Natural Product: NPC471467

Natural Product ID:  NPC471467
Common Name:   Xerophilusin X
IUPAC Name:  
Synonyms:  
Molecular Formula:   C24H34O8
Standard InCHIKey:  MXUAEXLFUVYPMG-RRPWXPDESA-N
Standard InCHI:  InChI=1S/C24H34O8/c1-11-14-9-15(31-12(2)25)16-22-8-6-7-21(4,5)17(22)20(32-13(3)26)24(29,30-10-22)23(16,18(11)27)19(14)28/h14-20,27-29H,1,6-10H2,2-5H3/t14-,15-,16-,17+,18-,19+,20-,22+,23-,24-/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1C[C@H]2C(=C)[C@@H]([C@@]3([C@@H]1[C@@]14CCCC([C@H]4[C@@H]([C@@]3(OC1)O)OC(=O)C)(C)C)[C@@H]2O)O
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
NPT1097 Cell Line MKN-45 Homo sapiens IC50 > 10000 nM PubChem BioAssay data set
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000 nM 19583252
NPT111 Cell Line K562 Homo sapiens IC50 > 10000 nM 26295746

  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 NPC471467 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
0.9895 High Similarity NPC31085
0.9694 High Similarity NPC470169
0.9694 High Similarity NPC470170
0.9583 High Similarity NPC144486
0.9485 High Similarity NPC177701
0.9375 High Similarity NPC469725
0.93 High Similarity NPC470166
0.9263 High Similarity NPC30477
0.9167 High Similarity NPC169270
0.9167 High Similarity NPC292718
0.9167 High Similarity NPC111834
0.9167 High Similarity NPC306797
0.9082 High Similarity NPC471247
0.9062 High Similarity NPC473348
0.9062 High Similarity NPC241047
0.899 High Similarity NPC470168
0.8932 High Similarity NPC473570
0.8878 High Similarity NPC274793
0.8854 High Similarity NPC26046
0.8854 High Similarity NPC296620
0.8824 High Similarity NPC165405
0.8725 High Similarity NPC152966
0.87 High Similarity NPC91497
0.8654 High Similarity NPC473517
0.8646 High Similarity NPC53890
0.8646 High Similarity NPC219937
0.8646 High Similarity NPC123252
0.8646 High Similarity NPC194485
0.8632 High Similarity NPC160304
0.8614 High Similarity NPC49532
0.8585 High Similarity NPC56025
0.8571 High Similarity NPC3359
0.8515 High Similarity NPC471242
0.8515 High Similarity NPC317019
0.85 High Similarity NPC76486
0.8431 Intermediate Similarity NPC31346
0.8431 Intermediate Similarity NPC155974
0.8426 Intermediate Similarity NPC144068
0.8426 Intermediate Similarity NPC471252
0.8416 Intermediate Similarity NPC157739
0.8411 Intermediate Similarity NPC114188
0.8367 Intermediate Similarity NPC219516
0.8367 Intermediate Similarity NPC130840
0.8365 Intermediate Similarity NPC475521
0.835 Intermediate Similarity NPC470053
0.835 Intermediate Similarity NPC52585
0.835 Intermediate Similarity NPC228049
0.835 Intermediate Similarity NPC68630
0.8333 Intermediate Similarity NPC208358
0.8317 Intermediate Similarity NPC473555
0.8317 Intermediate Similarity NPC471770
0.8317 Intermediate Similarity NPC278939
0.8317 Intermediate Similarity NPC475032
0.8317 Intermediate Similarity NPC475033
0.8286 Intermediate Similarity NPC473199
0.8269 Intermediate Similarity NPC473198
0.8252 Intermediate Similarity NPC470054
0.8241 Intermediate Similarity NPC29505
0.8235 Intermediate Similarity NPC476895
0.8229 Intermediate Similarity NPC471240
0.8224 Intermediate Similarity NPC125361
0.8224 Intermediate Similarity NPC51925
0.8224 Intermediate Similarity NPC154085
0.8224 Intermediate Similarity NPC296761
0.8224 Intermediate Similarity NPC91583
0.8224 Intermediate Similarity NPC43976
0.8224 Intermediate Similarity NPC240125
0.8218 Intermediate Similarity NPC472989
0.8214 Intermediate Similarity NPC5883
0.8214 Intermediate Similarity NPC44899
0.8214 Intermediate Similarity NPC29639
0.8214 Intermediate Similarity NPC304260
0.8211 Intermediate Similarity NPC299963
0.8208 Intermediate Similarity NPC234160
0.8198 Intermediate Similarity NPC470171
0.8198 Intermediate Similarity NPC473304
0.8198 Intermediate Similarity NPC152615
0.8165 Intermediate Similarity NPC474927
0.8165 Intermediate Similarity NPC243572
0.8165 Intermediate Similarity NPC473397
0.8148 Intermediate Similarity NPC471093
0.8142 Intermediate Similarity NPC473566
0.8142 Intermediate Similarity NPC475358
0.8137 Intermediate Similarity NPC476893
0.8131 Intermediate Similarity NPC472988
0.8131 Intermediate Similarity NPC295980
0.8131 Intermediate Similarity NPC88744
0.8131 Intermediate Similarity NPC38217
0.8125 Intermediate Similarity NPC83287
0.8125 Intermediate Similarity NPC472080
0.8113 Intermediate Similarity NPC472898
0.8113 Intermediate Similarity NPC472900
0.8113 Intermediate Similarity NPC472899
0.8108 Intermediate Similarity NPC99620
0.8108 Intermediate Similarity NPC5311
0.8108 Intermediate Similarity NPC310341
0.8108 Intermediate Similarity NPC199428
0.8108 Intermediate Similarity NPC193382
0.8095 Intermediate Similarity NPC474124
0.8091 Intermediate Similarity NPC102619
0.8077 Intermediate Similarity NPC471112
0.8077 Intermediate Similarity NPC475617
0.8077 Intermediate Similarity NPC476896
0.8073 Intermediate Similarity NPC94650
0.8073 Intermediate Similarity NPC213320
0.8073 Intermediate Similarity NPC65167
0.807 Intermediate Similarity NPC40749
0.807 Intermediate Similarity NPC475219
0.807 Intermediate Similarity NPC231518
0.8058 Intermediate Similarity NPC477928
0.8058 Intermediate Similarity NPC470068
0.8056 Intermediate Similarity NPC102741
0.8056 Intermediate Similarity NPC473844
0.8056 Intermediate Similarity NPC131903
0.8056 Intermediate Similarity NPC51947
0.8056 Intermediate Similarity NPC474573
0.8053 Intermediate Similarity NPC329905
0.8039 Intermediate Similarity NPC253115
0.8039 Intermediate Similarity NPC475178
0.8039 Intermediate Similarity NPC304899
0.8037 Intermediate Similarity NPC67745
0.8037 Intermediate Similarity NPC54619
0.8037 Intermediate Similarity NPC471461
0.8037 Intermediate Similarity NPC471205
0.8037 Intermediate Similarity NPC473469
0.8036 Intermediate Similarity NPC77319
0.8036 Intermediate Similarity NPC471355
0.8036 Intermediate Similarity NPC196429
0.8036 Intermediate Similarity NPC99728
0.8036 Intermediate Similarity NPC50305
0.8036 Intermediate Similarity NPC34390
0.8036 Intermediate Similarity NPC27507
0.8036 Intermediate Similarity NPC93883
0.8036 Intermediate Similarity NPC84987
0.8036 Intermediate Similarity NPC471353
0.8036 Intermediate Similarity NPC244402
0.8036 Intermediate Similarity NPC142066
0.8036 Intermediate Similarity NPC87250
0.8036 Intermediate Similarity NPC309034
0.8036 Intermediate Similarity NPC158344
0.8036 Intermediate Similarity NPC157376
0.8036 Intermediate Similarity NPC471354
0.8036 Intermediate Similarity NPC471351
0.8036 Intermediate Similarity NPC473852
0.8036 Intermediate Similarity NPC243196
0.8036 Intermediate Similarity NPC474418
0.8036 Intermediate Similarity NPC203862
0.8021 Intermediate Similarity NPC256567
0.8021 Intermediate Similarity NPC255882
0.8019 Intermediate Similarity NPC75608
0.8019 Intermediate Similarity NPC312774
0.8019 Intermediate Similarity NPC474464
0.8019 Intermediate Similarity NPC470768
0.8019 Intermediate Similarity NPC473543
0.8018 Intermediate Similarity NPC471633
0.8018 Intermediate Similarity NPC84949
0.8018 Intermediate Similarity NPC469821
0.8018 Intermediate Similarity NPC69576
0.8018 Intermediate Similarity NPC31354
0.8 Intermediate Similarity NPC475344
0.8 Intermediate Similarity NPC476471
0.8 Intermediate Similarity NPC115349
0.8 Intermediate Similarity NPC136816
0.8 Intermediate Similarity NPC154452
0.8 Intermediate Similarity NPC472504
0.8 Intermediate Similarity NPC94919
0.8 Intermediate Similarity NPC193893
0.7982 Intermediate Similarity NPC475136
0.7982 Intermediate Similarity NPC137104
0.7982 Intermediate Similarity NPC474786
0.7982 Intermediate Similarity NPC320383
0.7982 Intermediate Similarity NPC474466
0.7981 Intermediate Similarity NPC473200
0.7981 Intermediate Similarity NPC7341
0.7965 Intermediate Similarity NPC160888
0.7965 Intermediate Similarity NPC475403
0.7963 Intermediate Similarity NPC55973
0.7963 Intermediate Similarity NPC476513
0.7963 Intermediate Similarity NPC475634
0.7963 Intermediate Similarity NPC7213
0.7963 Intermediate Similarity NPC63841
0.7946 Intermediate Similarity NPC469820
0.7946 Intermediate Similarity NPC146652
0.7946 Intermediate Similarity NPC469823
0.7946 Intermediate Similarity NPC88945
0.7944 Intermediate Similarity NPC470763
0.7944 Intermediate Similarity NPC474015
0.7944 Intermediate Similarity NPC470055
0.7944 Intermediate Similarity NPC470767
0.7944 Intermediate Similarity NPC37600
0.7944 Intermediate Similarity NPC242748
0.7944 Intermediate Similarity NPC470056
0.7941 Intermediate Similarity NPC476894
0.7928 Intermediate Similarity NPC471248
0.7928 Intermediate Similarity NPC132668
0.7925 Intermediate Similarity NPC475623
0.7925 Intermediate Similarity NPC16573
0.7925 Intermediate Similarity NPC281378
0.7925 Intermediate Similarity NPC475334
0.7925 Intermediate Similarity NPC475701

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471467 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
0.8214 Intermediate Similarity NPD7516 Approved
0.8125 Intermediate Similarity NPD7327 Approved
0.8125 Intermediate Similarity NPD7328 Approved
0.807 Intermediate Similarity NPD8033 Approved
0.7928 Intermediate Similarity NPD8133 Approved
0.7826 Intermediate Similarity NPD8377 Approved
0.7826 Intermediate Similarity NPD8294 Approved
0.7759 Intermediate Similarity NPD8378 Approved
0.7759 Intermediate Similarity NPD8335 Approved
0.7759 Intermediate Similarity NPD8380 Approved
0.7759 Intermediate Similarity NPD8296 Approved
0.7759 Intermediate Similarity NPD8379 Approved
0.75 Intermediate Similarity NPD7507 Approved
0.7458 Intermediate Similarity NPD7503 Approved
0.7317 Intermediate Similarity NPD7319 Approved
0.7315 Intermediate Similarity NPD7640 Approved
0.7315 Intermediate Similarity NPD7639 Approved
0.7257 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7238 Intermediate Similarity NPD8171 Discontinued
0.7232 Intermediate Similarity NPD6412 Phase 2
0.7222 Intermediate Similarity NPD7638 Approved
0.7143 Intermediate Similarity NPD8034 Phase 2
0.7143 Intermediate Similarity NPD8035 Phase 2
0.7071 Intermediate Similarity NPD6928 Phase 2
0.7059 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD6686 Approved
0.7018 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.6975 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7524 Approved
0.6903 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7632 Discontinued
0.6825 Remote Similarity NPD7736 Approved
0.681 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6803 Remote Similarity NPD6319 Approved
0.6786 Remote Similarity NPD5344 Discontinued
0.678 Remote Similarity NPD8297 Approved
0.678 Remote Similarity NPD6882 Approved
0.6774 Remote Similarity NPD8328 Phase 3
0.6757 Remote Similarity NPD4225 Approved
0.6733 Remote Similarity NPD7525 Registered
0.6723 Remote Similarity NPD4632 Approved
0.672 Remote Similarity NPD7492 Approved
0.6696 Remote Similarity NPD6675 Approved
0.6696 Remote Similarity NPD6402 Approved
0.6696 Remote Similarity NPD7128 Approved
0.6696 Remote Similarity NPD5739 Approved
0.6694 Remote Similarity NPD7115 Discovery
0.6694 Remote Similarity NPD6009 Approved
0.6667 Remote Similarity NPD6372 Approved
0.6667 Remote Similarity NPD6373 Approved
0.6667 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD6054 Approved
0.6635 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6614 Remote Similarity NPD7078 Approved
0.6614 Remote Similarity NPD8293 Discontinued
0.661 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6606 Remote Similarity NPD6399 Phase 3
0.6581 Remote Similarity NPD7320 Approved
0.6581 Remote Similarity NPD6881 Approved
0.6581 Remote Similarity NPD6899 Approved
0.656 Remote Similarity NPD6370 Approved
0.6555 Remote Similarity NPD6649 Approved
0.6555 Remote Similarity NPD6650 Approved
0.6538 Remote Similarity NPD6695 Phase 3
0.6535 Remote Similarity NPD6697 Approved
0.6535 Remote Similarity NPD6115 Approved
0.6535 Remote Similarity NPD6118 Approved
0.6535 Remote Similarity NPD6114 Approved
0.6514 Remote Similarity NPD7637 Suspended
0.6496 Remote Similarity NPD5697 Approved
0.6496 Remote Similarity NPD5701 Approved
0.6495 Remote Similarity NPD7532 Clinical (unspecified phase)
0.648 Remote Similarity NPD6015 Approved
0.648 Remote Similarity NPD6921 Approved
0.648 Remote Similarity NPD6016 Approved
0.6475 Remote Similarity NPD7625 Phase 1
0.6471 Remote Similarity NPD7290 Approved
0.6471 Remote Similarity NPD7102 Approved
0.6471 Remote Similarity NPD6883 Approved
0.6471 Remote Similarity NPD7645 Phase 2
0.6449 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6436 Remote Similarity NPD6116 Phase 1
0.6429 Remote Similarity NPD5988 Approved
0.6417 Remote Similarity NPD6617 Approved
0.6417 Remote Similarity NPD8130 Phase 1
0.6417 Remote Similarity NPD6869 Approved
0.6417 Remote Similarity NPD6847 Approved
0.641 Remote Similarity NPD6008 Approved
0.6404 Remote Similarity NPD6648 Approved
0.6396 Remote Similarity NPD7748 Approved
0.6392 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6387 Remote Similarity NPD6013 Approved
0.6387 Remote Similarity NPD6012 Approved
0.6387 Remote Similarity NPD6014 Approved
0.6378 Remote Similarity NPD7604 Phase 2
0.6372 Remote Similarity NPD6083 Phase 2
0.6372 Remote Similarity NPD6084 Phase 2
0.6372 Remote Similarity NPD7902 Approved
0.6364 Remote Similarity NPD7515 Phase 2
0.6356 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6349 Remote Similarity NPD8513 Phase 3
0.6349 Remote Similarity NPD8515 Approved
0.6349 Remote Similarity NPD8516 Approved
0.6349 Remote Similarity NPD5983 Phase 2
0.6349 Remote Similarity NPD8517 Approved
0.6337 Remote Similarity NPD6117 Approved
0.6337 Remote Similarity NPD3701 Clinical (unspecified phase)
0.633 Remote Similarity NPD6051 Approved
0.6311 Remote Similarity NPD6929 Approved
0.6303 Remote Similarity NPD6011 Approved
0.6296 Remote Similarity NPD7750 Discontinued
0.6293 Remote Similarity NPD5211 Phase 2
0.6281 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6281 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6279 Remote Similarity NPD6336 Discontinued
0.625 Remote Similarity NPD6931 Approved
0.625 Remote Similarity NPD6930 Phase 2
0.625 Remote Similarity NPD6067 Discontinued
0.6241 Remote Similarity NPD8449 Approved
0.6239 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6238 Remote Similarity NPD6942 Approved
0.6238 Remote Similarity NPD7339 Approved
0.623 Remote Similarity NPD6053 Discontinued
0.6228 Remote Similarity NPD4755 Approved
0.6226 Remote Similarity NPD4788 Approved
0.621 Remote Similarity NPD6940 Discontinued
0.6207 Remote Similarity NPD4159 Approved
0.6198 Remote Similarity NPD4634 Approved
0.6195 Remote Similarity NPD7991 Discontinued
0.6194 Remote Similarity NPD8450 Suspended
0.6186 Remote Similarity NPD5141 Approved
0.6183 Remote Similarity NPD6033 Approved
0.6168 Remote Similarity NPD4786 Approved
0.6161 Remote Similarity NPD4202 Approved
0.6147 Remote Similarity NPD4251 Approved
0.6147 Remote Similarity NPD4250 Approved
0.6139 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6126 Remote Similarity NPD6698 Approved
0.6126 Remote Similarity NPD3168 Discontinued
0.6126 Remote Similarity NPD46 Approved
0.6121 Remote Similarity NPD4696 Approved
0.6121 Remote Similarity NPD5285 Approved
0.6121 Remote Similarity NPD5286 Approved
0.6121 Remote Similarity NPD4700 Approved
0.6117 Remote Similarity NPD5776 Phase 2
0.6117 Remote Similarity NPD6925 Approved
0.6106 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6106 Remote Similarity NPD7900 Approved
0.6095 Remote Similarity NPD5790 Clinical (unspecified phase)
0.608 Remote Similarity NPD6274 Approved
0.6075 Remote Similarity NPD3669 Approved
0.6075 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6071 Remote Similarity NPD7087 Discontinued
0.6068 Remote Similarity NPD1700 Approved
0.6066 Remote Similarity NPD6371 Approved
0.6063 Remote Similarity NPD7100 Approved
0.6063 Remote Similarity NPD7101 Approved
0.6058 Remote Similarity NPD7145 Approved
0.6055 Remote Similarity NPD7146 Approved
0.6055 Remote Similarity NPD7334 Approved
0.6055 Remote Similarity NPD6409 Approved
0.6055 Remote Similarity NPD5330 Approved
0.6055 Remote Similarity NPD6684 Approved
0.6055 Remote Similarity NPD7521 Approved
0.6055 Remote Similarity NPD4249 Approved
0.6053 Remote Similarity NPD5695 Phase 3
0.6036 Remote Similarity NPD5328 Approved
0.6034 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6034 Remote Similarity NPD5696 Approved
0.6019 Remote Similarity NPD6933 Approved
0.6017 Remote Similarity NPD5225 Approved
0.6017 Remote Similarity NPD5226 Approved
0.6017 Remote Similarity NPD4633 Approved
0.6017 Remote Similarity NPD5224 Approved
0.6 Remote Similarity NPD4768 Approved
0.6 Remote Similarity NPD4767 Approved
0.5985 Remote Similarity NPD8074 Phase 3
0.5984 Remote Similarity NPD6335 Approved
0.5982 Remote Similarity NPD7838 Discovery
0.5981 Remote Similarity NPD3667 Approved
0.5969 Remote Similarity NPD6909 Approved
0.5969 Remote Similarity NPD6908 Approved
0.5966 Remote Similarity NPD5175 Approved
0.5966 Remote Similarity NPD5174 Approved
0.5963 Remote Similarity NPD6893 Approved
0.5946 Remote Similarity NPD6903 Approved
0.5943 Remote Similarity NPD4822 Approved
0.5943 Remote Similarity NPD7514 Phase 3
0.5943 Remote Similarity NPD4748 Discontinued
0.5943 Remote Similarity NPD4821 Approved
0.5943 Remote Similarity NPD4819 Approved
0.5943 Remote Similarity NPD4820 Approved
0.5932 Remote Similarity NPD5223 Approved
0.5929 Remote Similarity NPD6079 Approved
0.5929 Remote Similarity NPD6411 Approved
0.5929 Remote Similarity NPD7983 Approved
0.5922 Remote Similarity NPD3702 Approved
0.5913 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5909 Remote Similarity NPD3618 Phase 1

Structure

External Identifiers

PubChem CID   44445745
ChEMBL   CHEMBL251683
ZINC  

Physicochemical Properties

Molecular Weight:  450.23
ALogP:  -1.6564
MLogP:  3.22
XLogP:  1.651
# Rotatable Bonds:  11
Polar Surface Area:  122.52
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  32

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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