
0.7849 Intermediate Similarity NPC303942
0.7849 Intermediate Similarity NPC57405
0.7841 Intermediate Similarity NPC472957
0.7841 Intermediate Similarity NPC472958
0.7841 Intermediate Similarity NPC474776
0.7831 Intermediate Similarity NPC244166
0.7831 Intermediate Similarity NPC475861
0.7826 Intermediate Similarity NPC208886
0.7826 Intermediate Similarity NPC184463
0.7826 Intermediate Similarity NPC12172
0.7816 Intermediate Similarity NPC173609
0.7802 Intermediate Similarity NPC83423
0.7802 Intermediate Similarity NPC4986
0.7802 Intermediate Similarity NPC474032
0.7802 Intermediate Similarity NPC212598
0.7802 Intermediate Similarity NPC475971
0.7791 Intermediate Similarity NPC474739
0.7791 Intermediate Similarity NPC474981
0.7778 Intermediate Similarity NPC243998
0.7778 Intermediate Similarity NPC5130
0.7778 Intermediate Similarity NPC475087
0.7778 Intermediate Similarity NPC223450
0.7766 Intermediate Similarity NPC36954
0.7766 Intermediate Similarity NPC304886
0.7766 Intermediate Similarity NPC471141
0.7766 Intermediate Similarity NPC107476
0.7765 Intermediate Similarity NPC23187
0.7753 Intermediate Similarity NPC96621
0.7753 Intermediate Similarity NPC47958
0.7753 Intermediate Similarity NPC149725
0.7753 Intermediate Similarity NPC304509
0.7742 Intermediate Similarity NPC475657
0.7738 Intermediate Similarity NPC123360
0.7738 Intermediate Similarity NPC235906
0.7732 Intermediate Similarity NPC474742
0.7732 Intermediate Similarity NPC476270
0.7727 Intermediate Similarity NPC474703
0.7727 Intermediate Similarity NPC475989
0.7727 Intermediate Similarity NPC170286
0.7727 Intermediate Similarity NPC39588
0.7717 Intermediate Similarity NPC144133
0.7717 Intermediate Similarity NPC473448
0.7717 Intermediate Similarity NPC475855
0.7717 Intermediate Similarity NPC179394
0.7711 Intermediate Similarity NPC474758
0.7711 Intermediate Similarity NPC140287
0.7701 Intermediate Similarity NPC286229
0.7701 Intermediate Similarity NPC42470
0.7701 Intermediate Similarity NPC79277
0.7701 Intermediate Similarity NPC281949
0.7701 Intermediate Similarity NPC25684
0.7701 Intermediate Similarity NPC475481
0.7701 Intermediate Similarity NPC207188
0.7701 Intermediate Similarity NPC301477
0.7692 Intermediate Similarity NPC475906
0.7692 Intermediate Similarity NPC471047
0.7692 Intermediate Similarity NPC469631
0.7692 Intermediate Similarity NPC469653
0.7692 Intermediate Similarity NPC224652
0.7692 Intermediate Similarity NPC469628
0.7683 Intermediate Similarity NPC163003
0.7674 Intermediate Similarity NPC469608
0.7674 Intermediate Similarity NPC469620
0.7674 Intermediate Similarity NPC471740
0.7674 Intermediate Similarity NPC469617
0.7674 Intermediate Similarity NPC469690
0.7667 Intermediate Similarity NPC204048
0.7667 Intermediate Similarity NPC220478
0.7667 Intermediate Similarity NPC107787
0.7667 Intermediate Similarity NPC234038
0.766 Intermediate Similarity NPC474338
0.7654 Intermediate Similarity NPC261398
0.7653 Intermediate Similarity NPC471148
0.7647 Intermediate Similarity NPC65603
0.7647 Intermediate Similarity NPC84360
0.7647 Intermediate Similarity NPC187568
0.7647 Intermediate Similarity NPC41780
0.764 Intermediate Similarity NPC70424

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474547 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
0.8161 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7802 Intermediate Similarity NPD1695 Approved
0.7717 Intermediate Similarity NPD46 Approved
0.7717 Intermediate Similarity NPD6698 Approved
0.7595 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD7838 Discovery
0.7273 Intermediate Similarity NPD6648 Approved
0.72 Intermediate Similarity NPD5344 Discontinued
0.7041 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD5209 Approved
0.7019 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD5779 Approved
0.701 Intermediate Similarity NPD5778 Approved
0.6989 Remote Similarity NPD1694 Approved
0.6981 Remote Similarity NPD6371 Approved
0.6923 Remote Similarity NPD6008 Approved
0.6907 Remote Similarity NPD7983 Approved
0.6857 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6852 Remote Similarity NPD6053 Discontinued
0.6804 Remote Similarity NPD5785 Approved
0.6729 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7638 Approved
0.6636 Remote Similarity NPD6686 Approved
0.6632 Remote Similarity NPD5363 Approved
0.6629 Remote Similarity NPD8039 Approved
0.6602 Remote Similarity NPD7640 Approved
0.6602 Remote Similarity NPD7639 Approved
0.6596 Remote Similarity NPD5362 Discontinued
0.6596 Remote Similarity NPD7154 Phase 3
0.6562 Remote Similarity NPD5786 Approved
0.6531 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6531 Remote Similarity NPD6101 Approved
0.6495 Remote Similarity NPD3573 Approved
0.6489 Remote Similarity NPD6435 Approved
0.6471 Remote Similarity NPD7839 Suspended
0.6436 Remote Similarity NPD5282 Discontinued
0.64 Remote Similarity NPD5693 Phase 1
0.64 Remote Similarity NPD6411 Approved
0.6392 Remote Similarity NPD4249 Approved
0.6392 Remote Similarity NPD7521 Approved
0.6392 Remote Similarity NPD7146 Approved
0.6392 Remote Similarity NPD6409 Approved
0.6392 Remote Similarity NPD7334 Approved
0.6392 Remote Similarity NPD6684 Approved
0.6392 Remote Similarity NPD5330 Approved
0.6383 Remote Similarity NPD5369 Approved
0.6346 Remote Similarity NPD4225 Approved
0.6327 Remote Similarity NPD4251 Approved
0.6327 Remote Similarity NPD4250 Approved
0.6316 Remote Similarity NPD4270 Approved
0.6316 Remote Similarity NPD7115 Discovery
0.6316 Remote Similarity NPD4269 Approved
0.6289 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6279 Remote Similarity NPD7331 Phase 2
0.6277 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6277 Remote Similarity NPD4819 Approved
0.6277 Remote Similarity NPD4822 Approved
0.6277 Remote Similarity NPD4821 Approved
0.6277 Remote Similarity NPD4820 Approved
0.6277 Remote Similarity NPD5368 Approved
0.6263 Remote Similarity NPD6672 Approved
0.6263 Remote Similarity NPD6903 Approved
0.6263 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6263 Remote Similarity NPD5737 Approved
0.6237 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6224 Remote Similarity NPD6422 Discontinued
0.6163 Remote Similarity NPD7341 Phase 2
0.6161 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6134 Remote Similarity NPD7829 Approved
0.6134 Remote Similarity NPD7830 Approved
0.6134 Remote Similarity NPD7642 Approved
0.6129 Remote Similarity NPD4756 Discovery
0.6117 Remote Similarity NPD7748 Approved
0.6117 Remote Similarity NPD7900 Approved
0.6117 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6105 Remote Similarity NPD4252 Approved
0.6091 Remote Similarity NPD5697 Approved
0.6082 Remote Similarity NPD5332 Approved
0.6082 Remote Similarity NPD5331 Approved
0.6064 Remote Similarity NPD4271 Approved
0.6064 Remote Similarity NPD4268 Approved
0.6058 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6058 Remote Similarity NPD5695 Phase 3
0.6053 Remote Similarity NPD4632 Approved
0.6042 Remote Similarity NPD4790 Discontinued
0.604 Remote Similarity NPD6051 Approved
0.604 Remote Similarity NPD6080 Approved
0.604 Remote Similarity NPD6904 Approved
0.604 Remote Similarity NPD6673 Approved
0.6036 Remote Similarity NPD6881 Approved
0.6036 Remote Similarity NPD6011 Approved
0.6036 Remote Similarity NPD6899 Approved
0.6033 Remote Similarity NPD7507 Approved
0.6023 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6399 Phase 3
0.6019 Remote Similarity NPD7632 Discontinued
0.6 Remote Similarity NPD6675 Approved
0.6 Remote Similarity NPD5739 Approved
0.6 Remote Similarity NPD7128 Approved
0.6 Remote Similarity NPD6402 Approved
0.5982 Remote Similarity NPD6012 Approved
0.5982 Remote Similarity NPD6014 Approved
0.5982 Remote Similarity NPD6013 Approved
0.598 Remote Similarity NPD3168 Discontinued
0.598 Remote Similarity NPD5692 Phase 3
0.5966 Remote Similarity NPD8516 Approved
0.5966 Remote Similarity NPD8513 Phase 3
0.5966 Remote Similarity NPD8517 Approved
0.5966 Remote Similarity NPD8515 Approved
0.5962 Remote Similarity NPD6001 Approved
0.5946 Remote Similarity NPD5701 Approved
0.5943 Remote Similarity NPD6084 Phase 2
0.5943 Remote Similarity NPD7902 Approved
0.5943 Remote Similarity NPD6083 Phase 2
0.5941 Remote Similarity NPD5208 Approved
0.5938 Remote Similarity NPD4695 Discontinued
0.5929 Remote Similarity NPD7290 Approved
0.5929 Remote Similarity NPD6883 Approved
0.5929 Remote Similarity NPD7102 Approved
0.5922 Remote Similarity NPD7637 Suspended
0.5922 Remote Similarity NPD7515 Phase 2
0.5922 Remote Similarity NPD6050 Approved
0.5922 Remote Similarity NPD5694 Approved
0.592 Remote Similarity NPD7260 Phase 2
0.5918 Remote Similarity NPD6110 Phase 1
0.5897 Remote Similarity NPD6009 Approved
0.5893 Remote Similarity NPD7320 Approved
0.5888 Remote Similarity NPD5696 Approved
0.5887 Remote Similarity NPD7319 Approved
0.5882 Remote Similarity NPD6319 Approved
0.5877 Remote Similarity NPD6650 Approved
0.5877 Remote Similarity NPD8130 Phase 1
0.5877 Remote Similarity NPD6847 Approved
0.5877 Remote Similarity NPD6649 Approved
0.5877 Remote Similarity NPD6869 Approved
0.5877 Remote Similarity NPD6617 Approved
0.5868 Remote Similarity NPD7604 Phase 2
0.5859 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5841 Remote Similarity NPD6372 Approved
0.5841 Remote Similarity NPD6373 Approved
0.5833 Remote Similarity NPD5983 Phase 2
0.5826 Remote Similarity NPD6882 Approved
0.5826 Remote Similarity NPD8297 Approved
0.5825 Remote Similarity NPD5207 Approved
0.5816 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5772 Remote Similarity NPD8273 Phase 1
0.5772 Remote Similarity NPD6637 Approved
0.5769 Remote Similarity NPD6079 Approved
0.5752 Remote Similarity NPD5345 Clinical (unspecified phase)
0.575 Remote Similarity NPD6927 Phase 3
0.5743 Remote Similarity NPD6098 Approved
0.5739 Remote Similarity NPD2181 Clinical (unspecified phase)
0.5739 Remote Similarity NPD6401 Clinical (unspecified phase)
0.573 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5728 Remote Similarity NPD5328 Approved
0.5727 Remote Similarity NPD3653 Clinical (unspecified phase)
0.5727 Remote Similarity NPD5211 Phase 2
0.5726 Remote Similarity NPD8074 Phase 3
0.5714 Remote Similarity NPD7641 Discontinued
0.5701 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5701 Remote Similarity NPD7732 Phase 3
0.5701 Remote Similarity NPD5222 Approved
0.5701 Remote Similarity NPD5221 Approved
0.57 Remote Similarity NPD3666 Approved
0.57 Remote Similarity NPD3668 Phase 3
0.57 Remote Similarity NPD3133 Approved
0.57 Remote Similarity NPD3665 Phase 1
0.5692 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5691 Remote Similarity NPD7492 Approved
0.5688 Remote Similarity NPD5286 Approved
0.5688 Remote Similarity NPD4696 Approved
0.5688 Remote Similarity NPD5285 Approved
0.5682 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5678 Remote Similarity NPD6274 Approved
0.5664 Remote Similarity NPD6412 Phase 2
0.5657 Remote Similarity NPD3667 Approved
0.5652 Remote Similarity NPD2067 Discontinued
0.5648 Remote Similarity NPD5959 Approved
0.5648 Remote Similarity NPD5173 Approved
0.5648 Remote Similarity NPD4755 Approved
0.5645 Remote Similarity NPD6336 Discontinued
0.5645 Remote Similarity NPD6616 Approved
0.5645 Remote Similarity NPD8451 Approved
0.5644 Remote Similarity NPD1696 Phase 3
0.5636 Remote Similarity NPD5223 Approved
0.563 Remote Similarity NPD6317 Approved
0.563 Remote Similarity NPD7500 Approved
0.5625 Remote Similarity NPD6845 Suspended
0.5625 Remote Similarity NPD5141 Approved
0.562 Remote Similarity NPD6054 Approved
0.5619 Remote Similarity NPD5284 Approved
0.5619 Remote Similarity NPD5281 Approved
0.5607 Remote Similarity NPD5654 Approved
0.56 Remote Similarity NPD6695 Phase 3
0.56 Remote Similarity NPD8448 Approved
0.56 Remote Similarity NPD7078 Approved

Structure

External Identifiers

PubChem CID   44559142
ChEMBL   CHEMBL471679
ZINC  

Physicochemical Properties

Molecular Weight:  378.20
ALogP:  0.4554
MLogP:  3.11
XLogP:  2.356
# Rotatable Bonds:  9
Polar Surface Area:  77.66
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  27

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs