Structure

Physi-Chem Properties

Molecular Weight:  534.25
Volume:  536.622
LogP:  2.289
LogD:  1.733
LogS:  -4.157
# Rotatable Bonds:  8
TPSA:  142.5
# H-Bond Aceptor:  10
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.325
Synthetic Accessibility Score:  5.815
Fsp3:  0.679
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:  -5.222
MDCK Permeability:  0.00013136191410012543
Pgp-inhibitor:  0.999
Pgp-substrate:  0.997
Human Intestinal Absorption (HIA):  0.111
20% Bioavailability (F20%):  0.039
30% Bioavailability (F30%):  0.739

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.174
Plasma Protein Binding (PPB):  66.2276840209961%
Volume Distribution (VD):  1.352
Pgp-substrate:  28.318668365478516%

ADMET: Metabolism

CYP1A2-inhibitor:  0.016
CYP1A2-substrate:  0.013
CYP2C19-inhibitor:  0.011
CYP2C19-substrate:  0.073
CYP2C9-inhibitor:  0.011
CYP2C9-substrate:  0.021
CYP2D6-inhibitor:  0.064
CYP2D6-substrate:  0.038
CYP3A4-inhibitor:  0.236
CYP3A4-substrate:  0.295

ADMET: Excretion

Clearance (CL):  3.292
Half-life (T1/2):  0.721

ADMET: Toxicity

hERG Blockers:  0.006
Human Hepatotoxicity (H-HT):  0.937
Drug-inuced Liver Injury (DILI):  0.854
AMES Toxicity:  0.019
Rat Oral Acute Toxicity:  0.763
Maximum Recommended Daily Dose:  0.958
Skin Sensitization:  0.355
Carcinogencity:  0.043
Eye Corrosion:  0.022
Eye Irritation:  0.089
Respiratory Toxicity:  0.983

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

  Natural Product: NPC143609

Natural Product ID:  NPC143609
Common Name*:   CWMUWKWZNUFEDY-LCFONYPQSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  CWMUWKWZNUFEDY-LCFONYPQSA-N
Standard InCHI:  InChI=1S/C28H38O10/c1-12-19(33)10-18-24(36-15(4)30)23-13(2)20(34)11-21(35-14(3)29)28(23,9)26(38-17(6)32)25(37-16(5)31)22(12)27(18,7)8/h18,20-21,23-26,34H,2,10-11H2,1,3-9H3/t18-,20-,21-,23-,24+,25+,26-,28+/m0/s1
SMILES:  CC1=C2[C@H]([C@@H]([C@]3(C)[C@H](C[C@@H](C(=C)[C@H]3[C@@H]([C@H](CC1=O)C2(C)C)OC(=O)C)O)OC(=O)C)OC(=O)C)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL310157
PubChem CID:   10347049
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0000676] Taxanes and derivatives

*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
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. twig n.a. DOI[10.1016/j.tet.2004.10.110]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. leaf n.a. DOI[10.1016/j.tet.2004.10.110]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota leaves and twigs n.a. n.a. PMID[12502326]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. Japan n.a. PMID[14987066]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. leaf n.a. PMID[15679325]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[15679325]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. twig n.a. PMID[15679325]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[15844936]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[15974623]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. Japan n.a. PMID[15974623]
NPO23720 Taxus wallichiana Species Taxaceae Eukaryota needles Himalayan n.a. PMID[16480866]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[18220355]
NPO23720 Taxus wallichiana Species Taxaceae Eukaryota Stem Bark n.a. n.a. PMID[28240909]
NPO23720 Taxus wallichiana Species Taxaceae Eukaryota Roots n.a. n.a. PMID[28581744]
NPO23720 Taxus wallichiana Species Taxaceae Eukaryota n.a. n.a. n.a. PMID[7264680]
NPO23720 Taxus wallichiana Species Taxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23720 Taxus wallichiana Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23720 Taxus wallichiana Species Taxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23720 Taxus wallichiana Species Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24820 Taxus cuspidata Species Taxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11554 Taxus sumatrana Species Taxaceae 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
NPT137 Cell Line L1210 Mus musculus IC50 > 10.0 ug.mL-1 PMID[501053]
NPT168 Cell Line P388 Mus musculus IC50 = 66069344.8 nM PMID[501054]
NPT165 Cell Line HeLa Homo sapiens IC50 > 10000.0 nM PMID[501055]
NPT2 Others Unspecified Control = 141.0 % PMID[501053]
NPT2 Others Unspecified Control = 257.0 % PMID[501053]
NPT27 Others Unspecified IC50 > 10.0 ug.mL-1 PMID[501053]
NPT2 Others Unspecified IC50 > 250000.0 nM PMID[501055]

☑ 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 NPC143609 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
0.9898 High Similarity NPC111952
0.9694 High Similarity NPC8196
0.9592 High Similarity NPC137430
0.9495 High Similarity NPC99266
0.9314 High Similarity NPC151393
0.9293 High Similarity NPC97435
0.9126 High Similarity NPC469916
0.9126 High Similarity NPC472439
0.9082 High Similarity NPC284194
0.9082 High Similarity NPC471765
0.9082 High Similarity NPC211810
0.9082 High Similarity NPC221801
0.8878 High Similarity NPC472416
0.8878 High Similarity NPC472360
0.8846 High Similarity NPC187435
0.8846 High Similarity NPC67321
0.8846 High Similarity NPC112780
0.8776 High Similarity NPC99653
0.8762 High Similarity NPC476479
0.8738 High Similarity NPC159533
0.8704 High Similarity NPC471204
0.87 High Similarity NPC202833
0.8687 High Similarity NPC182826
0.8687 High Similarity NPC105375
0.8679 High Similarity NPC475586
0.8679 High Similarity NPC273433
0.8673 High Similarity NPC124374
0.8641 High Similarity NPC476081
0.8641 High Similarity NPC295791
0.8614 High Similarity NPC473244
0.8611 High Similarity NPC317687
0.86 High Similarity NPC471786
0.86 High Similarity NPC37603
0.8585 High Similarity NPC306265
0.8571 High Similarity NPC220216
0.8571 High Similarity NPC48732
0.8571 High Similarity NPC472389
0.8529 High Similarity NPC216478
0.8519 High Similarity NPC317107
0.8515 High Similarity NPC129569
0.8469 Intermediate Similarity NPC261320
0.8462 Intermediate Similarity NPC472552
0.8462 Intermediate Similarity NPC165250
0.8447 Intermediate Similarity NPC47024
0.8431 Intermediate Similarity NPC474395
0.8411 Intermediate Similarity NPC322903
0.8381 Intermediate Similarity NPC120321
0.8381 Intermediate Similarity NPC478057
0.8378 Intermediate Similarity NPC234858
0.8378 Intermediate Similarity NPC471127
0.8378 Intermediate Similarity NPC154363
0.8367 Intermediate Similarity NPC69713
0.8365 Intermediate Similarity NPC472554
0.8364 Intermediate Similarity NPC25909
0.8318 Intermediate Similarity NPC472390
0.8304 Intermediate Similarity NPC10721
0.8304 Intermediate Similarity NPC473968
0.8304 Intermediate Similarity NPC469684
0.8302 Intermediate Similarity NPC296950
0.8302 Intermediate Similarity NPC146731
0.8302 Intermediate Similarity NPC65523
0.8302 Intermediate Similarity NPC118911
0.83 Intermediate Similarity NPC473944
0.8286 Intermediate Similarity NPC273005
0.8286 Intermediate Similarity NPC469606
0.8286 Intermediate Similarity NPC31058
0.8283 Intermediate Similarity NPC246028
0.8273 Intermediate Similarity NPC472002
0.8273 Intermediate Similarity NPC269530
0.8269 Intermediate Similarity NPC38855
0.8269 Intermediate Similarity NPC79303
0.8269 Intermediate Similarity NPC188968
0.8265 Intermediate Similarity NPC102640
0.8265 Intermediate Similarity NPC471779
0.8261 Intermediate Similarity NPC23786
0.8261 Intermediate Similarity NPC470265
0.8257 Intermediate Similarity NPC472417
0.8257 Intermediate Similarity NPC5103
0.8257 Intermediate Similarity NPC469917
0.8252 Intermediate Similarity NPC91695
0.8252 Intermediate Similarity NPC70145
0.8246 Intermediate Similarity NPC48692
0.8246 Intermediate Similarity NPC157252
0.8246 Intermediate Similarity NPC471126
0.8246 Intermediate Similarity NPC145182
0.8246 Intermediate Similarity NPC471128
0.8241 Intermediate Similarity NPC325054
0.8241 Intermediate Similarity NPC275539
0.8241 Intermediate Similarity NPC189075
0.8235 Intermediate Similarity NPC157686
0.8235 Intermediate Similarity NPC259042
0.823 Intermediate Similarity NPC251310
0.8224 Intermediate Similarity NPC34768
0.8224 Intermediate Similarity NPC123726
0.8224 Intermediate Similarity NPC469607
0.8224 Intermediate Similarity NPC284365
0.8208 Intermediate Similarity NPC61442
0.8208 Intermediate Similarity NPC471208
0.8208 Intermediate Similarity NPC95899
0.82 Intermediate Similarity NPC232202
0.8198 Intermediate Similarity NPC469454
0.8198 Intermediate Similarity NPC469463
0.8198 Intermediate Similarity NPC469496
0.8198 Intermediate Similarity NPC472757
0.819 Intermediate Similarity NPC303559
0.819 Intermediate Similarity NPC111292
0.819 Intermediate Similarity NPC67251
0.8182 Intermediate Similarity NPC188738
0.8182 Intermediate Similarity NPC474846
0.8182 Intermediate Similarity NPC469655
0.8182 Intermediate Similarity NPC469656
0.8174 Intermediate Similarity NPC67569
0.8174 Intermediate Similarity NPC52839
0.8173 Intermediate Similarity NPC478056
0.8173 Intermediate Similarity NPC222303
0.8165 Intermediate Similarity NPC173905
0.8165 Intermediate Similarity NPC5475
0.8165 Intermediate Similarity NPC474243
0.8165 Intermediate Similarity NPC42662
0.8165 Intermediate Similarity NPC472216
0.8165 Intermediate Similarity NPC284828
0.8163 Intermediate Similarity NPC102996
0.8158 Intermediate Similarity NPC476529
0.8158 Intermediate Similarity NPC156745
0.8158 Intermediate Similarity NPC475775
0.8158 Intermediate Similarity NPC236918
0.8158 Intermediate Similarity NPC475041
0.8155 Intermediate Similarity NPC234993
0.8155 Intermediate Similarity NPC134072
0.8155 Intermediate Similarity NPC284518
0.8155 Intermediate Similarity NPC165632
0.8148 Intermediate Similarity NPC230541
0.8148 Intermediate Similarity NPC473586
0.8148 Intermediate Similarity NPC110496
0.8142 Intermediate Similarity NPC53396
0.8142 Intermediate Similarity NPC98249
0.8142 Intermediate Similarity NPC473590
0.8137 Intermediate Similarity NPC469596
0.8137 Intermediate Similarity NPC24861
0.8137 Intermediate Similarity NPC148000
0.8137 Intermediate Similarity NPC225474
0.8131 Intermediate Similarity NPC258532
0.8125 Intermediate Similarity NPC181145
0.8125 Intermediate Similarity NPC472400
0.8125 Intermediate Similarity NPC473798
0.812 Intermediate Similarity NPC476729
0.8113 Intermediate Similarity NPC58329
0.8108 Intermediate Similarity NPC236217
0.8108 Intermediate Similarity NPC476801
0.8103 Intermediate Similarity NPC269642
0.81 Intermediate Similarity NPC314727
0.8095 Intermediate Similarity NPC271295
0.8091 Intermediate Similarity NPC253906
0.8091 Intermediate Similarity NPC83005
0.8091 Intermediate Similarity NPC472215
0.8091 Intermediate Similarity NPC472214
0.8091 Intermediate Similarity NPC235014
0.8087 Intermediate Similarity NPC109607
0.8087 Intermediate Similarity NPC472759
0.8087 Intermediate Similarity NPC107338
0.8087 Intermediate Similarity NPC475885
0.8087 Intermediate Similarity NPC329080
0.8077 Intermediate Similarity NPC473963
0.8077 Intermediate Similarity NPC175351
0.8077 Intermediate Similarity NPC254496
0.8077 Intermediate Similarity NPC320306
0.8077 Intermediate Similarity NPC121402
0.8077 Intermediate Similarity NPC151681
0.8077 Intermediate Similarity NPC287668
0.8077 Intermediate Similarity NPC224356
0.8077 Intermediate Similarity NPC285513
0.8077 Intermediate Similarity NPC132753
0.8073 Intermediate Similarity NPC475263
0.8073 Intermediate Similarity NPC94942
0.8073 Intermediate Similarity NPC88701
0.8073 Intermediate Similarity NPC476802
0.8073 Intermediate Similarity NPC472219
0.8073 Intermediate Similarity NPC37628
0.8073 Intermediate Similarity NPC472218
0.8073 Intermediate Similarity NPC293850
0.8073 Intermediate Similarity NPC89171
0.8073 Intermediate Similarity NPC472217
0.807 Intermediate Similarity NPC146280
0.807 Intermediate Similarity NPC472397
0.807 Intermediate Similarity NPC171905
0.807 Intermediate Similarity NPC124676
0.807 Intermediate Similarity NPC234522
0.807 Intermediate Similarity NPC284707
0.807 Intermediate Similarity NPC471125
0.807 Intermediate Similarity NPC472758
0.8058 Intermediate Similarity NPC276110
0.8058 Intermediate Similarity NPC183012
0.8056 Intermediate Similarity NPC102352
0.8053 Intermediate Similarity NPC328374
0.8053 Intermediate Similarity NPC251236
0.8053 Intermediate Similarity NPC96312
0.8053 Intermediate Similarity NPC474734
0.8053 Intermediate Similarity NPC40632
0.8051 Intermediate Similarity NPC293112
0.8037 Intermediate Similarity NPC23584

  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 NPC143609 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
0.8091 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7925 Intermediate Similarity NPD7640 Approved
0.7925 Intermediate Similarity NPD7639 Approved
0.783 Intermediate Similarity NPD7638 Approved
0.783 Intermediate Similarity NPD4225 Approved
0.7826 Intermediate Similarity NPD7115 Discovery
0.7818 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7748 Intermediate Similarity NPD6686 Approved
0.767 Intermediate Similarity NPD46 Approved
0.767 Intermediate Similarity NPD6698 Approved
0.757 Intermediate Similarity NPD7902 Approved
0.7523 Intermediate Similarity NPD5344 Discontinued
0.7522 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD7632 Discontinued
0.7453 Intermediate Similarity NPD7748 Approved
0.7434 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD7515 Phase 2
0.7368 Intermediate Similarity NPD6372 Approved
0.7368 Intermediate Similarity NPD6373 Approved
0.7358 Intermediate Similarity NPD6399 Phase 3
0.7328 Intermediate Similarity NPD8297 Approved
0.7317 Intermediate Similarity NPD7507 Approved
0.7304 Intermediate Similarity NPD6371 Approved
0.7295 Intermediate Similarity NPD8328 Phase 3
0.729 Intermediate Similarity NPD7900 Approved
0.729 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.728 Intermediate Similarity NPD7319 Approved
0.7273 Intermediate Similarity NPD6648 Approved
0.7257 Intermediate Similarity NPD7128 Approved
0.7257 Intermediate Similarity NPD6675 Approved
0.7257 Intermediate Similarity NPD6402 Approved
0.7257 Intermediate Similarity NPD5739 Approved
0.7241 Intermediate Similarity NPD6649 Approved
0.7241 Intermediate Similarity NPD6650 Approved
0.7196 Intermediate Similarity NPD5778 Approved
0.7196 Intermediate Similarity NPD5779 Approved
0.7193 Intermediate Similarity NPD6412 Phase 2
0.719 Intermediate Similarity NPD6319 Approved
0.7184 Intermediate Similarity NPD1694 Approved
0.7167 Intermediate Similarity NPD7327 Approved
0.7167 Intermediate Similarity NPD7328 Approved
0.713 Intermediate Similarity NPD7320 Approved
0.713 Intermediate Similarity NPD6899 Approved
0.713 Intermediate Similarity NPD6881 Approved
0.7119 Intermediate Similarity NPD4632 Approved
0.7115 Intermediate Similarity NPD3618 Phase 1
0.7107 Intermediate Similarity NPD7516 Approved
0.7105 Intermediate Similarity NPD6008 Approved
0.7083 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD5701 Approved
0.7043 Intermediate Similarity NPD5697 Approved
0.7034 Intermediate Similarity NPD6882 Approved
0.7034 Intermediate Similarity NPD6053 Discontinued
0.7027 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6883 Approved
0.7009 Intermediate Similarity NPD7102 Approved
0.7009 Intermediate Similarity NPD7838 Discovery
0.7009 Intermediate Similarity NPD7290 Approved
0.6992 Remote Similarity NPD8033 Approved
0.6992 Remote Similarity NPD8296 Approved
0.6992 Remote Similarity NPD8513 Phase 3
0.6992 Remote Similarity NPD8515 Approved
0.6992 Remote Similarity NPD8517 Approved
0.6992 Remote Similarity NPD8380 Approved
0.6992 Remote Similarity NPD8516 Approved
0.6992 Remote Similarity NPD8335 Approved
0.6992 Remote Similarity NPD8378 Approved
0.6992 Remote Similarity NPD8379 Approved
0.6975 Remote Similarity NPD8133 Approved
0.696 Remote Similarity NPD7492 Approved
0.6949 Remote Similarity NPD6869 Approved
0.6949 Remote Similarity NPD6847 Approved
0.6949 Remote Similarity NPD8130 Phase 1
0.6949 Remote Similarity NPD6617 Approved
0.6944 Remote Similarity NPD7983 Approved
0.6942 Remote Similarity NPD6009 Approved
0.6937 Remote Similarity NPD6084 Phase 2
0.6937 Remote Similarity NPD6083 Phase 2
0.6923 Remote Similarity NPD6014 Approved
0.6923 Remote Similarity NPD6012 Approved
0.6923 Remote Similarity NPD6013 Approved
0.6916 Remote Similarity NPD5328 Approved
0.6911 Remote Similarity NPD8294 Approved
0.6911 Remote Similarity NPD6054 Approved
0.6911 Remote Similarity NPD6059 Approved
0.6911 Remote Similarity NPD8377 Approved
0.6905 Remote Similarity NPD6616 Approved
0.6899 Remote Similarity NPD7260 Phase 2
0.6897 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6893 Remote Similarity NPD4752 Clinical (unspecified phase)
0.688 Remote Similarity NPD7604 Phase 2
0.6855 Remote Similarity NPD7503 Approved
0.6855 Remote Similarity NPD5983 Phase 2
0.6855 Remote Similarity NPD6921 Approved
0.6852 Remote Similarity NPD5785 Approved
0.685 Remote Similarity NPD7078 Approved
0.685 Remote Similarity NPD8293 Discontinued
0.6842 Remote Similarity NPD5211 Phase 2
0.6838 Remote Similarity NPD6011 Approved
0.6807 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6401 Clinical (unspecified phase)
0.68 Remote Similarity NPD6370 Approved
0.6797 Remote Similarity NPD7736 Approved
0.6792 Remote Similarity NPD7334 Approved
0.6792 Remote Similarity NPD7146 Approved
0.6792 Remote Similarity NPD6684 Approved
0.6792 Remote Similarity NPD5330 Approved
0.6792 Remote Similarity NPD7521 Approved
0.6792 Remote Similarity NPD6409 Approved
0.6789 Remote Similarity NPD6411 Approved
0.6789 Remote Similarity NPD6079 Approved
0.6789 Remote Similarity NPD8035 Phase 2
0.6789 Remote Similarity NPD7637 Suspended
0.6789 Remote Similarity NPD8034 Phase 2
0.6786 Remote Similarity NPD4755 Approved
0.6772 Remote Similarity NPD6336 Discontinued
0.6762 Remote Similarity NPD4786 Approved
0.6757 Remote Similarity NPD5695 Phase 3
0.6757 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6731 Remote Similarity NPD3667 Approved
0.6727 Remote Similarity NPD4202 Approved
0.6726 Remote Similarity NPD5696 Approved
0.6724 Remote Similarity NPD5141 Approved
0.672 Remote Similarity NPD6015 Approved
0.672 Remote Similarity NPD6016 Approved
0.6719 Remote Similarity NPD8074 Phase 3
0.6718 Remote Similarity NPD6845 Suspended
0.6696 Remote Similarity NPD4697 Phase 3
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4696 Approved
0.6667 Remote Similarity NPD5988 Approved
0.6667 Remote Similarity NPD6672 Approved
0.6667 Remote Similarity NPD4700 Approved
0.6667 Remote Similarity NPD5286 Approved
0.6667 Remote Similarity NPD5285 Approved
0.6667 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD6903 Approved
0.6614 Remote Similarity NPD6067 Discontinued
0.6607 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6606 Remote Similarity NPD6101 Approved
0.6604 Remote Similarity NPD3665 Phase 1
0.6604 Remote Similarity NPD3133 Approved
0.6604 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6604 Remote Similarity NPD3666 Approved
0.6585 Remote Similarity NPD6274 Approved
0.6583 Remote Similarity NPD4634 Approved
0.6574 Remote Similarity NPD3573 Approved
0.656 Remote Similarity NPD7100 Approved
0.656 Remote Similarity NPD7101 Approved
0.6552 Remote Similarity NPD4633 Approved
0.6552 Remote Similarity NPD5224 Approved
0.6552 Remote Similarity NPD5225 Approved
0.6552 Remote Similarity NPD5226 Approved
0.6549 Remote Similarity NPD5222 Approved
0.6549 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6549 Remote Similarity NPD5221 Approved
0.6542 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6525 Remote Similarity NPD4767 Approved
0.6525 Remote Similarity NPD4768 Approved
0.6518 Remote Similarity NPD5282 Discontinued
0.6496 Remote Similarity NPD5175 Approved
0.6496 Remote Similarity NPD5174 Approved
0.6491 Remote Similarity NPD5173 Approved
0.6486 Remote Similarity NPD5281 Approved
0.6486 Remote Similarity NPD5693 Phase 1
0.6486 Remote Similarity NPD5284 Approved
0.648 Remote Similarity NPD6335 Approved
0.6466 Remote Similarity NPD5223 Approved
0.6457 Remote Similarity NPD6908 Approved
0.6457 Remote Similarity NPD6909 Approved
0.6455 Remote Similarity NPD4753 Phase 2
0.6455 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6868 Approved
0.6449 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6422 Remote Similarity NPD7524 Approved
0.6417 Remote Similarity NPD4729 Approved
0.6417 Remote Similarity NPD4730 Approved
0.6412 Remote Similarity NPD6033 Approved
0.64 Remote Similarity NPD6317 Approved
0.6389 Remote Similarity NPD5363 Approved
0.6381 Remote Similarity NPD4695 Discontinued
0.6356 Remote Similarity NPD4754 Approved
0.6355 Remote Similarity NPD7154 Phase 3
0.6355 Remote Similarity NPD6110 Phase 1
0.6355 Remote Similarity NPD6695 Phase 3
0.6349 Remote Similarity NPD6314 Approved
0.6349 Remote Similarity NPD6313 Approved
0.6346 Remote Similarity NPD5784 Clinical (unspecified phase)
0.633 Remote Similarity NPD4519 Discontinued
0.633 Remote Similarity NPD5279 Phase 3
0.633 Remote Similarity NPD4623 Approved
0.633 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6328 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6316 Remote Similarity NPD4629 Approved
0.6316 Remote Similarity NPD5210 Approved
0.6311 Remote Similarity NPD5251 Approved
0.6311 Remote Similarity NPD5248 Approved
0.6311 Remote Similarity NPD5250 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