Structure

Physi-Chem Properties

Molecular Weight:  532.3
Volume:  538.51
LogP:  4.643
LogD:  3.781
LogS:  -4.206
# Rotatable Bonds:  10
TPSA:  117.98
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  6
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.223
Synthetic Accessibility Score:  6.456
Fsp3:  0.833
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:  -4.807
MDCK Permeability:  3.594782901927829e-05
Pgp-inhibitor:  0.338
Pgp-substrate:  0.281
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.84
30% Bioavailability (F30%):  0.077

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.646
Plasma Protein Binding (PPB):  92.9333267211914%
Volume Distribution (VD):  1.806
Pgp-substrate:  3.7227630615234375%

ADMET: Metabolism

CYP1A2-inhibitor:  0.017
CYP1A2-substrate:  0.985
CYP2C19-inhibitor:  0.09
CYP2C19-substrate:  0.829
CYP2C9-inhibitor:  0.452
CYP2C9-substrate:  0.022
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.123
CYP3A4-inhibitor:  0.788
CYP3A4-substrate:  0.3

ADMET: Excretion

Clearance (CL):  10.348
Half-life (T1/2):  0.265

ADMET: Toxicity

hERG Blockers:  0.352
Human Hepatotoxicity (H-HT):  0.917
Drug-inuced Liver Injury (DILI):  0.204
AMES Toxicity:  0.297
Rat Oral Acute Toxicity:  0.855
Maximum Recommended Daily Dose:  0.95
Skin Sensitization:  0.812
Carcinogencity:  0.749
Eye Corrosion:  0.004
Eye Irritation:  0.02
Respiratory Toxicity:  0.986

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

  Natural Product: NPC217901

Natural Product ID:  NPC217901
Common Name*:   Simplexin
IUPAC Name:   n.a.
Synonyms:   Simplexin
Standard InCHIKey:  JAQJQYMDHBSCKO-JDVVNZBPSA-N
Standard InCHI:  InChI=1S/C30H44O8/c1-6-7-8-9-10-11-12-13-28-36-23-21-24-27(16-31,35-24)25(33)29(34)20(14-18(4)22(29)32)30(21,38-28)19(5)15-26(23,37-28)17(2)3/h14,19-21,23-25,31,33-34H,2,6-13,15-16H2,1,3-5H3/t19-,20-,21-,23-,24+,25-,26-,27+,28-,29-,30+/m1/s1
SMILES:  CCCCCCCCC[C@@]12O[C@H]3[C@@](O1)(C[C@H]([C@@]1(O2)[C@H]3[C@@H]2O[C@@]2([C@H]([C@]2([C@H]1C=C(C2=O)C)O)O)CO)C)C(=C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL444290
PubChem CID:   119045
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001551] Diterpenoids
          • [CHEMONTID:0003494] Rhamnofolane and daphnane diterpenoids

*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
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. root n.a. PMID[15997133]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. root n.a. PMID[16141313]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. flower n.a. PMID[21916433]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. callus n.a. PMID[22368856]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota flower buds n.a. n.a. PMID[23558238]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[23611151]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota roots n.a. n.a. PMID[24931277]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[26562066]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[27228307]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota Roots n.a. n.a. PMID[31150241]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[31860304]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[32223193]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. root n.a. Database[Article]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9756 Daphne genkwa Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7067 Stellera chamaejasme Species Thymelaeaceae 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
NPT168 Cell Line P388 Mus musculus ED50 = 0.005 ug ml-1 PMID[452590]
NPT111 Cell Line K562 Homo sapiens IC50 > 50000.0 nM PMID[452591]
NPT466 Cell Line U-937 Homo sapiens IC50 > 50000.0 nM PMID[452591]
NPT116 Cell Line HL-60 Homo sapiens IC50 > 50000.0 nM PMID[452591]
NPT453 Cell Line HT-1080 Homo sapiens IC50 < 100.0 nM PMID[452591]
NPT81 Cell Line A549 Homo sapiens IC50 = 26960.0 nM PMID[452591]
NPT393 Cell Line HCT-116 Homo sapiens IC50 > 50000.0 nM PMID[452591]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 38820.0 nM PMID[452591]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 25410.0 nM PMID[452591]
NPT165 Cell Line HeLa Homo sapiens IC50 = 21720.0 nM PMID[452591]
NPT81 Cell Line A549 Homo sapiens IC50 = 0.3 nM PMID[452592]
NPT25 Cell Line MT4 Homo sapiens CC50 >= 18800.0 nM PMID[452593]
NPT32 Organism Mus musculus Mus musculus Activity = 20.0 % PMID[452589]
NPT32 Organism Mus musculus Mus musculus Activity = 4.0 % PMID[452589]
NPT32 Organism Mus musculus Mus musculus Activity = 71.0 % PMID[452589]
NPT32 Organism Mus musculus Mus musculus Activity = 54.0 % PMID[452589]
NPT32 Organism Mus musculus Mus musculus Activity = 0.6 n.a. PMID[452589]
NPT32 Organism Mus musculus Mus musculus Activity = 0.2 n.a. PMID[452589]
NPT32 Organism Mus musculus Mus musculus Activity = 3.0 n.a. PMID[452589]
NPT32 Organism Mus musculus Mus musculus Activity = 1.7 n.a. PMID[452589]
NPT32 Organism Mus musculus Mus musculus Survival = 100.0 % PMID[452589]
NPT32 Organism Mus musculus Mus musculus Survival = 93.0 % PMID[452589]
NPT32 Organism Mus musculus Mus musculus Activity = 0.013 nmol PMID[452589]
NPT32 Organism Mus musculus Mus musculus Activity = 77.0 /nmol PMID[452589]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 10650.0 nM PMID[452591]
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 = 47.0 nM PMID[452593]
NPT2 Others Unspecified Ratio CC50/EC50 >= 400.0 n.a. PMID[452593]

☑ 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 NPC217901 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
0.9914 High Similarity NPC475273
0.9914 High Similarity NPC168849
0.9746 High Similarity NPC162495
0.9664 High Similarity NPC251564
0.9664 High Similarity NPC477189
0.9664 High Similarity NPC475606
0.9664 High Similarity NPC475314
0.9583 High Similarity NPC474508
0.9583 High Similarity NPC475139
0.9583 High Similarity NPC473485
0.9583 High Similarity NPC180902
0.9426 High Similarity NPC100017
0.9426 High Similarity NPC223356
0.9426 High Similarity NPC182266
0.9426 High Similarity NPC471137
0.9426 High Similarity NPC471136
0.9426 High Similarity NPC473548
0.9426 High Similarity NPC475154
0.9426 High Similarity NPC475500
0.9274 High Similarity NPC68282
0.9174 High Similarity NPC476078
0.9174 High Similarity NPC476091
0.9068 High Similarity NPC142882
0.9024 High Similarity NPC475389
0.9024 High Similarity NPC473838
0.9 High Similarity NPC473802
0.8926 High Similarity NPC473709
0.8926 High Similarity NPC473919
0.8852 High Similarity NPC471939
0.878 High Similarity NPC471940
0.871 High Similarity NPC270109
0.8595 High Similarity NPC329008
0.8595 High Similarity NPC317635
0.8548 High Similarity NPC222307
0.8537 High Similarity NPC472399
0.8413 Intermediate Similarity NPC236999
0.8374 Intermediate Similarity NPC477046
0.8374 Intermediate Similarity NPC472401
0.8374 Intermediate Similarity NPC102822
0.8306 Intermediate Similarity NPC162009
0.8306 Intermediate Similarity NPC19464
0.8306 Intermediate Similarity NPC257017
0.8293 Intermediate Similarity NPC471128
0.8293 Intermediate Similarity NPC145182
0.8293 Intermediate Similarity NPC471126
0.8293 Intermediate Similarity NPC157252
0.8254 Intermediate Similarity NPC225049
0.8226 Intermediate Similarity NPC52839
0.8189 Intermediate Similarity NPC298841
0.8175 Intermediate Similarity NPC470922
0.8145 Intermediate Similarity NPC472004
0.8145 Intermediate Similarity NPC112038
0.814 Intermediate Similarity NPC476852
0.8136 Intermediate Similarity NPC29827
0.813 Intermediate Similarity NPC472397
0.813 Intermediate Similarity NPC471125
0.813 Intermediate Similarity NPC472758
0.813 Intermediate Similarity NPC204552
0.813 Intermediate Similarity NPC188667
0.813 Intermediate Similarity NPC171905
0.8099 Intermediate Similarity NPC477126
0.8095 Intermediate Similarity NPC469352
0.8092 Intermediate Similarity NPC471234
0.8065 Intermediate Similarity NPC475775
0.8065 Intermediate Similarity NPC22628
0.8065 Intermediate Similarity NPC476529
0.8065 Intermediate Similarity NPC5989
0.8065 Intermediate Similarity NPC5991
0.8065 Intermediate Similarity NPC476107
0.8065 Intermediate Similarity NPC275696
0.8065 Intermediate Similarity NPC469488
0.8065 Intermediate Similarity NPC471108
0.8065 Intermediate Similarity NPC255081
0.8062 Intermediate Similarity NPC476851
0.8062 Intermediate Similarity NPC475371
0.8049 Intermediate Similarity NPC156252
0.8049 Intermediate Similarity NPC474654
0.8049 Intermediate Similarity NPC470854
0.8049 Intermediate Similarity NPC287343
0.8049 Intermediate Similarity NPC97908
0.8049 Intermediate Similarity NPC122033
0.8047 Intermediate Similarity NPC470780
0.8047 Intermediate Similarity NPC42399
0.8031 Intermediate Similarity NPC145238
0.8031 Intermediate Similarity NPC24651
0.8 Intermediate Similarity NPC476855
0.8 Intermediate Similarity NPC107338
0.8 Intermediate Similarity NPC109607
0.8 Intermediate Similarity NPC143755
0.7984 Intermediate Similarity NPC124676
0.7984 Intermediate Similarity NPC146280
0.7984 Intermediate Similarity NPC476859
0.7984 Intermediate Similarity NPC297179
0.7984 Intermediate Similarity NPC473620
0.7967 Intermediate Similarity NPC234858
0.7967 Intermediate Similarity NPC471127
0.7967 Intermediate Similarity NPC154363
0.7953 Intermediate Similarity NPC471392
0.7953 Intermediate Similarity NPC91693
0.7953 Intermediate Similarity NPC67251
0.7953 Intermediate Similarity NPC265557
0.7953 Intermediate Similarity NPC18945
0.7953 Intermediate Similarity NPC105926
0.7939 Intermediate Similarity NPC100390
0.7939 Intermediate Similarity NPC254614
0.7939 Intermediate Similarity NPC6274
0.7939 Intermediate Similarity NPC254146
0.7939 Intermediate Similarity NPC471855
0.7939 Intermediate Similarity NPC33378
0.7937 Intermediate Similarity NPC310511
0.7937 Intermediate Similarity NPC470779
0.7923 Intermediate Similarity NPC231529
0.7923 Intermediate Similarity NPC470851
0.7923 Intermediate Similarity NPC476854
0.792 Intermediate Similarity NPC9674
0.792 Intermediate Similarity NPC472667
0.792 Intermediate Similarity NPC19028
0.7917 Intermediate Similarity NPC146310
0.791 Intermediate Similarity NPC596
0.7907 Intermediate Similarity NPC305496
0.7907 Intermediate Similarity NPC287423
0.7903 Intermediate Similarity NPC27999
0.7903 Intermediate Similarity NPC10721
0.7903 Intermediate Similarity NPC477116
0.7899 Intermediate Similarity NPC474716
0.7891 Intermediate Similarity NPC476729
0.7886 Intermediate Similarity NPC472400
0.7886 Intermediate Similarity NPC474872
0.7879 Intermediate Similarity NPC88668
0.7879 Intermediate Similarity NPC168879
0.7877 Intermediate Similarity NPC181924
0.7874 Intermediate Similarity NPC312833
0.7874 Intermediate Similarity NPC222688
0.7869 Intermediate Similarity NPC475391
0.7863 Intermediate Similarity NPC476863
0.7863 Intermediate Similarity NPC476862
0.7857 Intermediate Similarity NPC475885
0.7846 Intermediate Similarity NPC188291
0.7846 Intermediate Similarity NPC470850
0.7846 Intermediate Similarity NPC311534
0.784 Intermediate Similarity NPC17772
0.784 Intermediate Similarity NPC251310
0.7836 Intermediate Similarity NPC141215
0.7836 Intermediate Similarity NPC190065
0.7836 Intermediate Similarity NPC471089
0.7829 Intermediate Similarity NPC473635
0.7829 Intermediate Similarity NPC293112
0.7826 Intermediate Similarity NPC471172
0.7823 Intermediate Similarity NPC207217
0.7823 Intermediate Similarity NPC328374
0.7823 Intermediate Similarity NPC270478
0.7823 Intermediate Similarity NPC302471
0.7823 Intermediate Similarity NPC96312
0.7823 Intermediate Similarity NPC40632
0.7823 Intermediate Similarity NPC49297
0.7823 Intermediate Similarity NPC251236
0.7823 Intermediate Similarity NPC471816
0.7823 Intermediate Similarity NPC235539
0.7823 Intermediate Similarity NPC152199
0.7823 Intermediate Similarity NPC134869
0.7823 Intermediate Similarity NPC477509
0.7812 Intermediate Similarity NPC11895
0.7805 Intermediate Similarity NPC472757
0.7805 Intermediate Similarity NPC71889
0.7805 Intermediate Similarity NPC474937
0.7805 Intermediate Similarity NPC7921
0.7805 Intermediate Similarity NPC49451
0.7805 Intermediate Similarity NPC477091
0.7805 Intermediate Similarity NPC208998
0.7803 Intermediate Similarity NPC102316
0.7803 Intermediate Similarity NPC472769
0.7795 Intermediate Similarity NPC472000
0.7795 Intermediate Similarity NPC471999
0.7787 Intermediate Similarity NPC174471
0.7787 Intermediate Similarity NPC471243
0.7787 Intermediate Similarity NPC260786
0.7787 Intermediate Similarity NPC474871
0.7787 Intermediate Similarity NPC474229
0.7787 Intermediate Similarity NPC96739
0.7786 Intermediate Similarity NPC471407
0.7786 Intermediate Similarity NPC470880
0.7786 Intermediate Similarity NPC473593
0.7786 Intermediate Similarity NPC104382
0.7786 Intermediate Similarity NPC264192
0.7786 Intermediate Similarity NPC175186
0.7786 Intermediate Similarity NPC472770
0.7778 Intermediate Similarity NPC236918
0.7778 Intermediate Similarity NPC156745
0.7778 Intermediate Similarity NPC470777
0.7778 Intermediate Similarity NPC312536
0.7778 Intermediate Similarity NPC305085
0.7778 Intermediate Similarity NPC84042
0.7778 Intermediate Similarity NPC295885
0.7778 Intermediate Similarity NPC140045
0.7778 Intermediate Similarity NPC470186
0.777 Intermediate Similarity NPC48813
0.777 Intermediate Similarity NPC194854
0.7769 Intermediate Similarity NPC117702
0.7769 Intermediate Similarity NPC473253
0.7769 Intermediate Similarity NPC469757

  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 NPC217901 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
0.7857 Intermediate Similarity NPD6054 Approved
0.7734 Intermediate Similarity NPD6370 Approved
0.7717 Intermediate Similarity NPD6059 Approved
0.7656 Intermediate Similarity NPD6015 Approved
0.7656 Intermediate Similarity NPD6016 Approved
0.7652 Intermediate Similarity NPD7319 Approved
0.7615 Intermediate Similarity NPD7492 Approved
0.7603 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7597 Intermediate Similarity NPD5988 Approved
0.7557 Intermediate Similarity NPD6616 Approved
0.7541 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7078 Approved
0.7444 Intermediate Similarity NPD7736 Approved
0.7424 Intermediate Similarity NPD7507 Approved
0.7368 Intermediate Similarity NPD8293 Discontinued
0.7308 Intermediate Similarity NPD6319 Approved
0.728 Intermediate Similarity NPD6371 Approved
0.7273 Intermediate Similarity NPD8328 Phase 3
0.7231 Intermediate Similarity NPD7516 Approved
0.7209 Intermediate Similarity NPD7115 Discovery
0.7185 Intermediate Similarity NPD6033 Approved
0.7165 Intermediate Similarity NPD6882 Approved
0.7154 Intermediate Similarity NPD7328 Approved
0.7154 Intermediate Similarity NPD7327 Approved
0.7121 Intermediate Similarity NPD8516 Approved
0.7121 Intermediate Similarity NPD8517 Approved
0.7121 Intermediate Similarity NPD8513 Phase 3
0.7121 Intermediate Similarity NPD8515 Approved
0.712 Intermediate Similarity NPD6686 Approved
0.7077 Intermediate Similarity NPD6009 Approved
0.7063 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD5344 Discontinued
0.7031 Intermediate Similarity NPD8297 Approved
0.7008 Intermediate Similarity NPD4634 Approved
0.7008 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.6992 Remote Similarity NPD6921 Approved
0.6977 Remote Similarity NPD4632 Approved
0.696 Remote Similarity NPD6008 Approved
0.6953 Remote Similarity NPD6650 Approved
0.6953 Remote Similarity NPD6649 Approved
0.6947 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6929 Remote Similarity NPD6372 Approved
0.6929 Remote Similarity NPD6373 Approved
0.6917 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6905 Remote Similarity NPD6412 Phase 2
0.6885 Remote Similarity NPD4225 Approved
0.6866 Remote Similarity NPD8380 Approved
0.6866 Remote Similarity NPD8378 Approved
0.6866 Remote Similarity NPD8033 Approved
0.6866 Remote Similarity NPD8379 Approved
0.6866 Remote Similarity NPD8296 Approved
0.6866 Remote Similarity NPD8335 Approved
0.6864 Remote Similarity NPD6698 Approved
0.6864 Remote Similarity NPD46 Approved
0.6861 Remote Similarity NPD8074 Phase 3
0.685 Remote Similarity NPD6899 Approved
0.685 Remote Similarity NPD6881 Approved
0.685 Remote Similarity NPD7320 Approved
0.6833 Remote Similarity NPD5282 Discontinued
0.6825 Remote Similarity NPD6675 Approved
0.6825 Remote Similarity NPD7128 Approved
0.6825 Remote Similarity NPD5739 Approved
0.6825 Remote Similarity NPD6402 Approved
0.6822 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6791 Remote Similarity NPD8294 Approved
0.6791 Remote Similarity NPD8377 Approved
0.678 Remote Similarity NPD1695 Approved
0.6772 Remote Similarity NPD5697 Approved
0.6772 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6769 Remote Similarity NPD6053 Discontinued
0.6765 Remote Similarity NPD7604 Phase 2
0.6744 Remote Similarity NPD6883 Approved
0.6744 Remote Similarity NPD7102 Approved
0.6744 Remote Similarity NPD7290 Approved
0.672 Remote Similarity NPD5211 Phase 2
0.6718 Remote Similarity NPD8133 Approved
0.6694 Remote Similarity NPD5285 Approved
0.6694 Remote Similarity NPD5286 Approved
0.6694 Remote Similarity NPD6648 Approved
0.6694 Remote Similarity NPD4696 Approved
0.6692 Remote Similarity NPD6847 Approved
0.6692 Remote Similarity NPD8130 Phase 1
0.6692 Remote Similarity NPD6617 Approved
0.6692 Remote Similarity NPD6869 Approved
0.6667 Remote Similarity NPD6014 Approved
0.6667 Remote Similarity NPD6013 Approved
0.6667 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD4755 Approved
0.6667 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6641 Remote Similarity NPD5701 Approved
0.6618 Remote Similarity NPD5983 Phase 2
0.6618 Remote Similarity NPD7503 Approved
0.6614 Remote Similarity NPD5141 Approved
0.6596 Remote Similarity NPD5956 Approved
0.6589 Remote Similarity NPD6011 Approved
0.6587 Remote Similarity NPD5224 Approved
0.6587 Remote Similarity NPD5226 Approved
0.6587 Remote Similarity NPD4633 Approved
0.6587 Remote Similarity NPD5225 Approved
0.656 Remote Similarity NPD4700 Approved
0.6547 Remote Similarity NPD6336 Discontinued
0.6535 Remote Similarity NPD5174 Approved
0.6535 Remote Similarity NPD5175 Approved
0.6522 Remote Similarity NPD7642 Approved
0.6508 Remote Similarity NPD1700 Approved
0.6508 Remote Similarity NPD5223 Approved
0.6503 Remote Similarity NPD8338 Approved
0.648 Remote Similarity NPD7638 Approved
0.648 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6462 Remote Similarity NPD4729 Approved
0.6462 Remote Similarity NPD4730 Approved
0.6439 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6434 Remote Similarity NPD4767 Approved
0.6434 Remote Similarity NPD4768 Approved
0.6429 Remote Similarity NPD7639 Approved
0.6429 Remote Similarity NPD7640 Approved
0.6403 Remote Similarity NPD7829 Approved
0.6403 Remote Similarity NPD7830 Approved
0.6403 Remote Similarity NPD6067 Discontinued
0.6377 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6374 Remote Similarity NPD8055 Clinical (unspecified phase)
0.637 Remote Similarity NPD6274 Approved
0.6364 Remote Similarity NPD5249 Phase 3
0.6364 Remote Similarity NPD5251 Approved
0.6364 Remote Similarity NPD5248 Approved
0.6364 Remote Similarity NPD5250 Approved
0.6364 Remote Similarity NPD5247 Approved
0.635 Remote Similarity NPD7100 Approved
0.635 Remote Similarity NPD7101 Approved
0.6336 Remote Similarity NPD5128 Approved
0.632 Remote Similarity NPD5221 Approved
0.632 Remote Similarity NPD5222 Approved
0.632 Remote Similarity NPD5220 Clinical (unspecified phase)
0.632 Remote Similarity NPD4697 Phase 3
0.6319 Remote Similarity NPD7260 Phase 2
0.6311 Remote Similarity NPD7838 Discovery
0.6303 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6279 Remote Similarity NPD4754 Approved
0.6277 Remote Similarity NPD6335 Approved
0.6276 Remote Similarity NPD6845 Suspended
0.627 Remote Similarity NPD6083 Phase 2
0.627 Remote Similarity NPD5173 Approved
0.627 Remote Similarity NPD6084 Phase 2
0.626 Remote Similarity NPD7983 Approved
0.626 Remote Similarity NPD6079 Approved
0.6259 Remote Similarity NPD8266 Approved
0.6259 Remote Similarity NPD8268 Approved
0.6259 Remote Similarity NPD8267 Approved
0.6259 Remote Similarity NPD8269 Approved
0.6231 Remote Similarity NPD8170 Clinical (unspecified phase)
0.623 Remote Similarity NPD5328 Approved
0.6224 Remote Similarity NPD8337 Approved
0.6224 Remote Similarity NPD8336 Approved
0.6214 Remote Similarity NPD8080 Discontinued
0.621 Remote Similarity NPD5779 Approved
0.621 Remote Similarity NPD5778 Approved
0.6204 Remote Similarity NPD6317 Approved
0.6194 Remote Similarity NPD5215 Approved
0.6194 Remote Similarity NPD5217 Approved
0.6194 Remote Similarity NPD5216 Approved
0.619 Remote Similarity NPD7799 Discontinued
0.6179 Remote Similarity NPD3168 Discontinued
0.6159 Remote Similarity NPD6313 Approved
0.6159 Remote Similarity NPD6314 Approved
0.6149 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6143 Remote Similarity NPD6908 Approved
0.6143 Remote Similarity NPD6909 Approved
0.6127 Remote Similarity NPD8407 Phase 2
0.6119 Remote Similarity NPD5169 Approved
0.6119 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6119 Remote Similarity NPD5135 Approved
0.6111 Remote Similarity NPD5695 Phase 3
0.6111 Remote Similarity NPD5210 Approved
0.6111 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4629 Approved
0.6098 Remote Similarity NPD6101 Approved
0.6098 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6098 Remote Similarity NPD4753 Phase 2
0.6094 Remote Similarity NPD5696 Approved
0.6084 Remote Similarity NPD8451 Approved
0.6081 Remote Similarity NPD8415 Approved
0.608 Remote Similarity NPD6399 Phase 3
0.608 Remote Similarity NPD4202 Approved
0.6074 Remote Similarity NPD5127 Approved
0.6047 Remote Similarity NPD8368 Discontinued
0.6043 Remote Similarity NPD7641 Discontinued
0.6042 Remote Similarity NPD8448 Approved
0.6028 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6016 Remote Similarity NPD7902 Approved
0.6014 Remote Similarity NPD6868 Approved
0.6 Remote Similarity NPD4522 Approved
0.6 Remote Similarity NPD6411 Approved
0.5984 Remote Similarity NPD3618 Phase 1
0.596 Remote Similarity NPD6334 Approved
0.596 Remote Similarity NPD6333 Approved
0.5954 Remote Similarity NPD7632 Discontinued
0.5942 Remote Similarity NPD5167 Approved
0.5938 Remote Similarity NPD7839 Suspended
0.5935 Remote Similarity NPD7524 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