Structure

Physi-Chem Properties

Molecular Weight:  962.55
Volume:  943.246
LogP:  2.168
LogD:  2.614
LogS:  -2.722
# Rotatable Bonds:  13
TPSA:  318.37
# H-Bond Aceptor:  19
# H-Bond Donor:  13
# Rings:  7
# Heavy Atoms:  19

MedChem Properties

QED Drug-Likeness Score:  0.077
Synthetic Accessibility Score:  6.505
Fsp3:  0.958
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:  -6.209
MDCK Permeability:  0.0001726415939629078
Pgp-inhibitor:  0.998
Pgp-substrate:  0.18
Human Intestinal Absorption (HIA):  0.994
20% Bioavailability (F20%):  0.971
30% Bioavailability (F30%):  0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.048
Plasma Protein Binding (PPB):  66.9475326538086%
Volume Distribution (VD):  0.061
Pgp-substrate:  11.468204498291016%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.06
CYP2C19-inhibitor:  0.0
CYP2C19-substrate:  0.178
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.009
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.046
CYP3A4-inhibitor:  0.015
CYP3A4-substrate:  0.01

ADMET: Excretion

Clearance (CL):  0.492
Half-life (T1/2):  0.715

ADMET: Toxicity

hERG Blockers:  0.267
Human Hepatotoxicity (H-HT):  0.135
Drug-inuced Liver Injury (DILI):  0.005
AMES Toxicity:  0.058
Rat Oral Acute Toxicity:  0.078
Maximum Recommended Daily Dose:  0.0
Skin Sensitization:  0.771
Carcinogencity:  0.006
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.217

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

  Natural Product: NPC269627

Natural Product ID:  NPC269627
Common Name*:   Vinaginsenoside R4
IUPAC Name:   (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-6,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:  
Standard InCHIKey:  UOJAEODBOCLNBU-GYMUUCMZSA-N
Standard InCHI:  InChI=1S/C48H82O19/c1-21(2)10-9-13-48(8,67-42-38(61)35(58)32(55)26(19-50)63-42)22-11-15-46(6)30(22)23(52)16-28-45(5)14-12-29(44(3,4)40(45)24(53)17-47(28,46)7)65-43-39(36(59)33(56)27(20-51)64-43)66-41-37(60)34(57)31(54)25(18-49)62-41/h10,22-43,49-61H,9,11-20H2,1-8H3/t22-,23+,24-,25+,26+,27+,28+,29-,30-,31+,32+,33+,34-,35-,36-,37+,38+,39+,40-,41-,42-,43-,45+,46+,47+,48-/m0/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)[C@@H](O)C[C@@]2([C@@H]3C[C@@H](O)[C@H]3[C@@]2(C)CC[C@@H]3[C@@](O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)(CCC=C(C)C)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3357163
PubChem CID:   15940177
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
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota leaves and stems n.a. n.a. PMID[25442304]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
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
NPT380 Cell Line U-251 Homo sapiens Activity = 94.51 % PMID[527387]
NPT76 Cell Line C6 Rattus norvegicus Activity = 97.47 % PMID[527387]

☑ 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 NPC269627 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 NPC208477
1.0 High Similarity NPC69737
1.0 High Similarity NPC160816
1.0 High Similarity NPC152584
1.0 High Similarity NPC127801
1.0 High Similarity NPC194842
1.0 High Similarity NPC208594
0.9898 High Similarity NPC63368
0.9898 High Similarity NPC208650
0.9898 High Similarity NPC14946
0.9898 High Similarity NPC181467
0.9798 High Similarity NPC6931
0.9798 High Similarity NPC159005
0.9798 High Similarity NPC180183
0.9798 High Similarity NPC246124
0.9798 High Similarity NPC220427
0.9794 High Similarity NPC31907
0.9794 High Similarity NPC472252
0.9794 High Similarity NPC114874
0.9794 High Similarity NPC120123
0.9794 High Similarity NPC155010
0.9794 High Similarity NPC473020
0.9794 High Similarity NPC131479
0.9794 High Similarity NPC211879
0.9794 High Similarity NPC189852
0.9794 High Similarity NPC16520
0.9794 High Similarity NPC8039
0.9794 High Similarity NPC245280
0.9794 High Similarity NPC157659
0.9794 High Similarity NPC286969
0.9697 High Similarity NPC190395
0.9694 High Similarity NPC165033
0.9694 High Similarity NPC273879
0.9691 High Similarity NPC288694
0.9691 High Similarity NPC159036
0.9691 High Similarity NPC312553
0.9596 High Similarity NPC309448
0.9592 High Similarity NPC16573
0.9588 High Similarity NPC47566
0.9588 High Similarity NPC4831
0.9588 High Similarity NPC309425
0.9588 High Similarity NPC88000
0.9588 High Similarity NPC129372
0.9588 High Similarity NPC160734
0.9588 High Similarity NPC472023
0.951 High Similarity NPC65167
0.9505 High Similarity NPC302057
0.95 High Similarity NPC231340
0.9495 High Similarity NPC187400
0.9495 High Similarity NPC470885
0.9495 High Similarity NPC221562
0.949 High Similarity NPC136816
0.9485 High Similarity NPC7341
0.9485 High Similarity NPC473200
0.9406 High Similarity NPC472988
0.9406 High Similarity NPC38217
0.9394 High Similarity NPC213190
0.9381 High Similarity NPC280825
0.9381 High Similarity NPC234287
0.9327 High Similarity NPC476693
0.932 High Similarity NPC472715
0.9314 High Similarity NPC296761
0.9314 High Similarity NPC154085
0.9314 High Similarity NPC51925
0.9314 High Similarity NPC43976
0.9314 High Similarity NPC125361
0.9307 High Similarity NPC234160
0.9307 High Similarity NPC473469
0.93 High Similarity NPC476361
0.93 High Similarity NPC476360
0.9293 High Similarity NPC256133
0.9293 High Similarity NPC76497
0.9293 High Similarity NPC30289
0.9293 High Similarity NPC213674
0.9231 High Similarity NPC472716
0.9223 High Similarity NPC472717
0.9216 High Similarity NPC472896
0.9216 High Similarity NPC7213
0.9216 High Similarity NPC472897
0.9208 High Similarity NPC472900
0.9208 High Similarity NPC472898
0.9208 High Similarity NPC473199
0.9208 High Similarity NPC242748
0.9208 High Similarity NPC472899
0.92 High Similarity NPC123796
0.92 High Similarity NPC473198
0.9192 High Similarity NPC117714
0.9192 High Similarity NPC263756
0.9175 High Similarity NPC472989
0.9143 High Similarity NPC476671
0.9135 High Similarity NPC197231
0.9135 High Similarity NPC472987
0.9135 High Similarity NPC473021
0.9118 High Similarity NPC94272
0.9109 High Similarity NPC471434
0.9109 High Similarity NPC230948
0.9109 High Similarity NPC471435
0.9109 High Similarity NPC473734
0.9109 High Similarity NPC148603
0.91 High Similarity NPC272015
0.9091 High Similarity NPC282669
0.9065 High Similarity NPC100048
0.9065 High Similarity NPC476690
0.9065 High Similarity NPC20979
0.9057 High Similarity NPC477810
0.9048 High Similarity NPC19888
0.9048 High Similarity NPC475312
0.9029 High Similarity NPC235824
0.9029 High Similarity NPC98696
0.902 High Similarity NPC173859
0.902 High Similarity NPC473476
0.902 High Similarity NPC474569
0.902 High Similarity NPC473923
0.902 High Similarity NPC470512
0.902 High Similarity NPC138057
0.8981 High Similarity NPC476691
0.8981 High Similarity NPC476692
0.8981 High Similarity NPC10366
0.8972 High Similarity NPC146652
0.8952 High Similarity NPC476547
0.8952 High Similarity NPC124677
0.8952 High Similarity NPC477028
0.8952 High Similarity NPC475247
0.8952 High Similarity NPC294129
0.8952 High Similarity NPC114188
0.8952 High Similarity NPC477032
0.8942 High Similarity NPC150372
0.8942 High Similarity NPC218571
0.8942 High Similarity NPC208383
0.8942 High Similarity NPC232054
0.8942 High Similarity NPC40440
0.8942 High Similarity NPC194207
0.8942 High Similarity NPC477026
0.8942 High Similarity NPC157530
0.8942 High Similarity NPC42482
0.8942 High Similarity NPC475550
0.8942 High Similarity NPC73243
0.8942 High Similarity NPC309278
0.8942 High Similarity NPC475670
0.8942 High Similarity NPC102016
0.8942 High Similarity NPC475333
0.8942 High Similarity NPC470433
0.8942 High Similarity NPC300557
0.8942 High Similarity NPC171073
0.8942 High Similarity NPC244086
0.8942 High Similarity NPC95051
0.8942 High Similarity NPC306131
0.8942 High Similarity NPC84956
0.8942 High Similarity NPC249265
0.8942 High Similarity NPC477809
0.8942 High Similarity NPC70204
0.8942 High Similarity NPC250089
0.8942 High Similarity NPC46190
0.8942 High Similarity NPC476835
0.8942 High Similarity NPC6806
0.8942 High Similarity NPC22779
0.8942 High Similarity NPC14630
0.8942 High Similarity NPC248746
0.8942 High Similarity NPC477027
0.8942 High Similarity NPC224098
0.8942 High Similarity NPC472901
0.8932 High Similarity NPC305423
0.8932 High Similarity NPC78034
0.8932 High Similarity NPC257964
0.8932 High Similarity NPC283829
0.8932 High Similarity NPC14704
0.8932 High Similarity NPC281939
0.8932 High Similarity NPC113044
0.8932 High Similarity NPC161676
0.8932 High Similarity NPC230507
0.8932 High Similarity NPC470432
0.8922 High Similarity NPC475365
0.8922 High Similarity NPC475521
0.8922 High Similarity NPC312774
0.8922 High Similarity NPC75608
0.8889 High Similarity NPC473890
0.8889 High Similarity NPC243728
0.8879 High Similarity NPC167183
0.8879 High Similarity NPC32707
0.8868 High Similarity NPC32361
0.8868 High Similarity NPC263359
0.8868 High Similarity NPC210569
0.8868 High Similarity NPC244431
0.8868 High Similarity NPC254255
0.8868 High Similarity NPC31896
0.8857 High Similarity NPC247037
0.8857 High Similarity NPC477811
0.8857 High Similarity NPC222202
0.8857 High Similarity NPC87998
0.8857 High Similarity NPC23808
0.8857 High Similarity NPC224314
0.8857 High Similarity NPC269297
0.8846 High Similarity NPC476538
0.8846 High Similarity NPC475634
0.8846 High Similarity NPC476540
0.8846 High Similarity NPC476539
0.8846 High Similarity NPC476541
0.8846 High Similarity NPC126147
0.8846 High Similarity NPC128123
0.8835 High Similarity NPC26798

  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 NPC269627 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
0.8649 High Similarity NPD8377 Approved
0.8649 High Similarity NPD8294 Approved
0.8571 High Similarity NPD8335 Approved
0.8571 High Similarity NPD8378 Approved
0.8571 High Similarity NPD8379 Approved
0.8571 High Similarity NPD8296 Approved
0.8571 High Similarity NPD8380 Approved
0.8407 Intermediate Similarity NPD8033 Approved
0.8273 Intermediate Similarity NPD8133 Approved
0.8142 Intermediate Similarity NPD7328 Approved
0.8142 Intermediate Similarity NPD7327 Approved
0.8119 Intermediate Similarity NPD8171 Discontinued
0.807 Intermediate Similarity NPD7516 Approved
0.7778 Intermediate Similarity NPD7503 Approved
0.7727 Intermediate Similarity NPD6412 Phase 2
0.7667 Intermediate Similarity NPD7507 Approved
0.7647 Intermediate Similarity NPD8328 Phase 3
0.7629 Intermediate Similarity NPD7525 Registered
0.7589 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.748 Intermediate Similarity NPD7319 Approved
0.7436 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7387 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD8450 Suspended
0.7302 Intermediate Similarity NPD8449 Approved
0.7258 Intermediate Similarity NPD7736 Approved
0.7193 Intermediate Similarity NPD6686 Approved
0.7172 Intermediate Similarity NPD7645 Phase 2
0.7131 Intermediate Similarity NPD6370 Approved
0.7115 Intermediate Similarity NPD7524 Approved
0.704 Intermediate Similarity NPD8293 Discontinued
0.699 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6967 Remote Similarity NPD6054 Approved
0.6967 Remote Similarity NPD6059 Approved
0.6937 Remote Similarity NPD7638 Approved
0.6931 Remote Similarity NPD6928 Phase 2
0.6911 Remote Similarity NPD8515 Approved
0.6911 Remote Similarity NPD8517 Approved
0.6911 Remote Similarity NPD8516 Approved
0.6911 Remote Similarity NPD8513 Phase 3
0.6893 Remote Similarity NPD6695 Phase 3
0.6875 Remote Similarity NPD7640 Approved
0.6875 Remote Similarity NPD7639 Approved
0.6807 Remote Similarity NPD6882 Approved
0.6807 Remote Similarity NPD8297 Approved
0.6792 Remote Similarity NPD7750 Discontinued
0.6774 Remote Similarity NPD6016 Approved
0.6774 Remote Similarity NPD6015 Approved
0.6768 Remote Similarity NPD7339 Approved
0.6768 Remote Similarity NPD6942 Approved
0.6746 Remote Similarity NPD7492 Approved
0.6739 Remote Similarity NPD7625 Phase 1
0.6721 Remote Similarity NPD6009 Approved
0.672 Remote Similarity NPD5988 Approved
0.67 Remote Similarity NPD6933 Approved
0.6697 Remote Similarity NPD8034 Phase 2
0.6697 Remote Similarity NPD8035 Phase 2
0.6694 Remote Similarity NPD6319 Approved
0.6693 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD6067 Discontinued
0.6641 Remote Similarity NPD7078 Approved
0.6612 Remote Similarity NPD4632 Approved
0.6602 Remote Similarity NPD6931 Approved
0.6602 Remote Similarity NPD6930 Phase 2
0.6598 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6583 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6581 Remote Similarity NPD6675 Approved
0.6581 Remote Similarity NPD7128 Approved
0.6581 Remote Similarity NPD6402 Approved
0.6581 Remote Similarity NPD5739 Approved
0.6577 Remote Similarity NPD7748 Approved
0.6555 Remote Similarity NPD6372 Approved
0.6555 Remote Similarity NPD6373 Approved
0.6549 Remote Similarity NPD7902 Approved
0.6535 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6505 Remote Similarity NPD6929 Approved
0.65 Remote Similarity NPD1811 Approved
0.65 Remote Similarity NPD6926 Approved
0.65 Remote Similarity NPD1810 Approved
0.65 Remote Similarity NPD6924 Approved
0.6486 Remote Similarity NPD6399 Phase 3
0.6481 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6881 Approved
0.6471 Remote Similarity NPD6932 Approved
0.6471 Remote Similarity NPD7320 Approved
0.6471 Remote Similarity NPD6899 Approved
0.6462 Remote Similarity NPD6033 Approved
0.6452 Remote Similarity NPD7115 Discovery
0.6449 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6446 Remote Similarity NPD6649 Approved
0.6446 Remote Similarity NPD6650 Approved
0.6446 Remote Similarity NPD8130 Phase 1
0.6404 Remote Similarity NPD4755 Approved
0.6396 Remote Similarity NPD7087 Discontinued
0.6396 Remote Similarity NPD7515 Phase 2
0.6387 Remote Similarity NPD5701 Approved
0.6387 Remote Similarity NPD5697 Approved
0.6364 Remote Similarity NPD4634 Approved
0.6364 Remote Similarity NPD7290 Approved
0.6364 Remote Similarity NPD5328 Approved
0.6364 Remote Similarity NPD7102 Approved
0.6364 Remote Similarity NPD6883 Approved
0.6355 Remote Similarity NPD4786 Approved
0.6346 Remote Similarity NPD6683 Phase 2
0.6339 Remote Similarity NPD4202 Approved
0.6325 Remote Similarity NPD7632 Discontinued
0.6311 Remote Similarity NPD6869 Approved
0.6311 Remote Similarity NPD6617 Approved
0.6311 Remote Similarity NPD6847 Approved
0.6311 Remote Similarity NPD5776 Phase 2
0.6311 Remote Similarity NPD6925 Approved
0.6306 Remote Similarity NPD3168 Discontinued
0.63 Remote Similarity NPD4243 Approved
0.6296 Remote Similarity NPD6893 Approved
0.6293 Remote Similarity NPD5286 Approved
0.6293 Remote Similarity NPD5285 Approved
0.6293 Remote Similarity NPD4700 Approved
0.6293 Remote Similarity NPD4696 Approved
0.6286 Remote Similarity NPD7514 Phase 3
0.6286 Remote Similarity NPD7509 Discontinued
0.6283 Remote Similarity NPD7900 Approved
0.6283 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6281 Remote Similarity NPD6014 Approved
0.6281 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6281 Remote Similarity NPD6013 Approved
0.6281 Remote Similarity NPD6012 Approved
0.6279 Remote Similarity NPD7604 Phase 2
0.6261 Remote Similarity NPD6083 Phase 2
0.6261 Remote Similarity NPD6084 Phase 2
0.625 Remote Similarity NPD6079 Approved
0.625 Remote Similarity NPD5983 Phase 2
0.625 Remote Similarity NPD7145 Approved
0.6239 Remote Similarity NPD3618 Phase 1
0.6228 Remote Similarity NPD7991 Discontinued
0.6207 Remote Similarity NPD4225 Approved
0.62 Remote Similarity NPD2687 Approved
0.62 Remote Similarity NPD2254 Approved
0.62 Remote Similarity NPD2686 Approved
0.6198 Remote Similarity NPD6011 Approved
0.6198 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5224 Approved
0.6186 Remote Similarity NPD5211 Phase 2
0.6186 Remote Similarity NPD5225 Approved
0.6186 Remote Similarity NPD5226 Approved
0.6186 Remote Similarity NPD4633 Approved
0.6183 Remote Similarity NPD6336 Discontinued
0.6179 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6176 Remote Similarity NPD4785 Approved
0.6176 Remote Similarity NPD4784 Approved
0.6168 Remote Similarity NPD3667 Approved
0.6167 Remote Similarity NPD4767 Approved
0.6167 Remote Similarity NPD4768 Approved
0.6167 Remote Similarity NPD6008 Approved
0.6139 Remote Similarity NPD7151 Approved
0.6139 Remote Similarity NPD7152 Approved
0.6139 Remote Similarity NPD7150 Approved
0.6134 Remote Similarity NPD5174 Approved
0.6134 Remote Similarity NPD5175 Approved
0.6132 Remote Similarity NPD7332 Phase 2
0.6132 Remote Similarity NPD4748 Discontinued
0.6111 Remote Similarity NPD6940 Discontinued
0.6111 Remote Similarity NPD3669 Approved
0.6111 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6106 Remote Similarity NPD7637 Suspended
0.6102 Remote Similarity NPD5223 Approved
0.6102 Remote Similarity NPD5344 Discontinued
0.6102 Remote Similarity NPD4159 Approved
0.61 Remote Similarity NPD6922 Approved
0.61 Remote Similarity NPD6923 Approved
0.6098 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6083 Remote Similarity NPD5141 Approved
0.6075 Remote Similarity NPD6902 Approved
0.6075 Remote Similarity NPD6898 Phase 1
0.6071 Remote Similarity NPD4753 Phase 2
0.6071 Remote Similarity NPD6051 Approved
0.6068 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6066 Remote Similarity NPD8174 Phase 2
0.6066 Remote Similarity NPD4729 Approved
0.6066 Remote Similarity NPD4730 Approved
0.604 Remote Similarity NPD7143 Approved
0.604 Remote Similarity NPD7144 Approved
0.6034 Remote Similarity NPD5221 Approved
0.6034 Remote Similarity NPD4697 Phase 3
0.6034 Remote Similarity NPD5222 Approved
0.6034 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6015 Remote Similarity NPD8074 Phase 3
0.6 Remote Similarity NPD5956 Approved
0.6 Remote Similarity NPD4754 Approved
0.5984 Remote Similarity NPD6274 Approved
0.5983 Remote Similarity NPD5173 Approved
0.5982 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5969 Remote Similarity NPD7101 Approved
0.5969 Remote Similarity NPD7100 Approved
0.5968 Remote Similarity NPD5250 Approved
0.5968 Remote Similarity NPD5249 Phase 3
0.5968 Remote Similarity NPD5251 Approved
0.5968 Remote Similarity NPD5248 Approved
0.5968 Remote Similarity NPD5247 Approved
0.5962 Remote Similarity NPD5275 Approved
0.5962 Remote Similarity NPD4190 Phase 3
0.5948 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