Natural Product: NPC60947

Natural Product ID:  NPC60947
Common Name:   Xerophilusine I
IUPAC Name:  
Synonyms:   xerophilusine I
Molecular Formula:   C20H26O6
Standard InCHIKey:  CRZJSWRUECBJFZ-KLWBOKAJSA-N
Standard InCHI:  InChI=1S/C20H26O6/c1-9-10-7-11(22)13-19(8-21)6-4-5-18(2,3)14(19)12(23)17(26)20(13,15(9)24)16(10)25/h8,10-11,13-14,16-17,22,25-26H,1,4-7H2,2-3H3/t10-,11-,13-,14+,16+,17-,19+,20-/m0/s1
Canonical SMILES:  O=C[C@]12CCCC([C@H]2C(=O)[C@@H]([C@]23[C@H]1[C@@H](O)C[C@H]([C@H]2O)C(=C)C3=O)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
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota PMID[17665952]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 = 40 nM 26317881
NPT65 Cell Line HepG2 Homo sapiens IC50 = 190 nM 26317881
NPT1097 Cell Line MKN-45 Homo sapiens IC50 = 2800 nM 19704125

  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 NPC60947 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
0.9479 High Similarity NPC272472
0.9462 High Similarity NPC29112
0.9271 High Similarity NPC156324
0.9271 High Similarity NPC55503
0.9247 High Similarity NPC82138
0.9247 High Similarity NPC59170
0.9247 High Similarity NPC59350
0.9158 High Similarity NPC140242
0.914 High Similarity NPC278106
0.9053 High Similarity NPC84018
0.9053 High Similarity NPC138245
0.9053 High Similarity NPC231060
0.9032 High Similarity NPC180849
0.8958 High Similarity NPC264979
0.8958 High Similarity NPC135548
0.8947 High Similarity NPC64006
0.8947 High Similarity NPC302008
0.8947 High Similarity NPC191094
0.8842 High Similarity NPC144739
0.8842 High Similarity NPC181594
0.8776 High Similarity NPC109059
0.8776 High Similarity NPC288
0.8763 High Similarity NPC165616
0.875 High Similarity NPC292374
0.875 High Similarity NPC153775
0.875 High Similarity NPC111524
0.875 High Similarity NPC101233
0.875 High Similarity NPC261333
0.875 High Similarity NPC129004
0.875 High Similarity NPC29247
0.875 High Similarity NPC289539
0.875 High Similarity NPC91772
0.875 High Similarity NPC104371
0.875 High Similarity NPC215271
0.8737 High Similarity NPC299185
0.8737 High Similarity NPC476168
0.871 High Similarity NPC165895
0.871 High Similarity NPC174619
0.8687 High Similarity NPC127408
0.8687 High Similarity NPC291785
0.8632 High Similarity NPC149761
0.8632 High Similarity NPC261994
0.8632 High Similarity NPC80401
0.8632 High Similarity NPC470378
0.8614 High Similarity NPC216114
0.8602 High Similarity NPC34190
0.8571 High Similarity NPC13949
0.8529 High Similarity NPC84928
0.8529 High Similarity NPC98603
0.8495 Intermediate Similarity NPC102292
0.8469 Intermediate Similarity NPC142352
0.8431 Intermediate Similarity NPC87927
0.8387 Intermediate Similarity NPC146683
0.835 Intermediate Similarity NPC13149
0.8316 Intermediate Similarity NPC259009
0.8316 Intermediate Similarity NPC153604
0.8286 Intermediate Similarity NPC9013
0.8283 Intermediate Similarity NPC210214
0.828 Intermediate Similarity NPC118800
0.828 Intermediate Similarity NPC471036
0.828 Intermediate Similarity NPC291320
0.8269 Intermediate Similarity NPC265127
0.8252 Intermediate Similarity NPC266
0.8235 Intermediate Similarity NPC471790
0.8235 Intermediate Similarity NPC148279
0.8235 Intermediate Similarity NPC289148
0.8235 Intermediate Similarity NPC163963
0.8235 Intermediate Similarity NPC52899
0.82 Intermediate Similarity NPC192428
0.82 Intermediate Similarity NPC470387
0.819 Intermediate Similarity NPC201908
0.819 Intermediate Similarity NPC176949
0.8182 Intermediate Similarity NPC169751
0.8182 Intermediate Similarity NPC272635
0.8182 Intermediate Similarity NPC280804
0.8173 Intermediate Similarity NPC474558
0.8172 Intermediate Similarity NPC110780
0.8163 Intermediate Similarity NPC198242
0.8163 Intermediate Similarity NPC250753
0.8163 Intermediate Similarity NPC211403
0.8155 Intermediate Similarity NPC88203
0.8155 Intermediate Similarity NPC76866
0.8155 Intermediate Similarity NPC304832
0.8155 Intermediate Similarity NPC148628
0.8155 Intermediate Similarity NPC309388
0.8155 Intermediate Similarity NPC246736
0.8155 Intermediate Similarity NPC475803
0.8155 Intermediate Similarity NPC286519
0.8155 Intermediate Similarity NPC214946
0.8137 Intermediate Similarity NPC287676
0.8125 Intermediate Similarity NPC472497
0.8125 Intermediate Similarity NPC472495
0.8119 Intermediate Similarity NPC10864
0.8113 Intermediate Similarity NPC112895
0.8113 Intermediate Similarity NPC218123
0.8113 Intermediate Similarity NPC211224
0.8113 Intermediate Similarity NPC231278
0.8113 Intermediate Similarity NPC469733
0.8113 Intermediate Similarity NPC469729
0.8105 Intermediate Similarity NPC471034
0.8105 Intermediate Similarity NPC190704
0.81 Intermediate Similarity NPC41070
0.81 Intermediate Similarity NPC266431
0.8081 Intermediate Similarity NPC294263
0.8081 Intermediate Similarity NPC472496
0.8077 Intermediate Similarity NPC470310
0.8077 Intermediate Similarity NPC96217
0.8061 Intermediate Similarity NPC100313
0.8058 Intermediate Similarity NPC46848
0.8058 Intermediate Similarity NPC71706
0.8041 Intermediate Similarity NPC472739
0.8039 Intermediate Similarity NPC78427
0.8039 Intermediate Similarity NPC26270
0.8039 Intermediate Similarity NPC89099
0.8039 Intermediate Similarity NPC16911
0.8039 Intermediate Similarity NPC471038
0.802 Intermediate Similarity NPC104568
0.8019 Intermediate Similarity NPC469746
0.8 Intermediate Similarity NPC470385
0.8 Intermediate Similarity NPC470386
0.7981 Intermediate Similarity NPC275990
0.798 Intermediate Similarity NPC99380
0.7961 Intermediate Similarity NPC144956
0.7961 Intermediate Similarity NPC470388
0.7961 Intermediate Similarity NPC293866
0.7944 Intermediate Similarity NPC55973
0.7941 Intermediate Similarity NPC18509
0.7941 Intermediate Similarity NPC170978
0.7938 Intermediate Similarity NPC57469
0.7925 Intermediate Similarity NPC4115
0.7925 Intermediate Similarity NPC12823
0.7921 Intermediate Similarity NPC470232
0.7921 Intermediate Similarity NPC98639
0.7905 Intermediate Similarity NPC139347
0.789 Intermediate Similarity NPC329953
0.789 Intermediate Similarity NPC29505
0.789 Intermediate Similarity NPC470281
0.7885 Intermediate Similarity NPC14634
0.7879 Intermediate Similarity NPC46758
0.7879 Intermediate Similarity NPC476296
0.787 Intermediate Similarity NPC252679
0.787 Intermediate Similarity NPC469744
0.787 Intermediate Similarity NPC118721
0.7864 Intermediate Similarity NPC162459
0.7864 Intermediate Similarity NPC28864
0.7864 Intermediate Similarity NPC38471
0.7864 Intermediate Similarity NPC98837
0.7864 Intermediate Similarity NPC474793
0.7864 Intermediate Similarity NPC38296
0.7864 Intermediate Similarity NPC20479
0.785 Intermediate Similarity NPC185
0.785 Intermediate Similarity NPC67745
0.785 Intermediate Similarity NPC471246
0.785 Intermediate Similarity NPC471461
0.7843 Intermediate Similarity NPC200054
0.7843 Intermediate Similarity NPC29410
0.7843 Intermediate Similarity NPC219353
0.7843 Intermediate Similarity NPC223169
0.7843 Intermediate Similarity NPC329910
0.7838 Intermediate Similarity NPC300051
0.7835 Intermediate Similarity NPC98236
0.7835 Intermediate Similarity NPC269396
0.783 Intermediate Similarity NPC202793
0.7822 Intermediate Similarity NPC475118
0.7818 Intermediate Similarity NPC473303
0.7818 Intermediate Similarity NPC40608
0.7818 Intermediate Similarity NPC473352
0.781 Intermediate Similarity NPC163249
0.78 Intermediate Similarity NPC185936
0.78 Intermediate Similarity NPC168027
0.7798 Intermediate Similarity NPC471093
0.7798 Intermediate Similarity NPC473324
0.7788 Intermediate Similarity NPC46761
0.7788 Intermediate Similarity NPC293890
0.7788 Intermediate Similarity NPC110149
0.7788 Intermediate Similarity NPC15390
0.7778 Intermediate Similarity NPC273155
0.7778 Intermediate Similarity NPC89860
0.7778 Intermediate Similarity NPC189663
0.7757 Intermediate Similarity NPC138908
0.7757 Intermediate Similarity NPC37600
0.7757 Intermediate Similarity NPC200957
0.7748 Intermediate Similarity NPC471248
0.7748 Intermediate Similarity NPC471252
0.7745 Intermediate Similarity NPC470229
0.7736 Intermediate Similarity NPC122811
0.7736 Intermediate Similarity NPC277074
0.7736 Intermediate Similarity NPC469985
0.7736 Intermediate Similarity NPC209298
0.7736 Intermediate Similarity NPC159442
0.7732 Intermediate Similarity NPC76518
0.7727 Intermediate Similarity NPC122339
0.7714 Intermediate Similarity NPC295276
0.7714 Intermediate Similarity NPC236585
0.7708 Intermediate Similarity NPC472498
0.77 Intermediate Similarity NPC169933
0.7692 Intermediate Similarity NPC147954
0.7685 Intermediate Similarity NPC165873
0.7685 Intermediate Similarity NPC166993
0.7684 Intermediate Similarity NPC328264

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC60947 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
0.82 Intermediate Similarity NPD4697 Phase 3
0.7961 Intermediate Similarity NPD4696 Approved
0.7961 Intermediate Similarity NPD5286 Approved
0.7961 Intermediate Similarity NPD5285 Approved
0.7941 Intermediate Similarity NPD4755 Approved
0.781 Intermediate Similarity NPD4633 Approved
0.781 Intermediate Similarity NPD5225 Approved
0.781 Intermediate Similarity NPD5226 Approved
0.781 Intermediate Similarity NPD5211 Phase 2
0.781 Intermediate Similarity NPD5224 Approved
0.7788 Intermediate Similarity NPD4700 Approved
0.7736 Intermediate Similarity NPD5174 Approved
0.7736 Intermediate Similarity NPD5175 Approved
0.7714 Intermediate Similarity NPD5223 Approved
0.767 Intermediate Similarity NPD5221 Approved
0.767 Intermediate Similarity NPD5222 Approved
0.767 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7664 Intermediate Similarity NPD5141 Approved
0.7636 Intermediate Similarity NPD4634 Approved
0.7596 Intermediate Similarity NPD5173 Approved
0.7573 Intermediate Similarity NPD5210 Approved
0.7573 Intermediate Similarity NPD4629 Approved
0.7568 Intermediate Similarity NPD6649 Approved
0.7568 Intermediate Similarity NPD6650 Approved
0.7545 Intermediate Similarity NPD6372 Approved
0.7545 Intermediate Similarity NPD6373 Approved
0.7523 Intermediate Similarity NPD5697 Approved
0.7455 Intermediate Similarity NPD4730 Approved
0.7455 Intermediate Similarity NPD6881 Approved
0.7455 Intermediate Similarity NPD6899 Approved
0.7455 Intermediate Similarity NPD5128 Approved
0.7455 Intermediate Similarity NPD4729 Approved
0.7451 Intermediate Similarity NPD6079 Approved
0.7431 Intermediate Similarity NPD6675 Approved
0.7431 Intermediate Similarity NPD4767 Approved
0.7431 Intermediate Similarity NPD4768 Approved
0.7431 Intermediate Similarity NPD5739 Approved
0.7431 Intermediate Similarity NPD6402 Approved
0.7431 Intermediate Similarity NPD7128 Approved
0.7426 Intermediate Similarity NPD5328 Approved
0.7407 Intermediate Similarity NPD4754 Approved
0.7387 Intermediate Similarity NPD6012 Approved
0.7387 Intermediate Similarity NPD6014 Approved
0.7387 Intermediate Similarity NPD6013 Approved
0.7364 Intermediate Similarity NPD5701 Approved
0.7347 Intermediate Similarity NPD4788 Approved
0.7321 Intermediate Similarity NPD5250 Approved
0.7321 Intermediate Similarity NPD7102 Approved
0.7321 Intermediate Similarity NPD6883 Approved
0.7321 Intermediate Similarity NPD5251 Approved
0.7321 Intermediate Similarity NPD5247 Approved
0.7321 Intermediate Similarity NPD7290 Approved
0.7321 Intermediate Similarity NPD5248 Approved
0.7321 Intermediate Similarity NPD5249 Phase 3
0.73 Intermediate Similarity NPD3618 Phase 1
0.7297 Intermediate Similarity NPD6011 Approved
0.7297 Intermediate Similarity NPD7320 Approved
0.7282 Intermediate Similarity NPD8035 Phase 2
0.7282 Intermediate Similarity NPD8034 Phase 2
0.7257 Intermediate Similarity NPD6869 Approved
0.7257 Intermediate Similarity NPD5215 Approved
0.7257 Intermediate Similarity NPD8130 Phase 1
0.7257 Intermediate Similarity NPD5216 Approved
0.7257 Intermediate Similarity NPD6617 Approved
0.7257 Intermediate Similarity NPD5217 Approved
0.7257 Intermediate Similarity NPD6847 Approved
0.7255 Intermediate Similarity NPD4753 Phase 2
0.7212 Intermediate Similarity NPD4202 Approved
0.72 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD6882 Approved
0.7193 Intermediate Similarity NPD8297 Approved
0.7168 Intermediate Similarity NPD5169 Approved
0.7168 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD5135 Approved
0.7129 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD5127 Approved
0.71 Intermediate Similarity NPD4786 Approved
0.7071 Intermediate Similarity NPD3667 Approved
0.7059 Intermediate Similarity NPD6319 Approved
0.7059 Intermediate Similarity NPD6054 Approved
0.7048 Intermediate Similarity NPD6399 Phase 3
0.7037 Intermediate Similarity NPD5696 Approved
0.7009 Intermediate Similarity NPD6274 Approved
0.7 Intermediate Similarity NPD6015 Approved
0.7 Intermediate Similarity NPD6016 Approved
0.6991 Remote Similarity NPD5168 Approved
0.6983 Remote Similarity NPD4632 Approved
0.6957 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6942 Remote Similarity NPD6370 Approved
0.6942 Remote Similarity NPD5988 Approved
0.6931 Remote Similarity NPD3133 Approved
0.6931 Remote Similarity NPD3666 Approved
0.6931 Remote Similarity NPD3665 Phase 1
0.6923 Remote Similarity NPD5167 Approved
0.6917 Remote Similarity NPD6059 Approved
0.6875 Remote Similarity NPD3703 Phase 2
0.6842 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6833 Remote Similarity NPD7101 Approved
0.6833 Remote Similarity NPD7100 Approved
0.6829 Remote Similarity NPD7492 Approved
0.6807 Remote Similarity NPD6009 Approved
0.6807 Remote Similarity NPD6317 Approved
0.68 Remote Similarity NPD7736 Approved
0.6796 Remote Similarity NPD5279 Phase 3
0.6792 Remote Similarity NPD7515 Phase 2
0.6789 Remote Similarity NPD7902 Approved
0.6789 Remote Similarity NPD6083 Phase 2
0.6789 Remote Similarity NPD6084 Phase 2
0.6774 Remote Similarity NPD6616 Approved
0.6765 Remote Similarity NPD4197 Approved
0.675 Remote Similarity NPD6335 Approved
0.675 Remote Similarity NPD6314 Approved
0.675 Remote Similarity NPD6313 Approved
0.6737 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6737 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6735 Remote Similarity NPD6116 Phase 1
0.6721 Remote Similarity NPD6291 Clinical (unspecified phase)
0.672 Remote Similarity NPD7078 Approved
0.6702 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6702 Remote Similarity NPD3699 Clinical (unspecified phase)
0.67 Remote Similarity NPD4695 Discontinued
0.67 Remote Similarity NPD7525 Registered
0.6699 Remote Similarity NPD5329 Approved
0.6667 Remote Similarity NPD6008 Approved
0.6667 Remote Similarity NPD7115 Discovery
0.6635 Remote Similarity NPD5690 Phase 2
0.6633 Remote Similarity NPD6117 Approved
0.6632 Remote Similarity NPD4789 Approved
0.6606 Remote Similarity NPD5695 Phase 3
0.6602 Remote Similarity NPD3668 Phase 3
0.6587 Remote Similarity NPD8293 Discontinued
0.6585 Remote Similarity NPD6908 Approved
0.6585 Remote Similarity NPD5983 Phase 2
0.6585 Remote Similarity NPD6909 Approved
0.6583 Remote Similarity NPD6868 Approved
0.6569 Remote Similarity NPD4221 Approved
0.6569 Remote Similarity NPD4223 Phase 3
0.6549 Remote Similarity NPD5091 Approved
0.6526 Remote Similarity NPD3698 Phase 2
0.6514 Remote Similarity NPD7748 Approved
0.6514 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6514 Remote Similarity NPD7900 Approved
0.65 Remote Similarity NPD6114 Approved
0.65 Remote Similarity NPD6115 Approved
0.65 Remote Similarity NPD6118 Approved
0.65 Remote Similarity NPD3617 Approved
0.65 Remote Similarity NPD6697 Approved
0.6484 Remote Similarity NPD7319 Approved
0.648 Remote Similarity NPD7604 Phase 2
0.648 Remote Similarity NPD8328 Phase 3
0.6476 Remote Similarity NPD5280 Approved
0.6476 Remote Similarity NPD4694 Approved
0.6458 Remote Similarity NPD4245 Approved
0.6458 Remote Similarity NPD4244 Approved
0.6429 Remote Similarity NPD4225 Approved
0.6429 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6423 Remote Similarity NPD4522 Approved
0.6406 Remote Similarity NPD6033 Approved
0.6393 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6378 Remote Similarity NPD6336 Discontinued
0.6378 Remote Similarity NPD7507 Approved
0.6355 Remote Similarity NPD6672 Approved
0.6355 Remote Similarity NPD5737 Approved
0.633 Remote Similarity NPD5281 Approved
0.633 Remote Similarity NPD5284 Approved
0.633 Remote Similarity NPD6411 Approved
0.6321 Remote Similarity NPD5205 Approved
0.6321 Remote Similarity NPD4689 Approved
0.6321 Remote Similarity NPD4688 Approved
0.6321 Remote Similarity NPD4690 Approved
0.6321 Remote Similarity NPD4693 Phase 3
0.6321 Remote Similarity NPD4138 Approved
0.63 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6283 Remote Similarity NPD7638 Approved
0.6277 Remote Similarity NPD3171 Clinical (unspecified phase)
0.625 Remote Similarity NPD5360 Phase 3
0.625 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6228 Remote Similarity NPD7639 Approved
0.6228 Remote Similarity NPD7640 Approved
0.6224 Remote Similarity NPD6081 Approved
0.6216 Remote Similarity NPD5282 Discontinued
0.6204 Remote Similarity NPD7513 Clinical (unspecified phase)
0.62 Remote Similarity NPD6942 Approved
0.62 Remote Similarity NPD7339 Approved
0.619 Remote Similarity NPD6921 Approved
0.6186 Remote Similarity NPD6412 Phase 2
0.6176 Remote Similarity NPD3671 Phase 1
0.6168 Remote Similarity NPD7334 Approved
0.6168 Remote Similarity NPD6409 Approved
0.6168 Remote Similarity NPD6684 Approved
0.6168 Remote Similarity NPD5330 Approved
0.6168 Remote Similarity NPD7146 Approved
0.6168 Remote Similarity NPD7521 Approved
0.6161 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6161 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6147 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6147 Remote Similarity NPD6101 Approved
0.6147 Remote Similarity NPD6673 Approved
0.6147 Remote Similarity NPD6904 Approved
0.6147 Remote Similarity NPD5764 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   23626808
ChEMBL   CHEMBL251919
ZINC  

Physicochemical Properties

Molecular Weight:  362.17
ALogP:  -2.1616
MLogP:  3
XLogP:  -0.021
# Rotatable Bonds:  6
Polar Surface Area:  111.9
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  26

Download Data

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