Natural Product: NPC478162

Natural Product ID:  NPC478162
Common Name:   Xestosaprol I
IUPAC Name:  
Synonyms:   Xestosaprol I
Molecular Formula:   C20H18O3
Standard InCHIKey:  PWROZXKBOIMYBW-NBQZKYEYSA-N
Standard InCHI:  InChI=1S/C20H18O3/c1-20-7-6-16(21)14-10-23-19(17(14)20)18(22)13-8-11-4-2-3-5-12(11)9-15(13)20/h2-5,8-9,14,16,21H,6-7,10H2,1H3/t14-,16+,20-/m0/s1
Canonical SMILES:  O[C@@H]1CC[C@@]2(C3=C(OC[C@@H]13)C(=O)c1c2cc2ccccc2c1)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 = 163000 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 NPC478162 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
1.0 High Similarity NPC478165
0.9 High Similarity NPC474659
0.9 High Similarity NPC23894
0.8824 High Similarity NPC478164
0.8696 High Similarity NPC478160
0.8629 High Similarity NPC476645
0.8595 High Similarity NPC67377
0.8571 High Similarity NPC478163
0.8548 High Similarity NPC318173
0.8468 Intermediate Similarity NPC323440
0.8468 Intermediate Similarity NPC222968
0.8468 Intermediate Similarity NPC80605
0.8443 Intermediate Similarity NPC326664
0.843 Intermediate Similarity NPC186128
0.843 Intermediate Similarity NPC471189
0.8361 Intermediate Similarity NPC470253
0.8361 Intermediate Similarity NPC143768
0.8347 Intermediate Similarity NPC265513
0.8295 Intermediate Similarity NPC328107
0.8295 Intermediate Similarity NPC318067
0.8293 Intermediate Similarity NPC241851
0.825 Intermediate Similarity NPC203732
0.8203 Intermediate Similarity NPC472981
0.8163 Intermediate Similarity NPC478161
0.8163 Intermediate Similarity NPC478159
0.8095 Intermediate Similarity NPC469843
0.8088 Intermediate Similarity NPC310662
0.8083 Intermediate Similarity NPC471186
0.8083 Intermediate Similarity NPC134120
0.808 Intermediate Similarity NPC215419
0.8062 Intermediate Similarity NPC144547
0.8049 Intermediate Similarity NPC137315
0.7984 Intermediate Similarity NPC105709
0.7984 Intermediate Similarity NPC289432
0.7984 Intermediate Similarity NPC988
0.7984 Intermediate Similarity NPC292834
0.7984 Intermediate Similarity NPC77000
0.7984 Intermediate Similarity NPC238861
0.7939 Intermediate Similarity NPC65627
0.7937 Intermediate Similarity NPC470764
0.7926 Intermediate Similarity NPC49272
0.7907 Intermediate Similarity NPC202015
0.7895 Intermediate Similarity NPC294050
0.7895 Intermediate Similarity NPC328997
0.7869 Intermediate Similarity NPC100767
0.7857 Intermediate Similarity NPC471721
0.7846 Intermediate Similarity NPC232958
0.784 Intermediate Similarity NPC471188
0.7836 Intermediate Similarity NPC81135
0.7826 Intermediate Similarity NPC78307
0.7826 Intermediate Similarity NPC203486
0.782 Intermediate Similarity NPC295664
0.7805 Intermediate Similarity NPC112903
0.7787 Intermediate Similarity NPC172483
0.7778 Intermediate Similarity NPC316553
0.7778 Intermediate Similarity NPC93287
0.7769 Intermediate Similarity NPC247976
0.7769 Intermediate Similarity NPC204784
0.7761 Intermediate Similarity NPC236405
0.7752 Intermediate Similarity NPC61651
0.7744 Intermediate Similarity NPC51079
0.7724 Intermediate Similarity NPC83409
0.7724 Intermediate Similarity NPC185763
0.7724 Intermediate Similarity NPC94751
0.7724 Intermediate Similarity NPC142326
0.7717 Intermediate Similarity NPC196673
0.771 Intermediate Similarity NPC472679
0.771 Intermediate Similarity NPC472680
0.7704 Intermediate Similarity NPC470753
0.7704 Intermediate Similarity NPC473220
0.7698 Intermediate Similarity NPC280789
0.7698 Intermediate Similarity NPC126516
0.7687 Intermediate Similarity NPC164014
0.7661 Intermediate Similarity NPC470007
0.7647 Intermediate Similarity NPC115797
0.7647 Intermediate Similarity NPC51448
0.763 Intermediate Similarity NPC275576
0.763 Intermediate Similarity NPC470765
0.763 Intermediate Similarity NPC476599
0.7626 Intermediate Similarity NPC144257
0.7623 Intermediate Similarity NPC274443
0.7622 Intermediate Similarity NPC224491
0.7619 Intermediate Similarity NPC473215
0.7612 Intermediate Similarity NPC85511
0.7612 Intermediate Similarity NPC325740
0.7609 Intermediate Similarity NPC72915
0.7609 Intermediate Similarity NPC27659
0.7609 Intermediate Similarity NPC471334
0.7606 Intermediate Similarity NPC475957
0.7603 Intermediate Similarity NPC476993
0.76 Intermediate Similarity NPC192577
0.7597 Intermediate Similarity NPC62138
0.7589 Intermediate Similarity NPC309056
0.7574 Intermediate Similarity NPC169913
0.7574 Intermediate Similarity NPC146239
0.7571 Intermediate Similarity NPC329913
0.7571 Intermediate Similarity NPC48929
0.7569 Intermediate Similarity NPC472546
0.7568 Intermediate Similarity NPC473214
0.7568 Intermediate Similarity NPC470245
0.7559 Intermediate Similarity NPC218855
0.7554 Intermediate Similarity NPC471851
0.7552 Intermediate Similarity NPC474250
0.7551 Intermediate Similarity NPC478166
0.7541 Intermediate Similarity NPC222390
0.7541 Intermediate Similarity NPC244427
0.7536 Intermediate Similarity NPC276238
0.7536 Intermediate Similarity NPC471832
0.7536 Intermediate Similarity NPC171460
0.7535 Intermediate Similarity NPC39549
0.7535 Intermediate Similarity NPC471670
0.7519 Intermediate Similarity NPC474095
0.7519 Intermediate Similarity NPC93181
0.7518 Intermediate Similarity NPC212207
0.7517 Intermediate Similarity NPC306799
0.7517 Intermediate Similarity NPC101043
0.75 Intermediate Similarity NPC476975
0.75 Intermediate Similarity NPC469547
0.75 Intermediate Similarity NPC239185
0.7483 Intermediate Similarity NPC245522
0.7483 Intermediate Similarity NPC114513
0.7483 Intermediate Similarity NPC186647
0.7481 Intermediate Similarity NPC472681
0.7481 Intermediate Similarity NPC471553
0.748 Intermediate Similarity NPC329556
0.748 Intermediate Similarity NPC474057
0.7466 Intermediate Similarity NPC308572
0.7465 Intermediate Similarity NPC472551
0.7465 Intermediate Similarity NPC472545
0.7464 Intermediate Similarity NPC96024
0.7463 Intermediate Similarity NPC269923
0.7463 Intermediate Similarity NPC167323
0.7462 Intermediate Similarity NPC135730
0.7462 Intermediate Similarity NPC226093
0.7462 Intermediate Similarity NPC260886
0.746 Intermediate Similarity NPC470252
0.7459 Intermediate Similarity NPC112552
0.745 Intermediate Similarity NPC5568
0.7448 Intermediate Similarity NPC182869
0.7445 Intermediate Similarity NPC474106
0.7444 Intermediate Similarity NPC234337
0.7444 Intermediate Similarity NPC133389
0.7444 Intermediate Similarity NPC473243
0.7444 Intermediate Similarity NPC183339
0.7442 Intermediate Similarity NPC130591
0.7442 Intermediate Similarity NPC234637
0.7438 Intermediate Similarity NPC145052
0.7438 Intermediate Similarity NPC49994
0.7438 Intermediate Similarity NPC134882
0.7431 Intermediate Similarity NPC472547
0.7422 Intermediate Similarity NPC66208
0.7417 Intermediate Similarity NPC219573
0.7417 Intermediate Similarity NPC185208
0.7417 Intermediate Similarity NPC12695
0.7415 Intermediate Similarity NPC472556
0.7413 Intermediate Similarity NPC38158
0.741 Intermediate Similarity NPC131684
0.741 Intermediate Similarity NPC262819
0.7397 Intermediate Similarity NPC477468
0.7397 Intermediate Similarity NPC91703
0.7397 Intermediate Similarity NPC163087
0.7394 Intermediate Similarity NPC202225
0.7391 Intermediate Similarity NPC176130
0.7391 Intermediate Similarity NPC84672
0.7391 Intermediate Similarity NPC69424
0.7391 Intermediate Similarity NPC72667
0.7391 Intermediate Similarity NPC78364
0.7391 Intermediate Similarity NPC428300
0.7388 Intermediate Similarity NPC476234
0.7388 Intermediate Similarity NPC50872
0.7386 Intermediate Similarity NPC88958
0.7385 Intermediate Similarity NPC217111
0.7385 Intermediate Similarity NPC474408
0.7385 Intermediate Similarity NPC228936
0.7385 Intermediate Similarity NPC186933
0.7381 Intermediate Similarity NPC470391
0.7376 Intermediate Similarity NPC472656
0.7372 Intermediate Similarity NPC469840
0.7364 Intermediate Similarity NPC471481
0.7355 Intermediate Similarity NPC324602
0.7355 Intermediate Similarity NPC103048
0.7355 Intermediate Similarity NPC265220
0.7348 Intermediate Similarity NPC268930
0.7348 Intermediate Similarity NPC45794
0.7347 Intermediate Similarity NPC241951
0.7347 Intermediate Similarity NPC477209
0.7347 Intermediate Similarity NPC470231
0.7347 Intermediate Similarity NPC475759
0.7347 Intermediate Similarity NPC470152
0.7347 Intermediate Similarity NPC475122
0.7347 Intermediate Similarity NPC248068
0.7344 Intermediate Similarity NPC291799
0.7338 Intermediate Similarity NPC3898
0.7333 Intermediate Similarity NPC472135
0.7333 Intermediate Similarity NPC293831
0.7333 Intermediate Similarity NPC369
0.7324 Intermediate Similarity NPC477139
0.732 Intermediate Similarity NPC106895
0.732 Intermediate Similarity NPC282793
0.732 Intermediate Similarity NPC44606

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC478162 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
0.7984 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7903 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD7236 Approved
0.7681 Intermediate Similarity NPD7961 Discontinued
0.7664 Intermediate Similarity NPD7008 Discontinued
0.7656 Intermediate Similarity NPD5951 Approved
0.7635 Intermediate Similarity NPD7239 Suspended
0.7615 Intermediate Similarity NPD7610 Discontinued
0.7576 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7536 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7519 Intermediate Similarity NPD4879 Approved
0.7519 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD3495 Discontinued
0.75 Intermediate Similarity NPD7094 Approved
0.75 Intermediate Similarity NPD6858 Approved
0.748 Intermediate Similarity NPD1929 Approved
0.748 Intermediate Similarity NPD1930 Approved
0.748 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD7009 Phase 2
0.7397 Intermediate Similarity NPD7003 Approved
0.728 Intermediate Similarity NPD1237 Approved
0.7267 Intermediate Similarity NPD6273 Approved
0.7236 Intermediate Similarity NPD2066 Phase 3
0.7179 Intermediate Similarity NPD7057 Phase 3
0.7179 Intermediate Similarity NPD7058 Phase 2
0.7124 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7121 Intermediate Similarity NPD2629 Approved
0.712 Intermediate Similarity NPD1932 Approved
0.7071 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD2329 Discontinued
0.7029 Intermediate Similarity NPD4878 Approved
0.6992 Remote Similarity NPD1989 Approved
0.6934 Remote Similarity NPD3019 Approved
0.6934 Remote Similarity NPD2932 Approved
0.6923 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6917 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6911 Remote Similarity NPD688 Clinical (unspecified phase)
0.6903 Remote Similarity NPD7458 Discontinued
0.6894 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6892 Remote Similarity NPD5404 Approved
0.6892 Remote Similarity NPD5406 Approved
0.6892 Remote Similarity NPD5405 Approved
0.6892 Remote Similarity NPD5408 Approved
0.689 Remote Similarity NPD7799 Discontinued
0.6885 Remote Similarity NPD7631 Approved
0.6828 Remote Similarity NPD6663 Approved
0.6818 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6815 Remote Similarity NPD4198 Discontinued
0.6803 Remote Similarity NPD7609 Phase 3
0.6797 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6786 Remote Similarity NPD3972 Approved
0.6783 Remote Similarity NPD5736 Approved
0.6774 Remote Similarity NPD1693 Approved
0.6748 Remote Similarity NPD1088 Approved
0.6744 Remote Similarity NPD5909 Discontinued
0.6742 Remote Similarity NPD2067 Discontinued
0.6733 Remote Similarity NPD2346 Discontinued
0.6733 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6733 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6714 Remote Similarity NPD1201 Approved
0.6712 Remote Similarity NPD7713 Phase 3
0.6711 Remote Similarity NPD8166 Discontinued
0.6711 Remote Similarity NPD4628 Phase 3
0.6694 Remote Similarity NPD5122 Clinical (unspecified phase)
0.669 Remote Similarity NPD1283 Approved
0.669 Remote Similarity NPD1876 Approved
0.6667 Remote Similarity NPD1564 Approved
0.6667 Remote Similarity NPD1239 Approved
0.6667 Remote Similarity NPD1565 Approved
0.6667 Remote Similarity NPD6010 Discontinued
0.6667 Remote Similarity NPD1566 Phase 3
0.6667 Remote Similarity NPD6647 Phase 2
0.6645 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6645 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6643 Remote Similarity NPD3023 Approved
0.6643 Remote Similarity NPD1470 Approved
0.6643 Remote Similarity NPD3026 Approved
0.6619 Remote Similarity NPD1651 Approved
0.6619 Remote Similarity NPD3025 Approved
0.6619 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6619 Remote Similarity NPD3024 Approved
0.6618 Remote Similarity NPD690 Clinical (unspecified phase)
0.6612 Remote Similarity NPD650 Approved
0.66 Remote Similarity NPD1509 Clinical (unspecified phase)
0.66 Remote Similarity NPD3299 Clinical (unspecified phase)
0.66 Remote Similarity NPD2799 Discontinued
0.6597 Remote Similarity NPD2798 Approved
0.6596 Remote Similarity NPD6287 Discontinued
0.6585 Remote Similarity NPD1086 Approved
0.6585 Remote Similarity NPD1090 Approved
0.6585 Remote Similarity NPD1089 Approved
0.6581 Remote Similarity NPD8165 Discontinued
0.6581 Remote Similarity NPD7390 Discontinued
0.6571 Remote Similarity NPD2345 Approved
0.6569 Remote Similarity NPD3317 Approved
0.6552 Remote Similarity NPD7084 Phase 3
0.6548 Remote Similarity NPD5844 Phase 1
0.6547 Remote Similarity NPD7741 Discontinued
0.6547 Remote Similarity NPD3091 Approved
0.6541 Remote Similarity NPD6599 Discontinued
0.6536 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6531 Remote Similarity NPD3764 Approved
0.6522 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6513 Remote Similarity NPD1471 Phase 3
0.651 Remote Similarity NPD6355 Discontinued
0.6507 Remote Similarity NPD7055 Discontinued
0.6504 Remote Similarity NPD800 Approved
0.6503 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6503 Remote Similarity NPD5159 Phase 2
0.6503 Remote Similarity NPD5157 Phase 1
0.6494 Remote Similarity NPD3750 Approved
0.6486 Remote Similarity NPD7714 Approved
0.6486 Remote Similarity NPD7715 Approved
0.6485 Remote Similarity NPD6959 Discontinued
0.6481 Remote Similarity NPD8443 Clinical (unspecified phase)
0.648 Remote Similarity NPD1508 Approved
0.6479 Remote Similarity NPD5618 Discontinued
0.6479 Remote Similarity NPD1281 Approved
0.6478 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6475 Remote Similarity NPD6065 Approved
0.6454 Remote Similarity NPD5125 Phase 3
0.6454 Remote Similarity NPD3095 Discontinued
0.6454 Remote Similarity NPD5126 Approved
0.6447 Remote Similarity NPD2438 Suspended
0.6443 Remote Similarity NPD4140 Approved
0.6443 Remote Similarity NPD2979 Phase 3
0.6438 Remote Similarity NPD4380 Phase 2
0.6437 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6437 Remote Similarity NPD8434 Phase 2
0.6437 Remote Similarity NPD8150 Discontinued
0.6434 Remote Similarity NPD7798 Approved
0.6433 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6429 Remote Similarity NPD1563 Approved
0.642 Remote Similarity NPD7819 Suspended
0.6419 Remote Similarity NPD6798 Discontinued
0.6419 Remote Similarity NPD2313 Discontinued
0.6418 Remote Similarity NPD2182 Approved
0.6414 Remote Similarity NPD1164 Approved
0.6402 Remote Similarity NPD7075 Discontinued
0.6391 Remote Similarity NPD6685 Approved
0.6384 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6382 Remote Similarity NPD3748 Approved
0.638 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6376 Remote Similarity NPD8032 Phase 2
0.6375 Remote Similarity NPD3226 Approved
0.637 Remote Similarity NPD1317 Discontinued
0.6364 Remote Similarity NPD8435 Approved
0.6364 Remote Similarity NPD3092 Approved
0.6364 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6358 Remote Similarity NPD6801 Discontinued
0.6353 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6351 Remote Similarity NPD6966 Discovery
0.6341 Remote Similarity NPD7768 Phase 2
0.6341 Remote Similarity NPD1087 Approved
0.634 Remote Similarity NPD2796 Approved
0.634 Remote Similarity NPD2935 Discontinued
0.6338 Remote Similarity NPD5836 Discontinued
0.6337 Remote Similarity NPD6765 Approved
0.6337 Remote Similarity NPD6764 Approved
0.6337 Remote Similarity NPD8368 Discontinued
0.6329 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6328 Remote Similarity NPD1843 Approved
0.6322 Remote Similarity NPD8407 Phase 2
0.6308 Remote Similarity NPD1238 Approved
0.6306 Remote Similarity NPD3300 Phase 2
0.6304 Remote Similarity NPD2652 Approved
0.6304 Remote Similarity NPD2650 Approved
0.6301 Remote Similarity NPD3094 Phase 2
0.6301 Remote Similarity NPD2797 Approved
0.6299 Remote Similarity NPD2344 Approved
0.6296 Remote Similarity NPD7411 Suspended
0.6287 Remote Similarity NPD8127 Discontinued
0.6286 Remote Similarity NPD405 Clinical (unspecified phase)
0.6275 Remote Similarity NPD4308 Phase 3
0.6275 Remote Similarity NPD7305 Phase 1
0.6272 Remote Similarity NPD7997 Clinical (unspecified phase)
0.6271 Remote Similarity NPD8361 Approved
0.6271 Remote Similarity NPD8360 Approved
0.6269 Remote Similarity NPD5697 Approved
0.6268 Remote Similarity NPD1245 Approved
0.6267 Remote Similarity NPD6233 Phase 2
0.6264 Remote Similarity NPD8313 Approved
0.6264 Remote Similarity NPD8312 Approved
0.6259 Remote Similarity NPD4766 Approved
0.625 Remote Similarity NPD1607 Approved
0.625 Remote Similarity NPD2609 Approved
0.625 Remote Similarity NPD4216 Approved
0.625 Remote Similarity NPD942 Approved
0.625 Remote Similarity NPD3132 Approved
0.625 Remote Similarity NPD4218 Approved
0.625 Remote Similarity NPD3528 Clinical (unspecified phase)
0.625 Remote Similarity NPD4215 Approved
0.625 Remote Similarity NPD6817 Clinical (unspecified phase)
0.625 Remote Similarity NPD2610 Approved
0.625 Remote Similarity NPD5403 Approved
0.625 Remote Similarity NPD2608 Approved
0.625 Remote Similarity NPD3131 Approved
0.625 Remote Similarity NPD2611 Approved
0.625 Remote Similarity NPD2612 Approved
0.625 Remote Similarity NPD4217 Approved

Structure

External Identifiers

PubChem CID   46849023
ChEMBL   CHEMBL1164484
ZINC  

Physicochemical Properties

Molecular Weight:  306.13
ALogP:  -1.3511
MLogP:  3.33
XLogP:  4.415
# Rotatable Bonds:  2
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  23

Download Data

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