Structure

Physi-Chem Properties

Molecular Weight:  604.43
Volume:  644.688
LogP:  5.189
LogD:  4.797
LogS:  -4.609
# Rotatable Bonds:  7
TPSA:  119.61
# H-Bond Aceptor:  7
# H-Bond Donor:  5
# Rings:  5
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.202
Synthetic Accessibility Score:  5.289
Fsp3:  0.889
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:  -5.212
MDCK Permeability:  1.119427543017082e-05
Pgp-inhibitor:  0.977
Pgp-substrate:  0.005
Human Intestinal Absorption (HIA):  0.031
20% Bioavailability (F20%):  0.823
30% Bioavailability (F30%):  0.476

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.002
Plasma Protein Binding (PPB):  91.49740600585938%
Volume Distribution (VD):  1.291
Pgp-substrate:  4.8411359786987305%

ADMET: Metabolism

CYP1A2-inhibitor:  0.006
CYP1A2-substrate:  0.128
CYP2C19-inhibitor:  0.011
CYP2C19-substrate:  0.768
CYP2C9-inhibitor:  0.062
CYP2C9-substrate:  0.108
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.149
CYP3A4-inhibitor:  0.119
CYP3A4-substrate:  0.163

ADMET: Excretion

Clearance (CL):  1.43
Half-life (T1/2):  0.243

ADMET: Toxicity

hERG Blockers:  0.074
Human Hepatotoxicity (H-HT):  0.252
Drug-inuced Liver Injury (DILI):  0.014
AMES Toxicity:  0.015
Rat Oral Acute Toxicity:  0.059
Maximum Recommended Daily Dose:  0.446
Skin Sensitization:  0.61
Carcinogencity:  0.008
Eye Corrosion:  0.003
Eye Irritation:  0.028
Respiratory Toxicity:  0.891

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

  Natural Product: NPC234287

Natural Product ID:  NPC234287
Common Name*:   Ginsenoside Rk2
IUPAC Name:   (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol
Synonyms:  
Standard InCHIKey:  WMGBQZAELMGYNO-YMWSGFAJSA-N
Standard InCHI:  InChI=1S/C36H60O7/c1-20(2)10-9-11-21(3)22-12-16-36(8)28(22)23(38)18-26-34(6)15-14-27(33(4,5)25(34)13-17-35(26,36)7)43-32-31(41)30(40)29(39)24(19-37)42-32/h10,22-32,37-41H,3,9,11-19H2,1-2,4-8H3/t22-,23-,24-,25+,26-,27+,28+,29-,30+,31-,32+,34+,35-,36-/m1/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]2([C@@H]3C[C@@H](O)[C@H]3[C@@]2(C)CC[C@@H]3C(=C)CCC=C(C)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3594354
PubChem CID:   90472238
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
NPO21891 Panax notoginseng Species Araliaceae Eukaryota Flower buds n.a. n.a. PMID[12880307]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota Stems n.a. n.a. PMID[17663584]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota Roots n.a. n.a. PMID[18186611]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. leaf n.a. PMID[18409045]
NPO29141 Panax ginseng Species Araliaceae Eukaryota flower buds n.a. n.a. PMID[19926279]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. root n.a. PMID[2092947]
NPO29141 Panax ginseng Species Araliaceae Eukaryota berry n.a. n.a. PMID[21216145]
NPO29141 Panax ginseng Species Araliaceae Eukaryota leaves n.a. n.a. PMID[24290061]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[24968750]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[25152999]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota Steamed Roots n.a. n.a. PMID[26200131]
NPO29141 Panax ginseng Species Araliaceae Eukaryota stems-leaves n.a. n.a. PMID[26420067]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. stem n.a. PMID[27914541]
NPO29141 Panax ginseng Species Araliaceae Eukaryota Flower Buds n.a. n.a. PMID[28345906]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[32129622]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29141 Panax ginseng Species Araliaceae 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
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 8.9 % PMID[518230]
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000.0 nM PMID[518230]
NPT81 Cell Line A549 Homo sapiens IC50 > 10000.0 nM PMID[518230]
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000.0 nM PMID[518230]
NPT660 Cell Line SW480 Homo sapiens IC50 > 10000.0 nM PMID[518230]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 10000.0 nM PMID[518230]

☑ 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 NPC234287 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 NPC280825
0.9891 High Similarity NPC473200
0.9891 High Similarity NPC7341
0.9785 High Similarity NPC129372
0.9785 High Similarity NPC309425
0.9785 High Similarity NPC4831
0.9785 High Similarity NPC88000
0.9785 High Similarity NPC160734
0.9785 High Similarity NPC472023
0.9785 High Similarity NPC47566
0.9681 High Similarity NPC288694
0.9681 High Similarity NPC159036
0.9681 High Similarity NPC312553
0.9681 High Similarity NPC136816
0.9579 High Similarity NPC245280
0.9579 High Similarity NPC114874
0.9579 High Similarity NPC189852
0.9579 High Similarity NPC16573
0.9579 High Similarity NPC16520
0.9579 High Similarity NPC131479
0.9579 High Similarity NPC286969
0.9579 High Similarity NPC473020
0.9579 High Similarity NPC8039
0.9579 High Similarity NPC211879
0.9579 High Similarity NPC213190
0.9579 High Similarity NPC473198
0.9579 High Similarity NPC120123
0.9579 High Similarity NPC157659
0.9579 High Similarity NPC31907
0.9579 High Similarity NPC155010
0.9579 High Similarity NPC472252
0.9479 High Similarity NPC165033
0.9479 High Similarity NPC273879
0.9468 High Similarity NPC282669
0.9462 High Similarity NPC473890
0.9462 High Similarity NPC243728
0.9381 High Similarity NPC208594
0.9381 High Similarity NPC127801
0.9381 High Similarity NPC472900
0.9381 High Similarity NPC152584
0.9381 High Similarity NPC160816
0.9381 High Similarity NPC473199
0.9381 High Similarity NPC208477
0.9381 High Similarity NPC194842
0.9381 High Similarity NPC472898
0.9381 High Similarity NPC472899
0.9381 High Similarity NPC269627
0.9381 High Similarity NPC69737
0.9362 High Similarity NPC158088
0.9355 High Similarity NPC472989
0.9286 High Similarity NPC181467
0.9286 High Similarity NPC208650
0.9286 High Similarity NPC234160
0.9286 High Similarity NPC473469
0.9286 High Similarity NPC231340
0.9286 High Similarity NPC63368
0.9286 High Similarity NPC14946
0.9278 High Similarity NPC470885
0.9278 High Similarity NPC475365
0.9278 High Similarity NPC187400
0.9278 High Similarity NPC75608
0.9278 High Similarity NPC312774
0.9278 High Similarity NPC221562
0.9192 High Similarity NPC220427
0.9192 High Similarity NPC472988
0.9192 High Similarity NPC246124
0.9192 High Similarity NPC180183
0.9192 High Similarity NPC38217
0.9192 High Similarity NPC159005
0.9192 High Similarity NPC6931
0.9192 High Similarity NPC7213
0.9184 High Similarity NPC242748
0.9167 High Similarity NPC267510
0.9167 High Similarity NPC470434
0.9158 High Similarity NPC216260
0.9158 High Similarity NPC5358
0.9149 High Similarity NPC207617
0.914 High Similarity NPC305160
0.913 High Similarity NPC48463
0.91 High Similarity NPC125361
0.91 High Similarity NPC296761
0.91 High Similarity NPC154085
0.91 High Similarity NPC472901
0.91 High Similarity NPC51925
0.91 High Similarity NPC43976
0.9091 High Similarity NPC190395
0.9082 High Similarity NPC93352
0.9072 High Similarity NPC272015
0.9062 High Similarity NPC469942
0.9 High Similarity NPC472897
0.9 High Similarity NPC472896
0.899 High Similarity NPC26798
0.899 High Similarity NPC473923
0.899 High Similarity NPC309448
0.899 High Similarity NPC473476
0.8969 High Similarity NPC117714
0.8969 High Similarity NPC31346
0.8969 High Similarity NPC263756
0.8969 High Similarity NPC21568
0.8969 High Similarity NPC285231
0.8958 High Similarity NPC476895
0.8936 High Similarity NPC477927
0.8936 High Similarity NPC72817
0.8922 High Similarity NPC114188
0.8922 High Similarity NPC473021
0.8922 High Similarity NPC472987
0.8922 High Similarity NPC65167
0.8911 High Similarity NPC14630
0.8911 High Similarity NPC250089
0.8911 High Similarity NPC157530
0.8911 High Similarity NPC302057
0.89 High Similarity NPC226642
0.89 High Similarity NPC33053
0.8889 High Similarity NPC85593
0.8889 High Similarity NPC31430
0.8878 High Similarity NPC213674
0.8878 High Similarity NPC76497
0.8878 High Similarity NPC30289
0.8878 High Similarity NPC256133
0.8878 High Similarity NPC154452
0.8866 High Similarity NPC317019
0.8866 High Similarity NPC324598
0.8866 High Similarity NPC473790
0.8854 High Similarity NPC76486
0.8854 High Similarity NPC278939
0.8854 High Similarity NPC476893
0.8854 High Similarity NPC471770
0.8854 High Similarity NPC473555
0.8824 High Similarity NPC103627
0.8824 High Similarity NPC170974
0.8824 High Similarity NPC472717
0.8824 High Similarity NPC191439
0.8812 High Similarity NPC235824
0.8812 High Similarity NPC476538
0.8812 High Similarity NPC476539
0.8812 High Similarity NPC476540
0.8812 High Similarity NPC476541
0.88 High Similarity NPC181845
0.88 High Similarity NPC474569
0.8788 High Similarity NPC162354
0.8788 High Similarity NPC473124
0.8788 High Similarity NPC473123
0.8788 High Similarity NPC99627
0.8788 High Similarity NPC123796
0.8788 High Similarity NPC475701
0.8788 High Similarity NPC473129
0.8776 High Similarity NPC121072
0.8776 High Similarity NPC21064
0.8776 High Similarity NPC470054
0.8776 High Similarity NPC476896
0.8763 High Similarity NPC157739
0.875 High Similarity NPC476693
0.875 High Similarity NPC90583
0.875 High Similarity NPC144068
0.8738 High Similarity NPC197231
0.8738 High Similarity NPC65034
0.8738 High Similarity NPC263827
0.8738 High Similarity NPC250481
0.8738 High Similarity NPC208189
0.8738 High Similarity NPC285410
0.8738 High Similarity NPC269466
0.8738 High Similarity NPC472715
0.8737 High Similarity NPC211238
0.8725 High Similarity NPC473328
0.8725 High Similarity NPC28844
0.8725 High Similarity NPC477026
0.8725 High Similarity NPC476835
0.8725 High Similarity NPC70204
0.8725 High Similarity NPC477027
0.8725 High Similarity NPC475670
0.8725 High Similarity NPC306131
0.8725 High Similarity NPC473318
0.8713 High Similarity NPC161676
0.8713 High Similarity NPC470432
0.8713 High Similarity NPC230507
0.8713 High Similarity NPC305423
0.8713 High Similarity NPC113044
0.8713 High Similarity NPC94272
0.8713 High Similarity NPC14704
0.8713 High Similarity NPC283829
0.87 High Similarity NPC473734
0.87 High Similarity NPC203354
0.87 High Similarity NPC470062
0.87 High Similarity NPC470043
0.87 High Similarity NPC470061
0.87 High Similarity NPC474464
0.87 High Similarity NPC471434
0.87 High Similarity NPC148603
0.87 High Similarity NPC470060
0.87 High Similarity NPC109792
0.87 High Similarity NPC475521
0.87 High Similarity NPC57065
0.87 High Similarity NPC470064
0.87 High Similarity NPC470059
0.87 High Similarity NPC54521
0.87 High Similarity NPC110656
0.87 High Similarity NPC470057
0.87 High Similarity NPC473127
0.87 High Similarity NPC476361
0.87 High Similarity NPC470058

  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 NPC234287 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
0.8273 Intermediate Similarity NPD8377 Approved
0.8273 Intermediate Similarity NPD8294 Approved
0.8257 Intermediate Similarity NPD7328 Approved
0.8257 Intermediate Similarity NPD7327 Approved
0.8198 Intermediate Similarity NPD8378 Approved
0.8198 Intermediate Similarity NPD8380 Approved
0.8198 Intermediate Similarity NPD8379 Approved
0.8198 Intermediate Similarity NPD8033 Approved
0.8198 Intermediate Similarity NPD8296 Approved
0.8198 Intermediate Similarity NPD8335 Approved
0.8182 Intermediate Similarity NPD7516 Approved
0.8173 Intermediate Similarity NPD6412 Phase 2
0.7935 Intermediate Similarity NPD7525 Registered
0.7879 Intermediate Similarity NPD8171 Discontinued
0.7759 Intermediate Similarity NPD7507 Approved
0.7727 Intermediate Similarity NPD8133 Approved
0.7719 Intermediate Similarity NPD7503 Approved
0.7685 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7563 Intermediate Similarity NPD7319 Approved
0.7479 Intermediate Similarity NPD7736 Approved
0.7447 Intermediate Similarity NPD7645 Phase 2
0.7436 Intermediate Similarity NPD8328 Phase 3
0.7431 Intermediate Similarity NPD6686 Approved
0.7374 Intermediate Similarity NPD7524 Approved
0.7368 Intermediate Similarity NPD6928 Phase 2
0.7368 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.735 Intermediate Similarity NPD6370 Approved
0.7333 Intermediate Similarity NPD7638 Approved
0.7264 Intermediate Similarity NPD7639 Approved
0.7264 Intermediate Similarity NPD7640 Approved
0.725 Intermediate Similarity NPD8293 Discontinued
0.7245 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7204 Intermediate Similarity NPD7339 Approved
0.7204 Intermediate Similarity NPD6942 Approved
0.7179 Intermediate Similarity NPD6059 Approved
0.7179 Intermediate Similarity NPD6054 Approved
0.7156 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6695 Phase 3
0.7097 Intermediate Similarity NPD8449 Approved
0.7087 Intermediate Similarity NPD8034 Phase 2
0.7087 Intermediate Similarity NPD8035 Phase 2
0.704 Intermediate Similarity NPD8450 Suspended
0.703 Intermediate Similarity NPD7750 Discontinued
0.7 Intermediate Similarity NPD6067 Discontinued
0.6975 Remote Similarity NPD6016 Approved
0.6975 Remote Similarity NPD6015 Approved
0.6947 Remote Similarity NPD6933 Approved
0.6947 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6942 Remote Similarity NPD7492 Approved
0.6923 Remote Similarity NPD6009 Approved
0.6917 Remote Similarity NPD5988 Approved
0.6907 Remote Similarity NPD6929 Approved
0.6885 Remote Similarity NPD6616 Approved
0.687 Remote Similarity NPD6882 Approved
0.687 Remote Similarity NPD8297 Approved
0.6857 Remote Similarity NPD6399 Phase 3
0.6848 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6837 Remote Similarity NPD6930 Phase 2
0.6837 Remote Similarity NPD6931 Approved
0.6832 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6829 Remote Similarity NPD7078 Approved
0.681 Remote Similarity NPD4632 Approved
0.6792 Remote Similarity NPD7748 Approved
0.6786 Remote Similarity NPD5739 Approved
0.6786 Remote Similarity NPD6675 Approved
0.6786 Remote Similarity NPD7128 Approved
0.6786 Remote Similarity NPD6402 Approved
0.6759 Remote Similarity NPD7902 Approved
0.675 Remote Similarity NPD6319 Approved
0.6737 Remote Similarity NPD6924 Approved
0.6737 Remote Similarity NPD6926 Approved
0.6733 Remote Similarity NPD4786 Approved
0.6731 Remote Similarity NPD5328 Approved
0.6701 Remote Similarity NPD5776 Phase 2
0.6701 Remote Similarity NPD6932 Approved
0.6701 Remote Similarity NPD6925 Approved
0.6699 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7320 Approved
0.6667 Remote Similarity NPD6899 Approved
0.6667 Remote Similarity NPD7632 Discontinued
0.6667 Remote Similarity NPD6881 Approved
0.664 Remote Similarity NPD6033 Approved
0.6639 Remote Similarity NPD7115 Discovery
0.6638 Remote Similarity NPD8130 Phase 1
0.6633 Remote Similarity NPD7145 Approved
0.6609 Remote Similarity NPD6372 Approved
0.6609 Remote Similarity NPD6373 Approved
0.6606 Remote Similarity NPD4755 Approved
0.6604 Remote Similarity NPD7515 Phase 2
0.6604 Remote Similarity NPD6079 Approved
0.6604 Remote Similarity NPD7087 Discontinued
0.6602 Remote Similarity NPD3618 Phase 1
0.6579 Remote Similarity NPD5701 Approved
0.6579 Remote Similarity NPD5697 Approved
0.6574 Remote Similarity NPD7991 Discontinued
0.6566 Remote Similarity NPD6683 Phase 2
0.6562 Remote Similarity NPD1810 Approved
0.6562 Remote Similarity NPD1811 Approved
0.6557 Remote Similarity NPD8517 Approved
0.6557 Remote Similarity NPD8515 Approved
0.6557 Remote Similarity NPD8513 Phase 3
0.6557 Remote Similarity NPD8516 Approved
0.6552 Remote Similarity NPD7102 Approved
0.6552 Remote Similarity NPD7290 Approved
0.6552 Remote Similarity NPD4634 Approved
0.6552 Remote Similarity NPD6883 Approved
0.6545 Remote Similarity NPD4225 Approved
0.6544 Remote Similarity NPD7625 Phase 1
0.6542 Remote Similarity NPD4202 Approved
0.6535 Remote Similarity NPD3667 Approved
0.6526 Remote Similarity NPD7152 Approved
0.6526 Remote Similarity NPD7150 Approved
0.6526 Remote Similarity NPD7151 Approved
0.6526 Remote Similarity NPD4243 Approved
0.6509 Remote Similarity NPD3168 Discontinued
0.6505 Remote Similarity NPD6893 Approved
0.65 Remote Similarity NPD7514 Phase 3
0.65 Remote Similarity NPD7509 Discontinued
0.6496 Remote Similarity NPD6617 Approved
0.6496 Remote Similarity NPD6649 Approved
0.6496 Remote Similarity NPD6847 Approved
0.6496 Remote Similarity NPD6869 Approved
0.6496 Remote Similarity NPD6650 Approved
0.6489 Remote Similarity NPD6923 Approved
0.6489 Remote Similarity NPD6922 Approved
0.6486 Remote Similarity NPD4696 Approved
0.6486 Remote Similarity NPD5285 Approved
0.6486 Remote Similarity NPD5286 Approved
0.6486 Remote Similarity NPD4700 Approved
0.6481 Remote Similarity NPD7900 Approved
0.6481 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6466 Remote Similarity NPD6014 Approved
0.6466 Remote Similarity NPD6012 Approved
0.6466 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6466 Remote Similarity NPD6013 Approved
0.6455 Remote Similarity NPD6084 Phase 2
0.6455 Remote Similarity NPD6083 Phase 2
0.6452 Remote Similarity NPD7604 Phase 2
0.6449 Remote Similarity NPD7637 Suspended
0.6436 Remote Similarity NPD6902 Approved
0.6423 Remote Similarity NPD5983 Phase 2
0.6421 Remote Similarity NPD7143 Approved
0.6421 Remote Similarity NPD7144 Approved
0.6417 Remote Similarity NPD6940 Discontinued
0.6392 Remote Similarity NPD4784 Approved
0.6392 Remote Similarity NPD4785 Approved
0.6379 Remote Similarity NPD6011 Approved
0.6379 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6372 Remote Similarity NPD5211 Phase 2
0.6372 Remote Similarity NPD4633 Approved
0.6372 Remote Similarity NPD5225 Approved
0.6372 Remote Similarity NPD5224 Approved
0.6372 Remote Similarity NPD5226 Approved
0.6364 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5222 Approved
0.6364 Remote Similarity NPD5221 Approved
0.6364 Remote Similarity NPD4697 Phase 3
0.6356 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6349 Remote Similarity NPD6336 Discontinued
0.6348 Remote Similarity NPD6008 Approved
0.6337 Remote Similarity NPD7332 Phase 2
0.6337 Remote Similarity NPD4748 Discontinued
0.6321 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5174 Approved
0.6316 Remote Similarity NPD5175 Approved
0.6306 Remote Similarity NPD5173 Approved
0.63 Remote Similarity NPD6697 Approved
0.63 Remote Similarity NPD6115 Approved
0.63 Remote Similarity NPD6114 Approved
0.63 Remote Similarity NPD6118 Approved
0.6283 Remote Similarity NPD5223 Approved
0.6283 Remote Similarity NPD4159 Approved
0.6283 Remote Similarity NPD5344 Discontinued
0.6275 Remote Similarity NPD6898 Phase 1
0.6262 Remote Similarity NPD4753 Phase 2
0.6262 Remote Similarity NPD6051 Approved
0.6261 Remote Similarity NPD5141 Approved
0.625 Remote Similarity NPD3665 Phase 1
0.625 Remote Similarity NPD3666 Approved
0.625 Remote Similarity NPD2686 Approved
0.625 Remote Similarity NPD2254 Approved
0.625 Remote Similarity NPD3133 Approved
0.625 Remote Similarity NPD2687 Approved
0.6239 Remote Similarity NPD8174 Phase 2
0.6218 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6207 Remote Similarity NPD4767 Approved
0.6207 Remote Similarity NPD4768 Approved
0.62 Remote Similarity NPD6116 Phase 1
0.6174 Remote Similarity NPD4754 Approved
0.6168 Remote Similarity NPD6672 Approved
0.6168 Remote Similarity NPD5737 Approved
0.6162 Remote Similarity NPD4190 Phase 3
0.6162 Remote Similarity NPD5275 Approved
0.6154 Remote Similarity NPD5956 Approved
0.6148 Remote Similarity NPD6274 Approved
0.6134 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6132 Remote Similarity NPD6684 Approved
0.6132 Remote Similarity NPD5330 Approved
0.6132 Remote Similarity NPD7334 Approved
0.6132 Remote Similarity NPD7521 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