Structure

Physi-Chem Properties

Molecular Weight:  662.22
Volume:  633.291
LogP:  2.261
LogD:  1.066
LogS:  -3.732
# Rotatable Bonds:  14
TPSA:  204.33
# H-Bond Aceptor:  15
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.305
Synthetic Accessibility Score:  6.134
Fsp3:  0.594
Lipinski Rule-of-5:  Rejected
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:  -5.365
MDCK Permeability:  0.00014980971172917634
Pgp-inhibitor:  0.999
Pgp-substrate:  0.038
Human Intestinal Absorption (HIA):  0.855
20% Bioavailability (F20%):  0.976
30% Bioavailability (F30%):  0.988

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.198
Plasma Protein Binding (PPB):  30.752872467041016%
Volume Distribution (VD):  1.462
Pgp-substrate:  41.639312744140625%

ADMET: Metabolism

CYP1A2-inhibitor:  0.019
CYP1A2-substrate:  0.014
CYP2C19-inhibitor:  0.012
CYP2C19-substrate:  0.057
CYP2C9-inhibitor:  0.008
CYP2C9-substrate:  0.01
CYP2D6-inhibitor:  0.913
CYP2D6-substrate:  0.037
CYP3A4-inhibitor:  0.349
CYP3A4-substrate:  0.276

ADMET: Excretion

Clearance (CL):  2.729
Half-life (T1/2):  0.261

ADMET: Toxicity

hERG Blockers:  0.006
Human Hepatotoxicity (H-HT):  0.819
Drug-inuced Liver Injury (DILI):  0.979
AMES Toxicity:  0.216
Rat Oral Acute Toxicity:  0.948
Maximum Recommended Daily Dose:  0.008
Skin Sensitization:  0.228
Carcinogencity:  0.168
Eye Corrosion:  0.019
Eye Irritation:  0.061
Respiratory Toxicity:  0.198

Download Data

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

  Natural Product: NPC51579

Natural Product ID:  NPC51579
Common Name*:   Clethroidoside F
IUPAC Name:   n.a.
Synonyms:   clethroidoside F
Standard InCHIKey:  HHORBZPRWXKSQO-LKWZKNPLSA-N
Standard InCHI:  InChI=1S/C56H90O25/c1-23(59)74-44-45(75-24(2)60)55-22-73-56(31(55)16-50(44,3)4)15-11-30-52(7)13-12-33(51(5,6)29(52)10-14-53(30,8)54(56,9)17-32(55)62)79-48-42(81-47-41(70)38(67)35(64)26(18-57)76-47)37(66)28(21-72-48)78-49-43(39(68)36(65)27(19-58)77-49)80-46-40(69)34(63)25(61)20-71-46/h25-49,57-58,61-70H,10-22H2,1-9H3/t25-,26-,27-,28+,29+,30-,31-,32-,33+,34+,35-,36-,37+,38+,39+,40-,41-,42-,43-,44+,45+,46+,47+,48+,49+,52+,53-,54+,55+,56+/m1/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2[C@@H](OC[C@@H]([C@@H]2O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O[C@@H]2OC[C@H]([C@@H]([C@H]2O)O)O)O)O)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3CC[C@]34[C@@]2(C)C[C@H]([C@@]2([C@H]4CC(C)(C)[C@H]([C@@H]2OC(=O)C)OC(=O)C)CO3)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1928000
PubChem CID:   56601861
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO24618 Sophora moorcroftiana Species Fabaceae Eukaryota n.a. root n.a. DOI[10.1248/cpb.36.2220]
NPO21278 Lysimachia clethroides Species Primulaceae Eukaryota n.a. aerial part n.a. PMID[21928797]
NPO25189 Stephania epigaea Species Menispermaceae Eukaryota n.a. n.a. n.a. PMID[23621840]
NPO5612 Synoicum pulmonaria Species Polyclinidae Eukaryota n.a. n.a. n.a. PMID[24547899]
NPO24618 Sophora moorcroftiana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21278 Lysimachia clethroides Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24618 Sophora moorcroftiana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24618 Sophora moorcroftiana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12290 Euphydryas cynthia Species Nymphalidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24618 Sophora moorcroftiana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23640 Gynoxys nitida Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18670 Adiantum malesianum Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24747 Targionia hypophylla Species Targioniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25125 Libocedrus plumosa Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5612 Synoicum pulmonaria Species Polyclinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24806 Alectra parasitica Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3692 Dolichopentas longiflora Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24398 Diospyros japonica Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25156 Ruellia rosea Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25062 Genista cinerea Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21278 Lysimachia clethroides Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25189 Stephania epigaea Species Menispermaceae 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
NPT139 Cell Line HT-29 Homo sapiens IC50 = 2040.0 nM PMID[448302]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 1260.0 nM PMID[448302]
NPT547 Cell Line BGC-823 Homo sapiens IC50 = 1950.0 nM PMID[448302]
NPT81 Cell Line A549 Homo sapiens IC50 = 2280.0 nM PMID[448302]
NPT1083 Cell Line A-375 Homo sapiens IC50 = 2190.0 nM PMID[448302]

☑ 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 NPC51579 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
0.9891 High Similarity NPC471374
0.9891 High Similarity NPC209798
0.9891 High Similarity NPC471375
0.9785 High Similarity NPC471427
0.9785 High Similarity NPC471428
0.9785 High Similarity NPC471426
0.9457 High Similarity NPC77717
0.9457 High Similarity NPC267238
0.9457 High Similarity NPC253611
0.9457 High Similarity NPC471373
0.9457 High Similarity NPC148593
0.9355 High Similarity NPC471429
0.9355 High Similarity NPC189575
0.9355 High Similarity NPC471425
0.9355 High Similarity NPC205129
0.9355 High Similarity NPC106701
0.9355 High Similarity NPC471424
0.9348 High Similarity NPC171741
0.9348 High Similarity NPC18724
0.9348 High Similarity NPC323231
0.9348 High Similarity NPC224003
0.9348 High Similarity NPC470623
0.9192 High Similarity NPC126753
0.91 High Similarity NPC207693
0.901 High Similarity NPC22709
0.8947 High Similarity NPC94582
0.8947 High Similarity NPC57964
0.8922 High Similarity NPC471431
0.8854 High Similarity NPC237071
0.8854 High Similarity NPC238796
0.8854 High Similarity NPC203434
0.8812 High Similarity NPC40716
0.8812 High Similarity NPC475630
0.8812 High Similarity NPC475234
0.8812 High Similarity NPC138219
0.8763 High Similarity NPC470591
0.8762 High Similarity NPC477465
0.875 High Similarity NPC157571
0.875 High Similarity NPC477494
0.8738 High Similarity NPC470622
0.8725 High Similarity NPC473688
0.8725 High Similarity NPC231566
0.8725 High Similarity NPC262567
0.8725 High Similarity NPC471626
0.8713 High Similarity NPC158051
0.8713 High Similarity NPC273189
0.8713 High Similarity NPC119628
0.8713 High Similarity NPC184805
0.8713 High Similarity NPC158367
0.8696 High Similarity NPC471410
0.8696 High Similarity NPC471411
0.8687 High Similarity NPC475574
0.8646 High Similarity NPC305418
0.8627 High Similarity NPC471430
0.8614 High Similarity NPC267637
0.8571 High Similarity NPC210157
0.85 High Similarity NPC108227
0.85 High Similarity NPC472081
0.85 High Similarity NPC476839
0.85 High Similarity NPC476512
0.85 High Similarity NPC476838
0.8485 Intermediate Similarity NPC473518
0.8469 Intermediate Similarity NPC296936
0.8469 Intermediate Similarity NPC304011
0.8469 Intermediate Similarity NPC473601
0.8469 Intermediate Similarity NPC121453
0.8469 Intermediate Similarity NPC195297
0.8469 Intermediate Similarity NPC139271
0.8454 Intermediate Similarity NPC151214
0.8454 Intermediate Similarity NPC191915
0.8438 Intermediate Similarity NPC210759
0.8438 Intermediate Similarity NPC307167
0.8438 Intermediate Similarity NPC229801
0.8431 Intermediate Similarity NPC469827
0.8421 Intermediate Similarity NPC131466
0.8416 Intermediate Similarity NPC310138
0.8416 Intermediate Similarity NPC80640
0.8416 Intermediate Similarity NPC470029
0.8416 Intermediate Similarity NPC114700
0.8416 Intermediate Similarity NPC134967
0.8384 Intermediate Similarity NPC477223
0.8384 Intermediate Similarity NPC470862
0.8384 Intermediate Similarity NPC470861
0.8384 Intermediate Similarity NPC307534
0.8384 Intermediate Similarity NPC232611
0.8384 Intermediate Similarity NPC303069
0.8384 Intermediate Similarity NPC477222
0.8384 Intermediate Similarity NPC274200
0.8384 Intermediate Similarity NPC83137
0.8384 Intermediate Similarity NPC51520
0.8384 Intermediate Similarity NPC115165
0.8384 Intermediate Similarity NPC476112
0.8381 Intermediate Similarity NPC66513
0.837 Intermediate Similarity NPC213737
0.837 Intermediate Similarity NPC474284
0.837 Intermediate Similarity NPC474346
0.837 Intermediate Similarity NPC475820
0.837 Intermediate Similarity NPC474253
0.8367 Intermediate Similarity NPC475351
0.8367 Intermediate Similarity NPC107962
0.8367 Intermediate Similarity NPC6295
0.8367 Intermediate Similarity NPC19400
0.8367 Intermediate Similarity NPC107188
0.8367 Intermediate Similarity NPC473610
0.8367 Intermediate Similarity NPC206003
0.8367 Intermediate Similarity NPC211354
0.8367 Intermediate Similarity NPC473727
0.8365 Intermediate Similarity NPC469826
0.8351 Intermediate Similarity NPC172838
0.8351 Intermediate Similarity NPC137004
0.8333 Intermediate Similarity NPC476837
0.8333 Intermediate Similarity NPC139181
0.8333 Intermediate Similarity NPC97260
0.83 Intermediate Similarity NPC291548
0.8286 Intermediate Similarity NPC87393
0.8283 Intermediate Similarity NPC470866
0.8283 Intermediate Similarity NPC184617
0.8283 Intermediate Similarity NPC475643
0.8283 Intermediate Similarity NPC116756
0.8283 Intermediate Similarity NPC252056
0.8283 Intermediate Similarity NPC284104
0.8283 Intermediate Similarity NPC98018
0.8283 Intermediate Similarity NPC470863
0.8283 Intermediate Similarity NPC30856
0.8283 Intermediate Similarity NPC103616
0.8283 Intermediate Similarity NPC470864
0.8283 Intermediate Similarity NPC287483
0.8283 Intermediate Similarity NPC132080
0.8283 Intermediate Similarity NPC475625
0.8283 Intermediate Similarity NPC232037
0.8283 Intermediate Similarity NPC160426
0.8283 Intermediate Similarity NPC128572
0.8283 Intermediate Similarity NPC84111
0.8283 Intermediate Similarity NPC470865
0.8283 Intermediate Similarity NPC97700
0.8265 Intermediate Similarity NPC253268
0.8265 Intermediate Similarity NPC174024
0.8265 Intermediate Similarity NPC312678
0.8265 Intermediate Similarity NPC252253
0.8265 Intermediate Similarity NPC264101
0.8265 Intermediate Similarity NPC217205
0.8265 Intermediate Similarity NPC291203
0.8265 Intermediate Similarity NPC179859
0.8265 Intermediate Similarity NPC291547
0.8265 Intermediate Similarity NPC294686
0.8265 Intermediate Similarity NPC475436
0.8265 Intermediate Similarity NPC131693
0.8265 Intermediate Similarity NPC473851
0.8265 Intermediate Similarity NPC222731
0.8265 Intermediate Similarity NPC45959
0.8265 Intermediate Similarity NPC471464
0.8261 Intermediate Similarity NPC208912
0.8261 Intermediate Similarity NPC2096
0.8229 Intermediate Similarity NPC82955
0.8218 Intermediate Similarity NPC80417
0.8211 Intermediate Similarity NPC213658
0.8211 Intermediate Similarity NPC45833
0.8211 Intermediate Similarity NPC62202
0.8211 Intermediate Similarity NPC110365
0.8211 Intermediate Similarity NPC140446
0.8211 Intermediate Similarity NPC43912
0.8182 Intermediate Similarity NPC474399
0.8182 Intermediate Similarity NPC475899
0.8182 Intermediate Similarity NPC92196
0.8172 Intermediate Similarity NPC241959
0.8163 Intermediate Similarity NPC177834
0.8163 Intermediate Similarity NPC48339
0.8163 Intermediate Similarity NPC477547
0.8163 Intermediate Similarity NPC144790
0.8163 Intermediate Similarity NPC141769
0.8163 Intermediate Similarity NPC325828
0.8163 Intermediate Similarity NPC297348
0.8163 Intermediate Similarity NPC477451
0.8163 Intermediate Similarity NPC88962
0.8163 Intermediate Similarity NPC250393
0.8163 Intermediate Similarity NPC249204
0.8163 Intermediate Similarity NPC149400
0.8163 Intermediate Similarity NPC234352
0.8144 Intermediate Similarity NPC65550
0.8144 Intermediate Similarity NPC50443
0.8144 Intermediate Similarity NPC18536
0.8131 Intermediate Similarity NPC65167
0.8131 Intermediate Similarity NPC469824
0.8125 Intermediate Similarity NPC470872
0.8113 Intermediate Similarity NPC236753
0.8113 Intermediate Similarity NPC469825
0.8113 Intermediate Similarity NPC228190
0.8108 Intermediate Similarity NPC477464
0.81 Intermediate Similarity NPC142264
0.81 Intermediate Similarity NPC476510
0.8085 Intermediate Similarity NPC18953
0.8081 Intermediate Similarity NPC309866
0.8081 Intermediate Similarity NPC473774
0.8081 Intermediate Similarity NPC113500
0.8081 Intermediate Similarity NPC24960
0.8081 Intermediate Similarity NPC3538
0.8081 Intermediate Similarity NPC477224
0.8065 Intermediate Similarity NPC477447
0.8065 Intermediate Similarity NPC470155
0.8065 Intermediate Similarity NPC477446

  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 NPC51579 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
0.8163 Intermediate Similarity NPD8171 Discontinued
0.7736 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7658 Intermediate Similarity NPD8133 Approved
0.7297 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7265 Intermediate Similarity NPD8294 Approved
0.7265 Intermediate Similarity NPD8377 Approved
0.7203 Intermediate Similarity NPD8380 Approved
0.7203 Intermediate Similarity NPD8379 Approved
0.7203 Intermediate Similarity NPD8296 Approved
0.7203 Intermediate Similarity NPD8378 Approved
0.7203 Intermediate Similarity NPD8335 Approved
0.7155 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD3669 Approved
0.7071 Intermediate Similarity NPD3670 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD8033 Approved
0.7034 Intermediate Similarity NPD7516 Approved
0.6949 Remote Similarity NPD7328 Approved
0.6949 Remote Similarity NPD7327 Approved
0.6942 Remote Similarity NPD8328 Phase 3
0.6939 Remote Similarity NPD6928 Phase 2
0.6882 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6842 Remote Similarity NPD1810 Approved
0.6842 Remote Similarity NPD1811 Approved
0.6526 Remote Similarity NPD2686 Approved
0.6526 Remote Similarity NPD2687 Approved
0.6526 Remote Similarity NPD2254 Approved
0.6504 Remote Similarity NPD7503 Approved
0.65 Remote Similarity NPD6940 Discontinued
0.6429 Remote Similarity NPD7507 Approved
0.6421 Remote Similarity NPD4267 Clinical (unspecified phase)
0.64 Remote Similarity NPD6697 Approved
0.64 Remote Similarity NPD6114 Approved
0.64 Remote Similarity NPD6115 Approved
0.64 Remote Similarity NPD6118 Approved
0.6373 Remote Similarity NPD1780 Approved
0.6373 Remote Similarity NPD1779 Approved
0.6371 Remote Similarity NPD8516 Approved
0.6371 Remote Similarity NPD8517 Approved
0.6371 Remote Similarity NPD8515 Approved
0.6325 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6325 Remote Similarity NPD6686 Approved
0.63 Remote Similarity NPD6116 Phase 1
0.6279 Remote Similarity NPD7319 Approved
0.624 Remote Similarity NPD8513 Phase 3
0.6239 Remote Similarity NPD6412 Phase 2
0.6237 Remote Similarity NPD371 Approved
0.6216 Remote Similarity NPD7991 Discontinued
0.6202 Remote Similarity NPD7736 Approved
0.62 Remote Similarity NPD6117 Approved
0.6134 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6091 Remote Similarity NPD8034 Phase 2
0.6091 Remote Similarity NPD8035 Phase 2
0.6087 Remote Similarity NPD6123 Approved
0.6033 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6 Remote Similarity NPD8293 Discontinued
0.6 Remote Similarity NPD6113 Clinical (unspecified phase)
0.597 Remote Similarity NPD8450 Suspended
0.595 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5917 Remote Similarity NPD8174 Phase 2
0.5896 Remote Similarity NPD8449 Approved
0.5865 Remote Similarity NPD7329 Approved
0.5859 Remote Similarity NPD6921 Approved
0.5841 Remote Similarity NPD7748 Approved
0.5833 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5826 Remote Similarity NPD7902 Approved
0.5814 Remote Similarity NPD6370 Approved
0.5812 Remote Similarity NPD1700 Approved
0.5804 Remote Similarity NPD7625 Phase 1
0.5784 Remote Similarity NPD3703 Phase 2
0.5776 Remote Similarity NPD7638 Approved
0.5763 Remote Similarity NPD8084 Approved
0.5763 Remote Similarity NPD8082 Approved
0.5763 Remote Similarity NPD8139 Approved
0.5763 Remote Similarity NPD8138 Approved
0.5763 Remote Similarity NPD8086 Approved
0.5763 Remote Similarity NPD8083 Approved
0.5763 Remote Similarity NPD8085 Approved
0.575 Remote Similarity NPD8393 Approved
0.5726 Remote Similarity NPD7639 Approved
0.5726 Remote Similarity NPD7640 Approved
0.5725 Remote Similarity NPD7492 Approved
0.5714 Remote Similarity NPD8276 Approved
0.5714 Remote Similarity NPD7645 Phase 2
0.5714 Remote Similarity NPD8275 Approved
0.5702 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5682 Remote Similarity NPD6616 Approved
0.5667 Remote Similarity NPD8081 Approved
0.5664 Remote Similarity NPD7515 Phase 2
0.5659 Remote Similarity NPD6059 Approved
0.5659 Remote Similarity NPD6054 Approved
0.5644 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5644 Remote Similarity NPD4809 Clinical (unspecified phase)
0.5639 Remote Similarity NPD7078 Approved
0.5631 Remote Similarity NPD3702 Approved
0.563 Remote Similarity NPD7632 Discontinued
0.56 Remote Similarity NPD3700 Clinical (unspecified phase)
0.56 Remote Similarity NPD3699 Clinical (unspecified phase)
0.56 Remote Similarity NPD6882 Approved
0.56 Remote Similarity NPD8297 Approved

  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