Natural Product: NPC477881

Natural Product ID:  NPC477881
Common Name:   Tiegusanin E
IUPAC Name:  
Synonyms:   Tiegusanin E
Molecular Formula:   C36H42O10
Standard InCHIKey:  UHZVOOFMWZABRC-BHNQFKMUSA-N
Standard InCHI:  InChI=1S/C36H42O10/c1-8-9-11-16-26(37)46-31-20(2)36(3,39)29(30(38)21-14-12-10-13-15-21)22-17-24(40-4)32(41-5)34(42-6)27(22)28-23(31)18-25-33(35(28)43-7)45-19-44-25/h10,12-15,17-18,20,29,31,39H,8-9,11,16,19H2,1-7H3/t20-,29+,31+,36-/m0/s1
Canonical SMILES:  CCCCCC(=O)O[C@H]1c2cc3OCOc3c(c2c2c(OC)c(OC)c(cc2[C@@H]([C@@]([C@H]1C)(C)O)C(=O)c1ccccc1)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
NPO7850 Schisandra propinqua Species Schisandraceae Eukaryota aerial parts Erlang Mountain area of Sichuan Province, China 2007-SEP PMID[19413342]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Ratio CC50/EC50 = 4.1 19413342
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 28700 nM 19413342
NPT1452 Cell Line C8166 Homo sapiens CC50 = 118700 nM 19413342

  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 NPC477881 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
0.9876 High Similarity NPC477883
0.9817 High Similarity NPC477882
0.9817 High Similarity NPC477880
0.9627 High Similarity NPC477884
0.9568 High Similarity NPC83049
0.9568 High Similarity NPC118162
0.9568 High Similarity NPC320471
0.9441 High Similarity NPC319749
0.939 High Similarity NPC79322
0.9337 High Similarity NPC469506
0.9333 High Similarity NPC88557
0.9273 High Similarity NPC311912
0.9264 High Similarity NPC280778
0.9255 High Similarity NPC477885
0.9202 High Similarity NPC258322
0.9202 High Similarity NPC191352
0.9198 High Similarity NPC325122
0.9193 High Similarity NPC477380
0.9091 High Similarity NPC291977
0.9042 High Similarity NPC471180
0.903 High Similarity NPC469512
0.903 High Similarity NPC61141
0.903 High Similarity NPC473445
0.903 High Similarity NPC42797
0.9006 High Similarity NPC477377
0.8994 High Similarity NPC178737
0.8976 High Similarity NPC475865
0.8976 High Similarity NPC469518
0.8976 High Similarity NPC469475
0.8963 High Similarity NPC328122
0.8944 High Similarity NPC477378
0.8944 High Similarity NPC475229
0.8916 High Similarity NPC249070
0.8889 High Similarity NPC308739
0.8889 High Similarity NPC77237
0.8889 High Similarity NPC297271
0.8889 High Similarity NPC217708
0.8889 High Similarity NPC16791
0.8889 High Similarity NPC53669
0.8889 High Similarity NPC126405
0.8882 High Similarity NPC471181
0.8848 High Similarity NPC215400
0.8848 High Similarity NPC230531
0.8841 High Similarity NPC301897
0.8827 High Similarity NPC220577
0.882 High Similarity NPC316989
0.8795 High Similarity NPC474770
0.8788 High Similarity NPC475592
0.8773 High Similarity NPC24562
0.8773 High Similarity NPC474514
0.8765 High Similarity NPC224472
0.8758 High Similarity NPC477376
0.8758 High Similarity NPC322426
0.8758 High Similarity NPC477374
0.8743 High Similarity NPC209411
0.8743 High Similarity NPC35924
0.8743 High Similarity NPC199172
0.8743 High Similarity NPC239890
0.8735 High Similarity NPC125713
0.8721 High Similarity NPC474568
0.872 High Similarity NPC348849
0.872 High Similarity NPC178195
0.872 High Similarity NPC198461
0.8698 High Similarity NPC475738
0.8696 High Similarity NPC477375
0.8696 High Similarity NPC252281
0.8696 High Similarity NPC327352
0.8696 High Similarity NPC198129
0.8686 High Similarity NPC469371
0.8678 High Similarity NPC267549
0.8667 High Similarity NPC238834
0.8667 High Similarity NPC476065
0.865 High Similarity NPC62354
0.8647 High Similarity NPC174734
0.8647 High Similarity NPC474042
0.8621 High Similarity NPC196771
0.8621 High Similarity NPC472723
0.8621 High Similarity NPC67629
0.8621 High Similarity NPC79736
0.8614 High Similarity NPC469474
0.8614 High Similarity NPC473323
0.8613 High Similarity NPC88560
0.8613 High Similarity NPC172033
0.8613 High Similarity NPC175230
0.8606 High Similarity NPC473736
0.8606 High Similarity NPC312763
0.8605 High Similarity NPC212748
0.8605 High Similarity NPC180768
0.8598 High Similarity NPC104353
0.8596 High Similarity NPC65489
0.8588 High Similarity NPC231254
0.858 High Similarity NPC125991
0.858 High Similarity NPC76687
0.858 High Similarity NPC170203
0.8571 High Similarity NPC321696
0.8571 High Similarity NPC321958
0.8563 High Similarity NPC469354
0.8556 High Similarity NPC264302
0.8555 High Similarity NPC261254
0.8555 High Similarity NPC235575
0.8555 High Similarity NPC38438
0.8547 High Similarity NPC117911
0.8547 High Similarity NPC473202
0.8545 High Similarity NPC308555
0.8545 High Similarity NPC474606
0.8545 High Similarity NPC68882
0.8545 High Similarity NPC104728
0.8545 High Similarity NPC475141
0.8545 High Similarity NPC35544
0.8538 High Similarity NPC113093
0.8537 High Similarity NPC475460
0.8537 High Similarity NPC234152
0.8537 High Similarity NPC303519
0.8531 High Similarity NPC473883
0.8528 High Similarity NPC85141
0.8523 High Similarity NPC471030
0.8523 High Similarity NPC472726
0.8523 High Similarity NPC472725
0.8521 High Similarity NPC34376
0.8521 High Similarity NPC92589
0.8521 High Similarity NPC94155
0.8519 High Similarity NPC295297
0.8519 High Similarity NPC24257
0.8519 High Similarity NPC153620
0.8514 High Similarity NPC473713
0.8512 High Similarity NPC62518
0.8512 High Similarity NPC215375
0.8512 High Similarity NPC474043
0.8509 High Similarity NPC327651
0.8509 High Similarity NPC318286
0.8506 High Similarity NPC472993
0.8506 High Similarity NPC316539
0.8503 High Similarity NPC155063
0.8503 High Similarity NPC109765
0.8503 High Similarity NPC29727
0.8503 High Similarity NPC227062
0.85 High Similarity NPC201814
0.8497 Intermediate Similarity NPC204937
0.8497 Intermediate Similarity NPC149011
0.8497 Intermediate Similarity NPC476365
0.8494 Intermediate Similarity NPC273578
0.8494 Intermediate Similarity NPC57211
0.8494 Intermediate Similarity NPC478213
0.8494 Intermediate Similarity NPC473425
0.8492 Intermediate Similarity NPC475360
0.8492 Intermediate Similarity NPC260521
0.8492 Intermediate Similarity NPC469649
0.8488 Intermediate Similarity NPC42230
0.8488 Intermediate Similarity NPC116745
0.8488 Intermediate Similarity NPC150131
0.8485 Intermediate Similarity NPC151425
0.8485 Intermediate Similarity NPC267091
0.8485 Intermediate Similarity NPC471154
0.848 Intermediate Similarity NPC474647
0.848 Intermediate Similarity NPC474301
0.848 Intermediate Similarity NPC7752
0.848 Intermediate Similarity NPC475953
0.8475 Intermediate Similarity NPC53680
0.8475 Intermediate Similarity NPC208797
0.8471 Intermediate Similarity NPC478199
0.8471 Intermediate Similarity NPC472964
0.8471 Intermediate Similarity NPC414831
0.8471 Intermediate Similarity NPC116838
0.8471 Intermediate Similarity NPC22130
0.8471 Intermediate Similarity NPC469575
0.8466 Intermediate Similarity NPC472387
0.8466 Intermediate Similarity NPC477895
0.8466 Intermediate Similarity NPC325720
0.8466 Intermediate Similarity NPC469418
0.8466 Intermediate Similarity NPC316676
0.8466 Intermediate Similarity NPC304821
0.8466 Intermediate Similarity NPC241196
0.8462 Intermediate Similarity NPC239818
0.8462 Intermediate Similarity NPC78944
0.8462 Intermediate Similarity NPC472055
0.8462 Intermediate Similarity NPC218471
0.8462 Intermediate Similarity NPC96593
0.8462 Intermediate Similarity NPC299436
0.8457 Intermediate Similarity NPC146803
0.8457 Intermediate Similarity NPC296575
0.8457 Intermediate Similarity NPC213482
0.8452 Intermediate Similarity NPC207584
0.8452 Intermediate Similarity NPC108456
0.8452 Intermediate Similarity NPC222689
0.8452 Intermediate Similarity NPC258644
0.8452 Intermediate Similarity NPC35598
0.8452 Intermediate Similarity NPC167595
0.8452 Intermediate Similarity NPC474990
0.8452 Intermediate Similarity NPC202495
0.8452 Intermediate Similarity NPC19947
0.8448 Intermediate Similarity NPC223375
0.8448 Intermediate Similarity NPC67134
0.8448 Intermediate Similarity NPC475825
0.8448 Intermediate Similarity NPC47140
0.8447 Intermediate Similarity NPC326144
0.8447 Intermediate Similarity NPC474036
0.8444 Intermediate Similarity NPC240200
0.8444 Intermediate Similarity NPC290289
0.8444 Intermediate Similarity NPC223534
0.8444 Intermediate Similarity NPC158214

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477881 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
0.8696 High Similarity NPD6980 Clinical (unspecified phase)
0.8647 High Similarity NPD7473 Discontinued
0.8521 High Similarity NPD7199 Phase 2
0.8488 Intermediate Similarity NPD3818 Discontinued
0.8471 Intermediate Similarity NPD6232 Discontinued
0.8434 Intermediate Similarity NPD37 Approved
0.8421 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.8393 Intermediate Similarity NPD4965 Approved
0.8393 Intermediate Similarity NPD4967 Phase 2
0.8393 Intermediate Similarity NPD4966 Approved
0.8383 Intermediate Similarity NPD7819 Suspended
0.8333 Intermediate Similarity NPD5844 Phase 1
0.8294 Intermediate Similarity NPD6234 Discontinued
0.8286 Intermediate Similarity NPD7074 Phase 3
0.8229 Intermediate Similarity NPD7054 Approved
0.8225 Intermediate Similarity NPD3817 Phase 2
0.8212 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD7472 Approved
0.8177 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8176 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8171 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.8146 Intermediate Similarity NPD7808 Phase 3
0.814 Intermediate Similarity NPD5494 Approved
0.8107 Intermediate Similarity NPD1934 Approved
0.809 Intermediate Similarity NPD6559 Discontinued
0.8068 Intermediate Similarity NPD7228 Approved
0.8057 Intermediate Similarity NPD6166 Phase 2
0.8057 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8057 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8045 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8023 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7989 Intermediate Similarity NPD7251 Discontinued
0.7989 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7965 Intermediate Similarity NPD3882 Suspended
0.7953 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7953 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7933 Intermediate Similarity NPD6797 Phase 2
0.7919 Intermediate Similarity NPD3749 Approved
0.7919 Intermediate Similarity NPD7075 Discontinued
0.7907 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7889 Intermediate Similarity NPD7685 Pre-registration
0.7889 Intermediate Similarity NPD7240 Approved
0.7849 Intermediate Similarity NPD1465 Phase 2
0.7849 Intermediate Similarity NPD2801 Approved
0.7836 Intermediate Similarity NPD7411 Suspended
0.7833 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7802 Intermediate Similarity NPD8313 Approved
0.7802 Intermediate Similarity NPD8312 Approved
0.7797 Intermediate Similarity NPD3926 Phase 2
0.7784 Intermediate Similarity NPD6959 Discontinued
0.7778 Intermediate Similarity NPD4380 Phase 2
0.7772 Intermediate Similarity NPD8434 Phase 2
0.7771 Intermediate Similarity NPD919 Approved
0.7759 Intermediate Similarity NPD7768 Phase 2
0.7758 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7753 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7744 Intermediate Similarity NPD8151 Discontinued
0.7738 Intermediate Similarity NPD6799 Approved
0.7692 Intermediate Similarity NPD2533 Approved
0.7692 Intermediate Similarity NPD2534 Approved
0.7692 Intermediate Similarity NPD2532 Approved
0.7688 Intermediate Similarity NPD6801 Discontinued
0.7674 Intermediate Similarity NPD6599 Discontinued
0.7667 Intermediate Similarity NPD3751 Discontinued
0.764 Intermediate Similarity NPD3787 Discontinued
0.764 Intermediate Similarity NPD7229 Phase 3
0.7636 Intermediate Similarity NPD2796 Approved
0.7633 Intermediate Similarity NPD1511 Approved
0.7616 Intermediate Similarity NPD7458 Discontinued
0.7588 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD1510 Phase 2
0.756 Intermediate Similarity NPD3750 Approved
0.7545 Intermediate Similarity NPD1549 Phase 2
0.7544 Intermediate Similarity NPD1512 Approved
0.7543 Intermediate Similarity NPD8455 Phase 2
0.75 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5402 Approved
0.7487 Intermediate Similarity NPD7435 Discontinued
0.7486 Intermediate Similarity NPD1247 Approved
0.7486 Intermediate Similarity NPD8127 Discontinued
0.7485 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD3748 Approved
0.7449 Intermediate Similarity NPD7870 Phase 2
0.7449 Intermediate Similarity NPD7871 Phase 2
0.7439 Intermediate Similarity NPD1240 Approved
0.7423 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD3226 Approved
0.74 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD7783 Phase 2
0.7399 Intermediate Similarity NPD5403 Approved
0.7399 Intermediate Similarity NPD920 Approved
0.7398 Intermediate Similarity NPD7680 Approved
0.7398 Intermediate Similarity NPD7696 Phase 3
0.7398 Intermediate Similarity NPD7698 Approved
0.7398 Intermediate Similarity NPD7697 Approved
0.7394 Intermediate Similarity NPD8150 Discontinued
0.7394 Intermediate Similarity NPD1933 Approved
0.7384 Intermediate Similarity NPD5401 Approved
0.7384 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.738 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD1653 Approved
0.7353 Intermediate Similarity NPD4628 Phase 3
0.7353 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.735 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.735 Intermediate Similarity NPD7874 Approved
0.7349 Intermediate Similarity NPD1607 Approved
0.7347 Intermediate Similarity NPD5006 Approved
0.7347 Intermediate Similarity NPD5005 Approved
0.7333 Intermediate Similarity NPD6782 Approved
0.7333 Intermediate Similarity NPD6781 Approved
0.7333 Intermediate Similarity NPD6778 Approved
0.7333 Intermediate Similarity NPD6777 Approved
0.7333 Intermediate Similarity NPD6780 Approved
0.7333 Intermediate Similarity NPD6776 Approved
0.7333 Intermediate Similarity NPD6779 Approved
0.7321 Intermediate Similarity NPD2935 Discontinued
0.7317 Intermediate Similarity NPD3764 Approved
0.7314 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD6190 Approved
0.7308 Intermediate Similarity NPD5242 Approved
0.7303 Intermediate Similarity NPD5353 Approved
0.7294 Intermediate Similarity NPD1243 Approved
0.7291 Intermediate Similarity NPD7930 Approved
0.7289 Intermediate Similarity NPD230 Phase 1
0.7283 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD8320 Phase 1
0.7273 Intermediate Similarity NPD8319 Approved
0.7267 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD7701 Phase 2
0.7231 Intermediate Similarity NPD4420 Approved
0.7228 Intermediate Similarity NPD7801 Approved
0.7225 Intermediate Similarity NPD7390 Discontinued
0.7189 Intermediate Similarity NPD7799 Discontinued
0.7186 Intermediate Similarity NPD447 Suspended
0.7178 Intermediate Similarity NPD2798 Approved
0.7176 Intermediate Similarity NPD7266 Discontinued
0.7176 Intermediate Similarity NPD2346 Discontinued
0.7175 Intermediate Similarity NPD7028 Phase 2
0.7172 Intermediate Similarity NPD6823 Phase 2
0.716 Intermediate Similarity NPD2799 Discontinued
0.7158 Intermediate Similarity NPD5710 Approved
0.7158 Intermediate Similarity NPD5711 Approved
0.7157 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD7003 Approved
0.7143 Intermediate Similarity NPD6273 Approved
0.7143 Intermediate Similarity NPD7700 Phase 2
0.7143 Intermediate Similarity NPD7699 Phase 2
0.7135 Intermediate Similarity NPD6386 Approved
0.7135 Intermediate Similarity NPD6385 Approved
0.7126 Intermediate Similarity NPD943 Approved
0.7118 Intermediate Similarity NPD1551 Phase 2
0.7118 Intermediate Similarity NPD6100 Approved
0.7118 Intermediate Similarity NPD6099 Approved
0.7105 Intermediate Similarity NPD8407 Phase 2
0.7093 Intermediate Similarity NPD6674 Discontinued
0.7092 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD6832 Phase 2
0.7083 Intermediate Similarity NPD6355 Discontinued
0.7081 Intermediate Similarity NPD3705 Approved
0.7081 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7077 Intermediate Similarity NPD6534 Approved
0.7077 Intermediate Similarity NPD6535 Approved
0.7076 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD2344 Approved
0.7065 Intermediate Similarity NPD7999 Approved
0.7059 Intermediate Similarity NPD7033 Discontinued
0.7059 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD3027 Phase 3
0.7047 Intermediate Similarity NPD4287 Approved
0.7037 Intermediate Similarity NPD8368 Discontinued
0.7018 Intermediate Similarity NPD2438 Suspended
0.7018 Intermediate Similarity NPD5405 Approved
0.7018 Intermediate Similarity NPD5404 Approved
0.7018 Intermediate Similarity NPD5406 Approved
0.7018 Intermediate Similarity NPD5408 Approved
0.7006 Intermediate Similarity NPD6798 Discontinued
0.7005 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7549 Discontinued
0.6994 Remote Similarity NPD2800 Approved
0.6989 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6984 Remote Similarity NPD5953 Discontinued
0.6971 Remote Similarity NPD8404 Phase 2
0.6968 Remote Similarity NPD7286 Phase 2
0.6961 Remote Similarity NPD5761 Phase 2
0.6961 Remote Similarity NPD5760 Phase 2
0.6959 Remote Similarity NPD651 Clinical (unspecified phase)
0.6954 Remote Similarity NPD4110 Phase 3
0.6954 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6954 Remote Similarity NPD8166 Discontinued
0.6946 Remote Similarity NPD7584 Approved
0.6941 Remote Similarity NPD6651 Approved
0.694 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6933 Remote Similarity NPD1608 Approved
0.6923 Remote Similarity NPD1613 Approved
0.6923 Remote Similarity NPD1612 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   45270921
ChEMBL   CHEMBL563299
ZINC  

Physicochemical Properties

Molecular Weight:  634.28
ALogP:  -2.0101
MLogP:  4.32
XLogP:  6.469
# Rotatable Bonds:  20
Polar Surface Area:  118.98
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  46

Download Data

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