Natural Product: NPC178277

Natural Product ID:  NPC178277
Common Name:   Sarcophytonolide R
IUPAC Name:   [(1R,2R,3R,5E,8Z)-5,9-dimethyl-11,14-dioxo-2-propan-2-yl-15-oxabicyclo[11.2.1]hexadeca-5,8,13(16)-trien-3-yl] acetate
Synonyms:  
Molecular Formula:   C22H30O5
Standard InCHIKey:  WYZRLZZDCWHGLN-GNDBRSTBSA-N
Standard InCHI:  InChI=1S/C22H30O5/c1-13(2)21-19(26-16(5)23)10-15(4)8-6-7-14(3)9-18(24)11-17-12-20(21)27-22(17)25/h7-8,12-13,19-21H,6,9-11H2,1-5H3/b14-7-,15-8+/t19-,20-,21-/m1/s1
Canonical SMILES:  O=C1C/C(=CC/C=C(C)/C[C@H]([C@H]([C@H]2C=C(C1)C(=O)O2)C(C)C)OC(=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
NPO20809 Sarcophyton trocheliophorum Species Alcyoniidae Eukaryota PMID[23859780]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 >= 20 ug/ml 10.6019/CHEMBL1201861

  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 NPC178277 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
0.9733 High Similarity NPC471325
0.9726 High Similarity NPC57744
0.9595 High Similarity NPC128276
0.9315 High Similarity NPC294434
0.9315 High Similarity NPC259599
0.9315 High Similarity NPC15499
0.9315 High Similarity NPC117746
0.9221 High Similarity NPC42470
0.9067 High Similarity NPC123360
0.9054 High Similarity NPC476355
0.8961 High Similarity NPC270126
0.8861 High Similarity NPC173609
0.88 High Similarity NPC140287
0.88 High Similarity NPC474758
0.8784 High Similarity NPC163003
0.8734 High Similarity NPC301477
0.8734 High Similarity NPC25684
0.8734 High Similarity NPC281949
0.8701 High Similarity NPC97516
0.8701 High Similarity NPC141789
0.8701 High Similarity NPC476028
0.8701 High Similarity NPC171204
0.8684 High Similarity NPC244166
0.8659 High Similarity NPC107787
0.8608 High Similarity NPC281132
0.859 High Similarity NPC108816
0.859 High Similarity NPC93763
0.8537 High Similarity NPC78089
0.8519 High Similarity NPC475947
0.8519 High Similarity NPC474703
0.85 High Similarity NPC141810
0.85 High Similarity NPC325031
0.8462 Intermediate Similarity NPC187568
0.8462 Intermediate Similarity NPC65603
0.8462 Intermediate Similarity NPC41780
0.8462 Intermediate Similarity NPC470240
0.8462 Intermediate Similarity NPC476794
0.8442 Intermediate Similarity NPC226669
0.8442 Intermediate Similarity NPC155587
0.8442 Intermediate Similarity NPC329852
0.8442 Intermediate Similarity NPC138408
0.8442 Intermediate Similarity NPC193351
0.8434 Intermediate Similarity NPC261721
0.8421 Intermediate Similarity NPC58956
0.8421 Intermediate Similarity NPC295633
0.8421 Intermediate Similarity NPC269206
0.8415 Intermediate Similarity NPC115786
0.8415 Intermediate Similarity NPC476804
0.8395 Intermediate Similarity NPC35556
0.8378 Intermediate Similarity NPC470256
0.8354 Intermediate Similarity NPC299235
0.8333 Intermediate Similarity NPC235906
0.8313 Intermediate Similarity NPC215364
0.8293 Intermediate Similarity NPC40746
0.8293 Intermediate Similarity NPC193198
0.8293 Intermediate Similarity NPC318468
0.8293 Intermediate Similarity NPC169575
0.8289 Intermediate Similarity NPC129665
0.8267 Intermediate Similarity NPC88877
0.8267 Intermediate Similarity NPC476591
0.825 Intermediate Similarity NPC472965
0.825 Intermediate Similarity NPC617
0.825 Intermediate Similarity NPC471299
0.825 Intermediate Similarity NPC63649
0.825 Intermediate Similarity NPC264227
0.8243 Intermediate Similarity NPC194871
0.8235 Intermediate Similarity NPC469631
0.8235 Intermediate Similarity NPC475906
0.8235 Intermediate Similarity NPC469628
0.8235 Intermediate Similarity NPC476805
0.8235 Intermediate Similarity NPC469653
0.8235 Intermediate Similarity NPC471047
0.8228 Intermediate Similarity NPC320630
0.8228 Intermediate Similarity NPC7563
0.8228 Intermediate Similarity NPC116177
0.8228 Intermediate Similarity NPC474760
0.8214 Intermediate Similarity NPC279859
0.8214 Intermediate Similarity NPC469483
0.8214 Intermediate Similarity NPC475461
0.8214 Intermediate Similarity NPC305475
0.8214 Intermediate Similarity NPC284902
0.8214 Intermediate Similarity NPC38576
0.8193 Intermediate Similarity NPC96259
0.8193 Intermediate Similarity NPC149869
0.8193 Intermediate Similarity NPC141193
0.8182 Intermediate Similarity NPC476596
0.8158 Intermediate Similarity NPC67183
0.8148 Intermediate Similarity NPC74673
0.8148 Intermediate Similarity NPC302426
0.8148 Intermediate Similarity NPC69271
0.8148 Intermediate Similarity NPC223904
0.8133 Intermediate Similarity NPC218477
0.8125 Intermediate Similarity NPC267231
0.8125 Intermediate Similarity NPC471220
0.8118 Intermediate Similarity NPC160138
0.8118 Intermediate Similarity NPC475703
0.8108 Intermediate Similarity NPC248125
0.8095 Intermediate Similarity NPC189311
0.8095 Intermediate Similarity NPC165162
0.8095 Intermediate Similarity NPC255307
0.8095 Intermediate Similarity NPC470755
0.8072 Intermediate Similarity NPC39588
0.8072 Intermediate Similarity NPC53867
0.8072 Intermediate Similarity NPC131669
0.8072 Intermediate Similarity NPC473390
0.8072 Intermediate Similarity NPC59097
0.8068 Intermediate Similarity NPC469645
0.8068 Intermediate Similarity NPC469692
0.8068 Intermediate Similarity NPC476597
0.8068 Intermediate Similarity NPC476598
0.8052 Intermediate Similarity NPC84038
0.8049 Intermediate Similarity NPC24417
0.8049 Intermediate Similarity NPC39411
0.8049 Intermediate Similarity NPC255580
0.8049 Intermediate Similarity NPC52861
0.8046 Intermediate Similarity NPC144133
0.8046 Intermediate Similarity NPC179394
0.8046 Intermediate Similarity NPC471818
0.8025 Intermediate Similarity NPC182550
0.8025 Intermediate Similarity NPC469620
0.8025 Intermediate Similarity NPC167881
0.8025 Intermediate Similarity NPC469690
0.8025 Intermediate Similarity NPC98557
0.8023 Intermediate Similarity NPC475902
0.8023 Intermediate Similarity NPC226863
0.8023 Intermediate Similarity NPC476803
0.8 Intermediate Similarity NPC150755
0.8 Intermediate Similarity NPC472266
0.8 Intermediate Similarity NPC50637
0.8 Intermediate Similarity NPC10572
0.7978 Intermediate Similarity NPC470697
0.7978 Intermediate Similarity NPC121825
0.7976 Intermediate Similarity NPC159635
0.7976 Intermediate Similarity NPC114979
0.7976 Intermediate Similarity NPC475100
0.7976 Intermediate Similarity NPC158756
0.7976 Intermediate Similarity NPC191476
0.7976 Intermediate Similarity NPC82297
0.7976 Intermediate Similarity NPC30486
0.7955 Intermediate Similarity NPC261607
0.7955 Intermediate Similarity NPC123177
0.7955 Intermediate Similarity NPC150978
0.7955 Intermediate Similarity NPC70595
0.7955 Intermediate Similarity NPC74103
0.7955 Intermediate Similarity NPC111114
0.7955 Intermediate Similarity NPC300312
0.7955 Intermediate Similarity NPC284185
0.7952 Intermediate Similarity NPC200513
0.7952 Intermediate Similarity NPC475690
0.7952 Intermediate Similarity NPC229825
0.7952 Intermediate Similarity NPC89555
0.7952 Intermediate Similarity NPC85772
0.7949 Intermediate Similarity NPC474705
0.7949 Intermediate Similarity NPC472956
0.7931 Intermediate Similarity NPC166919
0.7931 Intermediate Similarity NPC295312
0.7927 Intermediate Similarity NPC276356
0.7922 Intermediate Similarity NPC469660
0.7922 Intermediate Similarity NPC472955
0.7907 Intermediate Similarity NPC478144
0.7901 Intermediate Similarity NPC196653
0.7901 Intermediate Similarity NPC472960
0.7901 Intermediate Similarity NPC471465
0.7882 Intermediate Similarity NPC33570
0.7882 Intermediate Similarity NPC161957
0.7882 Intermediate Similarity NPC125290
0.7882 Intermediate Similarity NPC474547
0.7882 Intermediate Similarity NPC21471
0.7875 Intermediate Similarity NPC472967
0.7875 Intermediate Similarity NPC473223
0.7875 Intermediate Similarity NPC27205
0.7875 Intermediate Similarity NPC266159
0.7865 Intermediate Similarity NPC475657
0.7857 Intermediate Similarity NPC475989
0.7857 Intermediate Similarity NPC250315
0.7841 Intermediate Similarity NPC473448
0.7841 Intermediate Similarity NPC253144
0.7841 Intermediate Similarity NPC469368
0.7841 Intermediate Similarity NPC475855
0.7841 Intermediate Similarity NPC129419
0.7841 Intermediate Similarity NPC62815
0.7841 Intermediate Similarity NPC312042
0.7831 Intermediate Similarity NPC35089
0.7831 Intermediate Similarity NPC10276
0.7821 Intermediate Similarity NPC186531
0.7816 Intermediate Similarity NPC475819
0.7808 Intermediate Similarity NPC151648
0.7805 Intermediate Similarity NPC473980
0.7805 Intermediate Similarity NPC470239
0.7805 Intermediate Similarity NPC19841
0.7805 Intermediate Similarity NPC470244
0.7805 Intermediate Similarity NPC473981
0.7802 Intermediate Similarity NPC172998
0.7802 Intermediate Similarity NPC299396
0.7802 Intermediate Similarity NPC301596
0.7792 Intermediate Similarity NPC265574
0.7792 Intermediate Similarity NPC144511
0.7792 Intermediate Similarity NPC296522
0.7791 Intermediate Similarity NPC469910
0.7791 Intermediate Similarity NPC261253

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC178277 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
0.7952 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD1694 Approved
0.764 Intermediate Similarity NPD5785 Approved
0.7529 Intermediate Similarity NPD5209 Approved
0.75 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD5363 Approved
0.7471 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD1695 Approved
0.7273 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7253 Intermediate Similarity NPD6698 Approved
0.7253 Intermediate Similarity NPD46 Approved
0.7241 Intermediate Similarity NPD7154 Phase 3
0.7191 Intermediate Similarity NPD5786 Approved
0.7126 Intermediate Similarity NPD4269 Approved
0.7126 Intermediate Similarity NPD4270 Approved
0.7045 Intermediate Similarity NPD5362 Discontinued
0.7011 Intermediate Similarity NPD5369 Approved
0.6932 Remote Similarity NPD6435 Approved
0.6931 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6907 Remote Similarity NPD4225 Approved
0.6905 Remote Similarity NPD8039 Approved
0.6897 Remote Similarity NPD4252 Approved
0.6897 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6893 Remote Similarity NPD6371 Approved
0.6889 Remote Similarity NPD6082 Clinical (unspecified phase)
0.686 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6813 Remote Similarity NPD7146 Approved
0.6813 Remote Similarity NPD7521 Approved
0.6813 Remote Similarity NPD5330 Approved
0.6813 Remote Similarity NPD6409 Approved
0.6813 Remote Similarity NPD7334 Approved
0.6813 Remote Similarity NPD6684 Approved
0.6737 Remote Similarity NPD6399 Phase 3
0.6705 Remote Similarity NPD4820 Approved
0.6705 Remote Similarity NPD5368 Approved
0.6705 Remote Similarity NPD4821 Approved
0.6705 Remote Similarity NPD4822 Approved
0.6705 Remote Similarity NPD4819 Approved
0.6702 Remote Similarity NPD7838 Discovery
0.6699 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6903 Approved
0.6667 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4271 Approved
0.6667 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD7900 Approved
0.6667 Remote Similarity NPD4268 Approved
0.6667 Remote Similarity NPD6672 Approved
0.6632 Remote Similarity NPD5693 Phase 1
0.6593 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6566 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6562 Remote Similarity NPD5779 Approved
0.6562 Remote Similarity NPD5778 Approved
0.6552 Remote Similarity NPD4756 Discovery
0.6514 Remote Similarity NPD7115 Discovery
0.6495 Remote Similarity NPD5282 Discontinued
0.6484 Remote Similarity NPD5332 Approved
0.6484 Remote Similarity NPD5331 Approved
0.6465 Remote Similarity NPD7902 Approved
0.6458 Remote Similarity NPD7983 Approved
0.6452 Remote Similarity NPD4249 Approved
0.6444 Remote Similarity NPD4790 Discontinued
0.6442 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5695 Phase 3
0.6421 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6421 Remote Similarity NPD6101 Approved
0.64 Remote Similarity NPD7638 Approved
0.64 Remote Similarity NPD5696 Approved
0.6383 Remote Similarity NPD4250 Approved
0.6383 Remote Similarity NPD4251 Approved
0.6337 Remote Similarity NPD7640 Approved
0.6337 Remote Similarity NPD7639 Approved
0.6327 Remote Similarity NPD7748 Approved
0.63 Remote Similarity NPD6083 Phase 2
0.63 Remote Similarity NPD6084 Phase 2
0.6296 Remote Similarity NPD6053 Discontinued
0.6289 Remote Similarity NPD6411 Approved
0.6263 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6262 Remote Similarity NPD2067 Discontinued
0.6262 Remote Similarity NPD5955 Clinical (unspecified phase)
0.625 Remote Similarity NPD5370 Suspended
0.625 Remote Similarity NPD6673 Approved
0.625 Remote Similarity NPD6904 Approved
0.625 Remote Similarity NPD6080 Approved
0.6216 Remote Similarity NPD6927 Phase 3
0.6211 Remote Similarity NPD3573 Approved
0.6204 Remote Similarity NPD6649 Approved
0.6204 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6650 Approved
0.62 Remote Similarity NPD7839 Suspended
0.619 Remote Similarity NPD6008 Approved
0.6186 Remote Similarity NPD5207 Approved
0.6186 Remote Similarity NPD5692 Phase 3
0.6176 Remote Similarity NPD6648 Approved
0.6168 Remote Similarity NPD6373 Approved
0.6168 Remote Similarity NPD6372 Approved
0.6154 Remote Similarity NPD4695 Discontinued
0.6146 Remote Similarity NPD5208 Approved
0.6145 Remote Similarity NPD7331 Phase 2
0.6145 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6132 Remote Similarity NPD5697 Approved
0.6122 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6122 Remote Similarity NPD7515 Phase 2
0.6122 Remote Similarity NPD7637 Suspended
0.6122 Remote Similarity NPD5694 Approved
0.6122 Remote Similarity NPD6050 Approved
0.6117 Remote Similarity NPD5344 Discontinued
0.6105 Remote Similarity NPD3618 Phase 1
0.6105 Remote Similarity NPD6422 Discontinued
0.6082 Remote Similarity NPD6051 Approved
0.6075 Remote Similarity NPD6899 Approved
0.6075 Remote Similarity NPD6881 Approved
0.6064 Remote Similarity NPD3133 Approved
0.6064 Remote Similarity NPD3668 Phase 3
0.6064 Remote Similarity NPD3665 Phase 1
0.6064 Remote Similarity NPD3666 Approved
0.6055 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6038 Remote Similarity NPD6402 Approved
0.6038 Remote Similarity NPD7128 Approved
0.6038 Remote Similarity NPD5739 Approved
0.6038 Remote Similarity NPD6675 Approved
0.6022 Remote Similarity NPD3667 Approved
0.6022 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6012 Approved
0.6019 Remote Similarity NPD2182 Approved
0.6019 Remote Similarity NPD6014 Approved
0.6019 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6013 Approved
0.6 Remote Similarity NPD6647 Phase 2
0.6 Remote Similarity NPD6001 Approved
0.5981 Remote Similarity NPD5701 Approved
0.5976 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5974 Remote Similarity NPD9298 Approved
0.5963 Remote Similarity NPD7102 Approved
0.5963 Remote Similarity NPD7290 Approved
0.5963 Remote Similarity NPD6883 Approved
0.596 Remote Similarity NPD5284 Approved
0.596 Remote Similarity NPD5281 Approved
0.5957 Remote Similarity NPD6110 Phase 1
0.5941 Remote Similarity NPD4629 Approved
0.5941 Remote Similarity NPD5210 Approved
0.5938 Remote Similarity NPD5279 Phase 3
0.5938 Remote Similarity NPD6098 Approved
0.5926 Remote Similarity NPD7320 Approved
0.5926 Remote Similarity NPD6011 Approved
0.5918 Remote Similarity NPD4753 Phase 2
0.5909 Remote Similarity NPD6617 Approved
0.5909 Remote Similarity NPD6847 Approved
0.5909 Remote Similarity NPD8130 Phase 1
0.5909 Remote Similarity NPD6869 Approved
0.5904 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5895 Remote Similarity NPD4786 Approved
0.5882 Remote Similarity NPD4697 Phase 3
0.5862 Remote Similarity NPD4691 Approved
0.5856 Remote Similarity NPD6882 Approved
0.5856 Remote Similarity NPD8297 Approved
0.5833 Remote Similarity NPD7341 Phase 2
0.58 Remote Similarity NPD8034 Phase 2
0.58 Remote Similarity NPD8035 Phase 2
0.58 Remote Similarity NPD6079 Approved
0.5789 Remote Similarity NPD28 Approved
0.5789 Remote Similarity NPD29 Approved
0.5784 Remote Similarity NPD5654 Approved
0.5773 Remote Similarity NPD4623 Approved
0.5773 Remote Similarity NPD4519 Discontinued
0.5773 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5766 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5765 Remote Similarity NPD3704 Approved
0.5758 Remote Similarity NPD5328 Approved
0.5758 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5755 Remote Similarity NPD5211 Phase 2
0.5755 Remote Similarity NPD7632 Discontinued
0.5747 Remote Similarity NPD4137 Phase 3
0.5732 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5728 Remote Similarity NPD5222 Approved
0.5728 Remote Similarity NPD5221 Approved
0.5728 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5728 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5728 Remote Similarity NPD7732 Phase 3
0.5726 Remote Similarity NPD8515 Approved
0.5726 Remote Similarity NPD8516 Approved
0.5726 Remote Similarity NPD8513 Phase 3
0.5726 Remote Similarity NPD8517 Approved
0.5714 Remote Similarity NPD3197 Phase 1
0.5714 Remote Similarity NPD5286 Approved
0.5714 Remote Similarity NPD4696 Approved
0.5714 Remote Similarity NPD5285 Approved
0.5702 Remote Similarity NPD6274 Approved
0.5701 Remote Similarity NPD6052 Approved
0.5698 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5691 Remote Similarity NPD7260 Phase 2
0.5688 Remote Similarity NPD6614 Approved
0.5688 Remote Similarity NPD6412 Phase 2
0.5684 Remote Similarity NPD4223 Phase 3
0.5684 Remote Similarity NPD4221 Approved
0.5682 Remote Similarity NPD4747 Approved
0.5673 Remote Similarity NPD5173 Approved
0.5673 Remote Similarity NPD4755 Approved
0.5673 Remote Similarity NPD5959 Approved
0.567 Remote Similarity NPD1696 Phase 3

Structure

External Identifiers

PubChem CID   71770419
ChEMBL   CHEMBL2414201
ZINC  

Physicochemical Properties

Molecular Weight:  374.21
ALogP:  2.0249
MLogP:  3.33
XLogP:  3.729
# Rotatable Bonds:  8
Polar Surface Area:  69.67
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  27

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs