Structure

Physi-Chem Properties

Molecular Weight:  638.44
Volume:  664.905
LogP:  3.844
LogD:  4.161
LogS:  -3.793
# Rotatable Bonds:  7
TPSA:  160.07
# H-Bond Aceptor:  9
# H-Bond Donor:  7
# Rings:  5
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.208
Synthetic Accessibility Score:  5.57
Fsp3:  0.944
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.189
MDCK Permeability:  1.6404246707679704e-05
Pgp-inhibitor:  0.997
Pgp-substrate:  0.273
Human Intestinal Absorption (HIA):  0.457
20% Bioavailability (F20%):  0.712
30% Bioavailability (F30%):  0.918

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.023
Plasma Protein Binding (PPB):  82.96497344970703%
Volume Distribution (VD):  0.591
Pgp-substrate:  6.569939613342285%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.134
CYP2C19-inhibitor:  0.003
CYP2C19-substrate:  0.723
CYP2C9-inhibitor:  0.017
CYP2C9-substrate:  0.064
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.082
CYP3A4-inhibitor:  0.145
CYP3A4-substrate:  0.095

ADMET: Excretion

Clearance (CL):  1.41
Half-life (T1/2):  0.398

ADMET: Toxicity

hERG Blockers:  0.131
Human Hepatotoxicity (H-HT):  0.295
Drug-inuced Liver Injury (DILI):  0.008
AMES Toxicity:  0.019
Rat Oral Acute Toxicity:  0.244
Maximum Recommended Daily Dose:  0.044
Skin Sensitization:  0.771
Carcinogencity:  0.006
Eye Corrosion:  0.003
Eye Irritation:  0.017
Respiratory Toxicity:  0.964

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

  Natural Product: NPC160734

Natural Product ID:  NPC160734
Common Name*:   Ginsenoside F1
IUPAC Name:   (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(2S)-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxyoxane-3,4,5-triol
Synonyms:   Ginsenoside F1
Standard InCHIKey:  XNGXWSFSJIQMNC-FIYORUNESA-N
Standard InCHI:  InChI=1S/C36H62O9/c1-19(2)10-9-13-36(8,45-31-29(43)28(42)27(41)23(18-37)44-31)20-11-15-34(6)26(20)21(38)16-24-33(5)14-12-25(40)32(3,4)30(33)22(39)17-35(24,34)7/h10,20-31,37-43H,9,11-18H2,1-8H3/t20-,21+,22-,23+,24+,25-,26-,27+,28-,29+,30-,31-,33+,34+,35+,36-/m0/s1
SMILES:  OC[C@H]1O[C@@H](O[C@]([C@H]2CC[C@@]3([C@@H]2[C@H](O)C[C@H]2[C@@]3(C)C[C@@H]([C@@H]3[C@]2(C)CC[C@@H](C3(C)C)O)O)C)(CCC=C(C)C)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL584011
PubChem CID:   9809542
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001580] Triterpene glycosides
            • [CHEMONTID:0002358] Triterpene saponins

*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]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota leaves and stems n.a. n.a. PMID[25442304]
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]
NPO41816 Streptomyces spp. [n.a.] Strain Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[30196100]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[32129622]
NPO41816 Streptomyces spp. [n.a.] Strain Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[32808679]
NPO41816 Streptomyces spp. [n.a.] Strain Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[33974270]
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]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
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]
NPO20712 Panax quinquefolius 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[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]
NPO20712 Panax quinquefolius 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
NPT116 Cell Line HL-60 Homo sapiens IC50 = 23200.0 nM PMID[494373]
NPT116 Cell Line HL-60 Homo sapiens Activity = 19.2 % PMID[494373]
NPT380 Cell Line U-251 Homo sapiens Activity = 80.9 % PMID[494374]
NPT76 Cell Line C6 Rattus norvegicus Activity = 91.96 % PMID[494374]
NPT1046 Individual Protein NAD-dependent deacetylase sirtuin 1 Homo sapiens Activity = 28.0 % PMID[494375]

☑ 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 NPC160734 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 NPC309425
1.0 High Similarity NPC4831
1.0 High Similarity NPC88000
1.0 High Similarity NPC129372
1.0 High Similarity NPC47566
1.0 High Similarity NPC472023
0.9894 High Similarity NPC136816
0.9892 High Similarity NPC473200
0.9892 High Similarity NPC7341
0.9789 High Similarity NPC16520
0.9789 High Similarity NPC8039
0.9789 High Similarity NPC245280
0.9789 High Similarity NPC157659
0.9789 High Similarity NPC286969
0.9789 High Similarity NPC31907
0.9789 High Similarity NPC472252
0.9789 High Similarity NPC120123
0.9789 High Similarity NPC114874
0.9789 High Similarity NPC155010
0.9789 High Similarity NPC473020
0.9789 High Similarity NPC131479
0.9789 High Similarity NPC213190
0.9789 High Similarity NPC211879
0.9789 High Similarity NPC189852
0.9785 High Similarity NPC280825
0.9785 High Similarity NPC234287
0.9688 High Similarity NPC273879
0.9688 High Similarity NPC165033
0.9684 High Similarity NPC288694
0.9684 High Similarity NPC159036
0.9684 High Similarity NPC312553
0.9588 High Similarity NPC269627
0.9588 High Similarity NPC152584
0.9588 High Similarity NPC160816
0.9588 High Similarity NPC208477
0.9588 High Similarity NPC472899
0.9588 High Similarity NPC127801
0.9588 High Similarity NPC473199
0.9588 High Similarity NPC208594
0.9588 High Similarity NPC472900
0.9588 High Similarity NPC69737
0.9588 High Similarity NPC472898
0.9588 High Similarity NPC194842
0.9583 High Similarity NPC473198
0.9583 High Similarity NPC16573
0.957 High Similarity NPC472989
0.949 High Similarity NPC208650
0.949 High Similarity NPC14946
0.949 High Similarity NPC231340
0.949 High Similarity NPC63368
0.949 High Similarity NPC181467
0.9485 High Similarity NPC187400
0.9485 High Similarity NPC470885
0.9485 High Similarity NPC221562
0.9394 High Similarity NPC6931
0.9394 High Similarity NPC220427
0.9394 High Similarity NPC472988
0.9394 High Similarity NPC246124
0.9394 High Similarity NPC159005
0.9394 High Similarity NPC38217
0.9394 High Similarity NPC180183
0.93 High Similarity NPC125361
0.93 High Similarity NPC296761
0.93 High Similarity NPC154085
0.93 High Similarity NPC472901
0.93 High Similarity NPC51925
0.93 High Similarity NPC43976
0.9293 High Similarity NPC473469
0.9293 High Similarity NPC190395
0.9293 High Similarity NPC234160
0.9286 High Similarity NPC312774
0.9286 High Similarity NPC475365
0.9286 High Similarity NPC75608
0.9271 High Similarity NPC282669
0.9263 High Similarity NPC243728
0.9263 High Similarity NPC473890
0.92 High Similarity NPC472897
0.92 High Similarity NPC7213
0.92 High Similarity NPC472896
0.9192 High Similarity NPC242748
0.9192 High Similarity NPC26798
0.9192 High Similarity NPC309448
0.9167 High Similarity NPC5358
0.9167 High Similarity NPC158088
0.9167 High Similarity NPC216260
0.9118 High Similarity NPC472987
0.9118 High Similarity NPC473021
0.9118 High Similarity NPC65167
0.9109 High Similarity NPC302057
0.91 High Similarity NPC226642
0.91 High Similarity NPC33053
0.9091 High Similarity NPC93352
0.9082 High Similarity NPC272015
0.902 High Similarity NPC191439
0.902 High Similarity NPC103627
0.902 High Similarity NPC170974
0.902 High Similarity NPC472717
0.901 High Similarity NPC235824
0.9 High Similarity NPC473476
0.9 High Similarity NPC474569
0.9 High Similarity NPC473923
0.898 High Similarity NPC267510
0.898 High Similarity NPC117714
0.898 High Similarity NPC31346
0.898 High Similarity NPC263756
0.898 High Similarity NPC470434
0.8969 High Similarity NPC476895
0.8958 High Similarity NPC207617
0.8958 High Similarity NPC90583
0.8947 High Similarity NPC72817
0.8947 High Similarity NPC305160
0.8947 High Similarity NPC477927
0.8942 High Similarity NPC476693
0.8936 High Similarity NPC48463
0.8932 High Similarity NPC472715
0.8932 High Similarity NPC197231
0.8932 High Similarity NPC114188
0.8922 High Similarity NPC157530
0.8922 High Similarity NPC473328
0.8922 High Similarity NPC250089
0.8922 High Similarity NPC473318
0.8922 High Similarity NPC28844
0.8922 High Similarity NPC476835
0.8922 High Similarity NPC14630
0.89 High Similarity NPC85593
0.89 High Similarity NPC475521
0.89 High Similarity NPC31430
0.89 High Similarity NPC476361
0.89 High Similarity NPC476360
0.8889 High Similarity NPC256133
0.8889 High Similarity NPC470053
0.8889 High Similarity NPC30289
0.8889 High Similarity NPC213674
0.8889 High Similarity NPC76497
0.8878 High Similarity NPC469942
0.8878 High Similarity NPC324598
0.8866 High Similarity NPC76486
0.8866 High Similarity NPC476893
0.8846 High Similarity NPC475354
0.8846 High Similarity NPC472716
0.8846 High Similarity NPC475312
0.8846 High Similarity NPC19888
0.8846 High Similarity NPC473567
0.8846 High Similarity NPC231797
0.8846 High Similarity NPC216595
0.8835 High Similarity NPC475317
0.8835 High Similarity NPC65155
0.8835 High Similarity NPC154856
0.8835 High Similarity NPC52241
0.8824 High Similarity NPC476538
0.8824 High Similarity NPC476539
0.8824 High Similarity NPC476540
0.8824 High Similarity NPC476541
0.8812 High Similarity NPC181845
0.88 High Similarity NPC162354
0.88 High Similarity NPC473123
0.88 High Similarity NPC475701
0.88 High Similarity NPC473124
0.88 High Similarity NPC473129
0.88 High Similarity NPC123796
0.88 High Similarity NPC99627
0.8788 High Similarity NPC476896
0.8788 High Similarity NPC21568
0.8788 High Similarity NPC470054
0.8788 High Similarity NPC285231
0.8776 High Similarity NPC157739
0.8762 High Similarity NPC476671
0.8762 High Similarity NPC144068
0.875 High Similarity NPC263827
0.875 High Similarity NPC250481
0.875 High Similarity NPC285410
0.875 High Similarity NPC65034
0.875 High Similarity NPC208189
0.8738 High Similarity NPC475670
0.8738 High Similarity NPC42482
0.8738 High Similarity NPC306131
0.8738 High Similarity NPC40440
0.8738 High Similarity NPC70204
0.8738 High Similarity NPC477027
0.8738 High Similarity NPC477026
0.8725 High Similarity NPC94272
0.8725 High Similarity NPC283829
0.8725 High Similarity NPC14704
0.8725 High Similarity NPC470432
0.8725 High Similarity NPC230507
0.8725 High Similarity NPC113044
0.8725 High Similarity NPC305423
0.8725 High Similarity NPC161676
0.8713 High Similarity NPC470064
0.8713 High Similarity NPC173583
0.8713 High Similarity NPC473127
0.8713 High Similarity NPC230948
0.8713 High Similarity NPC473734
0.8713 High Similarity NPC109792
0.8713 High Similarity NPC110656
0.8713 High Similarity NPC148603
0.8713 High Similarity NPC471434
0.8713 High Similarity NPC470059
0.8713 High Similarity NPC470060
0.8713 High Similarity NPC470062

  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 NPC160734 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
0.8455 Intermediate Similarity NPD8377 Approved
0.8455 Intermediate Similarity NPD8294 Approved
0.844 Intermediate Similarity NPD7328 Approved
0.844 Intermediate Similarity NPD7327 Approved
0.8378 Intermediate Similarity NPD8335 Approved
0.8378 Intermediate Similarity NPD8378 Approved
0.8378 Intermediate Similarity NPD8380 Approved
0.8378 Intermediate Similarity NPD8379 Approved
0.8378 Intermediate Similarity NPD8033 Approved
0.8378 Intermediate Similarity NPD8296 Approved
0.8364 Intermediate Similarity NPD7516 Approved
0.8019 Intermediate Similarity NPD6412 Phase 2
0.7957 Intermediate Similarity NPD7525 Registered
0.7931 Intermediate Similarity NPD7507 Approved
0.7909 Intermediate Similarity NPD8133 Approved
0.79 Intermediate Similarity NPD8171 Discontinued
0.7895 Intermediate Similarity NPD7503 Approved
0.7731 Intermediate Similarity NPD7319 Approved
0.7706 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7736 Approved
0.7458 Intermediate Similarity NPD8328 Phase 3
0.7455 Intermediate Similarity NPD6686 Approved
0.74 Intermediate Similarity NPD7524 Approved
0.7391 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7373 Intermediate Similarity NPD6370 Approved
0.7292 Intermediate Similarity NPD7645 Phase 2
0.7273 Intermediate Similarity NPD8293 Discontinued
0.7273 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD6928 Phase 2
0.7203 Intermediate Similarity NPD6059 Approved
0.7203 Intermediate Similarity NPD6054 Approved
0.7196 Intermediate Similarity NPD7638 Approved
0.7182 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD6695 Phase 3
0.713 Intermediate Similarity NPD7640 Approved
0.713 Intermediate Similarity NPD7639 Approved
0.712 Intermediate Similarity NPD8449 Approved
0.7063 Intermediate Similarity NPD8450 Suspended
0.7059 Intermediate Similarity NPD7750 Discontinued
0.7053 Intermediate Similarity NPD7339 Approved
0.7053 Intermediate Similarity NPD6942 Approved
0.7043 Intermediate Similarity NPD6882 Approved
0.7043 Intermediate Similarity NPD8297 Approved
0.7 Intermediate Similarity NPD6015 Approved
0.7 Intermediate Similarity NPD6016 Approved
0.6979 Remote Similarity NPD6933 Approved
0.6967 Remote Similarity NPD7492 Approved
0.6952 Remote Similarity NPD8034 Phase 2
0.6952 Remote Similarity NPD8035 Phase 2
0.6949 Remote Similarity NPD6009 Approved
0.6942 Remote Similarity NPD5988 Approved
0.6917 Remote Similarity NPD6319 Approved
0.6911 Remote Similarity NPD6616 Approved
0.6885 Remote Similarity NPD6067 Discontinued
0.6882 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6869 Remote Similarity NPD6931 Approved
0.6869 Remote Similarity NPD6930 Phase 2
0.6855 Remote Similarity NPD7078 Approved
0.6838 Remote Similarity NPD4632 Approved
0.6814 Remote Similarity NPD5739 Approved
0.6814 Remote Similarity NPD6402 Approved
0.6814 Remote Similarity NPD6675 Approved
0.6814 Remote Similarity NPD7128 Approved
0.6804 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6783 Remote Similarity NPD6373 Approved
0.6783 Remote Similarity NPD6372 Approved
0.6771 Remote Similarity NPD6924 Approved
0.6771 Remote Similarity NPD6926 Approved
0.6768 Remote Similarity NPD6929 Approved
0.6735 Remote Similarity NPD6932 Approved
0.6731 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6729 Remote Similarity NPD6399 Phase 3
0.6721 Remote Similarity NPD8516 Approved
0.6721 Remote Similarity NPD8517 Approved
0.6721 Remote Similarity NPD8515 Approved
0.6721 Remote Similarity NPD8513 Phase 3
0.6699 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6696 Remote Similarity NPD7320 Approved
0.6696 Remote Similarity NPD6899 Approved
0.6696 Remote Similarity NPD6881 Approved
0.6691 Remote Similarity NPD7625 Phase 1
0.6667 Remote Similarity NPD7115 Discovery
0.6667 Remote Similarity NPD6033 Approved
0.6667 Remote Similarity NPD8130 Phase 1
0.6667 Remote Similarity NPD6649 Approved
0.6667 Remote Similarity NPD6650 Approved
0.6667 Remote Similarity NPD7748 Approved
0.6636 Remote Similarity NPD7902 Approved
0.6636 Remote Similarity NPD4755 Approved
0.6636 Remote Similarity NPD7087 Discontinued
0.6609 Remote Similarity NPD5701 Approved
0.6609 Remote Similarity NPD5697 Approved
0.6604 Remote Similarity NPD5328 Approved
0.6602 Remote Similarity NPD4786 Approved
0.66 Remote Similarity NPD6683 Phase 2
0.6598 Remote Similarity NPD1810 Approved
0.6598 Remote Similarity NPD1811 Approved
0.6581 Remote Similarity NPD7290 Approved
0.6581 Remote Similarity NPD4634 Approved
0.6581 Remote Similarity NPD6883 Approved
0.6581 Remote Similarity NPD7102 Approved
0.6574 Remote Similarity NPD4202 Approved
0.6566 Remote Similarity NPD6925 Approved
0.6566 Remote Similarity NPD5776 Phase 2
0.6562 Remote Similarity NPD4243 Approved
0.6549 Remote Similarity NPD7632 Discontinued
0.6542 Remote Similarity NPD3168 Discontinued
0.6538 Remote Similarity NPD6893 Approved
0.6535 Remote Similarity NPD7514 Phase 3
0.6535 Remote Similarity NPD7509 Discontinued
0.6525 Remote Similarity NPD6869 Approved
0.6525 Remote Similarity NPD6617 Approved
0.6525 Remote Similarity NPD6847 Approved
0.6518 Remote Similarity NPD5285 Approved
0.6518 Remote Similarity NPD5286 Approved
0.6518 Remote Similarity NPD4700 Approved
0.6518 Remote Similarity NPD4696 Approved
0.65 Remote Similarity NPD7145 Approved
0.6496 Remote Similarity NPD6012 Approved
0.6496 Remote Similarity NPD6013 Approved
0.6496 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6496 Remote Similarity NPD6014 Approved
0.6486 Remote Similarity NPD6084 Phase 2
0.6486 Remote Similarity NPD6083 Phase 2
0.6481 Remote Similarity NPD7515 Phase 2
0.6481 Remote Similarity NPD6079 Approved
0.648 Remote Similarity NPD7604 Phase 2
0.6476 Remote Similarity NPD3618 Phase 1
0.6455 Remote Similarity NPD7991 Discontinued
0.6452 Remote Similarity NPD5983 Phase 2
0.6429 Remote Similarity NPD4225 Approved
0.6429 Remote Similarity NPD4784 Approved
0.6429 Remote Similarity NPD4785 Approved
0.641 Remote Similarity NPD5345 Clinical (unspecified phase)
0.641 Remote Similarity NPD6011 Approved
0.6408 Remote Similarity NPD3667 Approved
0.6404 Remote Similarity NPD5224 Approved
0.6404 Remote Similarity NPD4633 Approved
0.6404 Remote Similarity NPD5211 Phase 2
0.6404 Remote Similarity NPD5225 Approved
0.6404 Remote Similarity NPD5226 Approved
0.6392 Remote Similarity NPD7151 Approved
0.6392 Remote Similarity NPD7150 Approved
0.6392 Remote Similarity NPD7152 Approved
0.6387 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6387 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6379 Remote Similarity NPD4768 Approved
0.6379 Remote Similarity NPD6008 Approved
0.6379 Remote Similarity NPD4767 Approved
0.6378 Remote Similarity NPD6336 Discontinued
0.6373 Remote Similarity NPD4748 Discontinued
0.6373 Remote Similarity NPD7332 Phase 2
0.6364 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7900 Approved
0.6354 Remote Similarity NPD6922 Approved
0.6354 Remote Similarity NPD6923 Approved
0.6348 Remote Similarity NPD5174 Approved
0.6348 Remote Similarity NPD5175 Approved
0.633 Remote Similarity NPD7637 Suspended
0.6316 Remote Similarity NPD5344 Discontinued
0.6316 Remote Similarity NPD4159 Approved
0.6316 Remote Similarity NPD5223 Approved
0.6311 Remote Similarity NPD6898 Phase 1
0.6311 Remote Similarity NPD6902 Approved
0.6311 Remote Similarity NPD6940 Discontinued
0.6303 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4753 Phase 2
0.6296 Remote Similarity NPD6051 Approved
0.6293 Remote Similarity NPD5141 Approved
0.6289 Remote Similarity NPD7144 Approved
0.6289 Remote Similarity NPD7143 Approved
0.6289 Remote Similarity NPD2687 Approved
0.6289 Remote Similarity NPD2254 Approved
0.6289 Remote Similarity NPD2686 Approved
0.6271 Remote Similarity NPD8174 Phase 2
0.6271 Remote Similarity NPD4729 Approved
0.6271 Remote Similarity NPD4730 Approved
0.625 Remote Similarity NPD4697 Phase 3
0.625 Remote Similarity NPD5222 Approved
0.625 Remote Similarity NPD5221 Approved
0.625 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6207 Remote Similarity NPD4754 Approved
0.6204 Remote Similarity NPD7513 Clinical (unspecified phase)
0.62 Remote Similarity NPD4190 Phase 3
0.62 Remote Similarity NPD5275 Approved
0.6195 Remote Similarity NPD5173 Approved
0.619 Remote Similarity NPD3670 Clinical (unspecified phase)
0.619 Remote Similarity NPD3669 Approved
0.6183 Remote Similarity NPD5956 Approved
0.6179 Remote Similarity NPD6274 Approved
0.6176 Remote Similarity NPD6118 Approved
0.6176 Remote Similarity NPD6114 Approved
0.6176 Remote Similarity NPD6697 Approved
0.6176 Remote Similarity NPD6115 Approved
0.6167 Remote Similarity NPD5250 Approved
0.6167 Remote Similarity NPD5249 Phase 3
0.6167 Remote Similarity NPD5251 Approved
0.6167 Remote Similarity NPD5247 Approved
0.6167 Remote Similarity NPD5248 Approved
0.6161 Remote Similarity NPD5695 Phase 3

  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