Natural Product: NPC143895

Natural Product ID:  NPC143895
Common Name:   Dihydroclusin Diacetate
IUPAC Name:   [(2R,3R)-3-(acetyloxymethyl)-2-(1,3-benzodioxol-5-ylmethyl)-4-(3,4,5-trimethoxyphenyl)butyl] acetate
Synonyms:  
Molecular Formula:   C26H32O9
Standard InCHIKey:  PGLVKIQODAEYPR-SFTDATJTSA-N
Standard InCHI:  InChI=1S/C26H32O9/c1-16(27)32-13-20(8-18-6-7-22-23(10-18)35-15-34-22)21(14-33-17(2)28)9-19-11-24(29-3)26(31-5)25(12-19)30-4/h6-7,10-12,20-21H,8-9,13-15H2,1-5H3/t20-,21-/m0/s1
Canonical SMILES:  COc1cc(C[C@H]([C@@H](Cc2ccc3c(c2)OCO3)COC(=O)C)COC(=O)C)cc(c1OC)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
NPO3925 Bursera microphylla Species Burseraceae Eukaryota Resin Bahía de Kino 2013-JAN PMID[25966052]
NPO12785 Bursera fagaroides Species Burseraceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 2500 nM 25966052
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 200 nM 25966052

  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 NPC143895 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
0.9695 High Similarity NPC11453
0.9343 High Similarity NPC326144
0.9338 High Similarity NPC287124
0.9318 High Similarity NPC136750
0.9318 High Similarity NPC266848
0.9313 High Similarity NPC192255
0.9275 High Similarity NPC318286
0.9275 High Similarity NPC327651
0.927 High Similarity NPC76415
0.927 High Similarity NPC218510
0.9242 High Similarity NPC72046
0.9242 High Similarity NPC65183
0.9242 High Similarity NPC261812
0.9209 High Similarity NPC321958
0.9209 High Similarity NPC321696
0.9203 High Similarity NPC141569
0.9203 High Similarity NPC477701
0.9203 High Similarity NPC166884
0.9197 High Similarity NPC151423
0.9197 High Similarity NPC210354
0.9197 High Similarity NPC40237
0.9197 High Similarity NPC176586
0.9179 High Similarity NPC189474
0.9179 High Similarity NPC148893
0.9179 High Similarity NPC25333
0.9179 High Similarity NPC236522
0.9179 High Similarity NPC49235
0.9173 High Similarity NPC1474
0.9173 High Similarity NPC196937
0.916 High Similarity NPC476748
0.9137 High Similarity NPC477702
0.913 High Similarity NPC474288
0.9111 High Similarity NPC121651
0.9104 High Similarity NPC31530
0.9091 High Similarity NPC307042
0.9091 High Similarity NPC79184
0.9078 High Similarity NPC327352
0.9078 High Similarity NPC477375
0.9078 High Similarity NPC252281
0.9078 High Similarity NPC198129
0.9077 High Similarity NPC88297
0.9077 High Similarity NPC285725
0.9077 High Similarity NPC112571
0.9077 High Similarity NPC186845
0.9077 High Similarity NPC50683
0.9077 High Similarity NPC9891
0.9071 High Similarity NPC212890
0.9065 High Similarity NPC177644
0.9065 High Similarity NPC218841
0.9065 High Similarity NPC475000
0.9065 High Similarity NPC92693
0.9065 High Similarity NPC191158
0.9044 High Similarity NPC185908
0.9044 High Similarity NPC283949
0.9037 High Similarity NPC44245
0.9037 High Similarity NPC211386
0.9037 High Similarity NPC150534
0.9037 High Similarity NPC72796
0.9014 High Similarity NPC477374
0.9014 High Similarity NPC477376
0.9014 High Similarity NPC322426
0.8986 High Similarity NPC312199
0.8978 High Similarity NPC113550
0.8958 High Similarity NPC475229
0.8958 High Similarity NPC302610
0.8958 High Similarity NPC477378
0.8955 High Similarity NPC7744
0.8951 High Similarity NPC316989
0.8944 High Similarity NPC316676
0.8944 High Similarity NPC325720
0.8939 High Similarity NPC165128
0.8939 High Similarity NPC210674
0.8939 High Similarity NPC328682
0.8939 High Similarity NPC281864
0.8939 High Similarity NPC57119
0.8939 High Similarity NPC158471
0.8939 High Similarity NPC222127
0.8939 High Similarity NPC54321
0.8939 High Similarity NPC226862
0.8939 High Similarity NPC82862
0.8936 High Similarity NPC193779
0.8913 High Similarity NPC56091
0.8913 High Similarity NPC46591
0.8913 High Similarity NPC226547
0.8905 High Similarity NPC196420
0.8905 High Similarity NPC865
0.8897 High Similarity NPC477377
0.8889 High Similarity NPC224472
0.8881 High Similarity NPC85141
0.8881 High Similarity NPC227160
0.8881 High Similarity NPC82111
0.8881 High Similarity NPC477698
0.8865 High Similarity NPC474158
0.8864 High Similarity NPC8050
0.8864 High Similarity NPC473093
0.8864 High Similarity NPC473092
0.8837 High Similarity NPC477886
0.8828 High Similarity NPC471154
0.8828 High Similarity NPC56184
0.8824 High Similarity NPC256776
0.8824 High Similarity NPC309744
0.8824 High Similarity NPC145722
0.8824 High Similarity NPC185680
0.8819 High Similarity NPC473989
0.8819 High Similarity NPC24425
0.8806 High Similarity NPC271208
0.8806 High Similarity NPC237169
0.8806 High Similarity NPC476399
0.8806 High Similarity NPC470624
0.8806 High Similarity NPC63574
0.8806 High Similarity NPC233224
0.8794 High Similarity NPC187774
0.8794 High Similarity NPC472712
0.8794 High Similarity NPC473046
0.8794 High Similarity NPC118385
0.8794 High Similarity NPC472713
0.8786 High Similarity NPC80326
0.8786 High Similarity NPC472562
0.8777 High Similarity NPC103448
0.8777 High Similarity NPC216434
0.8777 High Similarity NPC177868
0.8768 High Similarity NPC474039
0.8767 High Similarity NPC16791
0.8767 High Similarity NPC77237
0.8767 High Similarity NPC308739
0.8767 High Similarity NPC474606
0.8767 High Similarity NPC126405
0.8767 High Similarity NPC53669
0.8767 High Similarity NPC24562
0.8767 High Similarity NPC297271
0.8767 High Similarity NPC217708
0.8759 High Similarity NPC13985
0.8759 High Similarity NPC303519
0.8759 High Similarity NPC224941
0.8759 High Similarity NPC475756
0.8759 High Similarity NPC164082
0.8759 High Similarity NPC210642
0.8759 High Similarity NPC311430
0.875 High Similarity NPC293757
0.875 High Similarity NPC477695
0.875 High Similarity NPC145569
0.875 High Similarity NPC174512
0.875 High Similarity NPC668
0.875 High Similarity NPC216223
0.875 High Similarity NPC474965
0.8741 High Similarity NPC469698
0.8741 High Similarity NPC104024
0.8741 High Similarity NPC65574
0.8741 High Similarity NPC473412
0.8741 High Similarity NPC101755
0.8741 High Similarity NPC304687
0.8741 High Similarity NPC80230
0.8741 High Similarity NPC39657
0.8723 High Similarity NPC298317
0.8723 High Similarity NPC185071
0.8723 High Similarity NPC255566
0.8723 High Similarity NPC12728
0.8714 High Similarity NPC58137
0.8714 High Similarity NPC300798
0.8707 High Similarity NPC473425
0.8699 High Similarity NPC477699
0.8696 High Similarity NPC471988
0.8696 High Similarity NPC471719
0.8696 High Similarity NPC32189
0.8696 High Similarity NPC172818
0.8696 High Similarity NPC25695
0.8696 High Similarity NPC197166
0.8692 High Similarity NPC312713
0.8692 High Similarity NPC216929
0.8692 High Similarity NPC57268
0.8692 High Similarity NPC126935
0.8692 High Similarity NPC65933
0.8692 High Similarity NPC172676
0.869 High Similarity NPC149505
0.8686 High Similarity NPC67247
0.8682 High Similarity NPC344161
0.8681 High Similarity NPC262804
0.8681 High Similarity NPC102934
0.8681 High Similarity NPC270751
0.8681 High Similarity NPC252402
0.8681 High Similarity NPC40654
0.8676 High Similarity NPC16830
0.8676 High Similarity NPC158526
0.8676 High Similarity NPC129687
0.8676 High Similarity NPC33611
0.8676 High Similarity NPC171928
0.8676 High Similarity NPC100223
0.8662 High Similarity NPC50696
0.8657 High Similarity NPC474623
0.8657 High Similarity NPC474651
0.8652 High Similarity NPC474295
0.8652 High Similarity NPC311057
0.8652 High Similarity NPC174522
0.8652 High Similarity NPC472714
0.8652 High Similarity NPC5262
0.8649 High Similarity NPC238834
0.8649 High Similarity NPC476065
0.8643 High Similarity NPC284464
0.8636 High Similarity NPC34902
0.8636 High Similarity NPC18449

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC143895 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
0.855 High Similarity NPD3705 Approved
0.8514 High Similarity NPD37 Approved
0.8467 Intermediate Similarity NPD4967 Phase 2
0.8467 Intermediate Similarity NPD4965 Approved
0.8467 Intermediate Similarity NPD4966 Approved
0.8425 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.8355 Intermediate Similarity NPD6234 Discontinued
0.8247 Intermediate Similarity NPD7199 Phase 2
0.8188 Intermediate Similarity NPD3027 Phase 3
0.8141 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.814 Intermediate Similarity NPD5283 Phase 1
0.8101 Intermediate Similarity NPD7228 Approved
0.8074 Intermediate Similarity NPD2981 Phase 2
0.8015 Intermediate Similarity NPD2982 Phase 2
0.8015 Intermediate Similarity NPD2983 Phase 2
0.7973 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7914 Intermediate Similarity NPD3018 Phase 2
0.7901 Intermediate Similarity NPD7240 Approved
0.7808 Intermediate Similarity NPD7266 Discontinued
0.7763 Intermediate Similarity NPD1653 Approved
0.7718 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7639 Intermediate Similarity NPD1613 Approved
0.7639 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7632 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7606 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7597 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD3817 Phase 2
0.755 Intermediate Similarity NPD7124 Phase 2
0.7546 Intermediate Similarity NPD3818 Discontinued
0.7545 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7535 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD1357 Approved
0.75 Intermediate Similarity NPD5536 Phase 2
0.75 Intermediate Similarity NPD5494 Approved
0.7484 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD4908 Phase 1
0.7467 Intermediate Similarity NPD6674 Discontinued
0.7455 Intermediate Similarity NPD7074 Phase 3
0.7417 Intermediate Similarity NPD4110 Phase 3
0.7417 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD5563 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7397 Intermediate Similarity NPD4060 Phase 1
0.7396 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD7054 Approved
0.7391 Intermediate Similarity NPD5585 Approved
0.7388 Intermediate Similarity NPD5535 Approved
0.7383 Intermediate Similarity NPD3539 Phase 1
0.7383 Intermediate Similarity NPD2438 Suspended
0.7379 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD7473 Discontinued
0.7365 Intermediate Similarity NPD6111 Discontinued
0.7362 Intermediate Similarity NPD5242 Approved
0.7358 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7357 Intermediate Similarity NPD1610 Phase 2
0.7349 Intermediate Similarity NPD7472 Approved
0.7347 Intermediate Similarity NPD6355 Discontinued
0.7342 Intermediate Similarity NPD3382 Approved
0.7342 Intermediate Similarity NPD3384 Approved
0.7342 Intermediate Similarity NPD3383 Approved
0.7338 Intermediate Similarity NPD17 Approved
0.7333 Intermediate Similarity NPD1375 Discontinued
0.7333 Intermediate Similarity NPD3540 Phase 1
0.7312 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD7095 Approved
0.7301 Intermediate Similarity NPD6232 Discontinued
0.7279 Intermediate Similarity NPD2979 Phase 3
0.7273 Intermediate Similarity NPD1358 Approved
0.7266 Intermediate Similarity NPD5691 Approved
0.7262 Intermediate Similarity NPD7685 Pre-registration
0.725 Intermediate Similarity NPD5353 Approved
0.7248 Intermediate Similarity NPD7097 Phase 1
0.7233 Intermediate Similarity NPD1934 Approved
0.7232 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD7157 Approved
0.7222 Intermediate Similarity NPD919 Approved
0.7219 Intermediate Similarity NPD5762 Approved
0.7219 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD5763 Approved
0.7219 Intermediate Similarity NPD7808 Phase 3
0.7205 Intermediate Similarity NPD3882 Suspended
0.7197 Intermediate Similarity NPD3134 Approved
0.7195 Intermediate Similarity NPD7229 Phase 3
0.7188 Intermediate Similarity NPD7819 Suspended
0.7188 Intermediate Similarity NPD8455 Phase 2
0.7186 Intermediate Similarity NPD5844 Phase 1
0.7183 Intermediate Similarity NPD1608 Approved
0.7172 Intermediate Similarity NPD2861 Phase 2
0.717 Intermediate Similarity NPD6386 Approved
0.717 Intermediate Similarity NPD6385 Approved
0.7167 Intermediate Similarity NPD7680 Approved
0.7161 Intermediate Similarity NPD4357 Discontinued
0.716 Intermediate Similarity NPD6559 Discontinued
0.716 Intermediate Similarity NPD7251 Discontinued
0.7152 Intermediate Similarity NPD3926 Phase 2
0.7143 Intermediate Similarity NPD5111 Phase 2
0.7143 Intermediate Similarity NPD5110 Phase 2
0.7143 Intermediate Similarity NPD5109 Approved
0.7143 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD8127 Discontinued
0.7133 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD4359 Approved
0.7132 Intermediate Similarity NPD7843 Approved
0.7123 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7118 Intermediate Similarity NPD7549 Discontinued
0.7114 Intermediate Similarity NPD1933 Approved
0.7113 Intermediate Similarity NPD1281 Approved
0.7113 Intermediate Similarity NPD1091 Approved
0.7113 Intermediate Similarity NPD422 Phase 1
0.7107 Intermediate Similarity NPD7028 Phase 2
0.7103 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD6797 Phase 2
0.7097 Intermediate Similarity NPD5058 Phase 3
0.7097 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD4210 Discontinued
0.7086 Intermediate Similarity NPD3748 Approved
0.7086 Intermediate Similarity NPD4108 Discontinued
0.7081 Intermediate Similarity NPD2801 Approved
0.7081 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD7466 Approved
0.7071 Intermediate Similarity NPD1548 Phase 1
0.7067 Intermediate Similarity NPD6653 Approved
0.7059 Intermediate Similarity NPD228 Approved
0.7055 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD6799 Approved
0.7051 Intermediate Similarity NPD5297 Approved
0.7047 Intermediate Similarity NPD4140 Approved
0.7044 Intermediate Similarity NPD4005 Discontinued
0.7044 Intermediate Similarity NPD7261 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD6896 Approved
0.702 Intermediate Similarity NPD6895 Approved
0.7014 Intermediate Similarity NPD4749 Approved
0.7014 Intermediate Similarity NPD5327 Phase 3
0.7013 Intermediate Similarity NPD1652 Phase 2
0.7013 Intermediate Similarity NPD4237 Approved
0.7013 Intermediate Similarity NPD4236 Phase 3
0.7006 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6166 Phase 2
0.7 Intermediate Similarity NPD4675 Approved
0.7 Intermediate Similarity NPD5124 Phase 1
0.7 Intermediate Similarity NPD4678 Approved
0.7 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD230 Phase 1
0.7 Intermediate Similarity NPD3657 Discovery
0.7 Intermediate Similarity NPD6599 Discontinued
0.6993 Remote Similarity NPD1611 Approved
0.698 Remote Similarity NPD8032 Phase 2
0.698 Remote Similarity NPD6233 Phase 2
0.6975 Remote Similarity NPD1465 Phase 2
0.6975 Remote Similarity NPD2977 Approved
0.6975 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6975 Remote Similarity NPD2978 Approved
0.6974 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6974 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6972 Remote Similarity NPD4626 Approved
0.697 Remote Similarity NPD5677 Discontinued
0.6968 Remote Similarity NPD4628 Phase 3
0.6968 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6966 Remote Similarity NPD1283 Approved
0.6963 Remote Similarity NPD2684 Approved
0.6959 Remote Similarity NPD4625 Phase 3
0.6957 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6954 Remote Similarity NPD2492 Phase 1
0.6954 Remote Similarity NPD2653 Approved
0.6951 Remote Similarity NPD7075 Discontinued
0.6948 Remote Similarity NPD970 Clinical (unspecified phase)
0.6933 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6933 Remote Similarity NPD3620 Phase 2
0.6928 Remote Similarity NPD1247 Approved
0.6928 Remote Similarity NPD2531 Phase 2
0.6928 Remote Similarity NPD2796 Approved
0.6923 Remote Similarity NPD5005 Approved
0.6923 Remote Similarity NPD5006 Approved
0.6923 Remote Similarity NPD3847 Discontinued
0.6923 Remote Similarity NPD2219 Phase 1
0.6923 Remote Similarity NPD3496 Discontinued
0.6923 Remote Similarity NPD6190 Approved
0.6914 Remote Similarity NPD6841 Approved
0.6914 Remote Similarity NPD6842 Approved
0.6914 Remote Similarity NPD7945 Clinical (unspecified phase)
0.6914 Remote Similarity NPD6843 Phase 3
0.6913 Remote Similarity NPD6798 Discontinued
0.6912 Remote Similarity NPD3022 Approved
0.6912 Remote Similarity NPD3021 Approved
0.6905 Remote Similarity NPD4481 Phase 3
0.6901 Remote Similarity NPD1651 Approved
0.6899 Remote Similarity NPD2532 Approved
0.6899 Remote Similarity NPD2534 Approved
0.6899 Remote Similarity NPD3146 Approved
0.6899 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6899 Remote Similarity NPD3688 Clinical (unspecified phase)
0.6899 Remote Similarity NPD2533 Approved
0.6892 Remote Similarity NPD6832 Phase 2
0.6892 Remote Similarity NPD1008 Clinical (unspecified phase)
0.6887 Remote Similarity NPD4340 Discontinued
0.6882 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6875 Remote Similarity NPD3687 Approved

Structure

External Identifiers

PubChem CID   21600064
ChEMBL   CHEMBL3582088
ZINC  

Physicochemical Properties

Molecular Weight:  488.20
ALogP:  -0.5671
MLogP:  3.33
XLogP:  3.709
# Rotatable Bonds:  19
Polar Surface Area:  98.75
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  35

Download Data

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