Natural Product: NPC473406

Natural Product ID:  NPC473406
Common Name:   Xerophilusin X1
IUPAC Name:  
Synonyms:   xerophilusin X1
Molecular Formula:   C23H34O8
Standard InCHIKey:  GRMLBPAIEMVEHI-WNMHGSSHSA-N
Standard InCHI:  InChI=1S/C23H34O8/c1-11(24)31-14-8-12-13(9-29-4)18(26)22(17(12)25)15(14)21-7-5-6-20(2,3)16(21)19(27)23(22,28)30-10-21/h12-17,19,25,27-28H,5-10H2,1-4H3/t12-,13-,14-,15-,16+,17+,19-,21+,22+,23-/m0/s1
Canonical SMILES:  COC[C@H]1[C@@H]2C[C@@H]([C@@H]3[C@](C1=O)([C@@H]2O)[C@@]1(O)OC[C@@]23CCCC([C@H]2[C@@H]1O)(C)C)OC(=O)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 = 1500 nM PubChem BioAssay data set
NPT65 Cell Line HepG2 Homo sapiens IC50 = 1900 nM 23819871
NPT1097 Cell Line MKN-45 Homo sapiens IC50 = 3900 nM 18443129

  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 NPC473406 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 NPC470172
0.9792 High Similarity NPC471253
0.949 High Similarity NPC470167
0.9485 High Similarity NPC471254
0.9072 High Similarity NPC471241
0.9 High Similarity NPC107385
0.8857 High Similarity NPC477489
0.8762 High Similarity NPC469824
0.8692 High Similarity NPC79193
0.8687 High Similarity NPC472273
0.8679 High Similarity NPC473397
0.8679 High Similarity NPC474927
0.8667 High Similarity NPC320383
0.8667 High Similarity NPC137104
0.8667 High Similarity NPC474786
0.866 High Similarity NPC476189
0.8614 High Similarity NPC178853
0.8598 High Similarity NPC471252
0.8585 High Similarity NPC213320
0.8571 High Similarity NPC274827
0.8571 High Similarity NPC131903
0.8515 High Similarity NPC20028
0.8505 High Similarity NPC477492
0.8491 Intermediate Similarity NPC85391
0.8476 Intermediate Similarity NPC471094
0.8476 Intermediate Similarity NPC469984
0.8476 Intermediate Similarity NPC469826
0.8476 Intermediate Similarity NPC473410
0.8462 Intermediate Similarity NPC215408
0.8462 Intermediate Similarity NPC166079
0.844 Intermediate Similarity NPC475490
0.844 Intermediate Similarity NPC88945
0.8431 Intermediate Similarity NPC259654
0.8431 Intermediate Similarity NPC298266
0.8426 Intermediate Similarity NPC132668
0.8416 Intermediate Similarity NPC253995
0.8411 Intermediate Similarity NPC56025
0.8411 Intermediate Similarity NPC29505
0.8411 Intermediate Similarity NPC473062
0.84 Intermediate Similarity NPC116683
0.84 Intermediate Similarity NPC193785
0.8396 Intermediate Similarity NPC252679
0.8396 Intermediate Similarity NPC102741
0.8396 Intermediate Similarity NPC469825
0.8396 Intermediate Similarity NPC118721
0.8381 Intermediate Similarity NPC203974
0.8381 Intermediate Similarity NPC471474
0.8365 Intermediate Similarity NPC469827
0.8365 Intermediate Similarity NPC88469
0.8365 Intermediate Similarity NPC100078
0.8364 Intermediate Similarity NPC179429
0.8364 Intermediate Similarity NPC473304
0.835 Intermediate Similarity NPC310031
0.835 Intermediate Similarity NPC80191
0.8333 Intermediate Similarity NPC41843
0.8333 Intermediate Similarity NPC473352
0.8318 Intermediate Similarity NPC471093
0.8302 Intermediate Similarity NPC472079
0.8302 Intermediate Similarity NPC475319
0.8302 Intermediate Similarity NPC92890
0.8302 Intermediate Similarity NPC189663
0.8302 Intermediate Similarity NPC63841
0.8302 Intermediate Similarity NPC202898
0.8302 Intermediate Similarity NPC89860
0.83 Intermediate Similarity NPC215570
0.83 Intermediate Similarity NPC62407
0.83 Intermediate Similarity NPC287354
0.8286 Intermediate Similarity NPC130511
0.8286 Intermediate Similarity NPC56656
0.8286 Intermediate Similarity NPC306776
0.8286 Intermediate Similarity NPC307660
0.8283 Intermediate Similarity NPC161035
0.8269 Intermediate Similarity NPC34562
0.8265 Intermediate Similarity NPC77756
0.8257 Intermediate Similarity NPC97002
0.8257 Intermediate Similarity NPC471248
0.8252 Intermediate Similarity NPC477172
0.8224 Intermediate Similarity NPC94086
0.8224 Intermediate Similarity NPC473817
0.8224 Intermediate Similarity NPC220836
0.8224 Intermediate Similarity NPC236753
0.8224 Intermediate Similarity NPC92297
0.8224 Intermediate Similarity NPC208333
0.8224 Intermediate Similarity NPC228190
0.8224 Intermediate Similarity NPC273002
0.8224 Intermediate Similarity NPC227879
0.8224 Intermediate Similarity NPC233433
0.8208 Intermediate Similarity NPC186054
0.82 Intermediate Similarity NPC470424
0.82 Intermediate Similarity NPC477495
0.8198 Intermediate Similarity NPC78836
0.8173 Intermediate Similarity NPC213528
0.8173 Intermediate Similarity NPC244969
0.8165 Intermediate Similarity NPC471244
0.8163 Intermediate Similarity NPC200580
0.8148 Intermediate Similarity NPC470622
0.8148 Intermediate Similarity NPC471476
0.8144 Intermediate Similarity NPC239938
0.8131 Intermediate Similarity NPC55973
0.8125 Intermediate Similarity NPC473350
0.8119 Intermediate Similarity NPC17336
0.8119 Intermediate Similarity NPC305808
0.8108 Intermediate Similarity NPC229752
0.8073 Intermediate Similarity NPC63244
0.8041 Intermediate Similarity NPC472272
0.8041 Intermediate Similarity NPC471240
0.8039 Intermediate Similarity NPC296936
0.8039 Intermediate Similarity NPC475785
0.8039 Intermediate Similarity NPC476728
0.8039 Intermediate Similarity NPC475765
0.8037 Intermediate Similarity NPC67745
0.8037 Intermediate Similarity NPC471461
0.8037 Intermediate Similarity NPC166993
0.8036 Intermediate Similarity NPC470171
0.8021 Intermediate Similarity NPC473336
0.8021 Intermediate Similarity NPC471044
0.802 Intermediate Similarity NPC470423
0.8019 Intermediate Similarity NPC202793
0.8018 Intermediate Similarity NPC17165
0.8018 Intermediate Similarity NPC470115
0.8018 Intermediate Similarity NPC470116
0.8018 Intermediate Similarity NPC243354
0.8 Intermediate Similarity NPC52756
0.8 Intermediate Similarity NPC157571
0.8 Intermediate Similarity NPC473303
0.8 Intermediate Similarity NPC243572
0.8 Intermediate Similarity NPC471245
0.8 Intermediate Similarity NPC80640
0.7982 Intermediate Similarity NPC473324
0.798 Intermediate Similarity NPC477443
0.798 Intermediate Similarity NPC471459
0.798 Intermediate Similarity NPC477440
0.798 Intermediate Similarity NPC67653
0.7963 Intermediate Similarity NPC112895
0.7963 Intermediate Similarity NPC207693
0.7963 Intermediate Similarity NPC273155
0.7963 Intermediate Similarity NPC218123
0.7963 Intermediate Similarity NPC232133
0.7963 Intermediate Similarity NPC231278
0.7961 Intermediate Similarity NPC472145
0.7961 Intermediate Similarity NPC470591
0.7959 Intermediate Similarity NPC263802
0.7959 Intermediate Similarity NPC470920
0.7944 Intermediate Similarity NPC200957
0.7944 Intermediate Similarity NPC138908
0.7941 Intermediate Similarity NPC57964
0.7941 Intermediate Similarity NPC94582
0.7928 Intermediate Similarity NPC194273
0.7928 Intermediate Similarity NPC94141
0.7928 Intermediate Similarity NPC102619
0.7928 Intermediate Similarity NPC320118
0.7925 Intermediate Similarity NPC209298
0.7925 Intermediate Similarity NPC139347
0.7925 Intermediate Similarity NPC277074
0.7925 Intermediate Similarity NPC122811
0.7909 Intermediate Similarity NPC472003
0.7909 Intermediate Similarity NPC329953
0.7909 Intermediate Similarity NPC11035
0.7909 Intermediate Similarity NPC122339
0.7909 Intermediate Similarity NPC94650
0.7905 Intermediate Similarity NPC14634
0.79 Intermediate Similarity NPC477444
0.79 Intermediate Similarity NPC477433
0.79 Intermediate Similarity NPC50443
0.79 Intermediate Similarity NPC18536
0.79 Intermediate Similarity NPC477442
0.789 Intermediate Similarity NPC469983
0.789 Intermediate Similarity NPC87393
0.789 Intermediate Similarity NPC469744
0.789 Intermediate Similarity NPC22709
0.7885 Intermediate Similarity NPC472144
0.7879 Intermediate Similarity NPC477614
0.7879 Intermediate Similarity NPC471221
0.7879 Intermediate Similarity NPC226491
0.7876 Intermediate Similarity NPC156651
0.787 Intermediate Similarity NPC126753
0.787 Intermediate Similarity NPC469746
0.7857 Intermediate Similarity NPC83242
0.7857 Intermediate Similarity NPC477465
0.785 Intermediate Similarity NPC267637
0.785 Intermediate Similarity NPC327093
0.785 Intermediate Similarity NPC473701
0.785 Intermediate Similarity NPC473526
0.785 Intermediate Similarity NPC301787
0.7843 Intermediate Similarity NPC309127
0.7843 Intermediate Similarity NPC206878
0.7843 Intermediate Similarity NPC247877
0.7838 Intermediate Similarity NPC470543
0.7838 Intermediate Similarity NPC145625
0.7838 Intermediate Similarity NPC157929
0.7835 Intermediate Similarity NPC219535
0.7835 Intermediate Similarity NPC477434
0.7835 Intermediate Similarity NPC237938
0.7822 Intermediate Similarity NPC474065
0.7822 Intermediate Similarity NPC216137
0.7818 Intermediate Similarity NPC66513
0.7815 Intermediate Similarity NPC477490
0.7815 Intermediate Similarity NPC114306
0.7812 Intermediate Similarity NPC121121
0.781 Intermediate Similarity NPC80417

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473406 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
0.8365 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.757 Intermediate Similarity NPD1700 Approved
0.7414 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7411 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD8171 Discontinued
0.7396 Intermediate Similarity NPD6115 Approved
0.7396 Intermediate Similarity NPD6118 Approved
0.7396 Intermediate Similarity NPD6114 Approved
0.7396 Intermediate Similarity NPD6697 Approved
0.7317 Intermediate Similarity NPD7319 Approved
0.7304 Intermediate Similarity NPD8133 Approved
0.7292 Intermediate Similarity NPD6116 Phase 1
0.7227 Intermediate Similarity NPD6319 Approved
0.7213 Intermediate Similarity NPD7507 Approved
0.719 Intermediate Similarity NPD8328 Phase 3
0.7188 Intermediate Similarity NPD6117 Approved
0.7131 Intermediate Similarity NPD7492 Approved
0.7097 Intermediate Similarity NPD7736 Approved
0.7083 Intermediate Similarity NPD6054 Approved
0.7083 Intermediate Similarity NPD3702 Approved
0.7083 Intermediate Similarity NPD6059 Approved
0.7083 Intermediate Similarity NPD3703 Phase 2
0.708 Intermediate Similarity NPD6412 Phase 2
0.7073 Intermediate Similarity NPD6616 Approved
0.7071 Intermediate Similarity NPD6928 Phase 2
0.7025 Intermediate Similarity NPD6921 Approved
0.7016 Intermediate Similarity NPD7078 Approved
0.7016 Intermediate Similarity NPD8293 Discontinued
0.6979 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6967 Remote Similarity NPD6370 Approved
0.6957 Remote Similarity NPD6372 Approved
0.6957 Remote Similarity NPD6373 Approved
0.6923 Remote Similarity NPD6882 Approved
0.6923 Remote Similarity NPD8297 Approved
0.6891 Remote Similarity NPD6940 Discontinued
0.6885 Remote Similarity NPD6016 Approved
0.6885 Remote Similarity NPD6015 Approved
0.6869 Remote Similarity NPD4802 Phase 2
0.6869 Remote Similarity NPD4238 Approved
0.6864 Remote Similarity NPD4632 Approved
0.686 Remote Similarity NPD7516 Approved
0.6842 Remote Similarity NPD6402 Approved
0.6842 Remote Similarity NPD7128 Approved
0.6842 Remote Similarity NPD5739 Approved
0.6842 Remote Similarity NPD6675 Approved
0.6838 Remote Similarity NPD6650 Approved
0.6838 Remote Similarity NPD6649 Approved
0.6833 Remote Similarity NPD6009 Approved
0.6829 Remote Similarity NPD5988 Approved
0.6822 Remote Similarity NPD8035 Phase 2
0.6822 Remote Similarity NPD8034 Phase 2
0.6777 Remote Similarity NPD7328 Approved
0.6777 Remote Similarity NPD7327 Approved
0.6771 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6771 Remote Similarity NPD5777 Approved
0.6771 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6754 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6754 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6724 Remote Similarity NPD6881 Approved
0.6724 Remote Similarity NPD7320 Approved
0.6724 Remote Similarity NPD6899 Approved
0.6699 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6699 Remote Similarity NPD3669 Approved
0.6667 Remote Similarity NPD1779 Approved
0.6667 Remote Similarity NPD1780 Approved
0.6667 Remote Similarity NPD4244 Approved
0.6667 Remote Similarity NPD8377 Approved
0.6667 Remote Similarity NPD4245 Approved
0.6667 Remote Similarity NPD8294 Approved
0.6638 Remote Similarity NPD5697 Approved
0.6638 Remote Similarity NPD5701 Approved
0.6613 Remote Similarity NPD8033 Approved
0.6613 Remote Similarity NPD8378 Approved
0.6613 Remote Similarity NPD8335 Approved
0.6613 Remote Similarity NPD8380 Approved
0.6613 Remote Similarity NPD8379 Approved
0.6613 Remote Similarity NPD8296 Approved
0.661 Remote Similarity NPD6883 Approved
0.661 Remote Similarity NPD7102 Approved
0.661 Remote Similarity NPD7290 Approved
0.661 Remote Similarity NPD4634 Approved
0.6571 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6562 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6562 Remote Similarity NPD6033 Approved
0.6562 Remote Similarity NPD3698 Phase 2
0.6562 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6557 Remote Similarity NPD7115 Discovery
0.6555 Remote Similarity NPD6617 Approved
0.6555 Remote Similarity NPD8130 Phase 1
0.6555 Remote Similarity NPD6847 Approved
0.6555 Remote Similarity NPD6869 Approved
0.6552 Remote Similarity NPD6008 Approved
0.6525 Remote Similarity NPD6014 Approved
0.6525 Remote Similarity NPD6012 Approved
0.6525 Remote Similarity NPD6013 Approved
0.6525 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6508 Remote Similarity NPD7604 Phase 2
0.6495 Remote Similarity NPD7532 Clinical (unspecified phase)
0.648 Remote Similarity NPD5983 Phase 2
0.6471 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6455 Remote Similarity NPD6399 Phase 3
0.6441 Remote Similarity NPD6011 Approved
0.6441 Remote Similarity NPD6686 Approved
0.6435 Remote Similarity NPD8083 Approved
0.6435 Remote Similarity NPD8084 Approved
0.6435 Remote Similarity NPD8138 Approved
0.6435 Remote Similarity NPD8085 Approved
0.6435 Remote Similarity NPD8139 Approved
0.6435 Remote Similarity NPD8086 Approved
0.6435 Remote Similarity NPD8082 Approved
0.6429 Remote Similarity NPD6081 Approved
0.6417 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6406 Remote Similarity NPD6336 Discontinued
0.6392 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6379 Remote Similarity NPD8276 Approved
0.6379 Remote Similarity NPD8275 Approved
0.6372 Remote Similarity NPD4755 Approved
0.6349 Remote Similarity NPD7503 Approved
0.6349 Remote Similarity NPD8515 Approved
0.6349 Remote Similarity NPD8516 Approved
0.6349 Remote Similarity NPD8517 Approved
0.6349 Remote Similarity NPD8513 Phase 3
0.6327 Remote Similarity NPD4789 Approved
0.6325 Remote Similarity NPD8081 Approved
0.6316 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7638 Approved
0.6289 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6289 Remote Similarity NPD5360 Phase 3
0.6271 Remote Similarity NPD8393 Approved
0.6261 Remote Similarity NPD5286 Approved
0.6261 Remote Similarity NPD7639 Approved
0.6261 Remote Similarity NPD4700 Approved
0.6261 Remote Similarity NPD4696 Approved
0.6261 Remote Similarity NPD7640 Approved
0.6261 Remote Similarity NPD5285 Approved
0.625 Remote Similarity NPD4224 Phase 2
0.6228 Remote Similarity NPD6083 Phase 2
0.6228 Remote Similarity NPD6084 Phase 2
0.6218 Remote Similarity NPD5954 Clinical (unspecified phase)
0.621 Remote Similarity NPD6274 Approved
0.6195 Remote Similarity NPD7991 Discontinued
0.619 Remote Similarity NPD7101 Approved
0.619 Remote Similarity NPD7100 Approved
0.6182 Remote Similarity NPD5328 Approved
0.6154 Remote Similarity NPD5225 Approved
0.6154 Remote Similarity NPD5226 Approved
0.6154 Remote Similarity NPD5224 Approved
0.6154 Remote Similarity NPD5211 Phase 2
0.6154 Remote Similarity NPD7329 Approved
0.6154 Remote Similarity NPD7632 Discontinued
0.6154 Remote Similarity NPD4633 Approved
0.6134 Remote Similarity NPD4768 Approved
0.6134 Remote Similarity NPD4767 Approved
0.6124 Remote Similarity NPD6067 Discontinued
0.6121 Remote Similarity NPD8418 Phase 2
0.6111 Remote Similarity NPD6335 Approved
0.6102 Remote Similarity NPD5174 Approved
0.6102 Remote Similarity NPD5175 Approved
0.6094 Remote Similarity NPD6909 Approved
0.6094 Remote Similarity NPD6908 Approved
0.6087 Remote Similarity NPD7902 Approved
0.6071 Remote Similarity NPD6079 Approved
0.6068 Remote Similarity NPD5223 Approved
0.6058 Remote Similarity NPD3671 Phase 1
0.605 Remote Similarity NPD5141 Approved
0.6034 Remote Similarity NPD5696 Approved
0.6033 Remote Similarity NPD4729 Approved
0.6033 Remote Similarity NPD4730 Approved
0.6032 Remote Similarity NPD6317 Approved
0.6018 Remote Similarity NPD4202 Approved
0.6 Remote Similarity NPD4697 Phase 3
0.5985 Remote Similarity NPD8074 Phase 3
0.5984 Remote Similarity NPD6314 Approved
0.5984 Remote Similarity NPD6313 Approved
0.598 Remote Similarity NPD1810 Approved
0.598 Remote Similarity NPD1811 Approved
0.5969 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5966 Remote Similarity NPD4754 Approved
0.5965 Remote Similarity NPD7748 Approved
0.595 Remote Similarity NPD8307 Discontinued
0.595 Remote Similarity NPD8140 Approved
0.5946 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5941 Remote Similarity NPD4758 Discontinued
0.5935 Remote Similarity NPD5249 Phase 3
0.5935 Remote Similarity NPD5247 Approved
0.5935 Remote Similarity NPD5251 Approved
0.5935 Remote Similarity NPD5248 Approved
0.5935 Remote Similarity NPD5250 Approved
0.5929 Remote Similarity NPD7515 Phase 2
0.5929 Remote Similarity NPD6411 Approved
0.5926 Remote Similarity NPD4788 Approved
0.5913 Remote Similarity NPD5695 Phase 3
0.5913 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5909 Remote Similarity NPD3618 Phase 1
0.5909 Remote Similarity NPD5330 Approved
0.5909 Remote Similarity NPD6684 Approved
0.5909 Remote Similarity NPD7146 Approved
0.5909 Remote Similarity NPD7521 Approved
0.5909 Remote Similarity NPD6409 Approved

Structure

External Identifiers

PubChem CID   23626973
ChEMBL   CHEMBL413042
ZINC  

Physicochemical Properties

Molecular Weight:  438.23
ALogP:  -2.4854
MLogP:  3.11
XLogP:  0.771
# Rotatable Bonds:  11
Polar Surface Area:  122.52
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  31

Download Data

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