Natural Product: NPC9891

Natural Product ID:  NPC9891
Common Name:   Beilschmin B
IUPAC Name:   (2S,3S,4S,5R)-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)oxolane
Synonyms:   Beilschmin B
Molecular Formula:   C24H32O7
Standard InCHIKey:  ZPINJJOPURFFNV-GKHNXXNSSA-N
Standard InCHI:  InChI=1S/C24H32O7/c1-13-14(2)22(16-11-19(27-5)24(30-8)20(12-16)28-6)31-21(13)15-9-17(25-3)23(29-7)18(10-15)26-4/h9-14,21-22H,1-8H3/t13-,14-,21-,22+/m0/s1
Canonical SMILES:  COc1cc(cc(c1OC)OC)[C@@H]1O[C@@H]([C@H]([C@@H]1C)C)c1cc(OC)c(c(c1)OC)OC
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
NPO569 Micromelum integerrimum Species Rutaceae Eukaryota UNPD*
NPO7401 Centaurea dealbata Species Asteraceae Eukaryota UNPD*
NPO9215 Papaver glaucum Species Papaveraceae Eukaryota UNPD*
NPO6305 Euphorbia jaxartica Species Euphorbiaceae Eukaryota UNPD*
NPO4331 Plakortis lita Species Plakinidae Eukaryota UNPD*
NPO2861 Pentaceraster regulus Species Oreasteridae Eukaryota UNPD*
NPO25126 Sarcophyton latum Species Orchidaceae Eukaryota UNPD*
NPO6791 Malva rotundifolia Species Malvaceae Eukaryota UNPD*
NPO5844 Schlumbergera truncata Species Cactaceae Eukaryota UNPD*
NPO5582 Inocybe aeruginascens Species Inocybaceae Eukaryota UNPD*
NPO6053 Veronica intercedens Species Plantaginaceae Eukaryota UNPD*
NPO4888 Salvia divaricata Species Lamiaceae Eukaryota UNPD*
NPO27884 Sphacelaria arctica Species Sphacelariaceae Eukaryota UNPD*
NPO772 Bosistoa floydii Species Rutaceae Eukaryota UNPD*
NPO8247 Austrobaileya scandens Species Austrobaileyaceae Eukaryota UNPD*
NPO1462 Amomum sulcatum Species Zingiberaceae Eukaryota UNPD*
NPO345 Quercus laurifolia Species Fagaceae Eukaryota UNPD*
NPO3331 Hedysarum sachalinense Species Fabaceae Eukaryota UNPD*
NPO134 Cassia artemisioides Species Fabaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 7.5 ug/ml 22280816

  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 NPC9891 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 NPC88297
1.0 High Similarity NPC186845
0.9833 High Similarity NPC50683
0.9833 High Similarity NPC285725
0.9833 High Similarity NPC112571
0.9752 High Similarity NPC473093
0.9752 High Similarity NPC473092
0.9752 High Similarity NPC8050
0.9675 High Similarity NPC470624
0.9675 High Similarity NPC237169
0.9672 High Similarity NPC54321
0.9672 High Similarity NPC328682
0.9672 High Similarity NPC222127
0.9672 High Similarity NPC82862
0.9672 High Similarity NPC281864
0.9417 High Similarity NPC57268
0.9417 High Similarity NPC65933
0.9417 High Similarity NPC172676
0.9417 High Similarity NPC477886
0.9417 High Similarity NPC126935
0.9417 High Similarity NPC312713
0.9417 High Similarity NPC216929
0.9365 High Similarity NPC475856
0.9365 High Similarity NPC72046
0.9365 High Similarity NPC65183
0.9365 High Similarity NPC204215
0.9365 High Similarity NPC261812
0.9365 High Similarity NPC175067
0.9344 High Similarity NPC34902
0.9344 High Similarity NPC18449
0.9344 High Similarity NPC121783
0.9291 High Similarity NPC158331
0.9291 High Similarity NPC136750
0.9291 High Similarity NPC266848
0.9291 High Similarity NPC1474
0.9286 High Similarity NPC184928
0.9286 High Similarity NPC141493
0.9219 High Similarity NPC474478
0.9219 High Similarity NPC244983
0.9219 High Similarity NPC31530
0.9219 High Similarity NPC287745
0.9219 High Similarity NPC326095
0.9194 High Similarity NPC206882
0.918 High Similarity NPC261661
0.9167 High Similarity NPC254625
0.9167 High Similarity NPC475961
0.9147 High Similarity NPC236522
0.9147 High Similarity NPC148893
0.9147 High Similarity NPC24490
0.9147 High Similarity NPC99572
0.9147 High Similarity NPC126409
0.9147 High Similarity NPC141765
0.9147 High Similarity NPC165155
0.9147 High Similarity NPC25333
0.9147 High Similarity NPC49235
0.9147 High Similarity NPC34103
0.9147 High Similarity NPC189474
0.9134 High Similarity NPC192255
0.912 High Similarity NPC202904
0.912 High Similarity NPC189248
0.9077 High Similarity NPC143895
0.9077 High Similarity NPC78047
0.9077 High Similarity NPC121651
0.9048 High Similarity NPC149008
0.9048 High Similarity NPC283114
0.9048 High Similarity NPC207702
0.9048 High Similarity NPC31707
0.9048 High Similarity NPC470084
0.9016 High Similarity NPC472596
0.9008 High Similarity NPC15805
0.9008 High Similarity NPC477938
0.8992 High Similarity NPC196937
0.8984 High Similarity NPC474017
0.8968 High Similarity NPC98745
0.8968 High Similarity NPC242032
0.8939 High Similarity NPC113550
0.8931 High Similarity NPC11453
0.8923 High Similarity NPC145769
0.8917 High Similarity NPC81067
0.8917 High Similarity NPC9341
0.8917 High Similarity NPC123948
0.8915 High Similarity NPC7744
0.8906 High Similarity NPC153739
0.8906 High Similarity NPC469612
0.8906 High Similarity NPC92164
0.8906 High Similarity NPC64201
0.8906 High Similarity NPC307042
0.8906 High Similarity NPC79184
0.8906 High Similarity NPC187998
0.8906 High Similarity NPC145305
0.8906 High Similarity NPC241522
0.8906 High Similarity NPC242807
0.8906 High Similarity NPC77040
0.8906 High Similarity NPC174495
0.8906 High Similarity NPC469614
0.8906 High Similarity NPC42300
0.8906 High Similarity NPC257582
0.8898 High Similarity NPC184733
0.8898 High Similarity NPC21867
0.8898 High Similarity NPC11258
0.8898 High Similarity NPC57119
0.8898 High Similarity NPC210674
0.8898 High Similarity NPC282703
0.8898 High Similarity NPC45774
0.8898 High Similarity NPC128208
0.8898 High Similarity NPC226862
0.8898 High Similarity NPC129570
0.8898 High Similarity NPC165128
0.8898 High Similarity NPC158471
0.8889 High Similarity NPC76451
0.8872 High Similarity NPC254759
0.8872 High Similarity NPC160283
0.8872 High Similarity NPC103448
0.8872 High Similarity NPC309124
0.8872 High Similarity NPC46591
0.8872 High Similarity NPC27495
0.8872 High Similarity NPC184797
0.8872 High Similarity NPC216434
0.8872 High Similarity NPC177868
0.8864 High Similarity NPC865
0.8864 High Similarity NPC185908
0.8864 High Similarity NPC283949
0.8864 High Similarity NPC474039
0.8855 High Similarity NPC44245
0.8855 High Similarity NPC211386
0.8855 High Similarity NPC150534
0.8855 High Similarity NPC72796
0.8837 High Similarity NPC469613
0.8837 High Similarity NPC27843
0.8837 High Similarity NPC161557
0.8837 High Similarity NPC228346
0.8837 High Similarity NPC115207
0.8837 High Similarity NPC82111
0.8837 High Similarity NPC158079
0.8837 High Similarity NPC30043
0.8837 High Similarity NPC277804
0.8837 High Similarity NPC227160
0.8837 High Similarity NPC470095
0.8837 High Similarity NPC7171
0.8837 High Similarity NPC309787
0.8837 High Similarity NPC470096
0.8837 High Similarity NPC40432
0.8837 High Similarity NPC469625
0.8828 High Similarity NPC170844
0.8828 High Similarity NPC190629
0.8828 High Similarity NPC222004
0.8828 High Similarity NPC285339
0.8828 High Similarity NPC475875
0.8828 High Similarity NPC470258
0.8828 High Similarity NPC3439
0.8828 High Similarity NPC476968
0.8828 High Similarity NPC210623
0.8828 High Similarity NPC202582
0.8828 High Similarity NPC226788
0.8828 High Similarity NPC273295
0.8828 High Similarity NPC218856
0.8819 High Similarity NPC127587
0.8819 High Similarity NPC474119
0.8806 High Similarity NPC263261
0.8806 High Similarity NPC311530
0.8806 High Similarity NPC87725
0.8806 High Similarity NPC247291
0.8806 High Similarity NPC312199
0.88 High Similarity NPC282496
0.88 High Similarity NPC233526
0.8797 High Similarity NPC292882
0.8797 High Similarity NPC236306
0.8797 High Similarity NPC232164
0.8797 High Similarity NPC473739
0.8797 High Similarity NPC471183
0.8779 High Similarity NPC256776
0.8779 High Similarity NPC145722
0.8779 High Similarity NPC185680
0.8769 High Similarity NPC181049
0.8769 High Similarity NPC201587
0.8769 High Similarity NPC253105
0.8769 High Similarity NPC230219
0.8769 High Similarity NPC207400
0.8769 High Similarity NPC102256
0.8769 High Similarity NPC470752
0.876 High Similarity NPC271208
0.876 High Similarity NPC224157
0.876 High Similarity NPC233224
0.876 High Similarity NPC476399
0.876 High Similarity NPC192687
0.875 High Similarity NPC470213
0.875 High Similarity NPC472712
0.875 High Similarity NPC470097
0.875 High Similarity NPC472713
0.875 High Similarity NPC114119
0.875 High Similarity NPC118385
0.875 High Similarity NPC98631
0.875 High Similarity NPC187774
0.875 High Similarity NPC471415
0.875 High Similarity NPC206615
0.875 High Similarity NPC186843
0.875 High Similarity NPC326144
0.875 High Similarity NPC63879
0.875 High Similarity NPC473046
0.8741 High Similarity NPC474295

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC9891 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
0.8828 High Similarity NPD3027 Phase 3
0.8667 High Similarity NPD5283 Phase 1
0.8492 Intermediate Similarity NPD3705 Approved
0.8425 Intermediate Similarity NPD2981 Phase 2
0.8359 Intermediate Similarity NPD2982 Phase 2
0.8359 Intermediate Similarity NPD2983 Phase 2
0.8244 Intermediate Similarity NPD3018 Phase 2
0.8209 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8209 Intermediate Similarity NPD1613 Approved
0.8143 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.8106 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8045 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7959 Intermediate Similarity NPD37 Approved
0.7958 Intermediate Similarity NPD7124 Phase 2
0.7919 Intermediate Similarity NPD4967 Phase 2
0.7919 Intermediate Similarity NPD4966 Approved
0.7919 Intermediate Similarity NPD4965 Approved
0.791 Intermediate Similarity NPD4908 Phase 1
0.7899 Intermediate Similarity NPD6111 Discontinued
0.7852 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7815 Intermediate Similarity NPD6234 Discontinued
0.7794 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7786 Intermediate Similarity NPD1610 Phase 2
0.7763 Intermediate Similarity NPD5494 Approved
0.7704 Intermediate Similarity NPD2861 Phase 2
0.7674 Intermediate Similarity NPD5536 Phase 2
0.766 Intermediate Similarity NPD3539 Phase 1
0.763 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7626 Intermediate Similarity NPD3657 Discovery
0.7619 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7606 Intermediate Similarity NPD3540 Phase 1
0.758 Intermediate Similarity NPD7228 Approved
0.7554 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7554 Intermediate Similarity NPD3620 Phase 2
0.7537 Intermediate Similarity NPD5327 Phase 3
0.7537 Intermediate Similarity NPD4749 Approved
0.7536 Intermediate Similarity NPD5109 Approved
0.7536 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7536 Intermediate Similarity NPD5111 Phase 2
0.7536 Intermediate Similarity NPD5110 Phase 2
0.7519 Intermediate Similarity NPD7157 Approved
0.7518 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD4005 Discontinued
0.7516 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4237 Approved
0.75 Intermediate Similarity NPD4236 Phase 3
0.75 Intermediate Similarity NPD6674 Discontinued
0.7484 Intermediate Similarity NPD7199 Phase 2
0.7483 Intermediate Similarity NPD1934 Approved
0.7481 Intermediate Similarity NPD1548 Phase 1
0.748 Intermediate Similarity NPD228 Approved
0.7448 Intermediate Similarity NPD7466 Approved
0.7432 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD1357 Approved
0.7422 Intermediate Similarity NPD7843 Approved
0.741 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD7261 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD6895 Approved
0.7394 Intermediate Similarity NPD6896 Approved
0.7391 Intermediate Similarity NPD7240 Approved
0.7389 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD2684 Approved
0.7361 Intermediate Similarity NPD1375 Discontinued
0.7351 Intermediate Similarity NPD4678 Approved
0.7351 Intermediate Similarity NPD4675 Approved
0.7343 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7343 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7338 Intermediate Similarity NPD3882 Suspended
0.7338 Intermediate Similarity NPD4625 Phase 3
0.7329 Intermediate Similarity NPD4110 Phase 3
0.7329 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD6331 Phase 2
0.7329 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.7323 Intermediate Similarity NPD3022 Approved
0.7323 Intermediate Similarity NPD3021 Approved
0.732 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD4357 Discontinued
0.7279 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD3817 Phase 2
0.7273 Intermediate Similarity NPD5353 Approved
0.726 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD6355 Discontinued
0.7254 Intermediate Similarity NPD5735 Approved
0.7226 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD8651 Approved
0.7222 Intermediate Similarity NPD5588 Approved
0.7219 Intermediate Similarity NPD4210 Discontinued
0.7211 Intermediate Similarity NPD3892 Phase 2
0.7208 Intermediate Similarity NPD2801 Approved
0.7188 Intermediate Similarity NPD5451 Approved
0.7183 Intermediate Similarity NPD2238 Phase 2
0.7183 Intermediate Similarity NPD4060 Phase 1
0.7181 Intermediate Similarity NPD5297 Approved
0.7172 Intermediate Similarity NPD2438 Suspended
0.7172 Intermediate Similarity NPD2796 Approved
0.7172 Intermediate Similarity NPD2161 Phase 2
0.717 Intermediate Similarity NPD5242 Approved
0.717 Intermediate Similarity NPD3926 Phase 2
0.7164 Intermediate Similarity NPD5585 Approved
0.7163 Intermediate Similarity NPD5718 Phase 2
0.7162 Intermediate Similarity NPD2219 Phase 1
0.7154 Intermediate Similarity NPD5535 Approved
0.7153 Intermediate Similarity NPD4536 Approved
0.7153 Intermediate Similarity NPD4538 Approved
0.7153 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3384 Approved
0.7143 Intermediate Similarity NPD3382 Approved
0.7143 Intermediate Similarity NPD3383 Approved
0.7143 Intermediate Similarity NPD5177 Phase 3
0.7143 Intermediate Similarity NPD3818 Discontinued
0.7143 Intermediate Similarity NPD3060 Approved
0.7125 Intermediate Similarity NPD6166 Phase 2
0.7125 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD7266 Discontinued
0.7123 Intermediate Similarity NPD5763 Approved
0.7123 Intermediate Similarity NPD5762 Approved
0.7114 Intermediate Similarity NPD5058 Phase 3
0.7113 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD17 Approved
0.7105 Intermediate Similarity NPD1653 Approved
0.7101 Intermediate Similarity NPD2922 Phase 1
0.7099 Intermediate Similarity NPD5844 Phase 1
0.7092 Intermediate Similarity NPD7095 Approved
0.709 Intermediate Similarity NPD1182 Approved
0.7086 Intermediate Similarity NPD7526 Approved
0.7086 Intermediate Similarity NPD7527 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD52 Approved
0.7081 Intermediate Similarity NPD7473 Discontinued
0.708 Intermediate Similarity NPD1840 Phase 2
0.707 Intermediate Similarity NPD4055 Discovery
0.7063 Intermediate Similarity NPD2979 Phase 3
0.7063 Intermediate Similarity NPD1558 Phase 1
0.7055 Intermediate Similarity NPD6100 Approved
0.7055 Intermediate Similarity NPD6099 Approved
0.7055 Intermediate Similarity NPD7074 Phase 3
0.7054 Intermediate Similarity NPD4750 Phase 3
0.7048 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD1247 Approved
0.7037 Intermediate Similarity NPD1651 Approved
0.7037 Intermediate Similarity NPD5691 Approved
0.7031 Intermediate Similarity NPD1358 Approved
0.7027 Intermediate Similarity NPD4162 Approved
0.7025 Intermediate Similarity NPD919 Approved
0.702 Intermediate Similarity NPD4123 Phase 3
0.7007 Intermediate Similarity NPD1091 Approved
0.7 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6232 Discontinued
0.7 Intermediate Similarity NPD7229 Phase 3
0.6994 Remote Similarity NPD8156 Discontinued
0.6994 Remote Similarity NPD7054 Approved
0.6992 Remote Similarity NPD6671 Approved
0.6987 Remote Similarity NPD5772 Approved
0.6987 Remote Similarity NPD5773 Approved
0.6986 Remote Similarity NPD5960 Phase 3
0.6985 Remote Similarity NPD6516 Phase 2
0.6985 Remote Similarity NPD5846 Approved
0.6978 Remote Similarity NPD6696 Suspended
0.6978 Remote Similarity NPD7258 Clinical (unspecified phase)
0.6972 Remote Similarity NPD2669 Clinical (unspecified phase)
0.6968 Remote Similarity NPD6386 Approved
0.6968 Remote Similarity NPD5089 Approved
0.6968 Remote Similarity NPD6385 Approved
0.6968 Remote Similarity NPD5090 Approved
0.6966 Remote Similarity NPD6653 Approved
0.6966 Remote Similarity NPD6353 Approved
0.6963 Remote Similarity NPD7534 Approved
0.6963 Remote Similarity NPD7533 Approved
0.696 Remote Similarity NPD1242 Phase 1
0.6959 Remote Similarity NPD4664 Clinical (unspecified phase)
0.6957 Remote Similarity NPD1608 Approved
0.6954 Remote Similarity NPD1511 Approved
0.6953 Remote Similarity NPD3134 Approved
0.6951 Remote Similarity NPD7472 Approved
0.6944 Remote Similarity NPD4140 Approved
0.6943 Remote Similarity NPD2560 Approved
0.6943 Remote Similarity NPD2563 Approved
0.694 Remote Similarity NPD3596 Phase 2
0.6937 Remote Similarity NPD8127 Discontinued
0.6933 Remote Similarity NPD8252 Approved
0.6933 Remote Similarity NPD8251 Approved
0.6933 Remote Similarity NPD5084 Clinical (unspecified phase)
0.6933 Remote Similarity NPD8099 Discontinued
0.6933 Remote Similarity NPD2677 Approved
0.6928 Remote Similarity NPD7549 Discontinued
0.6928 Remote Similarity NPD5976 Discontinued
0.6913 Remote Similarity NPD1652 Phase 2
0.6912 Remote Similarity NPD6830 Clinical (unspecified phase)
0.6908 Remote Similarity NPD7447 Phase 1
0.6906 Remote Similarity NPD4359 Approved
0.6905 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6903 Remote Similarity NPD4380 Phase 2
0.6901 Remote Similarity NPD3537 Clinical (unspecified phase)
0.6899 Remote Similarity NPD6788 Approved
0.6899 Remote Similarity NPD290 Approved

Structure

External Identifiers

PubChem CID   14352170
ChEMBL   CHEMBL2204392
ZINC  

Physicochemical Properties

Molecular Weight:  432.21
ALogP:  -0.2989
MLogP:  3.33
XLogP:  3.08
# Rotatable Bonds:  16
Polar Surface Area:  64.61
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# 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