Natural Product: NPC477879

Natural Product ID:  NPC477879
Common Name:   Tiegusanin A
IUPAC Name:  
Synonyms:   Tiegusanin A
Molecular Formula:   C28H38O8
Standard InCHIKey:  SFDFKVFHUAVDKD-QJMSVETLSA-N
Standard InCHI:  InChI=1S/C28H38O8/c1-10-14(2)28(30)36-27-21-17(12-19(31-5)25(27)34-8)11-15(3)16(4)23(29)18-13-20(32-6)24(33-7)26(35-9)22(18)21/h12-16,23,29H,10-11H2,1-9H3/t14-,15+,16+,23+/m0/s1
Canonical SMILES:  CC[C@@H](C(=O)Oc1c(OC)c(OC)cc2c1c1c(cc(c(c1OC)OC)OC)[C@@H]([C@@H]([C@@H](C2)C)C)O)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
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
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 29800 nM 19413342
NPT1452 Cell Line C8166 Homo sapiens CC50 > 200000 nM 19413342
NPT2 Others Unspecified Ratio CC50/EC50 > 6.7 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 NPC477879 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
0.972 High Similarity NPC477381
0.9653 High Similarity NPC477379
0.9589 High Similarity NPC473425
0.9521 High Similarity NPC149735
0.9441 High Similarity NPC474054
0.9375 High Similarity NPC183083
0.9375 High Similarity NPC137352
0.9329 High Similarity NPC473323
0.9301 High Similarity NPC87883
0.9286 High Similarity NPC865
0.9247 High Similarity NPC474347
0.9247 High Similarity NPC474393
0.9241 High Similarity NPC295297
0.9184 High Similarity NPC470916
0.9178 High Similarity NPC325720
0.9178 High Similarity NPC316676
0.915 High Similarity NPC249070
0.9128 High Similarity NPC474606
0.9128 High Similarity NPC24562
0.9073 High Similarity NPC29727
0.906 High Similarity NPC471154
0.9054 High Similarity NPC473989
0.9041 High Similarity NPC321696
0.9041 High Similarity NPC321958
0.902 High Similarity NPC63061
0.9007 High Similarity NPC238834
0.8993 High Similarity NPC475756
0.8973 High Similarity NPC327651
0.8973 High Similarity NPC318286
0.8951 High Similarity NPC471183
0.8944 High Similarity NPC471719
0.894 High Similarity NPC312763
0.8936 High Similarity NPC309744
0.8904 High Similarity NPC326144
0.8882 High Similarity NPC476065
0.8881 High Similarity NPC301765
0.8881 High Similarity NPC86605
0.8881 High Similarity NPC46277
0.8881 High Similarity NPC3072
0.8881 High Similarity NPC156948
0.8874 High Similarity NPC297271
0.8874 High Similarity NPC308739
0.8874 High Similarity NPC53669
0.8874 High Similarity NPC126405
0.8874 High Similarity NPC16791
0.8874 High Similarity NPC476154
0.8874 High Similarity NPC77237
0.8874 High Similarity NPC475141
0.8874 High Similarity NPC217708
0.8867 High Similarity NPC224472
0.8857 High Similarity NPC141493
0.8857 High Similarity NPC184928
0.8836 High Similarity NPC324962
0.8836 High Similarity NPC218510
0.8836 High Similarity NPC76415
0.8831 High Similarity NPC328122
0.8816 High Similarity NPC473736
0.8811 High Similarity NPC133025
0.88 High Similarity NPC316989
0.8794 High Similarity NPC102256
0.8792 High Similarity NPC252281
0.8792 High Similarity NPC327352
0.8792 High Similarity NPC198129
0.8792 High Similarity NPC477375
0.8767 High Similarity NPC36531
0.8767 High Similarity NPC229172
0.8767 High Similarity NPC103637
0.8767 High Similarity NPC230538
0.8766 High Similarity NPC475592
0.8758 High Similarity NPC155015
0.8758 High Similarity NPC142479
0.8741 High Similarity NPC311430
0.8741 High Similarity NPC224941
0.8733 High Similarity NPC477376
0.8733 High Similarity NPC477374
0.8733 High Similarity NPC322426
0.8716 High Similarity NPC475868
0.8707 High Similarity NPC469630
0.8693 High Similarity NPC7178
0.8693 High Similarity NPC62903
0.8693 High Similarity NPC198461
0.8671 High Similarity NPC289258
0.8671 High Similarity NPC56764
0.8671 High Similarity NPC555
0.8671 High Similarity NPC469659
0.8671 High Similarity NPC206737
0.8671 High Similarity NPC7515
0.8671 High Similarity NPC276026
0.8671 High Similarity NPC188378
0.8667 High Similarity NPC304821
0.8662 High Similarity NPC42797
0.8662 High Similarity NPC473445
0.8654 High Similarity NPC119910
0.8652 High Similarity NPC79184
0.8652 High Similarity NPC307042
0.8652 High Similarity NPC476399
0.8652 High Similarity NPC469614
0.8652 High Similarity NPC469612
0.8649 High Similarity NPC18211
0.8649 High Similarity NPC172171
0.8649 High Similarity NPC239254
0.8649 High Similarity NPC143092
0.8643 High Similarity NPC283114
0.8643 High Similarity NPC149008
0.8643 High Similarity NPC207702
0.8627 High Similarity NPC65591
0.8627 High Similarity NPC178574
0.8621 High Similarity NPC105493
0.8621 High Similarity NPC477938
0.8618 High Similarity NPC303519
0.8611 High Similarity NPC240279
0.8611 High Similarity NPC55239
0.8611 High Similarity NPC180602
0.8611 High Similarity NPC214853
0.8609 High Similarity NPC113790
0.8609 High Similarity NPC85141
0.8608 High Similarity NPC291977
0.8592 High Similarity NPC469625
0.8592 High Similarity NPC469613
0.8592 High Similarity NPC30043
0.8591 High Similarity NPC197352
0.8591 High Similarity NPC166506
0.8591 High Similarity NPC110763
0.8591 High Similarity NPC189239
0.8591 High Similarity NPC125617
0.859 High Similarity NPC215400
0.859 High Similarity NPC230531
0.8581 High Similarity NPC469474
0.8571 High Similarity NPC311530
0.8562 High Similarity NPC471388
0.8562 High Similarity NPC302610
0.8544 High Similarity NPC192258
0.8544 High Similarity NPC476200
0.8543 High Similarity NPC187398
0.8543 High Similarity NPC476348
0.8526 High Similarity NPC207584
0.8526 High Similarity NPC19947
0.8523 High Similarity NPC121661
0.8523 High Similarity NPC73467
0.8514 High Similarity NPC131971
0.8514 High Similarity NPC287124
0.8511 High Similarity NPC210674
0.8511 High Similarity NPC474651
0.8511 High Similarity NPC474623
0.8506 High Similarity NPC477377
0.8506 High Similarity NPC473236
0.8506 High Similarity NPC245948
0.8503 High Similarity NPC266197
0.8503 High Similarity NPC109240
0.8503 High Similarity NPC291101
0.8493 Intermediate Similarity NPC281780
0.8483 Intermediate Similarity NPC61946
0.8483 Intermediate Similarity NPC260898
0.8483 Intermediate Similarity NPC47398
0.8483 Intermediate Similarity NPC234333
0.8481 Intermediate Similarity NPC109061
0.8477 Intermediate Similarity NPC97937
0.8477 Intermediate Similarity NPC476347
0.8477 Intermediate Similarity NPC275125
0.8477 Intermediate Similarity NPC178129
0.8477 Intermediate Similarity NPC170239
0.8477 Intermediate Similarity NPC15577
0.8472 Intermediate Similarity NPC263064
0.8472 Intermediate Similarity NPC475840
0.8471 Intermediate Similarity NPC241600
0.8471 Intermediate Similarity NPC173726
0.8467 Intermediate Similarity NPC181615
0.8462 Intermediate Similarity NPC477380
0.8462 Intermediate Similarity NPC309787
0.8462 Intermediate Similarity NPC32373
0.8462 Intermediate Similarity NPC237946
0.8462 Intermediate Similarity NPC165483
0.8456 Intermediate Similarity NPC470811
0.8456 Intermediate Similarity NPC477697
0.8456 Intermediate Similarity NPC477696
0.8452 Intermediate Similarity NPC348849
0.8452 Intermediate Similarity NPC178195
0.8451 Intermediate Similarity NPC285339
0.8451 Intermediate Similarity NPC222004
0.8451 Intermediate Similarity NPC3439
0.8451 Intermediate Similarity NPC470258
0.8451 Intermediate Similarity NPC202582
0.8451 Intermediate Similarity NPC210623
0.8451 Intermediate Similarity NPC190629
0.8451 Intermediate Similarity NPC218856
0.8451 Intermediate Similarity NPC273295
0.8451 Intermediate Similarity NPC226788
0.8446 Intermediate Similarity NPC263261
0.8446 Intermediate Similarity NPC471389
0.8446 Intermediate Similarity NPC87725
0.8442 Intermediate Similarity NPC475229
0.8442 Intermediate Similarity NPC477378
0.844 Intermediate Similarity NPC242032
0.8438 Intermediate Similarity NPC222531
0.8435 Intermediate Similarity NPC201404
0.8435 Intermediate Similarity NPC114171
0.8435 Intermediate Similarity NPC290714
0.8435 Intermediate Similarity NPC22517
0.8435 Intermediate Similarity NPC53722
0.8435 Intermediate Similarity NPC6300

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477879 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
0.8506 High Similarity NPD37 Approved
0.8462 Intermediate Similarity NPD4967 Phase 2
0.8462 Intermediate Similarity NPD4965 Approved
0.8462 Intermediate Similarity NPD4966 Approved
0.8282 Intermediate Similarity NPD5844 Phase 1
0.825 Intermediate Similarity NPD7199 Phase 2
0.8239 Intermediate Similarity NPD6234 Discontinued
0.8194 Intermediate Similarity NPD3027 Phase 3
0.8151 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8151 Intermediate Similarity NPD1613 Approved
0.811 Intermediate Similarity NPD7228 Approved
0.8037 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.8014 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD1465 Phase 2
0.7939 Intermediate Similarity NPD7473 Discontinued
0.7931 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD4060 Phase 1
0.7898 Intermediate Similarity NPD1653 Approved
0.7885 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7877 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7866 Intermediate Similarity NPD6232 Discontinued
0.7826 Intermediate Similarity NPD3817 Phase 2
0.7812 Intermediate Similarity NPD1934 Approved
0.7811 Intermediate Similarity NPD7240 Approved
0.7764 Intermediate Similarity NPD7819 Suspended
0.7755 Intermediate Similarity NPD4908 Phase 1
0.7733 Intermediate Similarity NPD6355 Discontinued
0.7727 Intermediate Similarity NPD6674 Discontinued
0.7712 Intermediate Similarity NPD5763 Approved
0.7712 Intermediate Similarity NPD5762 Approved
0.7697 Intermediate Similarity NPD8127 Discontinued
0.7692 Intermediate Similarity NPD7074 Phase 3
0.7665 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD6166 Phase 2
0.7665 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD7229 Phase 3
0.7639 Intermediate Similarity NPD1610 Phase 2
0.7633 Intermediate Similarity NPD7054 Approved
0.7616 Intermediate Similarity NPD5124 Phase 1
0.7616 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7588 Intermediate Similarity NPD7472 Approved
0.7584 Intermediate Similarity NPD4625 Phase 3
0.7574 Intermediate Similarity NPD3818 Discontinued
0.7568 Intermediate Similarity NPD3018 Phase 2
0.7564 Intermediate Similarity NPD3750 Approved
0.7564 Intermediate Similarity NPD4110 Phase 3
0.7564 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7564 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7548 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD2801 Approved
0.7544 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7533 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD6099 Approved
0.7532 Intermediate Similarity NPD6100 Approved
0.7531 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD422 Phase 1
0.7515 Intermediate Similarity NPD7075 Discontinued
0.75 Intermediate Similarity NPD1652 Phase 2
0.75 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD7095 Approved
0.7457 Intermediate Similarity NPD7808 Phase 3
0.7457 Intermediate Similarity NPD7549 Discontinued
0.7457 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD3882 Suspended
0.7452 Intermediate Similarity NPD4628 Phase 3
0.7451 Intermediate Similarity NPD6653 Approved
0.745 Intermediate Similarity NPD2861 Phase 2
0.7439 Intermediate Similarity NPD8455 Phase 2
0.7439 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD4140 Approved
0.7432 Intermediate Similarity NPD2797 Approved
0.7425 Intermediate Similarity NPD5494 Approved
0.7419 Intermediate Similarity NPD2438 Suspended
0.7417 Intermediate Similarity NPD6798 Discontinued
0.7415 Intermediate Similarity NPD2983 Phase 2
0.7415 Intermediate Similarity NPD4749 Approved
0.7415 Intermediate Similarity NPD2982 Phase 2
0.741 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD7097 Phase 1
0.7399 Intermediate Similarity NPD7251 Discontinued
0.7397 Intermediate Similarity NPD3705 Approved
0.7394 Intermediate Similarity NPD5402 Approved
0.7389 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD6959 Discontinued
0.7378 Intermediate Similarity NPD6801 Discontinued
0.7376 Intermediate Similarity NPD5283 Phase 1
0.7372 Intermediate Similarity NPD7266 Discontinued
0.7361 Intermediate Similarity NPD1548 Phase 1
0.7358 Intermediate Similarity NPD6666 Approved
0.7358 Intermediate Similarity NPD6667 Approved
0.7355 Intermediate Similarity NPD3748 Approved
0.7355 Intermediate Similarity NPD7033 Discontinued
0.7349 Intermediate Similarity NPD7768 Phase 2
0.7347 Intermediate Similarity NPD1608 Approved
0.7347 Intermediate Similarity NPD2981 Phase 2
0.7346 Intermediate Similarity NPD3686 Approved
0.7346 Intermediate Similarity NPD3687 Approved
0.7341 Intermediate Similarity NPD6797 Phase 2
0.7337 Intermediate Similarity NPD3787 Discontinued
0.7329 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD1511 Approved
0.7312 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD6799 Approved
0.7308 Intermediate Similarity NPD6032 Approved
0.7305 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD7985 Registered
0.7303 Intermediate Similarity NPD3268 Approved
0.7301 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD6559 Discontinued
0.7289 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD5403 Approved
0.7279 Intermediate Similarity NPD1611 Approved
0.7273 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD447 Suspended
0.7268 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD2534 Approved
0.7267 Intermediate Similarity NPD2533 Approved
0.7267 Intermediate Similarity NPD2532 Approved
0.7262 Intermediate Similarity NPD919 Approved
0.7261 Intermediate Similarity NPD6002 Phase 3
0.7261 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD6004 Phase 3
0.7261 Intermediate Similarity NPD6005 Phase 3
0.7261 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD6599 Discontinued
0.7256 Intermediate Similarity NPD4380 Phase 2
0.7255 Intermediate Similarity NPD6233 Phase 2
0.7248 Intermediate Similarity NPD1283 Approved
0.7233 Intermediate Similarity NPD3892 Phase 2
0.7232 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD1512 Approved
0.7212 Intermediate Similarity NPD7411 Suspended
0.7208 Intermediate Similarity NPD2979 Phase 3
0.7208 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD3620 Phase 2
0.7207 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD4005 Discontinued
0.7195 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7192 Intermediate Similarity NPD5585 Approved
0.719 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD6190 Approved
0.7181 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD3751 Discontinued
0.7162 Intermediate Similarity NPD1091 Approved
0.7161 Intermediate Similarity NPD230 Phase 1
0.716 Intermediate Similarity NPD5401 Approved
0.716 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD7157 Approved
0.7152 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD6843 Phase 3
0.7151 Intermediate Similarity NPD6842 Approved
0.7151 Intermediate Similarity NPD6841 Approved
0.7143 Intermediate Similarity NPD17 Approved
0.7143 Intermediate Similarity NPD1778 Approved
0.7143 Intermediate Similarity NPD4626 Approved
0.7133 Intermediate Similarity NPD3225 Approved
0.7126 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD6273 Approved
0.7112 Intermediate Similarity NPD7680 Approved
0.7107 Intermediate Similarity NPD1549 Phase 2
0.7101 Intermediate Similarity NPD3749 Approved
0.7099 Intermediate Similarity NPD4357 Discontinued
0.7095 Intermediate Similarity NPD8434 Phase 2
0.7095 Intermediate Similarity NPD3496 Discontinued
0.7093 Intermediate Similarity NPD3926 Phase 2
0.7091 Intermediate Similarity NPD3226 Approved
0.7089 Intermediate Similarity NPD2935 Discontinued
0.7089 Intermediate Similarity NPD1551 Phase 2
0.7089 Intermediate Similarity NPD4477 Approved
0.7089 Intermediate Similarity NPD2796 Approved
0.7089 Intermediate Similarity NPD4476 Approved
0.7083 Intermediate Similarity NPD5353 Approved
0.7081 Intermediate Similarity NPD2677 Approved
0.7081 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD5691 Approved
0.7067 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD7843 Approved
0.7063 Intermediate Similarity NPD5535 Approved
0.7059 Intermediate Similarity NPD6832 Phase 2
0.7059 Intermediate Similarity NPD5709 Phase 3
0.7055 Intermediate Similarity NPD5536 Phase 2
0.7055 Intermediate Similarity NPD7446 Clinical (unspecified phase)
0.7052 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD5735 Approved
0.7048 Intermediate Similarity NPD4678 Approved
0.7048 Intermediate Similarity NPD4675 Approved
0.7047 Intermediate Similarity NPD1281 Approved
0.7044 Intermediate Similarity NPD3540 Phase 1
0.7032 Intermediate Similarity NPD8032 Phase 2
0.7032 Intermediate Similarity NPD4062 Phase 3
0.7022 Intermediate Similarity NPD8313 Approved
0.7022 Intermediate Similarity NPD8312 Approved

Structure

External Identifiers

PubChem CID   45271763
ChEMBL   CHEMBL550112
ZINC  

Physicochemical Properties

Molecular Weight:  502.26
ALogP:  -0.2147
MLogP:  3.66
XLogP:  4.018
# Rotatable Bonds:  19
Polar Surface Area:  92.68
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  36

Download Data

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