Natural Product: NPC475849

Natural Product ID:  NPC475849
Common Name:   (2S,3R,4S,5R,6R)-4,5-Dihydroxy-6-Methyl-2-((1Ar,4R,4As,7R,7As,7Bs)-1,1,4,7-Tetramethyldecahydro-1H-Cyclopropa[E]Azulen-4-Yloxy)Tetrahydro-2H-Pyran-3-Yl Isobutyrate
IUPAC Name:   [(2S,3R,4S,5R,6R)-2-[[(1aR,4R,4aS,7R,7aS,7bS)-1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-yl]oxy]-4,5-dihydroxy-6-methyloxan-3-yl] 2-methylpropanoate
Synonyms:  
Molecular Formula:   C25H42O6
Standard InCHIKey:  KYBCKZPKDGOQLN-PHSVILLSSA-N
Standard InCHI:  InChI=1S/C25H42O6/c1-12(2)22(28)30-21-20(27)19(26)14(4)29-23(21)31-25(7)11-10-16-18(24(16,5)6)17-13(3)8-9-15(17)25/h12-21,23,26-27H,8-11H2,1-7H3/t13-,14-,15+,16-,17-,18-,19+,20+,21-,23+,25-/m1/s1
Canonical SMILES:  O=C(C(C)C)O[C@H]1[C@@H](O[C@@H]([C@@H]([C@@H]1O)O)C)O[C@]1(C)CC[C@@H]2[C@H]([C@H]3[C@@H]1CC[C@H]3C)C2(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
NPO17716 Calendula arvensis Species Asteraceae Eukaryota PMID[1965654]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT195 Organism Vesicular stomatitis virus Vesicular stomatitis virus Activity = 9 % 21495717
NPT2517 Organism Human rhinovirus 1B Human rhinovirus 1B Activity = 0 % 10.1021/np50099a010
NPT195 Organism Vesicular stomatitis virus Vesicular stomatitis virus Activity = 0 % 7506311
NPT195 Organism Vesicular stomatitis virus Vesicular stomatitis virus MIC50 > 20 ug/ml 21982797
NPT195 Organism Vesicular stomatitis virus Vesicular stomatitis virus Activity = 0 % 22683222
NPT2517 Organism Human rhinovirus 1B Human rhinovirus 1B Activity = 0 % 21130542
NPT2517 Organism Human rhinovirus 1B Human rhinovirus 1B Activity = 0 % 18710917

  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 NPC475849 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
0.987 High Similarity NPC474266
0.9868 High Similarity NPC216941
0.9342 High Similarity NPC188793
0.8444 Intermediate Similarity NPC474182
0.8372 Intermediate Similarity NPC470009
0.8118 Intermediate Similarity NPC474156
0.8111 Intermediate Similarity NPC191915
0.8111 Intermediate Similarity NPC151214
0.8065 Intermediate Similarity NPC130792
0.7935 Intermediate Similarity NPC252056
0.7931 Intermediate Similarity NPC470657
0.7841 Intermediate Similarity NPC31349
0.7826 Intermediate Similarity NPC215570
0.7805 Intermediate Similarity NPC279575
0.7738 Intermediate Similarity NPC170595
0.7727 Intermediate Similarity NPC471411
0.7727 Intermediate Similarity NPC471410
0.7692 Intermediate Similarity NPC235051
0.7684 Intermediate Similarity NPC470030
0.7654 Intermediate Similarity NPC470660
0.7654 Intermediate Similarity NPC470659
0.7634 Intermediate Similarity NPC57964
0.7634 Intermediate Similarity NPC94582
0.7614 Intermediate Similarity NPC290612
0.7604 Intermediate Similarity NPC108227
0.7604 Intermediate Similarity NPC472081
0.7604 Intermediate Similarity NPC476838
0.7604 Intermediate Similarity NPC476512
0.7604 Intermediate Similarity NPC476839
0.7586 Intermediate Similarity NPC29342
0.7586 Intermediate Similarity NPC2572
0.7561 Intermediate Similarity NPC472945
0.7561 Intermediate Similarity NPC472944
0.7561 Intermediate Similarity NPC308489
0.7553 Intermediate Similarity NPC203434
0.7553 Intermediate Similarity NPC156377
0.7553 Intermediate Similarity NPC237071
0.7553 Intermediate Similarity NPC238796
0.7532 Intermediate Similarity NPC199937
0.7528 Intermediate Similarity NPC64862
0.7526 Intermediate Similarity NPC470029
0.7526 Intermediate Similarity NPC310138
0.7526 Intermediate Similarity NPC134967
0.7526 Intermediate Similarity NPC114700
0.75 Intermediate Similarity NPC18953
0.75 Intermediate Similarity NPC70996
0.7474 Intermediate Similarity NPC261372
0.7474 Intermediate Similarity NPC472273
0.7474 Intermediate Similarity NPC263674
0.7474 Intermediate Similarity NPC58267
0.7449 Intermediate Similarity NPC476837
0.7449 Intermediate Similarity NPC97260
0.7449 Intermediate Similarity NPC139181
0.7444 Intermediate Similarity NPC472396
0.7444 Intermediate Similarity NPC140446
0.7444 Intermediate Similarity NPC43912
0.7439 Intermediate Similarity NPC248427
0.7419 Intermediate Similarity NPC475307
0.7412 Intermediate Similarity NPC272841
0.7412 Intermediate Similarity NPC177343
0.7368 Intermediate Similarity NPC296936
0.7363 Intermediate Similarity NPC470872
0.734 Intermediate Similarity NPC175
0.734 Intermediate Similarity NPC30687
0.7333 Intermediate Similarity NPC472745
0.732 Intermediate Similarity NPC41843
0.7317 Intermediate Similarity NPC185419
0.7317 Intermediate Similarity NPC184550
0.7294 Intermediate Similarity NPC83108
0.7294 Intermediate Similarity NPC214030
0.7292 Intermediate Similarity NPC470591
0.7292 Intermediate Similarity NPC278939
0.7292 Intermediate Similarity NPC473555
0.7292 Intermediate Similarity NPC471770
0.7292 Intermediate Similarity NPC210157
0.7283 Intermediate Similarity NPC131466
0.7283 Intermediate Similarity NPC82955
0.7273 Intermediate Similarity NPC212340
0.7263 Intermediate Similarity NPC473065
0.7263 Intermediate Similarity NPC93869
0.7263 Intermediate Similarity NPC473064
0.7263 Intermediate Similarity NPC473067
0.7263 Intermediate Similarity NPC21897
0.7263 Intermediate Similarity NPC6765
0.7253 Intermediate Similarity NPC5943
0.7253 Intermediate Similarity NPC213658
0.7253 Intermediate Similarity NPC62202
0.7253 Intermediate Similarity NPC110365
0.7253 Intermediate Similarity NPC45833
0.725 Intermediate Similarity NPC477758
0.725 Intermediate Similarity NPC477754
0.725 Intermediate Similarity NPC477759
0.725 Intermediate Similarity NPC477760
0.725 Intermediate Similarity NPC477761
0.7245 Intermediate Similarity NPC475574
0.7245 Intermediate Similarity NPC478181
0.7241 Intermediate Similarity NPC472943
0.7241 Intermediate Similarity NPC472951
0.7234 Intermediate Similarity NPC473726
0.7234 Intermediate Similarity NPC211845
0.7234 Intermediate Similarity NPC256104
0.7234 Intermediate Similarity NPC122083
0.7234 Intermediate Similarity NPC182740
0.7229 Intermediate Similarity NPC291228
0.7229 Intermediate Similarity NPC308096
0.7222 Intermediate Similarity NPC235402
0.7216 Intermediate Similarity NPC157739
0.7204 Intermediate Similarity NPC279329
0.7195 Intermediate Similarity NPC471879
0.7188 Intermediate Similarity NPC476510
0.7188 Intermediate Similarity NPC142264
0.7188 Intermediate Similarity NPC474297
0.7174 Intermediate Similarity NPC281004
0.7172 Intermediate Similarity NPC94919
0.7159 Intermediate Similarity NPC473257
0.7158 Intermediate Similarity NPC274588
0.7157 Intermediate Similarity NPC472079
0.7143 Intermediate Similarity NPC317019
0.7143 Intermediate Similarity NPC215968
0.7143 Intermediate Similarity NPC166250
0.7143 Intermediate Similarity NPC155531
0.7143 Intermediate Similarity NPC131365
0.7129 Intermediate Similarity NPC165405
0.7129 Intermediate Similarity NPC85670
0.7128 Intermediate Similarity NPC293609
0.7128 Intermediate Similarity NPC307167
0.7128 Intermediate Similarity NPC59006
0.7128 Intermediate Similarity NPC210759
0.7128 Intermediate Similarity NPC473066
0.7128 Intermediate Similarity NPC36372
0.7128 Intermediate Similarity NPC229801
0.7125 Intermediate Similarity NPC477751
0.7125 Intermediate Similarity NPC477764
0.7125 Intermediate Similarity NPC477752
0.7125 Intermediate Similarity NPC477756
0.7113 Intermediate Similarity NPC236580
0.7113 Intermediate Similarity NPC470028
0.7113 Intermediate Similarity NPC233649
0.7113 Intermediate Similarity NPC304445
0.71 Intermediate Similarity NPC34562
0.7097 Intermediate Similarity NPC102725
0.7097 Intermediate Similarity NPC228059
0.7097 Intermediate Similarity NPC473472
0.7087 Intermediate Similarity NPC208333
0.7087 Intermediate Similarity NPC227879
0.7079 Intermediate Similarity NPC148740
0.7079 Intermediate Similarity NPC242771
0.7079 Intermediate Similarity NPC100366
0.7079 Intermediate Similarity NPC60018
0.7079 Intermediate Similarity NPC202688
0.7079 Intermediate Similarity NPC154043
0.7079 Intermediate Similarity NPC164289
0.7079 Intermediate Similarity NPC311642
0.7079 Intermediate Similarity NPC102156
0.7071 Intermediate Similarity NPC477172
0.7059 Intermediate Similarity NPC469788
0.7059 Intermediate Similarity NPC203974
0.7059 Intermediate Similarity NPC186851
0.7059 Intermediate Similarity NPC290247
0.7059 Intermediate Similarity NPC176756
0.7059 Intermediate Similarity NPC469787
0.7053 Intermediate Similarity NPC167644
0.7053 Intermediate Similarity NPC474835
0.7053 Intermediate Similarity NPC277774
0.7053 Intermediate Similarity NPC311246
0.7045 Intermediate Similarity NPC117137
0.7045 Intermediate Similarity NPC471216
0.7045 Intermediate Similarity NPC471217
0.7045 Intermediate Similarity NPC66766
0.7041 Intermediate Similarity NPC292775
0.7037 Intermediate Similarity NPC206601
0.7033 Intermediate Similarity NPC266651
0.703 Intermediate Similarity NPC469827
0.7021 Intermediate Similarity NPC473542
0.7021 Intermediate Similarity NPC65550
0.7021 Intermediate Similarity NPC223143
0.7011 Intermediate Similarity NPC252483
0.7011 Intermediate Similarity NPC191345
0.701 Intermediate Similarity NPC170527
0.7 Intermediate Similarity NPC471761
0.7 Intermediate Similarity NPC241959
0.7 Intermediate Similarity NPC190418
0.7 Intermediate Similarity NPC474253
0.7 Intermediate Similarity NPC477285
0.7 Intermediate Similarity NPC471760
0.7 Intermediate Similarity NPC474346
0.7 Intermediate Similarity NPC475820
0.7 Intermediate Similarity NPC470070
0.7 Intermediate Similarity NPC111582
0.7 Intermediate Similarity NPC154452
0.7 Intermediate Similarity NPC165069
0.7 Intermediate Similarity NPC213737
0.7 Intermediate Similarity NPC69953
0.7 Intermediate Similarity NPC474284
0.7 Intermediate Similarity NPC472744
0.699 Remote Similarity NPC469826
0.699 Remote Similarity NPC224414
0.699 Remote Similarity NPC167044
0.6989 Remote Similarity NPC33398
0.6979 Remote Similarity NPC305418

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475849 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
0.6875 Remote Similarity NPD8171 Discontinued
0.6813 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6813 Remote Similarity NPD3669 Approved
0.6786 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6699 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6699 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6699 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6552 Remote Similarity NPD1811 Approved
0.6552 Remote Similarity NPD1810 Approved
0.6514 Remote Similarity NPD8133 Approved
0.6484 Remote Similarity NPD6928 Phase 2
0.6444 Remote Similarity NPD4802 Phase 2
0.6444 Remote Similarity NPD4238 Approved
0.6415 Remote Similarity NPD6412 Phase 2
0.6396 Remote Similarity NPD6940 Discontinued
0.6355 Remote Similarity NPD6686 Approved
0.6283 Remote Similarity NPD7328 Approved
0.6283 Remote Similarity NPD7327 Approved
0.6264 Remote Similarity NPD6115 Approved
0.6264 Remote Similarity NPD6118 Approved
0.6264 Remote Similarity NPD6114 Approved
0.6264 Remote Similarity NPD6697 Approved
0.6237 Remote Similarity NPD1779 Approved
0.6237 Remote Similarity NPD1780 Approved
0.6228 Remote Similarity NPD7516 Approved
0.6207 Remote Similarity NPD2687 Approved
0.6207 Remote Similarity NPD2686 Approved
0.6207 Remote Similarity NPD2254 Approved
0.6203 Remote Similarity NPD2267 Suspended
0.619 Remote Similarity NPD8086 Approved
0.619 Remote Similarity NPD8138 Approved
0.619 Remote Similarity NPD8139 Approved
0.619 Remote Similarity NPD8083 Approved
0.619 Remote Similarity NPD8082 Approved
0.619 Remote Similarity NPD8085 Approved
0.619 Remote Similarity NPD8084 Approved
0.6174 Remote Similarity NPD8294 Approved
0.6174 Remote Similarity NPD8377 Approved
0.6154 Remote Similarity NPD6116 Phase 1
0.6147 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6132 Remote Similarity NPD8276 Approved
0.6132 Remote Similarity NPD8275 Approved
0.6121 Remote Similarity NPD8379 Approved
0.6121 Remote Similarity NPD8378 Approved
0.6121 Remote Similarity NPD8033 Approved
0.6121 Remote Similarity NPD7503 Approved
0.6121 Remote Similarity NPD8296 Approved
0.6121 Remote Similarity NPD8380 Approved
0.6121 Remote Similarity NPD8335 Approved
0.6111 Remote Similarity NPD3702 Approved
0.6104 Remote Similarity NPD2269 Approved
0.6092 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6091 Remote Similarity NPD6371 Approved
0.6075 Remote Similarity NPD8081 Approved
0.6071 Remote Similarity NPD371 Approved
0.605 Remote Similarity NPD7507 Approved
0.6044 Remote Similarity NPD6117 Approved
0.6026 Remote Similarity NPD887 Approved
0.6026 Remote Similarity NPD895 Approved
0.6026 Remote Similarity NPD894 Approved
0.6026 Remote Similarity NPD889 Approved
0.6019 Remote Similarity NPD8393 Approved
0.6 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5976 Remote Similarity NPD3198 Approved
0.5974 Remote Similarity NPD904 Phase 3
0.5974 Remote Similarity NPD905 Approved
0.5963 Remote Similarity NPD8140 Approved
0.5963 Remote Similarity NPD8307 Discontinued
0.5943 Remote Similarity NPD1700 Approved
0.5902 Remote Similarity NPD7319 Approved
0.5882 Remote Similarity NPD7909 Approved
0.5862 Remote Similarity NPD897 Approved
0.5862 Remote Similarity NPD898 Approved
0.5862 Remote Similarity NPD896 Approved
0.5859 Remote Similarity NPD7524 Approved
0.5856 Remote Similarity NPD8306 Approved
0.5856 Remote Similarity NPD8305 Approved
0.5842 Remote Similarity NPD6698 Approved
0.5842 Remote Similarity NPD46 Approved
0.5823 Remote Similarity NPD888 Phase 3
0.5823 Remote Similarity NPD893 Approved
0.5823 Remote Similarity NPD891 Phase 3
0.5823 Remote Similarity NPD890 Clinical (unspecified phase)
0.5823 Remote Similarity NPD892 Phase 3
0.5804 Remote Similarity NPD8087 Discontinued
0.5776 Remote Similarity NPD8295 Clinical (unspecified phase)
0.575 Remote Similarity NPD3729 Clinical (unspecified phase)
0.575 Remote Similarity NPD3730 Approved
0.575 Remote Similarity NPD3728 Approved
0.5738 Remote Similarity NPD8293 Discontinued
0.5714 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6123 Approved
0.5691 Remote Similarity NPD7736 Approved
0.5686 Remote Similarity NPD7838 Discovery
0.5684 Remote Similarity NPD7329 Approved
0.5667 Remote Similarity NPD6370 Approved
0.5641 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5632 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5631 Remote Similarity NPD7637 Suspended
0.5625 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5625 Remote Similarity NPD8174 Phase 2
0.5619 Remote Similarity NPD7991 Discontinued
0.5614 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5612 Remote Similarity NPD6695 Phase 3
0.5607 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5604 Remote Similarity NPD6081 Approved
0.5604 Remote Similarity NPD5777 Approved
0.5604 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5604 Remote Similarity NPD4809 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44567062
ChEMBL   CHEMBL517303
ZINC  

Physicochemical Properties

Molecular Weight:  438.30
ALogP:  1.1153
MLogP:  3.55
XLogP:  5.53
# Rotatable Bonds:  14
Polar Surface Area:  85.22
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  31

Download Data

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Similar NPs/Drugs