Structure

Physi-Chem Properties

Molecular Weight:  956.5
Volume:  929.417
LogP:  -0.022
LogD:  1.434
LogS:  -2.937
# Rotatable Bonds:  11
TPSA:  312.05
# H-Bond Aceptor:  19
# H-Bond Donor:  11
# Rings:  8
# Heavy Atoms:  19

MedChem Properties

QED Drug-Likeness Score:  0.072
Synthetic Accessibility Score:  6.568
Fsp3:  0.917
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  2
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.383
MDCK Permeability:  0.000185941273230128
Pgp-inhibitor:  0.002
Pgp-substrate:  0.834
Human Intestinal Absorption (HIA):  0.981
20% Bioavailability (F20%):  0.224
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.022
Plasma Protein Binding (PPB):  57.26011657714844%
Volume Distribution (VD):  0.544
Pgp-substrate:  20.991687774658203%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.785
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.232
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.011
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.033
CYP3A4-inhibitor:  0.213
CYP3A4-substrate:  0.012

ADMET: Excretion

Clearance (CL):  0.643
Half-life (T1/2):  0.54

ADMET: Toxicity

hERG Blockers:  0.564
Human Hepatotoxicity (H-HT):  0.23
Drug-inuced Liver Injury (DILI):  0.017
AMES Toxicity:  0.085
Rat Oral Acute Toxicity:  0.091
Maximum Recommended Daily Dose:  0.015
Skin Sensitization:  0.232
Carcinogencity:  0.018
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.667

Download Data

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

  Natural Product: NPC137414

Natural Product ID:  NPC137414
Common Name*:   Acankoreoside D
IUPAC Name:   [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,3aS,5aR,5bR,7aR,8S,9R,11aS,11bR,12R,13aR,13bR)-8-formyl-9,12-dihydroxy-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
Synonyms:   Acankoreoside D
Standard InCHIKey:  YDUPASYHRRYIHO-XFMZTBRPSA-N
Standard InCHI:  InChI=1S/C48H76O19/c1-20(2)22-8-13-48(15-14-46(6)23(29(22)48)16-24(51)39-44(4)11-10-28(52)45(5,19-50)27(44)9-12-47(39,46)7)43(61)67-42-36(59)33(56)31(54)26(65-42)18-62-40-37(60)34(57)38(25(17-49)64-40)66-41-35(58)32(55)30(53)21(3)63-41/h19,21-42,49,51-60H,1,8-18H2,2-7H3/t21-,22-,23+,24+,25+,26+,27+,28+,29+,30-,31+,32+,33-,34+,35+,36+,37+,38+,39+,40+,41+,42-,44-,45-,46+,47+,48-/m0/s1
SMILES:  OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@@]34CC[C@H]([C@@H]4[C@@H]4[C@](CC3)(C)[C@]3(C)CC[C@@H]5[C@]([C@H]3[C@@H](C4)O)(C)CC[C@H]([C@@]5(C)C=O)O)C(=C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1269325
PubChem CID:   52944263
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
NPO29834 Acanthopanax koreanum n.a. n.a. n.a. n.a. n.a. n.a. PMID[20621475]
NPO29834 Acanthopanax koreanum n.a. n.a. n.a. steamed leaves n.a. n.a. PMID[20932756]
NPO29834 Acanthopanax koreanum n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO25047 Eleutherococcus koreanus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]

☑ 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
NPT2 Others Unspecified Activity = 3.69 pg/ml PMID[551654]
NPT2 Others Unspecified Activity = 4.62 pg/ml PMID[551654]
NPT2 Others Unspecified Activity = 5.29 pg/ml PMID[551654]
NPT2 Others Unspecified Activity = 19.26 pg/ml PMID[551654]
NPT2 Others Unspecified Activity = 25.32 pg/ml PMID[551654]
NPT2 Others Unspecified Activity = 41.34 pg/ml PMID[551654]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Inhibition < 50.0 % PMID[551655]

☑ 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 NPC137414 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9815 High Similarity NPC469822
0.9811 High Similarity NPC146563
0.963 High Similarity NPC469820
0.963 High Similarity NPC469823
0.9623 High Similarity NPC11035
0.9623 High Similarity NPC240734
0.9623 High Similarity NPC91838
0.9623 High Similarity NPC204392
0.9623 High Similarity NPC1876
0.9623 High Similarity NPC275668
0.9537 High Similarity NPC54395
0.9434 High Similarity NPC473844
0.9434 High Similarity NPC51947
0.9364 High Similarity NPC156651
0.9358 High Similarity NPC469821
0.9352 High Similarity NPC470543
0.934 High Similarity NPC88744
0.9252 High Similarity NPC240125
0.9252 High Similarity NPC91583
0.9245 High Similarity NPC287269
0.9204 High Similarity NPC470478
0.9189 High Similarity NPC323359
0.9107 High Similarity NPC473459
0.9083 High Similarity NPC272242
0.9057 High Similarity NPC469827
0.9027 High Similarity NPC473386
0.9009 High Similarity NPC164389
0.9009 High Similarity NPC475486
0.9 High Similarity NPC243572
0.8938 High Similarity NPC232237
0.8938 High Similarity NPC105800
0.8929 High Similarity NPC305267
0.8929 High Similarity NPC51465
0.8929 High Similarity NPC288205
0.8929 High Similarity NPC476992
0.8929 High Similarity NPC291903
0.8929 High Similarity NPC37134
0.8929 High Similarity NPC75287
0.8929 High Similarity NPC26626
0.8919 High Similarity NPC73986
0.8919 High Similarity NPC102619
0.8889 High Similarity NPC273962
0.8868 High Similarity NPC94919
0.886 High Similarity NPC207738
0.885 High Similarity NPC191827
0.885 High Similarity NPC220160
0.885 High Similarity NPC309223
0.885 High Similarity NPC104137
0.885 High Similarity NPC123522
0.885 High Similarity NPC473824
0.885 High Similarity NPC286457
0.885 High Similarity NPC475119
0.885 High Similarity NPC33012
0.885 High Similarity NPC470876
0.885 High Similarity NPC102505
0.885 High Similarity NPC69811
0.885 High Similarity NPC300419
0.885 High Similarity NPC8524
0.885 High Similarity NPC85154
0.885 High Similarity NPC475209
0.885 High Similarity NPC473452
0.885 High Similarity NPC475514
0.8829 High Similarity NPC109079
0.8829 High Similarity NPC10320
0.8829 High Similarity NPC324875
0.8829 High Similarity NPC276093
0.8829 High Similarity NPC475516
0.8829 High Similarity NPC100383
0.8829 High Similarity NPC102439
0.8829 High Similarity NPC101744
0.8829 High Similarity NPC292677
0.8829 High Similarity NPC469946
0.8829 High Similarity NPC104400
0.8829 High Similarity NPC471383
0.8829 High Similarity NPC475504
0.8829 High Similarity NPC257468
0.8829 High Similarity NPC79718
0.8829 High Similarity NPC139044
0.8829 High Similarity NPC104071
0.8829 High Similarity NPC80843
0.8829 High Similarity NPC473373
0.8829 High Similarity NPC1046
0.8807 High Similarity NPC469826
0.8807 High Similarity NPC224414
0.8783 High Similarity NPC153673
0.8783 High Similarity NPC110385
0.8783 High Similarity NPC473645
0.8783 High Similarity NPC144644
0.8783 High Similarity NPC142151
0.8783 High Similarity NPC267694
0.8783 High Similarity NPC37860
0.8772 High Similarity NPC237191
0.8761 High Similarity NPC472718
0.875 High Similarity NPC192600
0.875 High Similarity NPC46665
0.875 High Similarity NPC475287
0.875 High Similarity NPC295823
0.875 High Similarity NPC96641
0.875 High Similarity NPC151543
0.875 High Similarity NPC134835
0.875 High Similarity NPC124296
0.875 High Similarity NPC166422
0.875 High Similarity NPC238935
0.875 High Similarity NPC73318
0.875 High Similarity NPC114287
0.875 High Similarity NPC174720
0.875 High Similarity NPC219180
0.875 High Similarity NPC475467
0.875 High Similarity NPC150400
0.875 High Similarity NPC133818
0.875 High Similarity NPC309714
0.875 High Similarity NPC114304
0.875 High Similarity NPC473826
0.875 High Similarity NPC163183
0.875 High Similarity NPC251263
0.875 High Similarity NPC323341
0.875 High Similarity NPC241909
0.875 High Similarity NPC473343
0.875 High Similarity NPC475208
0.875 High Similarity NPC155410
0.875 High Similarity NPC258885
0.8739 High Similarity NPC164419
0.8739 High Similarity NPC31839
0.8739 High Similarity NPC274833
0.8727 High Similarity NPC469825
0.8718 High Similarity NPC44716
0.8718 High Similarity NPC2370
0.8707 High Similarity NPC293031
0.8707 High Similarity NPC68767
0.8707 High Similarity NPC275225
0.8707 High Similarity NPC51099
0.8696 High Similarity NPC471577
0.8696 High Similarity NPC51564
0.8696 High Similarity NPC135849
0.8696 High Similarity NPC25663
0.8684 High Similarity NPC471580
0.8673 High Similarity NPC473714
0.8673 High Similarity NPC236638
0.8673 High Similarity NPC41061
0.8673 High Similarity NPC475160
0.8673 High Similarity NPC294453
0.8673 High Similarity NPC67857
0.8673 High Similarity NPC57484
0.8673 High Similarity NPC76972
0.8673 High Similarity NPC123199
0.8673 High Similarity NPC293330
0.8673 High Similarity NPC70809
0.8673 High Similarity NPC261506
0.8673 High Similarity NPC298034
0.8673 High Similarity NPC202828
0.8673 High Similarity NPC469782
0.8673 High Similarity NPC65105
0.8673 High Similarity NPC79643
0.8673 High Similarity NPC224381
0.8673 High Similarity NPC305981
0.8673 High Similarity NPC309907
0.8673 High Similarity NPC119592
0.8673 High Similarity NPC227551
0.8673 High Similarity NPC471550
0.8673 High Similarity NPC54636
0.8673 High Similarity NPC471385
0.8673 High Similarity NPC476068
0.8673 High Similarity NPC4328
0.8673 High Similarity NPC43550
0.8673 High Similarity NPC60557
0.8673 High Similarity NPC161717
0.8673 High Similarity NPC250247
0.8673 High Similarity NPC100639
0.8673 High Similarity NPC204414
0.8673 High Similarity NPC71065
0.8673 High Similarity NPC475140
0.8661 High Similarity NPC139894
0.8661 High Similarity NPC233003
0.8661 High Similarity NPC473383
0.8661 High Similarity NPC48249
0.8661 High Similarity NPC207845
0.8661 High Similarity NPC472719
0.8649 High Similarity NPC127056
0.8649 High Similarity NPC56713
0.8649 High Similarity NPC136877
0.8649 High Similarity NPC59804
0.8649 High Similarity NPC475296
0.8649 High Similarity NPC174679
0.8649 High Similarity NPC270667
0.8649 High Similarity NPC474589
0.8649 High Similarity NPC164194
0.8649 High Similarity NPC279554
0.8649 High Similarity NPC106760
0.8649 High Similarity NPC90856
0.8649 High Similarity NPC242611
0.8649 High Similarity NPC29069
0.8644 High Similarity NPC160452
0.8636 High Similarity NPC230888
0.8621 High Similarity NPC476991
0.8609 High Similarity NPC475899
0.8609 High Similarity NPC239293
0.8596 High Similarity NPC58448
0.8596 High Similarity NPC160415
0.8596 High Similarity NPC161674
0.8596 High Similarity NPC471384

  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 NPC137414 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
0.8919 High Similarity NPD8133 Approved
0.825 Intermediate Similarity NPD8328 Phase 3
0.8205 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.8065 Intermediate Similarity NPD7319 Approved
0.7967 Intermediate Similarity NPD7507 Approved
0.7913 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7876 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7851 Intermediate Similarity NPD8377 Approved
0.7851 Intermediate Similarity NPD8294 Approved
0.7787 Intermediate Similarity NPD8296 Approved
0.7787 Intermediate Similarity NPD8380 Approved
0.7787 Intermediate Similarity NPD8335 Approved
0.7787 Intermediate Similarity NPD8379 Approved
0.7787 Intermediate Similarity NPD8378 Approved
0.7685 Intermediate Similarity NPD8034 Phase 2
0.7685 Intermediate Similarity NPD8035 Phase 2
0.7642 Intermediate Similarity NPD8033 Approved
0.7586 Intermediate Similarity NPD6412 Phase 2
0.7559 Intermediate Similarity NPD7736 Approved
0.7455 Intermediate Similarity NPD8171 Discontinued
0.7453 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7398 Intermediate Similarity NPD7328 Approved
0.7398 Intermediate Similarity NPD7327 Approved
0.7373 Intermediate Similarity NPD6686 Approved
0.7344 Intermediate Similarity NPD8293 Discontinued
0.7339 Intermediate Similarity NPD7516 Approved
0.7222 Intermediate Similarity NPD8516 Approved
0.7222 Intermediate Similarity NPD8515 Approved
0.7222 Intermediate Similarity NPD8513 Phase 3
0.7222 Intermediate Similarity NPD8517 Approved
0.7165 Intermediate Similarity NPD6370 Approved
0.7087 Intermediate Similarity NPD7503 Approved
0.7054 Intermediate Similarity NPD7492 Approved
0.7008 Intermediate Similarity NPD6054 Approved
0.7008 Intermediate Similarity NPD6319 Approved
0.7008 Intermediate Similarity NPD6059 Approved
0.7 Intermediate Similarity NPD6616 Approved
0.6947 Remote Similarity NPD7078 Approved
0.6942 Remote Similarity NPD5345 Clinical (unspecified phase)
0.693 Remote Similarity NPD7748 Approved
0.6897 Remote Similarity NPD7902 Approved
0.6855 Remote Similarity NPD6882 Approved
0.6855 Remote Similarity NPD8297 Approved
0.6838 Remote Similarity NPD7638 Approved
0.6825 Remote Similarity NPD6940 Discontinued
0.6822 Remote Similarity NPD6015 Approved
0.6822 Remote Similarity NPD6016 Approved
0.6792 Remote Similarity NPD6115 Approved
0.6792 Remote Similarity NPD6697 Approved
0.6792 Remote Similarity NPD6118 Approved
0.6792 Remote Similarity NPD6114 Approved
0.678 Remote Similarity NPD7640 Approved
0.678 Remote Similarity NPD7639 Approved
0.6772 Remote Similarity NPD6009 Approved
0.6772 Remote Similarity NPD7115 Discovery
0.6769 Remote Similarity NPD5988 Approved
0.6754 Remote Similarity NPD7515 Phase 2
0.6698 Remote Similarity NPD6116 Phase 1
0.6696 Remote Similarity NPD6399 Phase 3
0.6667 Remote Similarity NPD4632 Approved
0.664 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6639 Remote Similarity NPD6402 Approved
0.6639 Remote Similarity NPD7128 Approved
0.6639 Remote Similarity NPD5739 Approved
0.6639 Remote Similarity NPD6675 Approved
0.6638 Remote Similarity NPD7900 Approved
0.6638 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6613 Remote Similarity NPD6372 Approved
0.6613 Remote Similarity NPD6373 Approved
0.6604 Remote Similarity NPD6117 Approved
0.6591 Remote Similarity NPD6067 Discontinued
0.6532 Remote Similarity NPD6881 Approved
0.6532 Remote Similarity NPD6899 Approved
0.6532 Remote Similarity NPD7320 Approved
0.6519 Remote Similarity NPD6033 Approved
0.6508 Remote Similarity NPD6649 Approved
0.6508 Remote Similarity NPD6650 Approved
0.6508 Remote Similarity NPD8130 Phase 1
0.648 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6452 Remote Similarity NPD5697 Approved
0.6452 Remote Similarity NPD5701 Approved
0.6439 Remote Similarity NPD6921 Approved
0.6429 Remote Similarity NPD6883 Approved
0.6429 Remote Similarity NPD7102 Approved
0.6429 Remote Similarity NPD4634 Approved
0.6429 Remote Similarity NPD7290 Approved
0.6415 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6403 Remote Similarity NPD8450 Suspended
0.6393 Remote Similarity NPD7632 Discontinued
0.6378 Remote Similarity NPD6869 Approved
0.6378 Remote Similarity NPD6847 Approved
0.6378 Remote Similarity NPD6617 Approved
0.6364 Remote Similarity NPD6928 Phase 2
0.6349 Remote Similarity NPD6013 Approved
0.6349 Remote Similarity NPD6014 Approved
0.6349 Remote Similarity NPD6012 Approved
0.6343 Remote Similarity NPD7604 Phase 2
0.6339 Remote Similarity NPD3669 Approved
0.6339 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6084 Phase 2
0.6333 Remote Similarity NPD6083 Phase 2
0.6331 Remote Similarity NPD8449 Approved
0.6324 Remote Similarity NPD8074 Phase 3
0.6316 Remote Similarity NPD5983 Phase 2
0.6299 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6293 Remote Similarity NPD5328 Approved
0.6283 Remote Similarity NPD4786 Approved
0.6281 Remote Similarity NPD4225 Approved
0.6277 Remote Similarity NPD8337 Approved
0.6277 Remote Similarity NPD8336 Approved
0.627 Remote Similarity NPD6011 Approved
0.625 Remote Similarity NPD4697 Phase 3
0.625 Remote Similarity NPD6336 Discontinued
0.625 Remote Similarity NPD6401 Clinical (unspecified phase)
0.624 Remote Similarity NPD6008 Approved
0.6216 Remote Similarity NPD7525 Registered
0.6216 Remote Similarity NPD7625 Phase 1
0.6207 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6198 Remote Similarity NPD4755 Approved
0.6195 Remote Similarity NPD4788 Approved
0.6186 Remote Similarity NPD6411 Approved
0.6186 Remote Similarity NPD7637 Suspended
0.6186 Remote Similarity NPD6079 Approved
0.6174 Remote Similarity NPD3618 Phase 1
0.6161 Remote Similarity NPD1780 Approved
0.6161 Remote Similarity NPD1779 Approved
0.6136 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6134 Remote Similarity NPD4202 Approved
0.6126 Remote Similarity NPD7645 Phase 2
0.6106 Remote Similarity NPD3667 Approved
0.6099 Remote Similarity NPD8338 Approved
0.6098 Remote Similarity NPD4696 Approved
0.6098 Remote Similarity NPD5285 Approved
0.6098 Remote Similarity NPD5286 Approved
0.6098 Remote Similarity NPD4700 Approved
0.6087 Remote Similarity NPD8448 Approved
0.6075 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6075 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6071 Remote Similarity NPD8390 Approved
0.6071 Remote Similarity NPD8391 Approved
0.6071 Remote Similarity NPD8392 Approved
0.6071 Remote Similarity NPD5956 Approved
0.6068 Remote Similarity NPD6672 Approved
0.6068 Remote Similarity NPD5737 Approved
0.6063 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6061 Remote Similarity NPD6274 Approved
0.6058 Remote Similarity NPD8340 Approved
0.6058 Remote Similarity NPD8341 Approved
0.6058 Remote Similarity NPD8299 Approved
0.6058 Remote Similarity NPD8342 Approved
0.6055 Remote Similarity NPD3703 Phase 2
0.605 Remote Similarity NPD7983 Approved
0.6045 Remote Similarity NPD7101 Approved
0.6045 Remote Similarity NPD7100 Approved
0.6034 Remote Similarity NPD6684 Approved
0.6034 Remote Similarity NPD5330 Approved
0.6034 Remote Similarity NPD7521 Approved
0.6034 Remote Similarity NPD7334 Approved
0.6034 Remote Similarity NPD6409 Approved
0.6034 Remote Similarity NPD7146 Approved
0.6033 Remote Similarity NPD5695 Phase 3
0.6017 Remote Similarity NPD6101 Approved
0.6017 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6016 Remote Similarity NPD5696 Approved
0.6014 Remote Similarity NPD8451 Approved
0.6 Remote Similarity NPD5226 Approved
0.6 Remote Similarity NPD4633 Approved
0.6 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD5225 Approved
0.6 Remote Similarity NPD5224 Approved
0.5985 Remote Similarity NPD7122 Discontinued
0.5984 Remote Similarity NPD4767 Approved
0.5984 Remote Similarity NPD4768 Approved
0.5984 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5984 Remote Similarity NPD5221 Approved
0.5984 Remote Similarity NPD5222 Approved
0.597 Remote Similarity NPD6335 Approved
0.5966 Remote Similarity NPD46 Approved
0.5966 Remote Similarity NPD6698 Approved
0.5956 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5956 Remote Similarity NPD6908 Approved
0.5956 Remote Similarity NPD6909 Approved
0.5952 Remote Similarity NPD5174 Approved
0.5952 Remote Similarity NPD5175 Approved
0.594 Remote Similarity NPD6868 Approved
0.5935 Remote Similarity NPD5173 Approved
0.5932 Remote Similarity NPD6903 Approved
0.592 Remote Similarity NPD5223 Approved
0.592 Remote Similarity NPD1700 Approved
0.5912 Remote Similarity NPD8080 Discontinued
0.5909 Remote Similarity NPD3702 Approved
0.5906 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5906 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5906 Remote Similarity NPD5141 Approved
0.5902 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5896 Remote Similarity NPD6317 Approved
0.5891 Remote Similarity NPD4730 Approved
0.5891 Remote Similarity NPD4729 Approved
0.5888 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5888 Remote Similarity NPD4267 Clinical (unspecified phase)

  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