Natural Product: NPC191352

Natural Product ID:  NPC191352
Common Name:   Interiotherin A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C29H28O8
Standard InCHIKey:  MBGKPRSARHEFAG-CCHLGUQTSA-N
Standard InCHI:  InChI=1S/C29H28O8/c1-15-10-18-11-20-25(35-13-33-20)27(31-3)22(18)23-19(12-21-26(28(23)32-4)36-14-34-21)24(16(15)2)37-29(30)17-8-6-5-7-9-17/h5-9,11-12,15-16,24H,10,13-14H2,1-4H3/t15-,16-,24+/m0/s1
Canonical SMILES:  COc1c2OCOc2cc2c1c1c(C[C@@H]([C@@H]([C@H]2OC(=O)c2ccccc2)C)C)cc2c(c1OC)OCO2
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
NPO14102 Kadsura interior Species Schisandraceae Eukaryota PMID[12350139]
NPO14102 Kadsura interior Species Schisandraceae Eukaryota Stems PMID[8946749]
NPO7385 Schisandra sphenanthera Species Schisandraceae Eukaryota TM-MC*
NPO14102 Kadsura interior Species Schisandraceae Eukaryota TCMID*

  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 IC50 = 41 ug/ml 8946749
NPT759 Cell Line H9 Homo sapiens EC50 = 3.1 ug/ml 8946749
NPT2 Others Unspecified Activity = 18.3 % 12350139
NPT2 Others Unspecified Activity = 60.1 % 12350139
NPT2 Others Unspecified Activity = 85.7 % 12350139
NPT2 Others Unspecified Activity = 100 % 12350139
NPT80 Cell Line Raji Homo sapiens Activity = 60 % 12350139

  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 NPC191352 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 NPC258322
0.974 High Similarity NPC319749
0.9682 High Similarity NPC79322
0.9677 High Similarity NPC280778
0.9554 High Similarity NPC477884
0.9494 High Similarity NPC320471
0.9494 High Similarity NPC83049
0.9494 High Similarity NPC118162
0.9477 High Similarity NPC348849
0.9477 High Similarity NPC178195
0.9434 High Similarity NPC311912
0.9375 High Similarity NPC88557
0.9359 High Similarity NPC325122
0.9286 High Similarity NPC477377
0.9281 High Similarity NPC303519
0.9276 High Similarity NPC85141
0.9236 High Similarity NPC474043
0.9231 High Similarity NPC477380
0.9221 High Similarity NPC477378
0.9221 High Similarity NPC475229
0.9202 High Similarity NPC477881
0.9182 High Similarity NPC61141
0.9172 High Similarity NPC477885
0.9108 High Similarity NPC115123
0.9108 High Similarity NPC239113
0.9097 High Similarity NPC104353
0.9091 High Similarity NPC316989
0.9085 High Similarity NPC198129
0.9085 High Similarity NPC477375
0.9085 High Similarity NPC327352
0.9085 High Similarity NPC252281
0.908 High Similarity NPC477883
0.9045 High Similarity NPC234730
0.9036 High Similarity NPC477880
0.9036 High Similarity NPC477882
0.9032 High Similarity NPC210642
0.9032 High Similarity NPC13985
0.9026 High Similarity NPC477376
0.9026 High Similarity NPC322426
0.9026 High Similarity NPC477374
0.9012 High Similarity NPC174734
0.9012 High Similarity NPC474042
0.9006 High Similarity NPC475865
0.8994 High Similarity NPC125713
0.8981 High Similarity NPC198461
0.8981 High Similarity NPC273578
0.8981 High Similarity NPC312763
0.8974 High Similarity NPC220577
0.8968 High Similarity NPC149505
0.8954 High Similarity NPC321958
0.8954 High Similarity NPC321696
0.8944 High Similarity NPC473445
0.8944 High Similarity NPC42797
0.8944 High Similarity NPC249070
0.8938 High Similarity NPC474770
0.8938 High Similarity NPC78944
0.8931 High Similarity NPC19600
0.8909 High Similarity NPC469506
0.8902 High Similarity NPC117911
0.8896 High Similarity NPC471923
0.8889 High Similarity NPC291977
0.8889 High Similarity NPC327651
0.8889 High Similarity NPC318286
0.8882 High Similarity NPC209411
0.8882 High Similarity NPC76415
0.8882 High Similarity NPC239890
0.8882 High Similarity NPC218510
0.8875 High Similarity NPC230531
0.8875 High Similarity NPC215400
0.8875 High Similarity NPC328122
0.8868 High Similarity NPC301897
0.8868 High Similarity NPC473900
0.8855 High Similarity NPC474568
0.8841 High Similarity NPC473531
0.8841 High Similarity NPC475453
0.8827 High Similarity NPC22130
0.8827 High Similarity NPC116838
0.8824 High Similarity NPC475000
0.8824 High Similarity NPC326144
0.882 High Similarity NPC96593
0.8812 High Similarity NPC207584
0.8812 High Similarity NPC19947
0.8797 High Similarity NPC53669
0.8797 High Similarity NPC77237
0.8797 High Similarity NPC474514
0.8797 High Similarity NPC217708
0.8797 High Similarity NPC297271
0.8797 High Similarity NPC308739
0.8797 High Similarity NPC24562
0.8797 High Similarity NPC16791
0.8797 High Similarity NPC126405
0.8795 High Similarity NPC178737
0.8774 High Similarity NPC304687
0.8774 High Similarity NPC80230
0.8774 High Similarity NPC101755
0.8774 High Similarity NPC104024
0.8774 High Similarity NPC65574
0.8766 High Similarity NPC474158
0.8765 High Similarity NPC15212
0.8765 High Similarity NPC288149
0.875 High Similarity NPC32373
0.875 High Similarity NPC237946
0.875 High Similarity NPC196771
0.8742 High Similarity NPC54179
0.8727 High Similarity NPC471180
0.8726 High Similarity NPC473989
0.8718 High Similarity NPC262804
0.8718 High Similarity NPC40654
0.871 High Similarity NPC193779
0.871 High Similarity NPC87295
0.8701 High Similarity NPC474036
0.8693 High Similarity NPC40237
0.8693 High Similarity NPC176586
0.8693 High Similarity NPC210354
0.8693 High Similarity NPC151423
0.8688 High Similarity NPC238834
0.8688 High Similarity NPC476065
0.8683 High Similarity NPC471921
0.8683 High Similarity NPC292712
0.8683 High Similarity NPC473697
0.8683 High Similarity NPC474075
0.8683 High Similarity NPC471922
0.8683 High Similarity NPC129930
0.8683 High Similarity NPC471920
0.8683 High Similarity NPC312006
0.8683 High Similarity NPC20114
0.8683 High Similarity NPC114550
0.8679 High Similarity NPC308555
0.8671 High Similarity NPC224472
0.8662 High Similarity NPC127827
0.8662 High Similarity NPC177476
0.8662 High Similarity NPC262455
0.8636 High Similarity NPC474288
0.8634 High Similarity NPC473323
0.8631 High Similarity NPC184624
0.8616 High Similarity NPC118332
0.8614 High Similarity NPC42230
0.8608 High Similarity NPC475722
0.8606 High Similarity NPC475953
0.8599 High Similarity NPC325720
0.8599 High Similarity NPC316676
0.8598 High Similarity NPC198796
0.8589 High Similarity NPC119910
0.8589 High Similarity NPC268718
0.8589 High Similarity NPC91634
0.8589 High Similarity NPC150943
0.8581 High Similarity NPC92693
0.8581 High Similarity NPC218841
0.8581 High Similarity NPC18211
0.8581 High Similarity NPC191158
0.8581 High Similarity NPC143092
0.8581 High Similarity NPC177644
0.858 High Similarity NPC181168
0.858 High Similarity NPC475592
0.858 High Similarity NPC163527
0.858 High Similarity NPC115281
0.8571 High Similarity NPC117154
0.8571 High Similarity NPC254163
0.8571 High Similarity NPC471181
0.8562 High Similarity NPC245948
0.8562 High Similarity NPC474606
0.8553 High Similarity NPC475756
0.8545 High Similarity NPC469475
0.8545 High Similarity NPC469518
0.8537 High Similarity NPC152424
0.8537 High Similarity NPC100465
0.8519 High Similarity NPC261484
0.8509 High Similarity NPC473425
0.8503 High Similarity NPC474948
0.85 High Similarity NPC56184
0.85 High Similarity NPC476434
0.85 High Similarity NPC471154
0.8494 Intermediate Similarity NPC222531
0.8494 Intermediate Similarity NPC474647
0.8487 Intermediate Similarity NPC32189
0.8487 Intermediate Similarity NPC11453
0.8481 Intermediate Similarity NPC304821
0.848 Intermediate Similarity NPC35266
0.8476 Intermediate Similarity NPC470637
0.8471 Intermediate Similarity NPC193377
0.8466 Intermediate Similarity NPC474990
0.8462 Intermediate Similarity NPC38438
0.8447 Intermediate Similarity NPC68882
0.8447 Intermediate Similarity NPC475141
0.8442 Intermediate Similarity NPC216434
0.8442 Intermediate Similarity NPC103448
0.8438 Intermediate Similarity NPC477700
0.8438 Intermediate Similarity NPC32079
0.8438 Intermediate Similarity NPC474975
0.8434 Intermediate Similarity NPC14294
0.8434 Intermediate Similarity NPC116759
0.8431 Intermediate Similarity NPC865
0.843 Intermediate Similarity NPC161609
0.843 Intermediate Similarity NPC275690
0.8428 Intermediate Similarity NPC477698
0.8428 Intermediate Similarity NPC24193
0.8424 Intermediate Similarity NPC115624
0.8421 Intermediate Similarity NPC473713
0.8421 Intermediate Similarity NPC472723
0.8418 Intermediate Similarity NPC24257

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC191352 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
0.8839 High Similarity NPD6980 Clinical (unspecified phase)
0.875 High Similarity NPD4967 Phase 2
0.875 High Similarity NPD4966 Approved
0.875 High Similarity NPD4965 Approved
0.8642 High Similarity NPD6234 Discontinued
0.8562 High Similarity NPD37 Approved
0.8537 High Similarity NPD7199 Phase 2
0.8434 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.8284 Intermediate Similarity NPD7228 Approved
0.8235 Intermediate Similarity NPD5844 Phase 1
0.8176 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.8155 Intermediate Similarity NPD6232 Discontinued
0.8118 Intermediate Similarity NPD7473 Discontinued
0.8092 Intermediate Similarity NPD7240 Approved
0.8072 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.807 Intermediate Similarity NPD3818 Discontinued
0.8036 Intermediate Similarity NPD5494 Approved
0.7904 Intermediate Similarity NPD3817 Phase 2
0.7886 Intermediate Similarity NPD6559 Discontinued
0.7809 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD3748 Approved
0.7771 Intermediate Similarity NPD7074 Phase 3
0.7738 Intermediate Similarity NPD1465 Phase 2
0.7738 Intermediate Similarity NPD7819 Suspended
0.7714 Intermediate Similarity NPD7054 Approved
0.7701 Intermediate Similarity NPD5005 Approved
0.7701 Intermediate Similarity NPD5006 Approved
0.7688 Intermediate Similarity NPD3926 Phase 2
0.768 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD1934 Approved
0.767 Intermediate Similarity NPD7472 Approved
0.7661 Intermediate Similarity NPD919 Approved
0.7644 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7644 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7644 Intermediate Similarity NPD6166 Phase 2
0.764 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7602 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD1933 Approved
0.7581 Intermediate Similarity NPD4420 Approved
0.7556 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD3750 Approved
0.7544 Intermediate Similarity NPD3882 Suspended
0.7542 Intermediate Similarity NPD7808 Phase 3
0.7529 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7528 Intermediate Similarity NPD6797 Phase 2
0.7528 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD2796 Approved
0.75 Intermediate Similarity NPD3705 Approved
0.7486 Intermediate Similarity NPD5242 Approved
0.7486 Intermediate Similarity NPD7251 Discontinued
0.7486 Intermediate Similarity NPD7685 Pre-registration
0.7474 Intermediate Similarity NPD7680 Approved
0.7447 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD7768 Phase 2
0.744 Intermediate Similarity NPD1653 Approved
0.7429 Intermediate Similarity NPD7229 Phase 3
0.7427 Intermediate Similarity NPD2801 Approved
0.7427 Intermediate Similarity NPD8455 Phase 2
0.7427 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7412 Intermediate Similarity NPD7411 Suspended
0.741 Intermediate Similarity NPD6799 Approved
0.7407 Intermediate Similarity NPD2438 Suspended
0.7403 Intermediate Similarity NPD8312 Approved
0.7403 Intermediate Similarity NPD8313 Approved
0.7399 Intermediate Similarity NPD3749 Approved
0.7399 Intermediate Similarity NPD7075 Discontinued
0.7396 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7384 Intermediate Similarity NPD5353 Approved
0.7384 Intermediate Similarity NPD5402 Approved
0.7371 Intermediate Similarity NPD8127 Discontinued
0.7371 Intermediate Similarity NPD1247 Approved
0.7371 Intermediate Similarity NPD6959 Discontinued
0.7368 Intermediate Similarity NPD6801 Discontinued
0.7365 Intermediate Similarity NPD2533 Approved
0.7365 Intermediate Similarity NPD2534 Approved
0.7365 Intermediate Similarity NPD2532 Approved
0.7353 Intermediate Similarity NPD6599 Discontinued
0.7353 Intermediate Similarity NPD4380 Phase 2
0.7312 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD3764 Approved
0.7294 Intermediate Similarity NPD7458 Discontinued
0.7283 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD5403 Approved
0.7278 Intermediate Similarity NPD920 Approved
0.7273 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD5401 Approved
0.7247 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD7003 Approved
0.7229 Intermediate Similarity NPD4628 Phase 3
0.7222 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD6273 Approved
0.7209 Intermediate Similarity NPD6385 Approved
0.7209 Intermediate Similarity NPD6386 Approved
0.7205 Intermediate Similarity NPD2979 Phase 3
0.7202 Intermediate Similarity NPD1511 Approved
0.7195 Intermediate Similarity NPD2935 Discontinued
0.7194 Intermediate Similarity NPD8151 Discontinued
0.7188 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD6832 Phase 2
0.7169 Intermediate Similarity NPD1243 Approved
0.7167 Intermediate Similarity NPD3751 Discontinued
0.716 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD230 Phase 1
0.7152 Intermediate Similarity NPD7266 Discontinued
0.7151 Intermediate Similarity NPD7028 Phase 2
0.7143 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD3787 Discontinued
0.7134 Intermediate Similarity NPD1510 Phase 2
0.7126 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD3027 Phase 3
0.7118 Intermediate Similarity NPD1512 Approved
0.7118 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD1549 Phase 2
0.7097 Intermediate Similarity NPD8434 Phase 2
0.7093 Intermediate Similarity NPD3226 Approved
0.7083 Intermediate Similarity NPD6190 Approved
0.7081 Intermediate Similarity NPD6798 Discontinued
0.7066 Intermediate Similarity NPD6674 Discontinued
0.7059 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD6355 Discontinued
0.7055 Intermediate Similarity NPD447 Suspended
0.7051 Intermediate Similarity NPD1281 Approved
0.7048 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD2798 Approved
0.7025 Intermediate Similarity NPD1876 Approved
0.7024 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD4110 Phase 3
0.7024 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3018 Phase 2
0.6994 Remote Similarity NPD1240 Approved
0.6994 Remote Similarity NPD1613 Approved
0.6994 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6989 Remote Similarity NPD4288 Approved
0.6988 Remote Similarity NPD1551 Phase 2
0.6982 Remote Similarity NPD5084 Clinical (unspecified phase)
0.6973 Remote Similarity NPD7549 Discontinued
0.6957 Remote Similarity NPD4908 Phase 1
0.6949 Remote Similarity NPD5019 Clinical (unspecified phase)
0.6948 Remote Similarity NPD5536 Phase 2
0.6946 Remote Similarity NPD2346 Discontinued
0.6939 Remote Similarity NPD7435 Discontinued
0.6933 Remote Similarity NPD6233 Phase 2
0.6928 Remote Similarity NPD2799 Discontinued
0.6923 Remote Similarity NPD17 Approved
0.6919 Remote Similarity NPD7038 Approved
0.6919 Remote Similarity NPD7039 Approved
0.6919 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6918 Remote Similarity NPD1283 Approved
0.6914 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6914 Remote Similarity NPD6873 Phase 2
0.691 Remote Similarity NPD6971 Discontinued
0.6909 Remote Similarity NPD1607 Approved
0.6908 Remote Similarity NPD5283 Phase 1
0.6899 Remote Similarity NPD2981 Phase 2
0.689 Remote Similarity NPD4307 Phase 2
0.6886 Remote Similarity NPD5405 Approved
0.6886 Remote Similarity NPD5406 Approved
0.6886 Remote Similarity NPD5408 Approved
0.6886 Remote Similarity NPD5404 Approved
0.6886 Remote Similarity NPD2531 Phase 2
0.6875 Remote Similarity NPD2797 Approved
0.6875 Remote Similarity NPD3266 Approved
0.6875 Remote Similarity NPD3267 Approved
0.6872 Remote Similarity NPD6778 Approved
0.6872 Remote Similarity NPD6779 Approved
0.6872 Remote Similarity NPD6781 Approved
0.6872 Remote Similarity NPD6776 Approved
0.6872 Remote Similarity NPD6780 Approved
0.6872 Remote Similarity NPD6782 Approved
0.6872 Remote Similarity NPD6777 Approved
0.6871 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6866 Remote Similarity NPD7783 Phase 2
0.6866 Remote Similarity NPD7782 Clinical (unspecified phase)
0.686 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6859 Remote Similarity NPD5691 Approved
0.6855 Remote Similarity NPD2983 Phase 2
0.6855 Remote Similarity NPD2982 Phase 2
0.6852 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6851 Remote Similarity NPD5710 Approved
0.6851 Remote Similarity NPD5711 Approved
0.6847 Remote Similarity NPD7930 Approved
0.6842 Remote Similarity NPD7235 Clinical (unspecified phase)
0.6833 Remote Similarity NPD6746 Phase 2
0.6829 Remote Similarity NPD8032 Phase 2
0.6818 Remote Similarity NPD7870 Phase 2
0.6818 Remote Similarity NPD7871 Phase 2
0.6818 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6805 Remote Similarity NPD2897 Discontinued
0.6802 Remote Similarity NPD6823 Phase 2
0.6802 Remote Similarity NPD7390 Discontinued
0.6798 Remote Similarity NPD5978 Approved
0.6798 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6798 Remote Similarity NPD5977 Approved
0.6793 Remote Similarity NPD7177 Discontinued

Structure

External Identifiers

PubChem CID   21125391
ChEMBL   CHEMBL484669
ZINC  

Physicochemical Properties

Molecular Weight:  504.18
ALogP:  -0.2625
MLogP:  3.77
XLogP:  6.022
# Rotatable Bonds:  9
Polar Surface Area:  81.68
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  6
# Heavy Atoms:  37

Download Data

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