Structure

Physi-Chem Properties

Molecular Weight:  556.23
Volume:  557.384
LogP:  3.846
LogD:  3.387
LogS:  -4.891
# Rotatable Bonds:  9
TPSA:  107.98
# H-Bond Aceptor:  10
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.318
Synthetic Accessibility Score:  4.341
Fsp3:  0.467
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.773
MDCK Permeability:  2.5217494112439454e-05
Pgp-inhibitor:  0.999
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.0
30% Bioavailability (F30%):  0.053

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.071
Plasma Protein Binding (PPB):  75.19253540039062%
Volume Distribution (VD):  0.994
Pgp-substrate:  14.93693733215332%

ADMET: Metabolism

CYP1A2-inhibitor:  0.048
CYP1A2-substrate:  0.983
CYP2C19-inhibitor:  0.972
CYP2C19-substrate:  0.922
CYP2C9-inhibitor:  0.944
CYP2C9-substrate:  0.663
CYP2D6-inhibitor:  0.191
CYP2D6-substrate:  0.252
CYP3A4-inhibitor:  0.921
CYP3A4-substrate:  0.918

ADMET: Excretion

Clearance (CL):  2.276
Half-life (T1/2):  0.158

ADMET: Toxicity

hERG Blockers:  0.242
Human Hepatotoxicity (H-HT):  0.089
Drug-inuced Liver Injury (DILI):  0.89
AMES Toxicity:  0.065
Rat Oral Acute Toxicity:  0.046
Maximum Recommended Daily Dose:  0.03
Skin Sensitization:  0.047
Carcinogencity:  0.042
Eye Corrosion:  0.003
Eye Irritation:  0.067
Respiratory Toxicity:  0.149

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

  Natural Product: NPC198129

Natural Product ID:  NPC198129
Common Name*:   Interiotherin C
IUPAC Name:   n.a.
Synonyms:   Interiotherin C
Standard InCHIKey:  HIGLJZHMTBHEQS-HWZXAUMYSA-N
Standard InCHI:  InChI=1S/C30H36O10/c1-10-14(2)30(32)40-25-16(4)15(3)24(39-17(5)31)19-12-21-27(38-13-37-21)29(36-9)23(19)22-18(25)11-20(33-6)26(34-7)28(22)35-8/h10-12,15-16,24-25H,13H2,1-9H3/b14-10-/t15-,16+,24-,25-/m1/s1
SMILES:  C/C=C(C(=O)O[C@@H]1[C@@H](C)[C@@H](C)[C@@H](OC(=O)C)c2c(c3c1cc(OC)c(c3OC)OC)c(OC)c1c(c2)OCO1)/C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL488100
PubChem CID:   10099233
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000238] Tannins
        • [CHEMONTID:0001710] Hydrolyzable tannins

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO7850 Schisandra propinqua Species Schisandraceae Eukaryota n.a. stem n.a. DOI[10.1002/cjoc.20010190319]
NPO7850 Schisandra propinqua Species Schisandraceae Eukaryota n.a. stem n.a. DOI[10.1016/j.tet.2008.10.079]
NPO7850 Schisandra propinqua Species Schisandraceae Eukaryota n.a. stem n.a. PMID[11395273]
NPO14102 Kadsura interior Species Schisandraceae Eukaryota n.a. n.a. n.a. PMID[12350139]
NPO27599 Kadsura ananosma Species Schisandraceae Eukaryota n.a. n.a. n.a. PMID[15165154]
NPO7850 Schisandra propinqua Species Schisandraceae Eukaryota n.a. stem n.a. PMID[18536373]
NPO7850 Schisandra propinqua Species Schisandraceae Eukaryota aerial parts Erlang Mountain area of Sichuan Province, China 2007-SEP PMID[19413342]
NPO27599 Kadsura ananosma Species Schisandraceae Eukaryota Stems n.a. n.a. PMID[20025236]
NPO7850 Schisandra propinqua Species Schisandraceae Eukaryota n.a. n.a. n.a. PMID[20681569]
NPO27599 Kadsura ananosma Species Schisandraceae Eukaryota n.a. seed n.a. PMID[21381710]
NPO29191 Schisandra neglecta Species Schisandraceae Eukaryota Stems Luoji Mountain Village, Xichang County, Sicuan Province, China 2011-Sep PMID[23738539]
NPO14102 Kadsura interior Species Schisandraceae Eukaryota n.a. stem n.a. PMID[8946749]
NPO14102 Kadsura interior Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27599 Kadsura ananosma Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14102 Kadsura interior Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7850 Schisandra propinqua Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6903 Lecanora straminea Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7128 Cynthia savignyi n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO7374 Seseli montanum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14102 Kadsura interior Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7850 Schisandra propinqua Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11167 Prunus ssiori Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27599 Kadsura ananosma Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29191 Schisandra neglecta Species Schisandraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9834 Veronica austriaca Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT80 Cell Line Raji Homo sapiens Activity = 60.0 % PMID[528746]
NPT1452 Cell Line C8166 Homo sapiens CC50 > 200000.0 nM PMID[528747]
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 45.7 % PMID[528748]
NPT519 Cell Line SH-SY5Y Homo sapiens Activity = 53.6 % PMID[528748]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000.0 nM PMID[528749]
NPT306 Cell Line PC-3 Homo sapiens IC50 > 10000.0 nM PMID[528749]
NPT81 Cell Line A549 Homo sapiens IC50 > 10000.0 nM PMID[528749]
NPT2678 Cell Line NB-4 Homo sapiens IC50 > 10000.0 nM PMID[528749]
NPT2 Others Unspecified Activity = 16.0 % PMID[528746]
NPT2 Others Unspecified Activity = 59.0 % PMID[528746]
NPT2 Others Unspecified Activity = 78.9 % PMID[528746]
NPT2 Others Unspecified Activity = 100.0 % PMID[528746]
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 9900.0 nM PMID[528747]
NPT2 Others Unspecified Ratio CC50/EC50 > 20.2 n.a. PMID[528747]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 10000.0 nM PMID[528749]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available 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 NPC198129 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 NPC327352
1.0 High Similarity NPC252281
1.0 High Similarity NPC477375
0.9929 High Similarity NPC477376
0.9929 High Similarity NPC477374
0.9929 High Similarity NPC322426
0.9859 High Similarity NPC316989
0.9789 High Similarity NPC85141
0.9786 High Similarity NPC327651
0.9786 High Similarity NPC318286
0.9716 High Similarity NPC321958
0.9716 High Similarity NPC321696
0.9714 High Similarity NPC326144
0.9655 High Similarity NPC53669
0.9655 High Similarity NPC16791
0.9655 High Similarity NPC77237
0.9655 High Similarity NPC477377
0.9655 High Similarity NPC217708
0.9655 High Similarity NPC308739
0.9655 High Similarity NPC297271
0.9655 High Similarity NPC126405
0.9655 High Similarity NPC24562
0.9643 High Similarity NPC218510
0.9643 High Similarity NPC76415
0.9586 High Similarity NPC475229
0.9586 High Similarity NPC477378
0.9524 High Similarity NPC476065
0.9517 High Similarity NPC224472
0.9459 High Similarity NPC477380
0.9459 High Similarity NPC473323
0.9456 High Similarity NPC348849
0.9456 High Similarity NPC178195
0.9456 High Similarity NPC198461
0.9456 High Similarity NPC312763
0.9396 High Similarity NPC477885
0.9396 High Similarity NPC475592
0.932 High Similarity NPC471154
0.931 High Similarity NPC316676
0.931 High Similarity NPC325720
0.9286 High Similarity NPC865
0.9257 High Similarity NPC474606
0.9252 High Similarity NPC303519
0.9252 High Similarity NPC475756
0.9241 High Similarity NPC295297
0.9211 High Similarity NPC319749
0.9205 High Similarity NPC325122
0.9205 High Similarity NPC230531
0.9205 High Similarity NPC215400
0.9195 High Similarity NPC473425
0.9184 High Similarity NPC473989
0.9133 High Similarity NPC238834
0.9116 High Similarity NPC474347
0.9116 High Similarity NPC474393
0.9085 High Similarity NPC191352
0.9085 High Similarity NPC258322
0.9078 High Similarity NPC143895
0.9073 High Similarity NPC29727
0.9071 High Similarity NPC185680
0.9071 High Similarity NPC256776
0.9071 High Similarity NPC145722
0.9054 High Similarity NPC470916
0.9054 High Similarity NPC477381
0.9032 High Similarity NPC477884
0.9026 High Similarity NPC280778
0.9007 High Similarity NPC117154
0.9 High Similarity NPC474514
0.8993 High Similarity NPC477379
0.898 High Similarity NPC137352
0.898 High Similarity NPC183083
0.8974 High Similarity NPC83049
0.8974 High Similarity NPC320471
0.8974 High Similarity NPC118162
0.8966 High Similarity NPC324962
0.8944 High Similarity NPC11453
0.8944 High Similarity NPC32189
0.8897 High Similarity NPC229172
0.8897 High Similarity NPC36531
0.8897 High Similarity NPC230538
0.8897 High Similarity NPC103637
0.8896 High Similarity NPC63061
0.8889 High Similarity NPC216434
0.8889 High Similarity NPC103448
0.8874 High Similarity NPC149735
0.8857 High Similarity NPC141493
0.8857 High Similarity NPC184928
0.8844 High Similarity NPC475868
0.8819 High Similarity NPC201404
0.8819 High Similarity NPC53722
0.8819 High Similarity NPC290714
0.8808 High Similarity NPC220577
0.8805 High Similarity NPC477883
0.8797 High Similarity NPC311912
0.8797 High Similarity NPC79322
0.8792 High Similarity NPC477879
0.8784 High Similarity NPC474054
0.8782 High Similarity NPC61141
0.8776 High Similarity NPC172171
0.8776 High Similarity NPC475000
0.8776 High Similarity NPC121661
0.8776 High Similarity NPC474036
0.8776 High Similarity NPC143092
0.8776 High Similarity NPC18211
0.8776 High Similarity NPC239254
0.8776 High Similarity NPC87883
0.8776 High Similarity NPC73467
0.8767 High Similarity NPC287124
0.8767 High Similarity NPC474295
0.875 High Similarity NPC475141
0.8742 High Similarity NPC210642
0.8742 High Similarity NPC13985
0.8742 High Similarity NPC88557
0.8716 High Similarity NPC166506
0.8716 High Similarity NPC110763
0.8716 High Similarity NPC197352
0.8716 High Similarity NPC189239
0.8696 High Similarity NPC477881
0.8693 High Similarity NPC273578
0.8693 High Similarity NPC473736
0.8684 High Similarity NPC104353
0.8675 High Similarity NPC24425
0.8675 High Similarity NPC149505
0.8667 High Similarity NPC40654
0.8667 High Similarity NPC304821
0.8667 High Similarity NPC262804
0.8662 High Similarity NPC261812
0.8662 High Similarity NPC65183
0.8662 High Similarity NPC72046
0.8662 High Similarity NPC475856
0.8658 High Similarity NPC154971
0.8658 High Similarity NPC193779
0.8658 High Similarity NPC252286
0.8649 High Similarity NPC477701
0.8649 High Similarity NPC141569
0.8649 High Similarity NPC166884
0.8643 High Similarity NPC149008
0.8643 High Similarity NPC283114
0.8643 High Similarity NPC207702
0.8639 High Similarity NPC40237
0.8639 High Similarity NPC133934
0.8639 High Similarity NPC184684
0.8639 High Similarity NPC184641
0.8639 High Similarity NPC151423
0.8621 High Similarity NPC196420
0.8611 High Similarity NPC25333
0.8611 High Similarity NPC49235
0.8611 High Similarity NPC148893
0.8608 High Similarity NPC469475
0.8608 High Similarity NPC475865
0.8608 High Similarity NPC469518
0.8601 High Similarity NPC266848
0.8601 High Similarity NPC136750
0.8601 High Similarity NPC1474
0.8591 High Similarity NPC477702
0.8591 High Similarity NPC474158
0.859 High Similarity NPC173726
0.859 High Similarity NPC241600
0.8571 High Similarity NPC312199
0.8562 High Similarity NPC471180
0.8562 High Similarity NPC302610
0.8552 High Similarity NPC121651
0.8544 High Similarity NPC469512
0.8542 High Similarity NPC31530
0.8537 High Similarity NPC477880
0.8537 High Similarity NPC477882
0.8535 High Similarity NPC474770
0.8533 High Similarity NPC212890
0.8533 High Similarity NPC87295
0.8531 High Similarity NPC7744
0.8526 High Similarity NPC19947
0.8526 High Similarity NPC207584
0.8523 High Similarity NPC218841
0.8523 High Similarity NPC92693
0.8521 High Similarity NPC237169
0.8521 High Similarity NPC470624
0.8514 High Similarity NPC176586
0.8514 High Similarity NPC210354
0.8506 High Similarity NPC245948
0.85 High Similarity NPC88297
0.85 High Similarity NPC9891
0.85 High Similarity NPC186845
0.8493 Intermediate Similarity NPC261714
0.8483 Intermediate Similarity NPC189474
0.8483 Intermediate Similarity NPC72796
0.8483 Intermediate Similarity NPC474139
0.8483 Intermediate Similarity NPC44245
0.8483 Intermediate Similarity NPC236522
0.8477 Intermediate Similarity NPC104024
0.8477 Intermediate Similarity NPC80230
0.8477 Intermediate Similarity NPC65574
0.8477 Intermediate Similarity NPC101755
0.8477 Intermediate Similarity NPC304687
0.8471 Intermediate Similarity NPC474043
0.8466 Intermediate Similarity NPC474568
0.8462 Intermediate Similarity NPC301897
0.8462 Intermediate Similarity NPC192255
0.8462 Intermediate Similarity NPC32373
0.8462 Intermediate Similarity NPC237946
0.8456 Intermediate Similarity NPC474288
0.8447 Intermediate Similarity NPC42230
0.8438 Intermediate Similarity NPC475953

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC198129 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
0.8354 Intermediate Similarity NPD6234 Discontinued
0.8182 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.8143 Intermediate Similarity NPD3705 Approved
0.8137 Intermediate Similarity NPD7199 Phase 2
0.811 Intermediate Similarity NPD7228 Approved
0.8037 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD7240 Approved
0.7785 Intermediate Similarity NPD1653 Approved
0.7679 Intermediate Similarity NPD3818 Discontinued
0.7643 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD5494 Approved
0.7633 Intermediate Similarity NPD5844 Phase 1
0.7619 Intermediate Similarity NPD7473 Discontinued
0.7597 Intermediate Similarity NPD7266 Discontinued
0.7584 Intermediate Similarity NPD3027 Phase 3
0.7561 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7547 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD6232 Discontinued
0.7529 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD3817 Phase 2
0.75 Intermediate Similarity NPD6674 Discontinued
0.7485 Intermediate Similarity NPD7074 Phase 3
0.745 Intermediate Similarity NPD3018 Phase 2
0.7439 Intermediate Similarity NPD1465 Phase 2
0.7439 Intermediate Similarity NPD7819 Suspended
0.7438 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD7054 Approved
0.7399 Intermediate Similarity NPD6559 Discontinued
0.7384 Intermediate Similarity NPD7472 Approved
0.7376 Intermediate Similarity NPD5283 Phase 1
0.7371 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD919 Approved
0.7355 Intermediate Similarity NPD3748 Approved
0.7347 Intermediate Similarity NPD2981 Phase 2
0.732 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD1613 Approved
0.731 Intermediate Similarity NPD5691 Approved
0.7308 Intermediate Similarity NPD2438 Suspended
0.7303 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD2983 Phase 2
0.7297 Intermediate Similarity NPD2982 Phase 2
0.7294 Intermediate Similarity NPD3926 Phase 2
0.7292 Intermediate Similarity NPD5536 Phase 2
0.7289 Intermediate Similarity NPD5353 Approved
0.7278 Intermediate Similarity NPD8127 Discontinued
0.7273 Intermediate Similarity NPD1934 Approved
0.7268 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD7808 Phase 3
0.7257 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7247 Intermediate Similarity NPD6841 Approved
0.7247 Intermediate Similarity NPD6842 Approved
0.7247 Intermediate Similarity NPD6843 Phase 3
0.7246 Intermediate Similarity NPD3882 Suspended
0.7235 Intermediate Similarity NPD7229 Phase 3
0.7219 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD4060 Phase 1
0.7207 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD7685 Pre-registration
0.72 Intermediate Similarity NPD7251 Discontinued
0.7195 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD5242 Approved
0.7171 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD1933 Approved
0.7161 Intermediate Similarity NPD6355 Discontinued
0.716 Intermediate Similarity NPD2533 Approved
0.716 Intermediate Similarity NPD2532 Approved
0.716 Intermediate Similarity NPD2534 Approved
0.7152 Intermediate Similarity NPD5762 Approved
0.7152 Intermediate Similarity NPD5763 Approved
0.7151 Intermediate Similarity NPD5005 Approved
0.7151 Intermediate Similarity NPD5006 Approved
0.7143 Intermediate Similarity NPD6797 Phase 2
0.7126 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD8455 Phase 2
0.7126 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD3750 Approved
0.7112 Intermediate Similarity NPD7680 Approved
0.7101 Intermediate Similarity NPD7075 Discontinued
0.7099 Intermediate Similarity NPD6799 Approved
0.7097 Intermediate Similarity NPD2979 Phase 3
0.7089 Intermediate Similarity NPD2796 Approved
0.7081 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD1247 Approved
0.7062 Intermediate Similarity NPD7549 Discontinued
0.7059 Intermediate Similarity NPD4908 Phase 1
0.7052 Intermediate Similarity NPD6166 Phase 2
0.7052 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7052 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD6599 Discontinued
0.7045 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD4420 Approved
0.7027 Intermediate Similarity NPD4626 Approved
0.7024 Intermediate Similarity NPD2801 Approved
0.7019 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD4110 Phase 3
0.7006 Intermediate Similarity NPD6386 Approved
0.7006 Intermediate Similarity NPD6385 Approved
0.7006 Intermediate Similarity NPD5090 Approved
0.7006 Intermediate Similarity NPD5089 Approved
0.6994 Remote Similarity NPD4357 Discontinued
0.6982 Remote Similarity NPD5402 Approved
0.6982 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6981 Remote Similarity NPD3539 Phase 1
0.6975 Remote Similarity NPD5084 Clinical (unspecified phase)
0.6971 Remote Similarity NPD3751 Discontinued
0.697 Remote Similarity NPD920 Approved
0.6968 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6964 Remote Similarity NPD6801 Discontinued
0.6962 Remote Similarity NPD7097 Phase 1
0.6959 Remote Similarity NPD1357 Approved
0.6957 Remote Similarity NPD1652 Phase 2
0.6957 Remote Similarity NPD1243 Approved
0.6954 Remote Similarity NPD4379 Clinical (unspecified phase)
0.695 Remote Similarity NPD1358 Approved
0.6948 Remote Similarity NPD6832 Phase 2
0.6946 Remote Similarity NPD4380 Phase 2
0.6946 Remote Similarity NPD7028 Phase 2
0.6943 Remote Similarity NPD5124 Phase 1
0.6943 Remote Similarity NPD230 Phase 1
0.6943 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6941 Remote Similarity NPD7768 Phase 2
0.694 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6937 Remote Similarity NPD3540 Phase 1
0.6936 Remote Similarity NPD3787 Discontinued
0.6933 Remote Similarity NPD7124 Phase 2
0.6933 Remote Similarity NPD1610 Phase 2
0.6933 Remote Similarity NPD1611 Approved
0.6933 Remote Similarity NPD1281 Approved
0.6933 Remote Similarity NPD422 Phase 1
0.6932 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6928 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6927 Remote Similarity NPD8313 Approved
0.6927 Remote Similarity NPD8312 Approved
0.6923 Remote Similarity NPD4585 Approved
0.6923 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6914 Remote Similarity NPD4628 Phase 3
0.6903 Remote Similarity NPD4625 Phase 3
0.6886 Remote Similarity NPD7458 Discontinued
0.6883 Remote Similarity NPD2861 Phase 2
0.6879 Remote Similarity NPD3134 Approved
0.6879 Remote Similarity NPD6959 Discontinued
0.6875 Remote Similarity NPD2935 Discontinued
0.6871 Remote Similarity NPD6190 Approved
0.6867 Remote Similarity NPD5403 Approved
0.6857 Remote Similarity NPD4481 Phase 3
0.6855 Remote Similarity NPD6111 Discontinued
0.6848 Remote Similarity NPD5401 Approved
0.6848 Remote Similarity NPD642 Clinical (unspecified phase)
0.6848 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6846 Remote Similarity NPD5585 Approved
0.6839 Remote Similarity NPD8151 Discontinued
0.6839 Remote Similarity NPD1008 Clinical (unspecified phase)
0.6835 Remote Similarity NPD3657 Discovery
0.6831 Remote Similarity NPD7235 Clinical (unspecified phase)
0.6829 Remote Similarity NPD643 Clinical (unspecified phase)
0.6821 Remote Similarity NPD1091 Approved
0.6813 Remote Similarity NPD4108 Discontinued
0.6813 Remote Similarity NPD8434 Phase 2
0.681 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6805 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6805 Remote Similarity NPD7411 Suspended
0.6802 Remote Similarity NPD3749 Approved
0.6802 Remote Similarity NPD4055 Discovery
0.68 Remote Similarity NPD17 Approved
0.6797 Remote Similarity NPD1283 Approved
0.6795 Remote Similarity NPD7095 Approved
0.6788 Remote Similarity NPD1511 Approved
0.6788 Remote Similarity NPD5297 Approved
0.6786 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6786 Remote Similarity NPD4005 Discontinued
0.6784 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6772 Remote Similarity NPD4140 Approved
0.6772 Remote Similarity NPD3620 Phase 2
0.6772 Remote Similarity NPD3619 Clinical (unspecified phase)
0.677 Remote Similarity NPD2531 Phase 2
0.677 Remote Similarity NPD6099 Approved
0.677 Remote Similarity NPD6100 Approved
0.6765 Remote Similarity NPD3384 Approved
0.6765 Remote Similarity NPD3383 Approved
0.6765 Remote Similarity NPD3382 Approved
0.6757 Remote Similarity NPD7296 Approved
0.6755 Remote Similarity NPD3496 Discontinued
0.6753 Remote Similarity NPD3267 Approved
0.6753 Remote Similarity NPD2797 Approved
0.6753 Remote Similarity NPD3266 Approved
0.6752 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6752 Remote Similarity NPD5109 Approved
0.6752 Remote Similarity NPD1296 Phase 2
0.6752 Remote Similarity NPD5111 Phase 2
0.6752 Remote Similarity NPD6798 Discontinued
0.6752 Remote Similarity NPD5110 Phase 2
0.6748 Remote Similarity NPD5698 Clinical (unspecified phase)

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data