Natural Product: NPC473348

Natural Product ID:  NPC473348
Common Name:   Xerophilusin V
IUPAC Name:  
Synonyms:   xerophilusin V
Molecular Formula:   C20H30O7
Standard InCHIKey:  JVUNNAVCBNLWTO-CBBBKAKZSA-N
Standard InCHI:  InChI=1S/C20H30O7/c1-9-10-3-4-11-18-8-27-20(26,19(11,14(9)23)15(10)24)16(25)13(18)17(2,7-21)6-5-12(18)22/h10-16,21-26H,1,3-8H2,2H3/t10-,11-,12+,13+,14+,15+,16-,17-,18+,19-,20-/m0/s1
Canonical SMILES:  OC[C@]1(C)CC[C@H]([C@@]23[C@@H]1[C@H](O)[C@](O)(OC2)[C@]12[C@H]3CC[C@H]([C@H]1O)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 8786361
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000 nM 25134064
NPT111 Cell Line K562 Homo sapiens IC50 > 10000 nM 24063582

  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 NPC473348 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
0.9775 High Similarity NPC30477
0.9773 High Similarity NPC296620
0.9462 High Similarity NPC144486
0.9462 High Similarity NPC470168
0.9355 High Similarity NPC471247
0.9355 High Similarity NPC471242
0.9247 High Similarity NPC469725
0.9158 High Similarity NPC31085
0.9149 High Similarity NPC91497
0.9062 High Similarity NPC471467
0.898 High Similarity NPC470166
0.8958 High Similarity NPC177701
0.8936 High Similarity NPC76486
0.8788 High Similarity NPC470169
0.8788 High Similarity NPC470170
0.8776 High Similarity NPC152966
0.8627 High Similarity NPC56025
0.8602 High Similarity NPC469738
0.8586 High Similarity NPC475521
0.8526 High Similarity NPC476894
0.8469 Intermediate Similarity NPC31346
0.8454 Intermediate Similarity NPC476895
0.8438 Intermediate Similarity NPC169270
0.8438 Intermediate Similarity NPC306797
0.8438 Intermediate Similarity NPC292718
0.8438 Intermediate Similarity NPC111834
0.84 Intermediate Similarity NPC474464
0.8384 Intermediate Similarity NPC228049
0.8384 Intermediate Similarity NPC52585
0.8384 Intermediate Similarity NPC68630
0.8351 Intermediate Similarity NPC476893
0.8333 Intermediate Similarity NPC476513
0.8333 Intermediate Similarity NPC241047
0.8317 Intermediate Similarity NPC242748
0.8317 Intermediate Similarity NPC474015
0.8316 Intermediate Similarity NPC26046
0.83 Intermediate Similarity NPC473198
0.83 Intermediate Similarity NPC475701
0.8283 Intermediate Similarity NPC476896
0.8283 Intermediate Similarity NPC471112
0.8261 Intermediate Similarity NPC471240
0.8252 Intermediate Similarity NPC128133
0.8252 Intermediate Similarity NPC474573
0.8247 Intermediate Similarity NPC472989
0.8242 Intermediate Similarity NPC255882
0.8242 Intermediate Similarity NPC256567
0.8235 Intermediate Similarity NPC54619
0.8235 Intermediate Similarity NPC473469
0.8218 Intermediate Similarity NPC75608
0.8163 Intermediate Similarity NPC274793
0.8155 Intermediate Similarity NPC89860
0.8155 Intermediate Similarity NPC7213
0.8155 Intermediate Similarity NPC475634
0.8155 Intermediate Similarity NPC189663
0.8137 Intermediate Similarity NPC472898
0.8137 Intermediate Similarity NPC473476
0.8137 Intermediate Similarity NPC472900
0.8137 Intermediate Similarity NPC165405
0.8137 Intermediate Similarity NPC473923
0.8137 Intermediate Similarity NPC472899
0.8119 Intermediate Similarity NPC16573
0.8113 Intermediate Similarity NPC307642
0.8111 Intermediate Similarity NPC157655
0.8105 Intermediate Similarity NPC194485
0.8105 Intermediate Similarity NPC123252
0.8105 Intermediate Similarity NPC53890
0.8105 Intermediate Similarity NPC219937
0.81 Intermediate Similarity NPC474022
0.81 Intermediate Similarity NPC470434
0.8085 Intermediate Similarity NPC160304
0.8081 Intermediate Similarity NPC275865
0.8081 Intermediate Similarity NPC234287
0.8081 Intermediate Similarity NPC280825
0.8077 Intermediate Similarity NPC102741
0.8077 Intermediate Similarity NPC151134
0.8077 Intermediate Similarity NPC118721
0.8077 Intermediate Similarity NPC473570
0.8077 Intermediate Similarity NPC252679
0.8065 Intermediate Similarity NPC121981
0.8058 Intermediate Similarity NPC471461
0.8058 Intermediate Similarity NPC231340
0.8058 Intermediate Similarity NPC67745
0.8056 Intermediate Similarity NPC470171
0.8041 Intermediate Similarity NPC3359
0.8039 Intermediate Similarity NPC312774
0.8039 Intermediate Similarity NPC470885
0.8039 Intermediate Similarity NPC273879
0.8039 Intermediate Similarity NPC165033
0.8039 Intermediate Similarity NPC471111
0.8039 Intermediate Similarity NPC221562
0.8039 Intermediate Similarity NPC476361
0.8039 Intermediate Similarity NPC476360
0.8039 Intermediate Similarity NPC187400
0.8021 Intermediate Similarity NPC48463
0.802 Intermediate Similarity NPC159036
0.802 Intermediate Similarity NPC312553
0.802 Intermediate Similarity NPC136816
0.802 Intermediate Similarity NPC288694
0.8019 Intermediate Similarity NPC477050
0.8019 Intermediate Similarity NPC19888
0.8 Intermediate Similarity NPC64348
0.8 Intermediate Similarity NPC473790
0.8 Intermediate Similarity NPC471476
0.8 Intermediate Similarity NPC141433
0.8 Intermediate Similarity NPC7341
0.8 Intermediate Similarity NPC47149
0.8 Intermediate Similarity NPC469942
0.8 Intermediate Similarity NPC317019
0.8 Intermediate Similarity NPC473200
0.8 Intermediate Similarity NPC470867
0.7981 Intermediate Similarity NPC476541
0.7981 Intermediate Similarity NPC472896
0.7981 Intermediate Similarity NPC476538
0.7981 Intermediate Similarity NPC51172
0.7981 Intermediate Similarity NPC125324
0.7981 Intermediate Similarity NPC472897
0.7981 Intermediate Similarity NPC55973
0.7981 Intermediate Similarity NPC476540
0.7981 Intermediate Similarity NPC49032
0.7981 Intermediate Similarity NPC476539
0.798 Intermediate Similarity NPC177818
0.798 Intermediate Similarity NPC473890
0.798 Intermediate Similarity NPC475032
0.798 Intermediate Similarity NPC243728
0.798 Intermediate Similarity NPC475033
0.7961 Intermediate Similarity NPC474569
0.7961 Intermediate Similarity NPC181845
0.7961 Intermediate Similarity NPC130511
0.7961 Intermediate Similarity NPC307660
0.7944 Intermediate Similarity NPC51154
0.7941 Intermediate Similarity NPC286969
0.7941 Intermediate Similarity NPC245280
0.7941 Intermediate Similarity NPC16520
0.7941 Intermediate Similarity NPC114874
0.7941 Intermediate Similarity NPC189852
0.7941 Intermediate Similarity NPC120123
0.7941 Intermediate Similarity NPC8039
0.7941 Intermediate Similarity NPC211879
0.7941 Intermediate Similarity NPC473020
0.7941 Intermediate Similarity NPC31907
0.7941 Intermediate Similarity NPC472252
0.7941 Intermediate Similarity NPC131479
0.7941 Intermediate Similarity NPC157659
0.7941 Intermediate Similarity NPC155010
0.7925 Intermediate Similarity NPC114188
0.7925 Intermediate Similarity NPC197231
0.7925 Intermediate Similarity NPC63244
0.7925 Intermediate Similarity NPC13190
0.7925 Intermediate Similarity NPC476547
0.7925 Intermediate Similarity NPC213320
0.7921 Intermediate Similarity NPC47566
0.7921 Intermediate Similarity NPC88000
0.7921 Intermediate Similarity NPC49532
0.7921 Intermediate Similarity NPC155974
0.7921 Intermediate Similarity NPC309425
0.7921 Intermediate Similarity NPC472023
0.7921 Intermediate Similarity NPC4831
0.7921 Intermediate Similarity NPC176406
0.7921 Intermediate Similarity NPC129372
0.7921 Intermediate Similarity NPC160734
0.7905 Intermediate Similarity NPC477027
0.7905 Intermediate Similarity NPC306131
0.7905 Intermediate Similarity NPC70204
0.7905 Intermediate Similarity NPC475670
0.7905 Intermediate Similarity NPC477026
0.79 Intermediate Similarity NPC158088
0.7895 Intermediate Similarity NPC473436
0.7889 Intermediate Similarity NPC5604
0.7889 Intermediate Similarity NPC24504
0.7889 Intermediate Similarity NPC476316
0.7885 Intermediate Similarity NPC283829
0.7885 Intermediate Similarity NPC470432
0.7885 Intermediate Similarity NPC305423
0.7885 Intermediate Similarity NPC230507
0.7885 Intermediate Similarity NPC113044
0.7885 Intermediate Similarity NPC161676
0.7885 Intermediate Similarity NPC181467
0.7885 Intermediate Similarity NPC94272
0.7885 Intermediate Similarity NPC226642
0.7885 Intermediate Similarity NPC476594
0.7885 Intermediate Similarity NPC190395
0.7885 Intermediate Similarity NPC14704
0.7879 Intermediate Similarity NPC90583
0.7879 Intermediate Similarity NPC207617
0.787 Intermediate Similarity NPC477810
0.7864 Intermediate Similarity NPC93352
0.7864 Intermediate Similarity NPC475365
0.7857 Intermediate Similarity NPC72817
0.7857 Intermediate Similarity NPC305160
0.7857 Intermediate Similarity NPC477927
0.785 Intermediate Similarity NPC157929
0.785 Intermediate Similarity NPC210569
0.785 Intermediate Similarity NPC473352
0.785 Intermediate Similarity NPC112274
0.785 Intermediate Similarity NPC473397
0.785 Intermediate Similarity NPC32361
0.785 Intermediate Similarity NPC31896
0.785 Intermediate Similarity NPC473567
0.785 Intermediate Similarity NPC471244
0.785 Intermediate Similarity NPC474927

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473348 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
0.7611 Intermediate Similarity NPD8033 Approved
0.7455 Intermediate Similarity NPD8133 Approved
0.7434 Intermediate Similarity NPD7516 Approved
0.74 Intermediate Similarity NPD8171 Discontinued
0.7368 Intermediate Similarity NPD8294 Approved
0.7368 Intermediate Similarity NPD8377 Approved
0.7345 Intermediate Similarity NPD7328 Approved
0.7345 Intermediate Similarity NPD7327 Approved
0.7304 Intermediate Similarity NPD8335 Approved
0.7304 Intermediate Similarity NPD8379 Approved
0.7304 Intermediate Similarity NPD8378 Approved
0.7304 Intermediate Similarity NPD8296 Approved
0.7304 Intermediate Similarity NPD8380 Approved
0.7245 Intermediate Similarity NPD7524 Approved
0.7234 Intermediate Similarity NPD6928 Phase 2
0.7222 Intermediate Similarity NPD6412 Phase 2
0.7009 Intermediate Similarity NPD7503 Approved
0.6939 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6917 Remote Similarity NPD7507 Approved
0.69 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7525 Registered
0.6837 Remote Similarity NPD6695 Phase 3
0.6822 Remote Similarity NPD7639 Approved
0.6822 Remote Similarity NPD7640 Approved
0.6809 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6786 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6748 Remote Similarity NPD7319 Approved
0.6729 Remote Similarity NPD7638 Approved
0.6727 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6639 Remote Similarity NPD6059 Approved
0.6639 Remote Similarity NPD6054 Approved
0.6635 Remote Similarity NPD8034 Phase 2
0.6635 Remote Similarity NPD8035 Phase 2
0.6606 Remote Similarity NPD4159 Approved
0.6598 Remote Similarity NPD6929 Approved
0.6598 Remote Similarity NPD7645 Phase 2
0.6583 Remote Similarity NPD6015 Approved
0.6583 Remote Similarity NPD6016 Approved
0.6574 Remote Similarity NPD4225 Approved
0.6569 Remote Similarity NPD7750 Discontinued
0.6552 Remote Similarity NPD4632 Approved
0.6549 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6549 Remote Similarity NPD6686 Approved
0.6535 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6531 Remote Similarity NPD6931 Approved
0.6531 Remote Similarity NPD6930 Phase 2
0.6529 Remote Similarity NPD6370 Approved
0.6529 Remote Similarity NPD5988 Approved
0.6526 Remote Similarity NPD7339 Approved
0.6526 Remote Similarity NPD6942 Approved
0.6525 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6525 Remote Similarity NPD6009 Approved
0.6522 Remote Similarity NPD4267 Clinical (unspecified phase)
0.65 Remote Similarity NPD6319 Approved
0.6491 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6457 Remote Similarity NPD8449 Approved
0.6423 Remote Similarity NPD7492 Approved
0.6421 Remote Similarity NPD1811 Approved
0.6421 Remote Similarity NPD1810 Approved
0.6406 Remote Similarity NPD8450 Suspended
0.64 Remote Similarity NPD7736 Approved
0.6396 Remote Similarity NPD7632 Discontinued
0.6396 Remote Similarity NPD5211 Phase 2
0.6392 Remote Similarity NPD6925 Approved
0.6392 Remote Similarity NPD5776 Phase 2
0.6387 Remote Similarity NPD7115 Discovery
0.6381 Remote Similarity NPD3168 Discontinued
0.6372 Remote Similarity NPD6402 Approved
0.6372 Remote Similarity NPD7128 Approved
0.6372 Remote Similarity NPD5739 Approved
0.6372 Remote Similarity NPD6675 Approved
0.6371 Remote Similarity NPD6616 Approved
0.6364 Remote Similarity NPD4748 Discontinued
0.6341 Remote Similarity NPD8328 Phase 3
0.6333 Remote Similarity NPD371 Approved
0.633 Remote Similarity NPD4755 Approved
0.6327 Remote Similarity NPD7145 Approved
0.6325 Remote Similarity NPD6882 Approved
0.6325 Remote Similarity NPD8297 Approved
0.6321 Remote Similarity NPD7087 Discontinued
0.632 Remote Similarity NPD7078 Approved
0.632 Remote Similarity NPD8293 Discontinued
0.6316 Remote Similarity NPD5697 Approved
0.6316 Remote Similarity NPD5701 Approved
0.6306 Remote Similarity NPD5344 Discontinued
0.6296 Remote Similarity NPD7991 Discontinued
0.6293 Remote Similarity NPD4634 Approved
0.6289 Remote Similarity NPD6933 Approved
0.6283 Remote Similarity NPD5141 Approved
0.6262 Remote Similarity NPD4202 Approved
0.6262 Remote Similarity NPD6399 Phase 3
0.6261 Remote Similarity NPD7320 Approved
0.6261 Remote Similarity NPD6899 Approved
0.6261 Remote Similarity NPD6881 Approved
0.6228 Remote Similarity NPD6008 Approved
0.6216 Remote Similarity NPD5286 Approved
0.6216 Remote Similarity NPD4700 Approved
0.6216 Remote Similarity NPD5285 Approved
0.6216 Remote Similarity NPD4696 Approved
0.6214 Remote Similarity NPD6893 Approved
0.621 Remote Similarity NPD6067 Discontinued
0.6207 Remote Similarity NPD6014 Approved
0.6207 Remote Similarity NPD6373 Approved
0.6207 Remote Similarity NPD6013 Approved
0.6207 Remote Similarity NPD6372 Approved
0.6207 Remote Similarity NPD6012 Approved
0.62 Remote Similarity NPD7514 Phase 3
0.6179 Remote Similarity NPD5983 Phase 2
0.6168 Remote Similarity NPD7637 Suspended
0.6154 Remote Similarity NPD7102 Approved
0.6154 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7290 Approved
0.6154 Remote Similarity NPD6883 Approved
0.6142 Remote Similarity NPD6033 Approved
0.6139 Remote Similarity NPD6902 Approved
0.6121 Remote Similarity NPD6011 Approved
0.6117 Remote Similarity NPD4786 Approved
0.6106 Remote Similarity NPD5224 Approved
0.6106 Remote Similarity NPD5225 Approved
0.6106 Remote Similarity NPD4633 Approved
0.6106 Remote Similarity NPD5226 Approved
0.6105 Remote Similarity NPD2254 Approved
0.6105 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6105 Remote Similarity NPD2686 Approved
0.6105 Remote Similarity NPD2687 Approved
0.6102 Remote Similarity NPD6617 Approved
0.6102 Remote Similarity NPD6649 Approved
0.6102 Remote Similarity NPD6650 Approved
0.6102 Remote Similarity NPD6847 Approved
0.6102 Remote Similarity NPD8130 Phase 1
0.6102 Remote Similarity NPD6869 Approved
0.6087 Remote Similarity NPD7625 Phase 1
0.6082 Remote Similarity NPD4784 Approved
0.6082 Remote Similarity NPD4785 Approved
0.6082 Remote Similarity NPD6926 Approved
0.6082 Remote Similarity NPD6924 Approved
0.608 Remote Similarity NPD7604 Phase 2
0.6078 Remote Similarity NPD3667 Approved
0.6061 Remote Similarity NPD6932 Approved
0.6053 Remote Similarity NPD5175 Approved
0.6053 Remote Similarity NPD5174 Approved
0.6048 Remote Similarity NPD8516 Approved
0.6048 Remote Similarity NPD8517 Approved
0.6048 Remote Similarity NPD8515 Approved
0.6048 Remote Similarity NPD8513 Phase 3
0.6042 Remote Similarity NPD4243 Approved
0.604 Remote Similarity NPD7332 Phase 2
0.6036 Remote Similarity NPD6084 Phase 2
0.6036 Remote Similarity NPD6083 Phase 2
0.6019 Remote Similarity NPD4788 Approved
0.6018 Remote Similarity NPD5223 Approved
0.6 Remote Similarity NPD6115 Approved
0.6 Remote Similarity NPD6697 Approved
0.6 Remote Similarity NPD3618 Phase 1
0.6 Remote Similarity NPD6118 Approved
0.6 Remote Similarity NPD6114 Approved
0.5984 Remote Similarity NPD6336 Discontinued
0.5981 Remote Similarity NPD6051 Approved
0.5981 Remote Similarity NPD4753 Phase 2
0.5981 Remote Similarity NPD5328 Approved
0.598 Remote Similarity NPD6898 Phase 1
0.5966 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5966 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5962 Remote Similarity NPD3666 Approved
0.5962 Remote Similarity NPD3133 Approved
0.5962 Remote Similarity NPD3665 Phase 1
0.5948 Remote Similarity NPD4768 Approved
0.5948 Remote Similarity NPD4767 Approved
0.5941 Remote Similarity NPD6683 Phase 2
0.5938 Remote Similarity NPD4787 Phase 1
0.5929 Remote Similarity NPD6648 Approved
0.592 Remote Similarity NPD6921 Approved
0.5917 Remote Similarity NPD6053 Discontinued
0.5913 Remote Similarity NPD4754 Approved
0.5909 Remote Similarity NPD7748 Approved
0.5902 Remote Similarity NPD6274 Approved
0.59 Remote Similarity NPD6116 Phase 1
0.5897 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5893 Remote Similarity NPD7902 Approved
0.5882 Remote Similarity NPD7509 Discontinued
0.5876 Remote Similarity NPD7150 Approved
0.5876 Remote Similarity NPD7151 Approved
0.5876 Remote Similarity NPD7152 Approved
0.5872 Remote Similarity NPD6079 Approved
0.5872 Remote Similarity NPD7515 Phase 2
0.5865 Remote Similarity NPD3669 Approved
0.5865 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5859 Remote Similarity NPD4190 Phase 3
0.5859 Remote Similarity NPD5275 Approved
0.5856 Remote Similarity NPD5695 Phase 3
0.5849 Remote Similarity NPD4249 Approved
0.5847 Remote Similarity NPD4729 Approved
0.5847 Remote Similarity NPD5128 Approved
0.5847 Remote Similarity NPD4730 Approved
0.5841 Remote Similarity NPD5696 Approved
0.5833 Remote Similarity NPD6922 Approved
0.5833 Remote Similarity NPD6923 Approved
0.5824 Remote Similarity NPD1145 Discontinued
0.5812 Remote Similarity NPD5357 Phase 1
0.5812 Remote Similarity NPD6640 Phase 3

Structure

External Identifiers

PubChem CID   44445728
ChEMBL   CHEMBL402050
ZINC  

Physicochemical Properties

Molecular Weight:  382.20
ALogP:  -3.3121
MLogP:  2.89
XLogP:  -1.165
# Rotatable Bonds:  8
Polar Surface Area:  130.61
# H-Bond Aceptor:  7
# H-Bond Donor:  6
# Rings:  3
# Heavy Atoms:  27

Download Data

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