Structure

Physi-Chem Properties

Molecular Weight:  940.5
Volume:  920.627
LogP:  3.482
LogD:  3.04
LogS:  -4.066
# Rotatable Bonds:  11
TPSA:  280.82
# H-Bond Aceptor:  18
# H-Bond Donor:  9
# Rings:  8
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.088
Synthetic Accessibility Score:  6.237
Fsp3:  0.917
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:  -5.739
MDCK Permeability:  0.00011417228233767673
Pgp-inhibitor:  0.804
Pgp-substrate:  0.057
Human Intestinal Absorption (HIA):  0.572
20% Bioavailability (F20%):  0.04
30% Bioavailability (F30%):  0.965

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.016
Plasma Protein Binding (PPB):  75.37757110595703%
Volume Distribution (VD):  0.376
Pgp-substrate:  16.782730102539062%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.618
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.44
CYP2C9-inhibitor:  0.002
CYP2C9-substrate:  0.011
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.06
CYP3A4-inhibitor:  0.137
CYP3A4-substrate:  0.031

ADMET: Excretion

Clearance (CL):  0.857
Half-life (T1/2):  0.483

ADMET: Toxicity

hERG Blockers:  0.038
Human Hepatotoxicity (H-HT):  0.208
Drug-inuced Liver Injury (DILI):  0.035
AMES Toxicity:  0.244
Rat Oral Acute Toxicity:  0.138
Maximum Recommended Daily Dose:  0.662
Skin Sensitization:  0.032
Carcinogencity:  0.022
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.852

Download Data

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

  Natural Product: NPC107966

Natural Product ID:  NPC107966
Common Name*:   Araloside A Methyl Ester
IUPAC Name:   methyl (2S,3S,4R,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxane-2-carboxylate
Synonyms:   Araloside A Methyl Ester
Standard InCHIKey:  WJHDDPVZYYTSCO-PKVDZRLXSA-N
Standard InCHI:  InChI=1S/C48H76O18/c1-43(2)15-17-48(42(59)66-40-34(56)31(53)29(51)24(20-49)62-40)18-16-46(6)22(23(48)19-43)9-10-27-45(5)13-12-28(44(3,4)26(45)11-14-47(27,46)7)63-41-35(57)32(54)36(37(65-41)38(58)60-8)64-39-33(55)30(52)25(21-50)61-39/h9,23-37,39-41,49-57H,10-21H2,1-8H3/t23-,24+,25-,26-,27+,28-,29+,30-,31-,32+,33+,34+,35+,36-,37-,39+,40-,41+,45-,46+,47+,48-/m0/s1
SMILES:  CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@@H](C(C)(C)[C@@H]5CC[C@@]34C)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](C(=O)OC)O3)O[C@@H]3[C@@H]([C@H]([C@H](CO)O3)O)O)O)O)[C@@H]2C1)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1288837
PubChem CID:   52942130
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
NPO1994 Panax stipuleanatus Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[20951582]
NPO1994 Panax stipuleanatus 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 = 63440.0 nM PMID[533706]
NPT393 Cell Line HCT-116 Homo sapiens IC50 > 100000.0 nM PMID[533706]

☑ 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 NPC107966 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 NPC249848
1.0 High Similarity NPC40775
1.0 High Similarity NPC235438
0.9912 High Similarity NPC281148
0.9912 High Similarity NPC30735
0.9912 High Similarity NPC235405
0.9825 High Similarity NPC470477
0.9739 High Similarity NPC470218
0.9739 High Similarity NPC285091
0.9737 High Similarity NPC478066
0.9735 High Similarity NPC31838
0.9735 High Similarity NPC86222
0.9735 High Similarity NPC301449
0.9735 High Similarity NPC11242
0.9735 High Similarity NPC62725
0.9735 High Similarity NPC104372
0.9735 High Similarity NPC64715
0.9735 High Similarity NPC22956
0.9735 High Similarity NPC222580
0.9735 High Similarity NPC159309
0.9735 High Similarity NPC171544
0.9735 High Similarity NPC114484
0.9735 High Similarity NPC297263
0.9735 High Similarity NPC223301
0.9732 High Similarity NPC114441
0.9732 High Similarity NPC475171
0.9732 High Similarity NPC473884
0.9732 High Similarity NPC180550
0.9732 High Similarity NPC309780
0.9732 High Similarity NPC472949
0.9732 High Similarity NPC214484
0.9732 High Similarity NPC469945
0.9732 High Similarity NPC157868
0.9732 High Similarity NPC208381
0.9732 High Similarity NPC35405
0.9732 High Similarity NPC11551
0.9732 High Similarity NPC6377
0.9732 High Similarity NPC39211
0.9649 High Similarity NPC475591
0.9649 High Similarity NPC213952
0.9649 High Similarity NPC236870
0.9649 High Similarity NPC4749
0.9649 High Similarity NPC80986
0.9649 High Similarity NPC187290
0.9649 High Similarity NPC21691
0.9649 High Similarity NPC10607
0.9649 High Similarity NPC162574
0.9646 High Similarity NPC118440
0.9646 High Similarity NPC236657
0.9643 High Similarity NPC286347
0.9565 High Similarity NPC202666
0.9565 High Similarity NPC262199
0.9565 High Similarity NPC471961
0.9565 High Similarity NPC44716
0.9565 High Similarity NPC302543
0.9565 High Similarity NPC14617
0.9565 High Similarity NPC283417
0.9565 High Similarity NPC471964
0.9565 High Similarity NPC258617
0.9565 High Similarity NPC200049
0.9565 High Similarity NPC2370
0.9565 High Similarity NPC257211
0.9561 High Similarity NPC242840
0.9561 High Similarity NPC31193
0.9561 High Similarity NPC302887
0.9561 High Similarity NPC75417
0.9561 High Similarity NPC187618
0.9558 High Similarity NPC192791
0.9554 High Similarity NPC224121
0.9483 High Similarity NPC471962
0.9483 High Similarity NPC247315
0.9483 High Similarity NPC33068
0.9483 High Similarity NPC160452
0.9483 High Similarity NPC471963
0.9478 High Similarity NPC471965
0.9478 High Similarity NPC131469
0.9478 High Similarity NPC313110
0.9474 High Similarity NPC294112
0.9469 High Similarity NPC232237
0.9469 High Similarity NPC105800
0.9402 High Similarity NPC181066
0.9402 High Similarity NPC475368
0.9402 High Similarity NPC284449
0.9402 High Similarity NPC469947
0.9386 High Similarity NPC207738
0.9316 High Similarity NPC23275
0.931 High Similarity NPC275343
0.9304 High Similarity NPC473645
0.9298 High Similarity NPC109588
0.9292 High Similarity NPC37134
0.9292 High Similarity NPC291903
0.925 High Similarity NPC262796
0.925 High Similarity NPC173435
0.925 High Similarity NPC478155
0.925 High Similarity NPC476074
0.925 High Similarity NPC478065
0.925 High Similarity NPC329993
0.925 High Similarity NPC172374
0.925 High Similarity NPC301639
0.925 High Similarity NPC475167
0.925 High Similarity NPC45346
0.925 High Similarity NPC478064
0.925 High Similarity NPC264566
0.925 High Similarity NPC25998
0.925 High Similarity NPC134914
0.925 High Similarity NPC475377
0.9244 High Similarity NPC470475
0.9211 High Similarity NPC475119
0.9211 High Similarity NPC300419
0.9211 High Similarity NPC473824
0.9204 High Similarity NPC475486
0.9204 High Similarity NPC164389
0.9196 High Similarity NPC1046
0.9196 High Similarity NPC80843
0.9174 High Similarity NPC478154
0.9174 High Similarity NPC478150
0.9174 High Similarity NPC478153
0.9174 High Similarity NPC478152
0.9167 High Similarity NPC477196
0.9153 High Similarity NPC130229
0.9138 High Similarity NPC110385
0.9138 High Similarity NPC144644
0.9138 High Similarity NPC37860
0.9138 High Similarity NPC142151
0.9138 High Similarity NPC153673
0.9138 High Similarity NPC267694
0.9123 High Similarity NPC476992
0.9123 High Similarity NPC305267
0.9123 High Similarity NPC288205
0.9123 High Similarity NPC26626
0.9123 High Similarity NPC75287
0.9123 High Similarity NPC51465
0.9115 High Similarity NPC475208
0.9115 High Similarity NPC238935
0.9107 High Similarity NPC31839
0.9098 High Similarity NPC478151
0.9091 High Similarity NPC477197
0.9083 High Similarity NPC477078
0.9083 High Similarity NPC477194
0.9083 High Similarity NPC477075
0.9083 High Similarity NPC475281
0.9083 High Similarity NPC470476
0.9083 High Similarity NPC477191
0.9083 High Similarity NPC477193
0.9083 High Similarity NPC329923
0.9083 High Similarity NPC477192
0.906 High Similarity NPC68767
0.906 High Similarity NPC293031
0.906 High Similarity NPC51099
0.906 High Similarity NPC470478
0.906 High Similarity NPC275225
0.9052 High Similarity NPC51564
0.9052 High Similarity NPC25663
0.9052 High Similarity NPC135849
0.9043 High Similarity NPC473452
0.9043 High Similarity NPC8524
0.9043 High Similarity NPC323359
0.9043 High Similarity NPC69811
0.9043 High Similarity NPC33012
0.9043 High Similarity NPC85154
0.9043 High Similarity NPC191827
0.9043 High Similarity NPC286457
0.9043 High Similarity NPC123522
0.9043 High Similarity NPC220160
0.9043 High Similarity NPC475209
0.9043 High Similarity NPC104137
0.9043 High Similarity NPC475514
0.9043 High Similarity NPC309223
0.9043 High Similarity NPC102505
0.9043 High Similarity NPC470876
0.9035 High Similarity NPC475633
0.9027 High Similarity NPC276093
0.9027 High Similarity NPC473373
0.9027 High Similarity NPC475504
0.9027 High Similarity NPC469946
0.9027 High Similarity NPC256798
0.9027 High Similarity NPC128925
0.9027 High Similarity NPC109079
0.9027 High Similarity NPC10320
0.9027 High Similarity NPC473383
0.9027 High Similarity NPC292677
0.9027 High Similarity NPC139044
0.9027 High Similarity NPC139894
0.9027 High Similarity NPC48249
0.9027 High Similarity NPC101744
0.9027 High Similarity NPC257468
0.9027 High Similarity NPC475516
0.9027 High Similarity NPC324875
0.9027 High Similarity NPC471383
0.9027 High Similarity NPC104400
0.9027 High Similarity NPC79718
0.9027 High Similarity NPC102439
0.9027 High Similarity NPC104071
0.9018 High Similarity NPC90856
0.9018 High Similarity NPC279554
0.9018 High Similarity NPC164194
0.9018 High Similarity NPC242611
0.9018 High Similarity NPC270667
0.9018 High Similarity NPC127056
0.9018 High Similarity NPC59804

  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 NPC107966 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
0.9565 High Similarity NPD8328 Phase 3
0.9381 High Similarity NPD8295 Clinical (unspecified phase)
0.832 Intermediate Similarity NPD7736 Approved
0.8276 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD8293 Discontinued
0.8 Intermediate Similarity NPD8133 Approved
0.7984 Intermediate Similarity NPD8517 Approved
0.7984 Intermediate Similarity NPD8516 Approved
0.7984 Intermediate Similarity NPD8515 Approved
0.7984 Intermediate Similarity NPD8513 Phase 3
0.792 Intermediate Similarity NPD6370 Approved
0.7829 Intermediate Similarity NPD7319 Approved
0.7795 Intermediate Similarity NPD7492 Approved
0.776 Intermediate Similarity NPD6054 Approved
0.776 Intermediate Similarity NPD6059 Approved
0.7734 Intermediate Similarity NPD6616 Approved
0.7734 Intermediate Similarity NPD7507 Approved
0.7674 Intermediate Similarity NPD7078 Approved
0.7647 Intermediate Similarity NPD6412 Phase 2
0.7619 Intermediate Similarity NPD6319 Approved
0.7583 Intermediate Similarity NPD6686 Approved
0.7559 Intermediate Similarity NPD6015 Approved
0.7559 Intermediate Similarity NPD6016 Approved
0.75 Intermediate Similarity NPD5988 Approved
0.748 Intermediate Similarity NPD8294 Approved
0.748 Intermediate Similarity NPD8297 Approved
0.748 Intermediate Similarity NPD6882 Approved
0.748 Intermediate Similarity NPD8377 Approved
0.7438 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7422 Intermediate Similarity NPD8296 Approved
0.7422 Intermediate Similarity NPD8380 Approved
0.7422 Intermediate Similarity NPD8335 Approved
0.7422 Intermediate Similarity NPD8033 Approved
0.7422 Intermediate Similarity NPD8378 Approved
0.7422 Intermediate Similarity NPD8379 Approved
0.7414 Intermediate Similarity NPD7902 Approved
0.7381 Intermediate Similarity NPD6009 Approved
0.7377 Intermediate Similarity NPD6373 Approved
0.7377 Intermediate Similarity NPD6372 Approved
0.7333 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7304 Intermediate Similarity NPD7748 Approved
0.7273 Intermediate Similarity NPD7128 Approved
0.7273 Intermediate Similarity NPD6675 Approved
0.7273 Intermediate Similarity NPD6402 Approved
0.7273 Intermediate Similarity NPD5739 Approved
0.7258 Intermediate Similarity NPD6650 Approved
0.7258 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD6649 Approved
0.7218 Intermediate Similarity NPD6033 Approved
0.7188 Intermediate Similarity NPD7328 Approved
0.7188 Intermediate Similarity NPD7327 Approved
0.7155 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7155 Intermediate Similarity NPD7900 Approved
0.7154 Intermediate Similarity NPD6881 Approved
0.7154 Intermediate Similarity NPD7320 Approved
0.7154 Intermediate Similarity NPD6899 Approved
0.7143 Intermediate Similarity NPD8074 Phase 3
0.7143 Intermediate Similarity NPD4632 Approved
0.7132 Intermediate Similarity NPD7516 Approved
0.713 Intermediate Similarity NPD7515 Phase 2
0.712 Intermediate Similarity NPD8130 Phase 1
0.7073 Intermediate Similarity NPD5697 Approved
0.7073 Intermediate Similarity NPD5701 Approved
0.704 Intermediate Similarity NPD6883 Approved
0.704 Intermediate Similarity NPD7102 Approved
0.704 Intermediate Similarity NPD7290 Approved
0.7023 Intermediate Similarity NPD7503 Approved
0.6984 Remote Similarity NPD6617 Approved
0.6984 Remote Similarity NPD6847 Approved
0.6984 Remote Similarity NPD6869 Approved
0.6983 Remote Similarity NPD8035 Phase 2
0.6983 Remote Similarity NPD8034 Phase 2
0.696 Remote Similarity NPD6014 Approved
0.696 Remote Similarity NPD6012 Approved
0.696 Remote Similarity NPD6013 Approved
0.6917 Remote Similarity NPD7604 Phase 2
0.6905 Remote Similarity NPD4634 Approved
0.6894 Remote Similarity NPD6921 Approved
0.6894 Remote Similarity NPD5983 Phase 2
0.688 Remote Similarity NPD6011 Approved
0.685 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6846 Remote Similarity NPD7115 Discovery
0.6838 Remote Similarity NPD6411 Approved
0.6815 Remote Similarity NPD6336 Discontinued
0.6791 Remote Similarity NPD6067 Discontinued
0.678 Remote Similarity NPD6399 Phase 3
0.6777 Remote Similarity NPD4225 Approved
0.6777 Remote Similarity NPD7638 Approved
0.6721 Remote Similarity NPD7639 Approved
0.6721 Remote Similarity NPD7640 Approved
0.672 Remote Similarity NPD6008 Approved
0.6694 Remote Similarity NPD6084 Phase 2
0.6694 Remote Similarity NPD4755 Approved
0.6694 Remote Similarity NPD6083 Phase 2
0.6693 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6101 Approved
0.6642 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6641 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6641 Remote Similarity NPD6274 Approved
0.6639 Remote Similarity NPD8171 Discontinued
0.6617 Remote Similarity NPD7101 Approved
0.6617 Remote Similarity NPD7100 Approved
0.6612 Remote Similarity NPD4697 Phase 3
0.6609 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6593 Remote Similarity NPD8080 Discontinued
0.6585 Remote Similarity NPD5285 Approved
0.6585 Remote Similarity NPD4700 Approved
0.6585 Remote Similarity NPD5286 Approved
0.6585 Remote Similarity NPD4696 Approved
0.6555 Remote Similarity NPD7983 Approved
0.6541 Remote Similarity NPD6335 Approved
0.6525 Remote Similarity NPD5328 Approved
0.6519 Remote Similarity NPD6909 Approved
0.6519 Remote Similarity NPD6908 Approved
0.6518 Remote Similarity NPD7645 Phase 2
0.6515 Remote Similarity NPD6868 Approved
0.6504 Remote Similarity NPD5696 Approved
0.65 Remote Similarity NPD5956 Approved
0.65 Remote Similarity NPD5778 Approved
0.65 Remote Similarity NPD5779 Approved
0.648 Remote Similarity NPD5224 Approved
0.648 Remote Similarity NPD5226 Approved
0.648 Remote Similarity NPD5225 Approved
0.648 Remote Similarity NPD5211 Phase 2
0.648 Remote Similarity NPD4633 Approved
0.6475 Remote Similarity NPD5222 Approved
0.6475 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6475 Remote Similarity NPD5221 Approved
0.6466 Remote Similarity NPD6317 Approved
0.6466 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6458 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6457 Remote Similarity NPD4768 Approved
0.6457 Remote Similarity NPD4767 Approved
0.6441 Remote Similarity NPD6672 Approved
0.6441 Remote Similarity NPD5737 Approved
0.6429 Remote Similarity NPD5174 Approved
0.6429 Remote Similarity NPD5175 Approved
0.6423 Remote Similarity NPD5173 Approved
0.6418 Remote Similarity NPD6313 Approved
0.6418 Remote Similarity NPD6314 Approved
0.6417 Remote Similarity NPD6079 Approved
0.641 Remote Similarity NPD3618 Phase 1
0.6406 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6406 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6403 Remote Similarity NPD8448 Approved
0.6402 Remote Similarity NPD7799 Discontinued
0.64 Remote Similarity NPD5223 Approved
0.6397 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6393 Remote Similarity NPD5695 Phase 3
0.6389 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6378 Remote Similarity NPD5141 Approved
0.6377 Remote Similarity NPD8340 Approved
0.6377 Remote Similarity NPD8299 Approved
0.6377 Remote Similarity NPD8342 Approved
0.6377 Remote Similarity NPD8341 Approved
0.6364 Remote Similarity NPD8450 Suspended
0.6357 Remote Similarity NPD8336 Approved
0.6357 Remote Similarity NPD4730 Approved
0.6357 Remote Similarity NPD4729 Approved
0.6357 Remote Similarity NPD8337 Approved
0.6356 Remote Similarity NPD3573 Approved
0.6331 Remote Similarity NPD8451 Approved
0.6319 Remote Similarity NPD8415 Approved
0.6311 Remote Similarity NPD5282 Discontinued
0.6303 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6299 Remote Similarity NPD4754 Approved
0.6294 Remote Similarity NPD8449 Approved
0.6268 Remote Similarity NPD8390 Approved
0.6268 Remote Similarity NPD8391 Approved
0.6268 Remote Similarity NPD8392 Approved
0.626 Remote Similarity NPD5249 Phase 3
0.626 Remote Similarity NPD5251 Approved
0.626 Remote Similarity NPD5248 Approved
0.626 Remote Similarity NPD5250 Approved
0.626 Remote Similarity NPD5247 Approved
0.625 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6239 Remote Similarity NPD4786 Approved
0.6231 Remote Similarity NPD5128 Approved
0.6228 Remote Similarity NPD7329 Approved
0.6224 Remote Similarity NPD7260 Phase 2
0.622 Remote Similarity NPD7632 Discontinued
0.621 Remote Similarity NPD7839 Suspended
0.6207 Remote Similarity NPD3667 Approved
0.6198 Remote Similarity NPD6698 Approved
0.6198 Remote Similarity NPD46 Approved
0.619 Remote Similarity NPD6333 Approved
0.619 Remote Similarity NPD6334 Approved
0.6187 Remote Similarity NPD7830 Approved
0.6187 Remote Similarity NPD7829 Approved
0.6181 Remote Similarity NPD8338 Approved
0.6159 Remote Similarity NPD8444 Approved
0.6154 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6154 Remote Similarity NPD3669 Approved
0.6148 Remote Similarity NPD6940 Discontinued
0.6142 Remote Similarity NPD1700 Approved
0.6134 Remote Similarity NPD5330 Approved
0.6134 Remote Similarity NPD6684 Approved
0.6134 Remote Similarity NPD7334 Approved
0.6134 Remote Similarity NPD6409 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