Natural Product: NPC471461

Natural Product ID:  NPC471461
Common Name:   Xerophilusin Iv
IUPAC Name:  
Synonyms:   xerophilusin IV
Molecular Formula:   C20H28O6
Standard InCHIKey:  HSNHHKCWUXSXSA-IZZIWLOZSA-N
Standard InCHI:  InChI=1S/C20H28O6/c1-10-11-4-5-12-18-7-3-6-17(2,8-21)13(18)16(24)20(25,26-9-18)19(12,14(10)22)15(11)23/h11-13,15-16,21,23-25H,1,3-9H2,2H3/t11-,12-,13+,15+,16-,17-,18+,19-,20-/m0/s1
Canonical SMILES:  OC[C@]1(C)CCC[C@@]23[C@@H]1[C@H](O)[C@](O)(OC2)[C@@]12[C@H]3CC[C@H]([C@H]2O)C(=C)C1=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
NPT111 Cell Line K562 Homo sapiens IC50 > 10000 nM 17844994
NPT1097 Cell Line MKN-45 Homo sapiens IC50 > 10000 nM 20498315
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000 nM 20498315

  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 NPC471461 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 NPC67745
0.9899 High Similarity NPC55973
0.9703 High Similarity NPC473324
0.9703 High Similarity NPC471093
0.97 High Similarity NPC89860
0.97 High Similarity NPC189663
0.9608 High Similarity NPC29505
0.9608 High Similarity NPC122339
0.9604 High Similarity NPC102741
0.9604 High Similarity NPC252679
0.9604 High Similarity NPC118721
0.9515 High Similarity NPC471245
0.9515 High Similarity NPC473303
0.9515 High Similarity NPC145625
0.951 High Similarity NPC471476
0.9505 High Similarity NPC63841
0.95 High Similarity NPC130511
0.95 High Similarity NPC307660
0.9423 High Similarity NPC471248
0.9423 High Similarity NPC471252
0.9417 High Similarity NPC63244
0.9417 High Similarity NPC213320
0.9406 High Similarity NPC186054
0.9394 High Similarity NPC309388
0.9394 High Similarity NPC475803
0.9327 High Similarity NPC473352
0.9327 High Similarity NPC157929
0.9327 High Similarity NPC474927
0.9327 High Similarity NPC473397
0.9327 High Similarity NPC471244
0.9314 High Similarity NPC471094
0.9314 High Similarity NPC473410
0.9314 High Similarity NPC469984
0.9307 High Similarity NPC56656
0.9238 High Similarity NPC94141
0.9238 High Similarity NPC132668
0.9231 High Similarity NPC471243
0.9223 High Similarity NPC131903
0.9216 High Similarity NPC471474
0.9159 High Similarity NPC473304
0.9151 High Similarity NPC243354
0.9151 High Similarity NPC17165
0.9135 High Similarity NPC474786
0.9135 High Similarity NPC85391
0.9135 High Similarity NPC137104
0.9135 High Similarity NPC320383
0.9126 High Similarity NPC469729
0.9126 High Similarity NPC469733
0.9118 High Similarity NPC4115
0.9118 High Similarity NPC12823
0.9109 High Similarity NPC139347
0.91 High Similarity NPC14634
0.9065 High Similarity NPC229752
0.9065 High Similarity NPC88945
0.9038 High Similarity NPC274827
0.9029 High Similarity NPC469746
0.902 High Similarity NPC13149
0.902 High Similarity NPC202793
0.8981 High Similarity NPC78836
0.8942 High Similarity NPC112895
0.8942 High Similarity NPC218123
0.8942 High Similarity NPC273155
0.8942 High Similarity NPC231278
0.8922 High Similarity NPC277074
0.8922 High Similarity NPC209298
0.8911 High Similarity NPC471790
0.8879 High Similarity NPC194273
0.8868 High Similarity NPC329953
0.8868 High Similarity NPC56025
0.8857 High Similarity NPC469744
0.8846 High Similarity NPC166993
0.8812 High Similarity NPC291785
0.8812 High Similarity NPC127408
0.8812 High Similarity NPC470388
0.8812 High Similarity NPC287676
0.875 High Similarity NPC138908
0.875 High Similarity NPC200957
0.8738 High Similarity NPC122811
0.8738 High Similarity NPC87927
0.8725 High Similarity NPC289148
0.8725 High Similarity NPC52899
0.8725 High Similarity NPC163963
0.8713 High Similarity NPC16911
0.8713 High Similarity NPC78427
0.8704 High Similarity NPC320118
0.8679 High Similarity NPC8431
0.8673 High Similarity NPC299185
0.8654 High Similarity NPC474558
0.8654 High Similarity NPC301787
0.8641 High Similarity NPC214946
0.8641 High Similarity NPC286519
0.8641 High Similarity NPC88203
0.8641 High Similarity NPC76866
0.8641 High Similarity NPC148628
0.8641 High Similarity NPC304832
0.8641 High Similarity NPC246736
0.8636 High Similarity NPC218970
0.8611 High Similarity NPC205534
0.8611 High Similarity NPC207845
0.8611 High Similarity NPC472719
0.86 High Similarity NPC84018
0.86 High Similarity NPC138245
0.86 High Similarity NPC41070
0.86 High Similarity NPC231060
0.8586 High Similarity NPC144739
0.8586 High Similarity NPC181594
0.8585 High Similarity NPC232133
0.8571 High Similarity NPC470378
0.8571 High Similarity NPC222833
0.8571 High Similarity NPC149761
0.8571 High Similarity NPC261994
0.8558 High Similarity NPC216114
0.8544 High Similarity NPC46848
0.8544 High Similarity NPC252614
0.8532 High Similarity NPC73986
0.8529 High Similarity NPC474793
0.8529 High Similarity NPC471038
0.8519 High Similarity NPC274833
0.8515 High Similarity NPC13949
0.8505 High Similarity NPC469983
0.85 High Similarity NPC191094
0.85 High Similarity NPC111524
0.85 High Similarity NPC261333
0.85 High Similarity NPC91772
0.85 High Similarity NPC289539
0.85 High Similarity NPC292374
0.85 High Similarity NPC104371
0.85 High Similarity NPC29247
0.85 High Similarity NPC101233
0.85 High Similarity NPC129004
0.85 High Similarity NPC302008
0.85 High Similarity NPC153775
0.85 High Similarity NPC215271
0.8491 Intermediate Similarity NPC96333
0.8491 Intermediate Similarity NPC88833
0.8485 Intermediate Similarity NPC476168
0.8476 Intermediate Similarity NPC98603
0.8476 Intermediate Similarity NPC84928
0.8462 Intermediate Similarity NPC275990
0.8416 Intermediate Similarity NPC470232
0.8416 Intermediate Similarity NPC210214
0.84 Intermediate Similarity NPC59170
0.8384 Intermediate Similarity NPC80401
0.8384 Intermediate Similarity NPC180849
0.8381 Intermediate Similarity NPC96217
0.8378 Intermediate Similarity NPC472718
0.8365 Intermediate Similarity NPC148279
0.8365 Intermediate Similarity NPC236585
0.835 Intermediate Similarity NPC20479
0.835 Intermediate Similarity NPC98837
0.835 Intermediate Similarity NPC28864
0.835 Intermediate Similarity NPC162459
0.835 Intermediate Similarity NPC38296
0.835 Intermediate Similarity NPC89099
0.835 Intermediate Similarity NPC38471
0.8349 Intermediate Similarity NPC94650
0.8333 Intermediate Similarity NPC135548
0.8333 Intermediate Similarity NPC140242
0.8333 Intermediate Similarity NPC329910
0.8333 Intermediate Similarity NPC29410
0.8333 Intermediate Similarity NPC104568
0.8333 Intermediate Similarity NPC264979
0.8333 Intermediate Similarity NPC256227
0.8333 Intermediate Similarity NPC200054
0.8318 Intermediate Similarity NPC61071
0.8317 Intermediate Similarity NPC475118
0.8317 Intermediate Similarity NPC470386
0.8317 Intermediate Similarity NPC64006
0.8317 Intermediate Similarity NPC47853
0.8317 Intermediate Similarity NPC470385
0.8304 Intermediate Similarity NPC470171
0.8302 Intermediate Similarity NPC101842
0.8273 Intermediate Similarity NPC243572
0.8269 Intermediate Similarity NPC293866
0.8269 Intermediate Similarity NPC267921
0.8265 Intermediate Similarity NPC165895
0.8265 Intermediate Similarity NPC259009
0.8257 Intermediate Similarity NPC49730
0.8257 Intermediate Similarity NPC98069
0.8252 Intermediate Similarity NPC170978
0.8252 Intermediate Similarity NPC10864
0.8235 Intermediate Similarity NPC142352
0.8235 Intermediate Similarity NPC470229
0.8235 Intermediate Similarity NPC30477
0.8235 Intermediate Similarity NPC98639
0.8235 Intermediate Similarity NPC29112
0.8224 Intermediate Similarity NPC103172
0.8224 Intermediate Similarity NPC37600
0.8224 Intermediate Similarity NPC164600
0.8218 Intermediate Similarity NPC59350
0.8208 Intermediate Similarity NPC159442
0.8208 Intermediate Similarity NPC107385
0.8208 Intermediate Similarity NPC266
0.8198 Intermediate Similarity NPC102619
0.8182 Intermediate Similarity NPC201992
0.8182 Intermediate Similarity NPC272242
0.8182 Intermediate Similarity NPC11035
0.8173 Intermediate Similarity NPC26270
0.8173 Intermediate Similarity NPC109059
0.8173 Intermediate Similarity NPC288

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471461 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
0.7818 Intermediate Similarity NPD6412 Phase 2
0.7778 Intermediate Similarity NPD6054 Approved
0.7712 Intermediate Similarity NPD6016 Approved
0.7712 Intermediate Similarity NPD6015 Approved
0.7647 Intermediate Similarity NPD6370 Approved
0.7647 Intermediate Similarity NPD5988 Approved
0.7627 Intermediate Similarity NPD6319 Approved
0.7627 Intermediate Similarity NPD6059 Approved
0.7623 Intermediate Similarity NPD7736 Approved
0.7589 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7583 Intermediate Similarity NPD8328 Phase 3
0.7565 Intermediate Similarity NPD8133 Approved
0.7561 Intermediate Similarity NPD7319 Approved
0.7522 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD7492 Approved
0.7459 Intermediate Similarity NPD7507 Approved
0.7459 Intermediate Similarity NPD6616 Approved
0.7456 Intermediate Similarity NPD4634 Approved
0.7429 Intermediate Similarity NPD8035 Phase 2
0.7429 Intermediate Similarity NPD8034 Phase 2
0.7414 Intermediate Similarity NPD4632 Approved
0.7398 Intermediate Similarity NPD7078 Approved
0.7373 Intermediate Similarity NPD7115 Discovery
0.7373 Intermediate Similarity NPD6009 Approved
0.7321 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD8293 Discontinued
0.7193 Intermediate Similarity NPD5697 Approved
0.7184 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD6882 Approved
0.7179 Intermediate Similarity NPD8297 Approved
0.713 Intermediate Similarity NPD6899 Approved
0.713 Intermediate Similarity NPD6881 Approved
0.713 Intermediate Similarity NPD6686 Approved
0.7117 Intermediate Similarity NPD5286 Approved
0.7117 Intermediate Similarity NPD5285 Approved
0.7117 Intermediate Similarity NPD4696 Approved
0.7107 Intermediate Similarity NPD7516 Approved
0.7105 Intermediate Similarity NPD6675 Approved
0.7105 Intermediate Similarity NPD6008 Approved
0.7105 Intermediate Similarity NPD7128 Approved
0.7105 Intermediate Similarity NPD5739 Approved
0.7105 Intermediate Similarity NPD6402 Approved
0.7094 Intermediate Similarity NPD6650 Approved
0.7094 Intermediate Similarity NPD6649 Approved
0.7091 Intermediate Similarity NPD4755 Approved
0.7069 Intermediate Similarity NPD6012 Approved
0.7069 Intermediate Similarity NPD6373 Approved
0.7069 Intermediate Similarity NPD6014 Approved
0.7069 Intermediate Similarity NPD6013 Approved
0.7069 Intermediate Similarity NPD6372 Approved
0.7063 Intermediate Similarity NPD6033 Approved
0.7043 Intermediate Similarity NPD5701 Approved
0.7037 Intermediate Similarity NPD6399 Phase 3
0.7027 Intermediate Similarity NPD4225 Approved
0.7025 Intermediate Similarity NPD7327 Approved
0.7025 Intermediate Similarity NPD7328 Approved
0.7009 Intermediate Similarity NPD7102 Approved
0.7009 Intermediate Similarity NPD6883 Approved
0.7009 Intermediate Similarity NPD7290 Approved
0.6992 Remote Similarity NPD5983 Phase 2
0.6992 Remote Similarity NPD8033 Approved
0.6991 Remote Similarity NPD4633 Approved
0.6991 Remote Similarity NPD5226 Approved
0.6991 Remote Similarity NPD5224 Approved
0.6991 Remote Similarity NPD5211 Phase 2
0.6991 Remote Similarity NPD5225 Approved
0.699 Remote Similarity NPD4788 Approved
0.6983 Remote Similarity NPD6011 Approved
0.6983 Remote Similarity NPD7320 Approved
0.6964 Remote Similarity NPD4700 Approved
0.6952 Remote Similarity NPD3618 Phase 1
0.6949 Remote Similarity NPD8130 Phase 1
0.6949 Remote Similarity NPD6869 Approved
0.6949 Remote Similarity NPD6847 Approved
0.6949 Remote Similarity NPD6617 Approved
0.6944 Remote Similarity NPD6079 Approved
0.6937 Remote Similarity NPD7902 Approved
0.693 Remote Similarity NPD5174 Approved
0.693 Remote Similarity NPD5175 Approved
0.6923 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6916 Remote Similarity NPD5328 Approved
0.6911 Remote Similarity NPD8377 Approved
0.6911 Remote Similarity NPD8294 Approved
0.6903 Remote Similarity NPD5223 Approved
0.6881 Remote Similarity NPD4202 Approved
0.688 Remote Similarity NPD7604 Phase 2
0.6875 Remote Similarity NPD7638 Approved
0.687 Remote Similarity NPD5141 Approved
0.6855 Remote Similarity NPD8335 Approved
0.6855 Remote Similarity NPD8378 Approved
0.6855 Remote Similarity NPD6921 Approved
0.6855 Remote Similarity NPD8380 Approved
0.6855 Remote Similarity NPD8379 Approved
0.6855 Remote Similarity NPD8296 Approved
0.6847 Remote Similarity NPD5221 Approved
0.6847 Remote Similarity NPD4697 Phase 3
0.6847 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6847 Remote Similarity NPD5222 Approved
0.6818 Remote Similarity NPD7748 Approved
0.6814 Remote Similarity NPD7639 Approved
0.6814 Remote Similarity NPD7640 Approved
0.6792 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6789 Remote Similarity NPD7515 Phase 2
0.6786 Remote Similarity NPD5173 Approved
0.6772 Remote Similarity NPD6336 Discontinued
0.6762 Remote Similarity NPD4786 Approved
0.6746 Remote Similarity NPD6067 Discontinued
0.6731 Remote Similarity NPD3667 Approved
0.6723 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6721 Remote Similarity NPD6274 Approved
0.672 Remote Similarity NPD7503 Approved
0.67 Remote Similarity NPD3703 Phase 2
0.6695 Remote Similarity NPD4730 Approved
0.6695 Remote Similarity NPD4729 Approved
0.6695 Remote Similarity NPD5128 Approved
0.6692 Remote Similarity NPD5956 Approved
0.6667 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4767 Approved
0.6667 Remote Similarity NPD7900 Approved
0.6667 Remote Similarity NPD6118 Approved
0.6667 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6114 Approved
0.6667 Remote Similarity NPD6115 Approved
0.6667 Remote Similarity NPD4768 Approved
0.6667 Remote Similarity NPD6697 Approved
0.6638 Remote Similarity NPD4754 Approved
0.6637 Remote Similarity NPD6084 Phase 2
0.6637 Remote Similarity NPD6083 Phase 2
0.6607 Remote Similarity NPD4629 Approved
0.6607 Remote Similarity NPD5210 Approved
0.6606 Remote Similarity NPD4753 Phase 2
0.6604 Remote Similarity NPD3666 Approved
0.6604 Remote Similarity NPD3133 Approved
0.6604 Remote Similarity NPD3665 Phase 1
0.6587 Remote Similarity NPD8515 Approved
0.6587 Remote Similarity NPD8513 Phase 3
0.6587 Remote Similarity NPD8516 Approved
0.6587 Remote Similarity NPD8517 Approved
0.6583 Remote Similarity NPD5251 Approved
0.6583 Remote Similarity NPD5247 Approved
0.6583 Remote Similarity NPD5248 Approved
0.6583 Remote Similarity NPD5249 Phase 3
0.6583 Remote Similarity NPD5250 Approved
0.6583 Remote Similarity NPD6371 Approved
0.6579 Remote Similarity NPD5696 Approved
0.6577 Remote Similarity NPD8171 Discontinued
0.6569 Remote Similarity NPD6116 Phase 1
0.656 Remote Similarity NPD7101 Approved
0.656 Remote Similarity NPD7100 Approved
0.6538 Remote Similarity NPD6928 Phase 2
0.6532 Remote Similarity NPD6317 Approved
0.6529 Remote Similarity NPD5215 Approved
0.6529 Remote Similarity NPD5216 Approved
0.6529 Remote Similarity NPD5217 Approved
0.6518 Remote Similarity NPD5282 Discontinued
0.6514 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6486 Remote Similarity NPD6411 Approved
0.648 Remote Similarity NPD6335 Approved
0.648 Remote Similarity NPD6314 Approved
0.648 Remote Similarity NPD6313 Approved
0.6471 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6117 Approved
0.6466 Remote Similarity NPD1700 Approved
0.646 Remote Similarity NPD5695 Phase 3
0.6457 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6446 Remote Similarity NPD5135 Approved
0.6446 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6446 Remote Similarity NPD5169 Approved
0.6429 Remote Similarity NPD4522 Approved
0.6422 Remote Similarity NPD3573 Approved
0.641 Remote Similarity NPD7632 Discontinued
0.64 Remote Similarity NPD4809 Clinical (unspecified phase)
0.64 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6393 Remote Similarity NPD5127 Approved
0.6381 Remote Similarity NPD7525 Registered
0.6364 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6364 Remote Similarity NPD3700 Clinical (unspecified phase)
0.633 Remote Similarity NPD6409 Approved
0.633 Remote Similarity NPD7521 Approved
0.633 Remote Similarity NPD6684 Approved
0.633 Remote Similarity NPD5330 Approved
0.633 Remote Similarity NPD7146 Approved
0.633 Remote Similarity NPD7334 Approved
0.6328 Remote Similarity NPD6909 Approved
0.6328 Remote Similarity NPD6908 Approved
0.632 Remote Similarity NPD6940 Discontinued
0.632 Remote Similarity NPD6868 Approved
0.6316 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6306 Remote Similarity NPD6101 Approved
0.6306 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6296 Remote Similarity NPD3668 Phase 3
0.6281 Remote Similarity NPD5168 Approved
0.6275 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6273 Remote Similarity NPD7524 Approved
0.6262 Remote Similarity NPD4223 Phase 3
0.6262 Remote Similarity NPD4221 Approved
0.624 Remote Similarity NPD5167 Approved
0.6232 Remote Similarity NPD6333 Approved
0.6232 Remote Similarity NPD6334 Approved

Structure

External Identifiers

PubChem CID   23626811
ChEMBL   CHEMBL251231
ZINC  

Physicochemical Properties

Molecular Weight:  364.19
ALogP:  -2.4921
MLogP:  3
XLogP:  -0.065
# Rotatable Bonds:  6
Polar Surface Area:  107.22
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  26

Download Data

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