Natural Product: NPC478166

Natural Product ID:  NPC478166
Common Name:   Xestosaprol M
IUPAC Name:  
Synonyms:   Xestosaprol M
Molecular Formula:   C20H16O2
Standard InCHIKey:  OGCUHWUZNVTRNC-FQEVSTJZSA-N
Standard InCHI:  InChI=1S/C20H16O2/c1-20-8-4-7-14-11-22-19(17(14)20)18(21)15-9-12-5-2-3-6-13(12)10-16(15)20/h2-3,5-6,9-11H,4,7-8H2,1H3/t20-/m0/s1
Canonical SMILES:  O=C1c2cc3ccccc3cc2[C@]2(c3c1occ3CCC2)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
NPO32702 xestospongia sp. Species Petrosiidae Eukaryota coral reef habitat at a depth of approximately 20 m from the sea bed surface, at Sangalaki, Indonesia (2° 04’ 59” N, 118° 23’ 41” E) 1996-MAR PMID[20503979]
NPO32702 xestospongia sp. Species Petrosiidae Eukaryota Indonesia PMID[20503979]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT740 Individual Protein Beta-secretase 1 Homo sapiens IC50 = 104000 nM 20503979

  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 NPC478166 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
0.9504 High Similarity NPC245522
0.9504 High Similarity NPC114513
0.911 High Similarity NPC192069
0.8973 High Similarity NPC281398
0.8933 High Similarity NPC88958
0.8867 High Similarity NPC282793
0.8836 High Similarity NPC27798
0.8836 High Similarity NPC93241
0.8808 High Similarity NPC469966
0.8733 High Similarity NPC144010
0.8707 High Similarity NPC290038
0.8684 High Similarity NPC179170
0.8675 High Similarity NPC145830
0.8639 High Similarity NPC117674
0.8553 High Similarity NPC473945
0.8542 High Similarity NPC307401
0.8531 High Similarity NPC324117
0.8497 Intermediate Similarity NPC10429
0.8483 Intermediate Similarity NPC186647
0.8477 Intermediate Similarity NPC95526
0.8452 Intermediate Similarity NPC221992
0.8428 Intermediate Similarity NPC472784
0.8425 Intermediate Similarity NPC233707
0.8425 Intermediate Similarity NPC202260
0.8421 Intermediate Similarity NPC472298
0.8403 Intermediate Similarity NPC209858
0.8378 Intermediate Similarity NPC263337
0.8369 Intermediate Similarity NPC59502
0.8356 Intermediate Similarity NPC177262
0.8333 Intermediate Similarity NPC470406
0.8323 Intermediate Similarity NPC25351
0.8313 Intermediate Similarity NPC41689
0.8299 Intermediate Similarity NPC265181
0.8289 Intermediate Similarity NPC478163
0.828 Intermediate Similarity NPC299094
0.828 Intermediate Similarity NPC10051
0.8278 Intermediate Similarity NPC233763
0.8273 Intermediate Similarity NPC178382
0.8269 Intermediate Similarity NPC478159
0.8269 Intermediate Similarity NPC478161
0.8258 Intermediate Similarity NPC27615
0.8258 Intermediate Similarity NPC44606
0.821 Intermediate Similarity NPC44602
0.8176 Intermediate Similarity NPC472782
0.8176 Intermediate Similarity NPC472781
0.8169 Intermediate Similarity NPC428300
0.8165 Intermediate Similarity NPC472823
0.8165 Intermediate Similarity NPC123153
0.8138 Intermediate Similarity NPC293253
0.8125 Intermediate Similarity NPC476035
0.8125 Intermediate Similarity NPC14499
0.8125 Intermediate Similarity NPC475039
0.8125 Intermediate Similarity NPC472783
0.8125 Intermediate Similarity NPC472780
0.8117 Intermediate Similarity NPC472839
0.8113 Intermediate Similarity NPC472299
0.8112 Intermediate Similarity NPC50583
0.8105 Intermediate Similarity NPC71821
0.8101 Intermediate Similarity NPC7059
0.8095 Intermediate Similarity NPC217914
0.8092 Intermediate Similarity NPC472836
0.8069 Intermediate Similarity NPC164295
0.8058 Intermediate Similarity NPC97566
0.8026 Intermediate Similarity NPC158871
0.8025 Intermediate Similarity NPC24232
0.8014 Intermediate Similarity NPC183103
0.8 Intermediate Similarity NPC8389
0.7988 Intermediate Similarity NPC88593
0.7987 Intermediate Similarity NPC290601
0.7975 Intermediate Similarity NPC41719
0.7975 Intermediate Similarity NPC23559
0.7974 Intermediate Similarity NPC308006
0.795 Intermediate Similarity NPC79571
0.7949 Intermediate Similarity NPC228842
0.7949 Intermediate Similarity NPC212257
0.7945 Intermediate Similarity NPC279596
0.7945 Intermediate Similarity NPC473982
0.7945 Intermediate Similarity NPC239134
0.7922 Intermediate Similarity NPC262198
0.7919 Intermediate Similarity NPC471670
0.7914 Intermediate Similarity NPC308156
0.7914 Intermediate Similarity NPC277618
0.7914 Intermediate Similarity NPC137710
0.7908 Intermediate Similarity NPC53016
0.7904 Intermediate Similarity NPC167340
0.7898 Intermediate Similarity NPC472406
0.7888 Intermediate Similarity NPC250076
0.7885 Intermediate Similarity NPC474107
0.7882 Intermediate Similarity NPC472533
0.7881 Intermediate Similarity NPC476191
0.7881 Intermediate Similarity NPC148374
0.7879 Intermediate Similarity NPC472660
0.7879 Intermediate Similarity NPC302392
0.7866 Intermediate Similarity NPC473766
0.7866 Intermediate Similarity NPC473753
0.7862 Intermediate Similarity NPC75310
0.7862 Intermediate Similarity NPC290927
0.7862 Intermediate Similarity NPC208389
0.7848 Intermediate Similarity NPC121615
0.7848 Intermediate Similarity NPC471613
0.7848 Intermediate Similarity NPC294511
0.7847 Intermediate Similarity NPC246392
0.7843 Intermediate Similarity NPC27220
0.784 Intermediate Similarity NPC471003
0.7832 Intermediate Similarity NPC473885
0.7832 Intermediate Similarity NPC471074
0.7826 Intermediate Similarity NPC473368
0.7826 Intermediate Similarity NPC474611
0.7823 Intermediate Similarity NPC471817
0.7821 Intermediate Similarity NPC478018
0.7821 Intermediate Similarity NPC252208
0.7821 Intermediate Similarity NPC198427
0.7818 Intermediate Similarity NPC255787
0.7818 Intermediate Similarity NPC291742
0.7815 Intermediate Similarity NPC62735
0.7812 Intermediate Similarity NPC3898
0.7812 Intermediate Similarity NPC104736
0.7812 Intermediate Similarity NPC41880
0.7808 Intermediate Similarity NPC57552
0.7806 Intermediate Similarity NPC478160
0.7805 Intermediate Similarity NPC475779
0.7799 Intermediate Similarity NPC130015
0.7799 Intermediate Similarity NPC38361
0.7793 Intermediate Similarity NPC476917
0.7793 Intermediate Similarity NPC327527
0.7793 Intermediate Similarity NPC329707
0.7793 Intermediate Similarity NPC26532
0.7792 Intermediate Similarity NPC238843
0.7792 Intermediate Similarity NPC472840
0.7792 Intermediate Similarity NPC478164
0.7792 Intermediate Similarity NPC199044
0.7791 Intermediate Similarity NPC109238
0.7785 Intermediate Similarity NPC472787
0.7785 Intermediate Similarity NPC13282
0.7785 Intermediate Similarity NPC135303
0.7785 Intermediate Similarity NPC148423
0.7778 Intermediate Similarity NPC74612
0.7778 Intermediate Similarity NPC287559
0.7778 Intermediate Similarity NPC149780
0.7771 Intermediate Similarity NPC472841
0.7771 Intermediate Similarity NPC280025
0.7771 Intermediate Similarity NPC306788
0.777 Intermediate Similarity NPC212918
0.7764 Intermediate Similarity NPC81405
0.7764 Intermediate Similarity NPC288353
0.7764 Intermediate Similarity NPC304692
0.7763 Intermediate Similarity NPC470407
0.7763 Intermediate Similarity NPC218204
0.7763 Intermediate Similarity NPC61157
0.7763 Intermediate Similarity NPC56197
0.7763 Intermediate Similarity NPC473681
0.7762 Intermediate Similarity NPC83115
0.7756 Intermediate Similarity NPC224418
0.7756 Intermediate Similarity NPC471346
0.7755 Intermediate Similarity NPC61788
0.7744 Intermediate Similarity NPC193998
0.7742 Intermediate Similarity NPC56731
0.7742 Intermediate Similarity NPC185456
0.774 Intermediate Similarity NPC198904
0.7736 Intermediate Similarity NPC306011
0.7736 Intermediate Similarity NPC189773
0.7736 Intermediate Similarity NPC475777
0.7736 Intermediate Similarity NPC472838
0.7736 Intermediate Similarity NPC115869
0.7736 Intermediate Similarity NPC472407
0.7736 Intermediate Similarity NPC246164
0.7733 Intermediate Similarity NPC46896
0.7733 Intermediate Similarity NPC214572
0.7733 Intermediate Similarity NPC22644
0.773 Intermediate Similarity NPC232958
0.773 Intermediate Similarity NPC246214
0.773 Intermediate Similarity NPC65784
0.773 Intermediate Similarity NPC18986
0.7727 Intermediate Similarity NPC69755
0.7727 Intermediate Similarity NPC243577
0.7727 Intermediate Similarity NPC201297
0.7724 Intermediate Similarity NPC177925
0.7724 Intermediate Similarity NPC474737
0.7722 Intermediate Similarity NPC226578
0.7719 Intermediate Similarity NPC104682
0.7716 Intermediate Similarity NPC140952
0.7716 Intermediate Similarity NPC67197
0.7714 Intermediate Similarity NPC243704
0.7711 Intermediate Similarity NPC296558
0.7711 Intermediate Similarity NPC298071
0.7708 Intermediate Similarity NPC179354
0.7708 Intermediate Similarity NPC303010
0.7707 Intermediate Similarity NPC150215
0.7702 Intermediate Similarity NPC233776
0.7701 Intermediate Similarity NPC472358
0.7698 Intermediate Similarity NPC79202
0.7698 Intermediate Similarity NPC59035
0.7697 Intermediate Similarity NPC132054
0.7692 Intermediate Similarity NPC471292
0.7692 Intermediate Similarity NPC62799
0.7692 Intermediate Similarity NPC16922
0.7688 Intermediate Similarity NPC471863
0.7688 Intermediate Similarity NPC60211
0.7687 Intermediate Similarity NPC476925
0.7682 Intermediate Similarity NPC163029

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC478166 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
0.8299 Intermediate Similarity NPD1471 Phase 3
0.7933 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7925 Intermediate Similarity NPD5616 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD7003 Approved
0.7756 Intermediate Similarity NPD6273 Approved
0.7692 Intermediate Similarity NPD3972 Approved
0.7606 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7597 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7535 Intermediate Similarity NPD1651 Approved
0.75 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD2344 Approved
0.7468 Intermediate Similarity NPD2346 Discontinued
0.7391 Intermediate Similarity NPD7458 Discontinued
0.7391 Intermediate Similarity NPD3226 Approved
0.7365 Intermediate Similarity NPD1247 Approved
0.7351 Intermediate Similarity NPD8032 Phase 2
0.7349 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD1876 Approved
0.7333 Intermediate Similarity NPD7008 Discontinued
0.7283 Intermediate Similarity NPD6764 Approved
0.7283 Intermediate Similarity NPD6765 Approved
0.7278 Intermediate Similarity NPD2309 Approved
0.7273 Intermediate Similarity NPD8434 Phase 2
0.7262 Intermediate Similarity NPD6959 Discontinued
0.726 Intermediate Similarity NPD1281 Approved
0.726 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD919 Approved
0.7239 Intermediate Similarity NPD6599 Discontinued
0.7233 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD4628 Phase 3
0.7195 Intermediate Similarity NPD7411 Suspended
0.719 Intermediate Similarity NPD2979 Phase 3
0.7179 Intermediate Similarity NPD2796 Approved
0.7169 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD920 Approved
0.7152 Intermediate Similarity NPD6280 Approved
0.7152 Intermediate Similarity NPD6279 Approved
0.7151 Intermediate Similarity NPD7177 Discontinued
0.7143 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD6784 Approved
0.7119 Intermediate Similarity NPD6785 Approved
0.7115 Intermediate Similarity NPD2799 Discontinued
0.7115 Intermediate Similarity NPD3748 Approved
0.7114 Intermediate Similarity NPD1283 Approved
0.7113 Intermediate Similarity NPD1241 Discontinued
0.711 Intermediate Similarity NPD5844 Phase 1
0.7108 Intermediate Similarity NPD5760 Phase 2
0.7108 Intermediate Similarity NPD5761 Phase 2
0.7108 Intermediate Similarity NPD7819 Suspended
0.7086 Intermediate Similarity NPD6559 Discontinued
0.7083 Intermediate Similarity NPD3749 Approved
0.7067 Intermediate Similarity NPD3267 Approved
0.7067 Intermediate Similarity NPD3266 Approved
0.7059 Intermediate Similarity NPD6798 Discontinued
0.7059 Intermediate Similarity NPD2313 Discontinued
0.7055 Intermediate Similarity NPD3869 Phase 3
0.7055 Intermediate Similarity NPD3873 Phase 3
0.7055 Intermediate Similarity NPD5691 Approved
0.7047 Intermediate Similarity NPD5327 Phase 3
0.7044 Intermediate Similarity NPD1243 Approved
0.7037 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD7768 Phase 2
0.7024 Intermediate Similarity NPD4947 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD2798 Approved
0.7019 Intermediate Similarity NPD7236 Approved
0.7018 Intermediate Similarity NPD6808 Phase 2
0.7006 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5494 Approved
0.6981 Remote Similarity NPD2897 Discontinued
0.6977 Remote Similarity NPD3926 Phase 2
0.6968 Remote Similarity NPD4307 Phase 2
0.6962 Remote Similarity NPD2531 Phase 2
0.6962 Remote Similarity NPD2438 Suspended
0.6957 Remote Similarity NPD3887 Approved
0.6948 Remote Similarity NPD3268 Approved
0.6948 Remote Similarity NPD6812 Clinical (unspecified phase)
0.6928 Remote Similarity NPD6832 Phase 2
0.6923 Remote Similarity NPD6355 Discontinued
0.6909 Remote Similarity NPD7239 Suspended
0.6894 Remote Similarity NPD3750 Approved
0.6886 Remote Similarity NPD5889 Approved
0.6886 Remote Similarity NPD5890 Approved
0.6883 Remote Similarity NPD7095 Approved
0.6882 Remote Similarity NPD7075 Discontinued
0.6871 Remote Similarity NPD6799 Approved
0.6859 Remote Similarity NPD4140 Approved
0.6859 Remote Similarity NPD4060 Phase 1
0.6855 Remote Similarity NPD5408 Approved
0.6855 Remote Similarity NPD4476 Approved
0.6855 Remote Similarity NPD5405 Approved
0.6855 Remote Similarity NPD4477 Approved
0.6855 Remote Similarity NPD5406 Approved
0.6855 Remote Similarity NPD5404 Approved
0.6853 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6852 Remote Similarity NPD3295 Clinical (unspecified phase)
0.6846 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6845 Remote Similarity NPD6801 Discontinued
0.6842 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6839 Remote Similarity NPD3764 Approved
0.6839 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6829 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6828 Remote Similarity NPD5951 Approved
0.6824 Remote Similarity NPD3882 Suspended
0.6824 Remote Similarity NPD5585 Approved
0.6813 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6813 Remote Similarity NPD2353 Approved
0.6802 Remote Similarity NPD710 Clinical (unspecified phase)
0.68 Remote Similarity NPD1611 Approved
0.6795 Remote Similarity NPD6233 Phase 2
0.6792 Remote Similarity NPD4308 Phase 3
0.6788 Remote Similarity NPD5049 Phase 3
0.6783 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6779 Remote Similarity NPD4626 Approved
0.6779 Remote Similarity NPD17 Approved
0.6779 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6765 Remote Similarity NPD2296 Approved
0.6763 Remote Similarity NPD8127 Discontinued
0.6755 Remote Similarity NPD4107 Approved
0.6752 Remote Similarity NPD3140 Approved
0.6752 Remote Similarity NPD3142 Approved
0.675 Remote Similarity NPD6099 Approved
0.675 Remote Similarity NPD6100 Approved
0.675 Remote Similarity NPD2935 Discontinued
0.6747 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6747 Remote Similarity NPD7427 Discontinued
0.6746 Remote Similarity NPD7577 Discontinued
0.6739 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6732 Remote Similarity NPD2797 Approved
0.6731 Remote Similarity NPD7294 Phase 1
0.6727 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6727 Remote Similarity NPD2533 Approved
0.6727 Remote Similarity NPD2534 Approved
0.6727 Remote Similarity NPD2532 Approved
0.6726 Remote Similarity NPD6585 Discontinued
0.6724 Remote Similarity NPD6232 Discontinued
0.6722 Remote Similarity NPD8313 Approved
0.6722 Remote Similarity NPD8312 Approved
0.6721 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6711 Remote Similarity NPD3024 Approved
0.6711 Remote Similarity NPD3025 Approved
0.6709 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6706 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6705 Remote Similarity NPD7473 Discontinued
0.6688 Remote Similarity NPD7713 Phase 3
0.6687 Remote Similarity NPD8166 Discontinued
0.6684 Remote Similarity NPD3057 Approved
0.6667 Remote Similarity NPD7390 Discontinued
0.6667 Remote Similarity NPD4534 Discontinued
0.6667 Remote Similarity NPD2163 Approved
0.6667 Remote Similarity NPD1607 Approved
0.6667 Remote Similarity NPD1549 Phase 2
0.6667 Remote Similarity NPD7693 Approved
0.6667 Remote Similarity NPD1778 Approved
0.6667 Remote Similarity NPD3817 Phase 2
0.6667 Remote Similarity NPD3019 Approved
0.6667 Remote Similarity NPD6040 Clinical (unspecified phase)
0.6648 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6648 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6648 Remote Similarity NPD6166 Phase 2
0.6647 Remote Similarity NPD5403 Approved
0.6646 Remote Similarity NPD1551 Phase 2
0.6646 Remote Similarity NPD2354 Approved
0.6645 Remote Similarity NPD1608 Approved
0.6632 Remote Similarity NPD4482 Phase 3
0.663 Remote Similarity NPD2968 Approved
0.663 Remote Similarity NPD2971 Approved
0.6629 Remote Similarity NPD7229 Phase 3
0.6627 Remote Similarity NPD4380 Phase 2
0.6627 Remote Similarity NPD5401 Approved
0.6626 Remote Similarity NPD2800 Approved
0.6623 Remote Similarity NPD3026 Approved
0.6623 Remote Similarity NPD3023 Approved
0.6605 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6605 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6604 Remote Similarity NPD5735 Approved
0.6601 Remote Similarity NPD4359 Approved
0.6597 Remote Similarity NPD2972 Approved
0.6597 Remote Similarity NPD3533 Approved
0.6591 Remote Similarity NPD7184 Clinical (unspecified phase)
0.659 Remote Similarity NPD8005 Clinical (unspecified phase)
0.6585 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6584 Remote Similarity NPD1510 Phase 2
0.6582 Remote Similarity NPD7961 Discontinued
0.6579 Remote Similarity NPD6287 Discontinued
0.6579 Remote Similarity NPD1201 Approved
0.6575 Remote Similarity NPD5535 Approved
0.6575 Remote Similarity NPD7190 Clinical (unspecified phase)
0.657 Remote Similarity NPD5402 Approved
0.6568 Remote Similarity NPD2651 Approved
0.6568 Remote Similarity NPD2649 Approved
0.6566 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6564 Remote Similarity NPD7037 Approved
0.6562 Remote Similarity NPD6353 Approved
0.6561 Remote Similarity NPD4625 Phase 3
0.6556 Remote Similarity NPD2932 Approved

Structure

External Identifiers

PubChem CID   46849027
ChEMBL   CHEMBL1163828
ZINC  

Physicochemical Properties

Molecular Weight:  288.12
ALogP:  -0.3089
MLogP:  3.44
XLogP:  6.511
# Rotatable Bonds:  1
Polar Surface Area:  30.21
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  22

Download Data

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Biological Activities  
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