Natural Product: NPC216941

Natural Product ID:  NPC216941
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 Acetate
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] acetate
Synonyms:  
Molecular Formula:   C23H38O6
Standard InCHIKey:  DBBCQBMDBQFIDJ-KZAVYAKWSA-N
Standard InCHI:  InChI=1S/C23H38O6/c1-11-7-8-14-16(11)17-15(22(17,4)5)9-10-23(14,6)29-21-20(28-13(3)24)19(26)18(25)12(2)27-21/h11-12,14-21,25-26H,7-10H2,1-6H3/t11-,12-,14+,15-,16-,17-,18+,19+,20-,21+,23-/m1/s1
Canonical SMILES:  CC(=O)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
NPT2517 Organism Human rhinovirus 1B Human rhinovirus 1B Activity = 0 % 14552774
NPT2517 Organism Human rhinovirus 1B Human rhinovirus 1B Activity = 0 % 9584399
NPT195 Organism Vesicular stomatitis virus Vesicular stomatitis virus MIC50 > 20 ug/ml 21982797
NPT195 Organism Vesicular stomatitis virus Vesicular stomatitis virus Activity = 7 % 22683222
NPT195 Organism Vesicular stomatitis virus Vesicular stomatitis virus Activity = 0 % 22959244
NPT2517 Organism Human rhinovirus 1B Human rhinovirus 1B Activity = 0 % 18391041
NPT195 Organism Vesicular stomatitis virus Vesicular stomatitis virus Activity = 10 % 20825224

  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 NPC216941 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
0.9868 High Similarity NPC475849
0.974 High Similarity NPC474266
0.9467 High Similarity NPC188793
0.8333 Intermediate Similarity NPC474182
0.8256 Intermediate Similarity NPC470009
0.8214 Intermediate Similarity NPC474156
0.8202 Intermediate Similarity NPC151214
0.8202 Intermediate Similarity NPC191915
0.8152 Intermediate Similarity NPC130792
0.8022 Intermediate Similarity NPC252056
0.7901 Intermediate Similarity NPC279575
0.7831 Intermediate Similarity NPC170595
0.7816 Intermediate Similarity NPC471410
0.7816 Intermediate Similarity NPC470657
0.7816 Intermediate Similarity NPC471411
0.7766 Intermediate Similarity NPC470030
0.775 Intermediate Similarity NPC470659
0.775 Intermediate Similarity NPC470660
0.7727 Intermediate Similarity NPC31349
0.7717 Intermediate Similarity NPC94582
0.7717 Intermediate Similarity NPC57964
0.7717 Intermediate Similarity NPC215570
0.7701 Intermediate Similarity NPC290612
0.7684 Intermediate Similarity NPC108227
0.7684 Intermediate Similarity NPC476839
0.7684 Intermediate Similarity NPC472081
0.7684 Intermediate Similarity NPC476512
0.7684 Intermediate Similarity NPC476838
0.7674 Intermediate Similarity NPC29342
0.7674 Intermediate Similarity NPC2572
0.7654 Intermediate Similarity NPC308489
0.7654 Intermediate Similarity NPC472944
0.7654 Intermediate Similarity NPC472945
0.7634 Intermediate Similarity NPC203434
0.7634 Intermediate Similarity NPC238796
0.7634 Intermediate Similarity NPC156377
0.7634 Intermediate Similarity NPC237071
0.7632 Intermediate Similarity NPC199937
0.7614 Intermediate Similarity NPC64862
0.7604 Intermediate Similarity NPC470029
0.7604 Intermediate Similarity NPC310138
0.7604 Intermediate Similarity NPC134967
0.7604 Intermediate Similarity NPC114700
0.7586 Intermediate Similarity NPC18953
0.7582 Intermediate Similarity NPC235051
0.7531 Intermediate Similarity NPC248427
0.7528 Intermediate Similarity NPC43912
0.7528 Intermediate Similarity NPC472396
0.7528 Intermediate Similarity NPC140446
0.7526 Intermediate Similarity NPC476837
0.7526 Intermediate Similarity NPC97260
0.7526 Intermediate Similarity NPC139181
0.75 Intermediate Similarity NPC272841
0.75 Intermediate Similarity NPC177343
0.7447 Intermediate Similarity NPC296936
0.7444 Intermediate Similarity NPC470872
0.7419 Intermediate Similarity NPC175
0.7419 Intermediate Similarity NPC30687
0.7381 Intermediate Similarity NPC70996
0.7368 Intermediate Similarity NPC278939
0.7368 Intermediate Similarity NPC472273
0.7368 Intermediate Similarity NPC58267
0.7368 Intermediate Similarity NPC473555
0.7368 Intermediate Similarity NPC263674
0.7368 Intermediate Similarity NPC261372
0.7368 Intermediate Similarity NPC210157
0.7368 Intermediate Similarity NPC471770
0.7368 Intermediate Similarity NPC470591
0.7363 Intermediate Similarity NPC82955
0.7363 Intermediate Similarity NPC131466
0.7342 Intermediate Similarity NPC477758
0.7342 Intermediate Similarity NPC477760
0.7342 Intermediate Similarity NPC477754
0.7342 Intermediate Similarity NPC477759
0.7342 Intermediate Similarity NPC477761
0.734 Intermediate Similarity NPC473064
0.734 Intermediate Similarity NPC473067
0.734 Intermediate Similarity NPC473065
0.734 Intermediate Similarity NPC21897
0.7333 Intermediate Similarity NPC5943
0.7333 Intermediate Similarity NPC45833
0.7333 Intermediate Similarity NPC110365
0.7333 Intermediate Similarity NPC213658
0.7333 Intermediate Similarity NPC62202
0.7326 Intermediate Similarity NPC472951
0.7326 Intermediate Similarity NPC472943
0.732 Intermediate Similarity NPC475574
0.7312 Intermediate Similarity NPC256104
0.7312 Intermediate Similarity NPC473726
0.7312 Intermediate Similarity NPC475307
0.7312 Intermediate Similarity NPC211845
0.7312 Intermediate Similarity NPC182740
0.7312 Intermediate Similarity NPC122083
0.7303 Intermediate Similarity NPC235402
0.7292 Intermediate Similarity NPC157739
0.7284 Intermediate Similarity NPC471879
0.7283 Intermediate Similarity NPC279329
0.7263 Intermediate Similarity NPC142264
0.7263 Intermediate Similarity NPC476510
0.7253 Intermediate Similarity NPC281004
0.7241 Intermediate Similarity NPC473257
0.7229 Intermediate Similarity NPC166250
0.7222 Intermediate Similarity NPC472745
0.7222 Intermediate Similarity NPC155531
0.7222 Intermediate Similarity NPC215968
0.7222 Intermediate Similarity NPC131365
0.7216 Intermediate Similarity NPC41843
0.7216 Intermediate Similarity NPC317019
0.7215 Intermediate Similarity NPC477751
0.7215 Intermediate Similarity NPC477752
0.7215 Intermediate Similarity NPC477764
0.7215 Intermediate Similarity NPC477756
0.7204 Intermediate Similarity NPC229801
0.7204 Intermediate Similarity NPC307167
0.7204 Intermediate Similarity NPC59006
0.7204 Intermediate Similarity NPC36372
0.7204 Intermediate Similarity NPC210759
0.7204 Intermediate Similarity NPC293609
0.7204 Intermediate Similarity NPC473066
0.72 Intermediate Similarity NPC165405
0.7195 Intermediate Similarity NPC184550
0.7195 Intermediate Similarity NPC185419
0.7188 Intermediate Similarity NPC470028
0.7188 Intermediate Similarity NPC233649
0.7176 Intermediate Similarity NPC214030
0.7176 Intermediate Similarity NPC83108
0.7174 Intermediate Similarity NPC102725
0.7174 Intermediate Similarity NPC228059
0.7174 Intermediate Similarity NPC473472
0.7159 Intermediate Similarity NPC60018
0.7159 Intermediate Similarity NPC202688
0.7159 Intermediate Similarity NPC154043
0.7159 Intermediate Similarity NPC212340
0.7158 Intermediate Similarity NPC93869
0.7158 Intermediate Similarity NPC6765
0.7143 Intermediate Similarity NPC478181
0.7143 Intermediate Similarity NPC186851
0.7128 Intermediate Similarity NPC277774
0.7128 Intermediate Similarity NPC311246
0.7128 Intermediate Similarity NPC167644
0.7128 Intermediate Similarity NPC474835
0.7126 Intermediate Similarity NPC471216
0.7126 Intermediate Similarity NPC117137
0.7126 Intermediate Similarity NPC471217
0.7126 Intermediate Similarity NPC66766
0.7113 Intermediate Similarity NPC292775
0.7111 Intermediate Similarity NPC266651
0.7108 Intermediate Similarity NPC291228
0.7108 Intermediate Similarity NPC308096
0.7097 Intermediate Similarity NPC65550
0.7097 Intermediate Similarity NPC223143
0.7097 Intermediate Similarity NPC473542
0.7089 Intermediate Similarity NPC165069
0.7089 Intermediate Similarity NPC190418
0.7089 Intermediate Similarity NPC471760
0.7089 Intermediate Similarity NPC471761
0.7083 Intermediate Similarity NPC474297
0.7079 Intermediate Similarity NPC111582
0.7079 Intermediate Similarity NPC474253
0.7079 Intermediate Similarity NPC477285
0.7079 Intermediate Similarity NPC241959
0.7079 Intermediate Similarity NPC474346
0.7079 Intermediate Similarity NPC69953
0.7079 Intermediate Similarity NPC474284
0.7079 Intermediate Similarity NPC213737
0.7079 Intermediate Similarity NPC475820
0.7079 Intermediate Similarity NPC470070
0.7071 Intermediate Similarity NPC154452
0.7071 Intermediate Similarity NPC94919
0.7059 Intermediate Similarity NPC136424
0.7059 Intermediate Similarity NPC472079
0.7053 Intermediate Similarity NPC473503
0.7053 Intermediate Similarity NPC45959
0.7053 Intermediate Similarity NPC252253
0.7053 Intermediate Similarity NPC113500
0.7053 Intermediate Similarity NPC309866
0.7053 Intermediate Similarity NPC3538
0.7053 Intermediate Similarity NPC305418
0.7053 Intermediate Similarity NPC274588
0.7053 Intermediate Similarity NPC477224
0.7045 Intermediate Similarity NPC71541
0.7033 Intermediate Similarity NPC477283
0.703 Intermediate Similarity NPC85670
0.703 Intermediate Similarity NPC473199
0.7024 Intermediate Similarity NPC138273
0.7021 Intermediate Similarity NPC476668
0.7021 Intermediate Similarity NPC204881
0.7021 Intermediate Similarity NPC473830
0.7021 Intermediate Similarity NPC149966
0.7021 Intermediate Similarity NPC473637
0.7021 Intermediate Similarity NPC5632
0.7013 Intermediate Similarity NPC472026
0.701 Intermediate Similarity NPC304445
0.701 Intermediate Similarity NPC475207
0.701 Intermediate Similarity NPC236580
0.7 Intermediate Similarity NPC34562
0.7 Intermediate Similarity NPC166279
0.699 Remote Similarity NPC208333
0.699 Remote Similarity NPC227879
0.6989 Remote Similarity NPC93190

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC216941 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
0.6947 Remote Similarity NPD8171 Discontinued
0.6867 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6703 Remote Similarity NPD3669 Approved
0.6703 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6628 Remote Similarity NPD1810 Approved
0.6628 Remote Similarity NPD1811 Approved
0.6602 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6602 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6602 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6556 Remote Similarity NPD6928 Phase 2
0.6422 Remote Similarity NPD8133 Approved
0.6339 Remote Similarity NPD7327 Approved
0.6339 Remote Similarity NPD7328 Approved
0.6333 Remote Similarity NPD4238 Approved
0.6333 Remote Similarity NPD4802 Phase 2
0.6321 Remote Similarity NPD6412 Phase 2
0.6306 Remote Similarity NPD6940 Discontinued
0.6283 Remote Similarity NPD7516 Approved
0.6282 Remote Similarity NPD2267 Suspended
0.6279 Remote Similarity NPD2686 Approved
0.6279 Remote Similarity NPD2687 Approved
0.6279 Remote Similarity NPD2254 Approved
0.6262 Remote Similarity NPD6686 Approved
0.6228 Remote Similarity NPD8294 Approved
0.6228 Remote Similarity NPD8377 Approved
0.6184 Remote Similarity NPD2269 Approved
0.6174 Remote Similarity NPD8296 Approved
0.6174 Remote Similarity NPD8380 Approved
0.6174 Remote Similarity NPD8335 Approved
0.6174 Remote Similarity NPD8379 Approved
0.6174 Remote Similarity NPD7503 Approved
0.6174 Remote Similarity NPD8033 Approved
0.6174 Remote Similarity NPD8378 Approved
0.6163 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6115 Approved
0.6154 Remote Similarity NPD6114 Approved
0.6154 Remote Similarity NPD6697 Approved
0.6154 Remote Similarity NPD6118 Approved
0.6145 Remote Similarity NPD371 Approved
0.6129 Remote Similarity NPD1780 Approved
0.6129 Remote Similarity NPD1779 Approved
0.6104 Remote Similarity NPD887 Approved
0.6104 Remote Similarity NPD895 Approved
0.6104 Remote Similarity NPD889 Approved
0.6104 Remote Similarity NPD894 Approved
0.6095 Remote Similarity NPD8086 Approved
0.6095 Remote Similarity NPD8082 Approved
0.6095 Remote Similarity NPD8138 Approved
0.6095 Remote Similarity NPD8083 Approved
0.6095 Remote Similarity NPD8085 Approved
0.6095 Remote Similarity NPD8139 Approved
0.6095 Remote Similarity NPD8084 Approved
0.6055 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6053 Remote Similarity NPD905 Approved
0.6053 Remote Similarity NPD904 Phase 3
0.6044 Remote Similarity NPD6116 Phase 1
0.6038 Remote Similarity NPD8276 Approved
0.6038 Remote Similarity NPD8275 Approved
0.6 Remote Similarity NPD6371 Approved
0.6 Remote Similarity NPD3702 Approved
0.5981 Remote Similarity NPD8081 Approved
0.5966 Remote Similarity NPD7507 Approved
0.5934 Remote Similarity NPD6117 Approved
0.5926 Remote Similarity NPD8393 Approved
0.5918 Remote Similarity NPD7524 Approved
0.5897 Remote Similarity NPD891 Phase 3
0.5897 Remote Similarity NPD893 Approved
0.5897 Remote Similarity NPD888 Phase 3
0.5897 Remote Similarity NPD890 Clinical (unspecified phase)
0.5897 Remote Similarity NPD892 Phase 3
0.5889 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5872 Remote Similarity NPD8140 Approved
0.5872 Remote Similarity NPD8307 Discontinued
0.5854 Remote Similarity NPD3198 Approved
0.5849 Remote Similarity NPD1700 Approved
0.582 Remote Similarity NPD7319 Approved
0.5783 Remote Similarity NPD6123 Approved
0.5773 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5766 Remote Similarity NPD8306 Approved
0.5766 Remote Similarity NPD8305 Approved
0.5765 Remote Similarity NPD7909 Approved
0.5747 Remote Similarity NPD898 Approved
0.5747 Remote Similarity NPD896 Approved
0.5747 Remote Similarity NPD897 Approved
0.5743 Remote Similarity NPD46 Approved
0.5743 Remote Similarity NPD6698 Approved
0.5714 Remote Similarity NPD8087 Discontinued
0.569 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5676 Remote Similarity NPD8174 Phase 2
0.5673 Remote Similarity NPD7991 Discontinued
0.567 Remote Similarity NPD6695 Phase 3
0.5656 Remote Similarity NPD8293 Discontinued
0.5625 Remote Similarity NPD3730 Approved
0.5625 Remote Similarity NPD3728 Approved
0.5625 Remote Similarity NPD3729 Clinical (unspecified phase)
0.561 Remote Similarity NPD7736 Approved
0.56 Remote Similarity NPD8998 Phase 2
0.56 Remote Similarity NPD8999 Phase 3
0.56 Remote Similarity NPD8997 Approved
0.56 Remote Similarity NPD8993 Phase 1
0.56 Remote Similarity NPD9000 Phase 3

Structure

External Identifiers

PubChem CID   44567054
ChEMBL   CHEMBL464692
ZINC  

Physicochemical Properties

Molecular Weight:  410.27
ALogP:  0.3909
MLogP:  3.33
XLogP:  4.984
# Rotatable Bonds:  12
Polar Surface Area:  85.22
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  29

Download Data

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