Natural Product: NPC473352

Natural Product ID:  NPC473352
Common Name:   Xerophilusin N
IUPAC Name:  
Synonyms:   Xerophilusin N
Molecular Formula:   C20H26O6
Standard InCHIKey:  CGLKYUSLUAHYRT-JKFOIHFYSA-N
Standard InCHI:  InChI=1S/C20H26O6/c1-9-10-5-6-11-18-8-4-7-17(2,3)12(18)15(23)20(25,26-16(18)24)19(11,13(9)21)14(10)22/h10-12,14-15,22-23,25H,1,4-8H2,2-3H3/t10-,11-,12+,14+,15-,18+,19-,20-/m0/s1
Canonical SMILES:  C=C1[C@@H]2CC[C@@H]3[C@](C1=O)([C@@H]2O)[C@@]1(O)OC(=O)[C@@]23CCCC([C@H]2[C@@H]1O)(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
NPO18055 Isodon adenolomus Species Lamiaceae Eukaryota Aerial parts Shangrila, Yunnan Province, China 2008-AUG PMID[21534539]
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 = 4800 nM DrugMatrix in vitro pharmacology data
NPT111 Cell Line K562 Homo sapiens IC50 = 1200 nM 26317881
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000 nM 21524582
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 = 3600 nM 11076565
NPT81 Cell Line A549 Homo sapiens IC50 = 9700 nM 11076565
NPT116 Cell Line HL-60 Homo sapiens IC50 = 3800 nM 11076565
NPT83 Cell Line MCF7 Homo sapiens IC50 = 7900 nM 18321710
NPT660 Cell Line SW480 Homo sapiens IC50 = 3500 nM 18321710

  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 NPC473352 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
0.9712 High Similarity NPC213320
0.9709 High Similarity NPC102741
0.9619 High Similarity NPC474927
0.9619 High Similarity NPC473397
0.9615 High Similarity NPC471093
0.9612 High Similarity NPC473410
0.9612 High Similarity NPC469984
0.9612 High Similarity NPC471094
0.9612 High Similarity NPC89860
0.9612 High Similarity NPC189663
0.9528 High Similarity NPC132668
0.9524 High Similarity NPC29505
0.9519 High Similarity NPC118721
0.9519 High Similarity NPC252679
0.9515 High Similarity NPC471474
0.9429 High Similarity NPC471476
0.9429 High Similarity NPC474786
0.9429 High Similarity NPC137104
0.9429 High Similarity NPC85391
0.9429 High Similarity NPC320383
0.9423 High Similarity NPC63841
0.9423 High Similarity NPC55973
0.9417 High Similarity NPC56656
0.9417 High Similarity NPC307660
0.9417 High Similarity NPC130511
0.9352 High Similarity NPC229752
0.9352 High Similarity NPC88945
0.9346 High Similarity NPC471252
0.934 High Similarity NPC63244
0.9333 High Similarity NPC131903
0.9333 High Similarity NPC274827
0.9327 High Similarity NPC67745
0.9327 High Similarity NPC186054
0.9327 High Similarity NPC471461
0.932 High Similarity NPC474558
0.932 High Similarity NPC202793
0.9266 High Similarity NPC78836
0.9259 High Similarity NPC243354
0.9252 High Similarity NPC471244
0.9245 High Similarity NPC473324
0.9167 High Similarity NPC194273
0.9167 High Similarity NPC94141
0.9167 High Similarity NPC471248
0.9159 High Similarity NPC122339
0.9159 High Similarity NPC56025
0.9091 High Similarity NPC473304
0.9083 High Similarity NPC17165
0.9074 High Similarity NPC157929
0.9074 High Similarity NPC473303
0.9074 High Similarity NPC145625
0.9074 High Similarity NPC471245
0.9038 High Similarity NPC139347
0.9029 High Similarity NPC14634
0.8981 High Similarity NPC471243
0.8962 High Similarity NPC469746
0.8942 High Similarity NPC475803
0.8942 High Similarity NPC309388
0.8879 High Similarity NPC218123
0.8879 High Similarity NPC112895
0.8879 High Similarity NPC273155
0.8879 High Similarity NPC232133
0.8879 High Similarity NPC231278
0.8857 High Similarity NPC216114
0.8857 High Similarity NPC277074
0.8857 High Similarity NPC209298
0.8818 High Similarity NPC320118
0.8807 High Similarity NPC329953
0.8796 High Similarity NPC469983
0.8796 High Similarity NPC469744
0.8785 High Similarity NPC166993
0.8774 High Similarity NPC98603
0.8774 High Similarity NPC84928
0.875 High Similarity NPC470388
0.8727 High Similarity NPC205534
0.8704 High Similarity NPC469733
0.8704 High Similarity NPC469729
0.8692 High Similarity NPC12823
0.8692 High Similarity NPC200957
0.8692 High Similarity NPC4115
0.8692 High Similarity NPC138908
0.8679 High Similarity NPC87927
0.8679 High Similarity NPC122811
0.8667 High Similarity NPC52899
0.8667 High Similarity NPC471790
0.8667 High Similarity NPC163963
0.8667 High Similarity NPC289148
0.8654 High Similarity NPC474793
0.8611 High Similarity NPC96333
0.8611 High Similarity NPC88833
0.8598 High Similarity NPC13149
0.8598 High Similarity NPC301787
0.8585 High Similarity NPC76866
0.8585 High Similarity NPC286519
0.8585 High Similarity NPC246736
0.8585 High Similarity NPC88203
0.8585 High Similarity NPC148628
0.8585 High Similarity NPC214946
0.8585 High Similarity NPC304832
0.8584 High Similarity NPC470171
0.8584 High Similarity NPC218970
0.8571 High Similarity NPC287676
0.8519 High Similarity NPC222833
0.8505 High Similarity NPC96217
0.8491 Intermediate Similarity NPC148279
0.8491 Intermediate Similarity NPC46848
0.8491 Intermediate Similarity NPC236585
0.8491 Intermediate Similarity NPC252614
0.8476 Intermediate Similarity NPC78427
0.8476 Intermediate Similarity NPC471038
0.8476 Intermediate Similarity NPC16911
0.8462 Intermediate Similarity NPC470387
0.8462 Intermediate Similarity NPC13949
0.844 Intermediate Similarity NPC471246
0.844 Intermediate Similarity NPC61071
0.8426 Intermediate Similarity NPC101842
0.8411 Intermediate Similarity NPC275990
0.8411 Intermediate Similarity NPC470172
0.8396 Intermediate Similarity NPC127408
0.8396 Intermediate Similarity NPC267921
0.8396 Intermediate Similarity NPC291785
0.8378 Intermediate Similarity NPC98069
0.8378 Intermediate Similarity NPC49730
0.8365 Intermediate Similarity NPC470232
0.8349 Intermediate Similarity NPC103172
0.8349 Intermediate Similarity NPC164600
0.8333 Intermediate Similarity NPC473406
0.8333 Intermediate Similarity NPC471253
0.8333 Intermediate Similarity NPC159442
0.8319 Intermediate Similarity NPC73986
0.8304 Intermediate Similarity NPC201992
0.8304 Intermediate Similarity NPC94650
0.8302 Intermediate Similarity NPC98837
0.8302 Intermediate Similarity NPC38296
0.8302 Intermediate Similarity NPC26270
0.8302 Intermediate Similarity NPC89099
0.8302 Intermediate Similarity NPC20479
0.8302 Intermediate Similarity NPC28864
0.8302 Intermediate Similarity NPC38471
0.8302 Intermediate Similarity NPC162459
0.8286 Intermediate Similarity NPC200054
0.8286 Intermediate Similarity NPC256227
0.8286 Intermediate Similarity NPC29410
0.8286 Intermediate Similarity NPC329910
0.8286 Intermediate Similarity NPC140242
0.8286 Intermediate Similarity NPC104568
0.8269 Intermediate Similarity NPC470386
0.8269 Intermediate Similarity NPC470385
0.8269 Intermediate Similarity NPC475118
0.8257 Intermediate Similarity NPC96268
0.8241 Intermediate Similarity NPC471254
0.823 Intermediate Similarity NPC11252
0.823 Intermediate Similarity NPC289312
0.823 Intermediate Similarity NPC472719
0.823 Intermediate Similarity NPC40608
0.823 Intermediate Similarity NPC207845
0.8224 Intermediate Similarity NPC293866
0.8214 Intermediate Similarity NPC255655
0.8214 Intermediate Similarity NPC130302
0.8208 Intermediate Similarity NPC10864
0.8205 Intermediate Similarity NPC476961
0.819 Intermediate Similarity NPC231060
0.819 Intermediate Similarity NPC41070
0.819 Intermediate Similarity NPC98639
0.819 Intermediate Similarity NPC297179
0.819 Intermediate Similarity NPC204552
0.819 Intermediate Similarity NPC470229
0.819 Intermediate Similarity NPC84018
0.819 Intermediate Similarity NPC210214
0.819 Intermediate Similarity NPC138245
0.819 Intermediate Similarity NPC188667
0.819 Intermediate Similarity NPC17772
0.8182 Intermediate Similarity NPC37600
0.8182 Intermediate Similarity NPC285927
0.8173 Intermediate Similarity NPC144739
0.8173 Intermediate Similarity NPC181594
0.8167 Intermediate Similarity NPC47113
0.8167 Intermediate Similarity NPC174367
0.8165 Intermediate Similarity NPC266
0.8158 Intermediate Similarity NPC194100
0.8158 Intermediate Similarity NPC51978
0.8148 Intermediate Similarity NPC295276
0.8148 Intermediate Similarity NPC39683
0.8148 Intermediate Similarity NPC144486
0.8142 Intermediate Similarity NPC11035
0.8142 Intermediate Similarity NPC274833
0.8136 Intermediate Similarity NPC470921
0.8136 Intermediate Similarity NPC102822
0.8136 Intermediate Similarity NPC477046
0.8131 Intermediate Similarity NPC109059
0.8131 Intermediate Similarity NPC469725
0.8131 Intermediate Similarity NPC288
0.8125 Intermediate Similarity NPC8431
0.8125 Intermediate Similarity NPC143706
0.8125 Intermediate Similarity NPC472534
0.812 Intermediate Similarity NPC469488
0.812 Intermediate Similarity NPC470777
0.8108 Intermediate Similarity NPC201908
0.8108 Intermediate Similarity NPC176949
0.8103 Intermediate Similarity NPC474654
0.8103 Intermediate Similarity NPC470854

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473352 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
0.775 Intermediate Similarity NPD6319 Approved
0.7719 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7705 Intermediate Similarity NPD8328 Phase 3
0.7647 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD7492 Approved
0.7603 Intermediate Similarity NPD6054 Approved
0.76 Intermediate Similarity NPD7736 Approved
0.7581 Intermediate Similarity NPD6616 Approved
0.7542 Intermediate Similarity NPD8133 Approved
0.7542 Intermediate Similarity NPD4632 Approved
0.7541 Intermediate Similarity NPD6016 Approved
0.7541 Intermediate Similarity NPD6015 Approved
0.754 Intermediate Similarity NPD7319 Approved
0.752 Intermediate Similarity NPD7078 Approved
0.75 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6009 Approved
0.748 Intermediate Similarity NPD5988 Approved
0.748 Intermediate Similarity NPD6370 Approved
0.7478 Intermediate Similarity NPD6412 Phase 2
0.7459 Intermediate Similarity NPD6059 Approved
0.744 Intermediate Similarity NPD7507 Approved
0.7381 Intermediate Similarity NPD8293 Discontinued
0.7355 Intermediate Similarity NPD7115 Discovery
0.7328 Intermediate Similarity NPD5697 Approved
0.7311 Intermediate Similarity NPD6882 Approved
0.7311 Intermediate Similarity NPD8297 Approved
0.7288 Intermediate Similarity NPD4634 Approved
0.7265 Intermediate Similarity NPD6899 Approved
0.7265 Intermediate Similarity NPD6881 Approved
0.7248 Intermediate Similarity NPD8035 Phase 2
0.7248 Intermediate Similarity NPD8034 Phase 2
0.7241 Intermediate Similarity NPD6402 Approved
0.7241 Intermediate Similarity NPD5739 Approved
0.7241 Intermediate Similarity NPD6675 Approved
0.7241 Intermediate Similarity NPD6008 Approved
0.7241 Intermediate Similarity NPD7128 Approved
0.7227 Intermediate Similarity NPD6649 Approved
0.7227 Intermediate Similarity NPD6650 Approved
0.7203 Intermediate Similarity NPD6013 Approved
0.7203 Intermediate Similarity NPD6014 Approved
0.7203 Intermediate Similarity NPD6372 Approved
0.7203 Intermediate Similarity NPD6373 Approved
0.7203 Intermediate Similarity NPD6012 Approved
0.7179 Intermediate Similarity NPD5701 Approved
0.7155 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7290 Approved
0.7143 Intermediate Similarity NPD7102 Approved
0.7143 Intermediate Similarity NPD6883 Approved
0.712 Intermediate Similarity NPD5983 Phase 2
0.7119 Intermediate Similarity NPD7320 Approved
0.7119 Intermediate Similarity NPD6011 Approved
0.7119 Intermediate Similarity NPD6686 Approved
0.7083 Intermediate Similarity NPD8130 Phase 1
0.7083 Intermediate Similarity NPD6617 Approved
0.7083 Intermediate Similarity NPD6847 Approved
0.7083 Intermediate Similarity NPD6869 Approved
0.7027 Intermediate Similarity NPD6399 Phase 3
0.7018 Intermediate Similarity NPD4225 Approved
0.7009 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD7604 Phase 2
0.6984 Remote Similarity NPD6921 Approved
0.6984 Remote Similarity NPD8033 Approved
0.696 Remote Similarity NPD7516 Approved
0.6957 Remote Similarity NPD4696 Approved
0.6957 Remote Similarity NPD5286 Approved
0.6957 Remote Similarity NPD5285 Approved
0.693 Remote Similarity NPD4755 Approved
0.6923 Remote Similarity NPD6033 Approved
0.6917 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6905 Remote Similarity NPD8377 Approved
0.6905 Remote Similarity NPD8294 Approved
0.6899 Remote Similarity NPD6336 Discontinued
0.688 Remote Similarity NPD7328 Approved
0.688 Remote Similarity NPD7327 Approved
0.687 Remote Similarity NPD5696 Approved
0.6855 Remote Similarity NPD6274 Approved
0.685 Remote Similarity NPD8379 Approved
0.685 Remote Similarity NPD8516 Approved
0.685 Remote Similarity NPD8378 Approved
0.685 Remote Similarity NPD8296 Approved
0.685 Remote Similarity NPD8517 Approved
0.685 Remote Similarity NPD8515 Approved
0.685 Remote Similarity NPD8380 Approved
0.685 Remote Similarity NPD8513 Phase 3
0.685 Remote Similarity NPD8335 Approved
0.6838 Remote Similarity NPD5224 Approved
0.6838 Remote Similarity NPD5226 Approved
0.6838 Remote Similarity NPD4633 Approved
0.6838 Remote Similarity NPD5225 Approved
0.6838 Remote Similarity NPD5211 Phase 2
0.681 Remote Similarity NPD4700 Approved
0.6803 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6786 Remote Similarity NPD6079 Approved
0.6783 Remote Similarity NPD7902 Approved
0.678 Remote Similarity NPD5175 Approved
0.678 Remote Similarity NPD5174 Approved
0.6757 Remote Similarity NPD5328 Approved
0.6752 Remote Similarity NPD5223 Approved
0.6724 Remote Similarity NPD7638 Approved
0.6723 Remote Similarity NPD5141 Approved
0.6721 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6719 Remote Similarity NPD7503 Approved
0.6696 Remote Similarity NPD5221 Approved
0.6696 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6696 Remote Similarity NPD4697 Phase 3
0.6696 Remote Similarity NPD5222 Approved
0.6693 Remote Similarity NPD7101 Approved
0.6693 Remote Similarity NPD7100 Approved
0.6667 Remote Similarity NPD6317 Approved
0.6667 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD7640 Approved
0.6667 Remote Similarity NPD7639 Approved
0.6638 Remote Similarity NPD5173 Approved
0.6638 Remote Similarity NPD6084 Phase 2
0.6638 Remote Similarity NPD6083 Phase 2
0.6637 Remote Similarity NPD7515 Phase 2
0.6637 Remote Similarity NPD6411 Approved
0.6636 Remote Similarity NPD3618 Phase 1
0.6614 Remote Similarity NPD6335 Approved
0.6614 Remote Similarity NPD6314 Approved
0.6614 Remote Similarity NPD6313 Approved
0.661 Remote Similarity NPD1700 Approved
0.6609 Remote Similarity NPD4629 Approved
0.6609 Remote Similarity NPD5210 Approved
0.6589 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6585 Remote Similarity NPD6371 Approved
0.6579 Remote Similarity NPD4202 Approved
0.6577 Remote Similarity NPD3573 Approved
0.6557 Remote Similarity NPD4729 Approved
0.6557 Remote Similarity NPD5128 Approved
0.6557 Remote Similarity NPD4730 Approved
0.6529 Remote Similarity NPD4767 Approved
0.6529 Remote Similarity NPD4768 Approved
0.6522 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7900 Approved
0.6514 Remote Similarity NPD4788 Approved
0.6509 Remote Similarity NPD6697 Approved
0.6509 Remote Similarity NPD6118 Approved
0.6509 Remote Similarity NPD6115 Approved
0.6509 Remote Similarity NPD6114 Approved
0.65 Remote Similarity NPD4754 Approved
0.6489 Remote Similarity NPD6067 Discontinued
0.6486 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6475 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6466 Remote Similarity NPD8074 Phase 3
0.6466 Remote Similarity NPD5695 Phase 3
0.6462 Remote Similarity NPD6908 Approved
0.6462 Remote Similarity NPD6909 Approved
0.646 Remote Similarity NPD6101 Approved
0.646 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6457 Remote Similarity NPD6868 Approved
0.6455 Remote Similarity NPD4786 Approved
0.6452 Remote Similarity NPD5248 Approved
0.6452 Remote Similarity NPD5251 Approved
0.6452 Remote Similarity NPD5249 Phase 3
0.6452 Remote Similarity NPD5250 Approved
0.6452 Remote Similarity NPD5247 Approved
0.6444 Remote Similarity NPD5956 Approved
0.6422 Remote Similarity NPD3667 Approved
0.6415 Remote Similarity NPD6116 Phase 1
0.64 Remote Similarity NPD5216 Approved
0.64 Remote Similarity NPD5217 Approved
0.64 Remote Similarity NPD5215 Approved
0.6397 Remote Similarity NPD7260 Phase 2
0.6381 Remote Similarity NPD3703 Phase 2
0.6372 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6357 Remote Similarity NPD6333 Approved
0.6357 Remote Similarity NPD6334 Approved
0.6349 Remote Similarity NPD6053 Discontinued
0.6339 Remote Similarity NPD7521 Approved
0.6339 Remote Similarity NPD5330 Approved
0.6339 Remote Similarity NPD7334 Approved
0.6339 Remote Similarity NPD6409 Approved
0.6339 Remote Similarity NPD7146 Approved
0.6339 Remote Similarity NPD6684 Approved
0.6325 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6325 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6321 Remote Similarity NPD6117 Approved
0.632 Remote Similarity NPD5134 Clinical (unspecified phase)
0.632 Remote Similarity NPD5169 Approved
0.632 Remote Similarity NPD5135 Approved
0.6316 Remote Similarity NPD4753 Phase 2
0.6306 Remote Similarity NPD3133 Approved
0.6306 Remote Similarity NPD3665 Phase 1
0.6306 Remote Similarity NPD3666 Approved
0.6296 Remote Similarity NPD8337 Approved
0.6296 Remote Similarity NPD8336 Approved
0.6293 Remote Similarity NPD8171 Discontinued
0.6293 Remote Similarity NPD5779 Approved
0.6293 Remote Similarity NPD5778 Approved
0.6281 Remote Similarity NPD7632 Discontinued
0.627 Remote Similarity NPD8413 Clinical (unspecified phase)
0.627 Remote Similarity NPD5127 Approved
0.6239 Remote Similarity NPD5282 Discontinued
0.6232 Remote Similarity NPD8338 Approved
0.6232 Remote Similarity NPD6845 Suspended
0.6228 Remote Similarity NPD5737 Approved
0.6228 Remote Similarity NPD6903 Approved
0.6228 Remote Similarity NPD6672 Approved
0.6226 Remote Similarity NPD3702 Approved

Structure

External Identifiers

PubChem CID   44445776
ChEMBL   CHEMBL402260
ZINC  

Physicochemical Properties

Molecular Weight:  362.17
ALogP:  -1.35
MLogP:  3
XLogP:  1.195
# Rotatable Bonds:  5
Polar Surface Area:  104.06
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  26

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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