Structure

Physi-Chem Properties

Molecular Weight:  821.49
Volume:  827.045
LogP:  3.536
LogD:  3.426
LogS:  -2.854
# Rotatable Bonds:  9
TPSA:  224.7
# H-Bond Aceptor:  14
# H-Bond Donor:  8
# Rings:  7
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.13
Synthetic Accessibility Score:  5.815
Fsp3:  0.909
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:  -5.744
MDCK Permeability:  1.1595566320465878e-05
Pgp-inhibitor:  0.963
Pgp-substrate:  0.003
Human Intestinal Absorption (HIA):  0.788
20% Bioavailability (F20%):  0.968
30% Bioavailability (F30%):  0.994

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.008
Plasma Protein Binding (PPB):  81.4571533203125%
Volume Distribution (VD):  0.566
Pgp-substrate:  9.309220314025879%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.108
CYP2C19-inhibitor:  0.003
CYP2C19-substrate:  0.247
CYP2C9-inhibitor:  0.009
CYP2C9-substrate:  0.027
CYP2D6-inhibitor:  0.023
CYP2D6-substrate:  0.074
CYP3A4-inhibitor:  0.102
CYP3A4-substrate:  0.069

ADMET: Excretion

Clearance (CL):  0.933
Half-life (T1/2):  0.631

ADMET: Toxicity

hERG Blockers:  0.035
Human Hepatotoxicity (H-HT):  0.213
Drug-inuced Liver Injury (DILI):  0.022
AMES Toxicity:  0.173
Rat Oral Acute Toxicity:  0.059
Maximum Recommended Daily Dose:  0.799
Skin Sensitization:  0.022
Carcinogencity:  0.021
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.425

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

  Natural Product: NPC119794

Natural Product ID:  NPC119794
Common Name*:   3-O-[Beta-D-Glucopyranosyl-(1''->6')-2'-Acetamido-2'-Deoxy-Beta-D-Glucopyranosy;}Olean-12-En-28-Oic Acid
IUPAC Name:   (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bR)-10-[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms:  
Standard InCHIKey:  DGJYXRGKFXEUEM-QTYUJLANSA-N
Standard InCHI:  InChI=1S/C44H71NO13/c1-22(47)45-30-33(50)32(49)26(21-55-37-35(52)34(51)31(48)25(20-46)56-37)57-36(30)58-29-12-13-41(6)27(40(29,4)5)11-14-43(8)28(41)10-9-23-24-19-39(2,3)15-17-44(24,38(53)54)18-16-42(23,43)7/h9,24-37,46,48-52H,10-21H2,1-8H3,(H,45,47)(H,53,54)/t24-,25-,26-,27+,28-,29+,30-,31-,32-,33-,34+,35-,36+,37-,41+,42-,43-,44+/m1/s1
SMILES:  CC(=N[C@@H]1[C@H]([C@@H]([C@@H](CO[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)O[C@H]1O[C@H]1CC[C@@]2(C)[C@@H](CC[C@]3(C)[C@@H]2CC=C2[C@H]4CC(C)(C)CC[C@@]4(CC[C@@]32C)C(=O)O)C1(C)C)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL451292
PubChem CID:   44584414
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
NPO2634 Tetrapleura tetraptera Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[8289059]
NPO2634 Tetrapleura tetraptera Species Fabaceae 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
NPT3469 Organism Biomphalaria glabrata Biomphalaria glabrata Activity = 100.0 % PMID[487895]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 4.1 n.a. PMID[487895]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 4.2 n.a. PMID[487895]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 4.0 n.a. PMID[487895]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 3.1 n.a. PMID[487895]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 5.0 n.a. PMID[487895]
NPT566 Organism Salmonella typhimurium Salmonella enterica subsp. enterica serovar Typhimurium Activity = 100.0 % PMID[487895]

☑ 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 NPC119794 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 NPC73829
0.9917 High Similarity NPC475472
0.9837 High Similarity NPC280941
0.9837 High Similarity NPC75318
0.9837 High Similarity NPC235772
0.9758 High Similarity NPC145899
0.9756 High Similarity NPC76999
0.9603 High Similarity NPC200788
0.9603 High Similarity NPC243680
0.9453 High Similarity NPC210729
0.9453 High Similarity NPC172365
0.9453 High Similarity NPC82931
0.9308 High Similarity NPC475152
0.9308 High Similarity NPC475584
0.9308 High Similarity NPC475394
0.9237 High Similarity NPC475892
0.8984 High Similarity NPC477072
0.8788 High Similarity NPC302276
0.8788 High Similarity NPC180770
0.8705 High Similarity NPC475527
0.8705 High Similarity NPC265699
0.8667 High Similarity NPC141669
0.8657 High Similarity NPC162910
0.8643 High Similarity NPC187497
0.8643 High Similarity NPC113620
0.8643 High Similarity NPC100612
0.8643 High Similarity NPC475599
0.8643 High Similarity NPC174336
0.8538 High Similarity NPC139585
0.8529 High Similarity NPC298469
0.8529 High Similarity NPC193579
0.8467 Intermediate Similarity NPC298067
0.8467 Intermediate Similarity NPC214821
0.837 Intermediate Similarity NPC265908
0.8357 Intermediate Similarity NPC298005
0.8357 Intermediate Similarity NPC36463
0.8347 Intermediate Similarity NPC56713
0.8347 Intermediate Similarity NPC136877
0.8347 Intermediate Similarity NPC279554
0.8347 Intermediate Similarity NPC127056
0.8347 Intermediate Similarity NPC59804
0.8347 Intermediate Similarity NPC174679
0.8347 Intermediate Similarity NPC475296
0.8347 Intermediate Similarity NPC270667
0.8347 Intermediate Similarity NPC474589
0.8347 Intermediate Similarity NPC90856
0.8347 Intermediate Similarity NPC164194
0.8347 Intermediate Similarity NPC29069
0.8345 Intermediate Similarity NPC61717
0.8345 Intermediate Similarity NPC244380
0.8279 Intermediate Similarity NPC235841
0.8279 Intermediate Similarity NPC164419
0.8279 Intermediate Similarity NPC179434
0.8279 Intermediate Similarity NPC473481
0.8279 Intermediate Similarity NPC297208
0.8279 Intermediate Similarity NPC108748
0.8279 Intermediate Similarity NPC30397
0.8279 Intermediate Similarity NPC211798
0.8264 Intermediate Similarity NPC204407
0.8264 Intermediate Similarity NPC57362
0.8264 Intermediate Similarity NPC167383
0.8264 Intermediate Similarity NPC237503
0.8264 Intermediate Similarity NPC306746
0.8261 Intermediate Similarity NPC284625
0.8261 Intermediate Similarity NPC69176
0.8211 Intermediate Similarity NPC128925
0.8211 Intermediate Similarity NPC101744
0.8211 Intermediate Similarity NPC79718
0.8211 Intermediate Similarity NPC139044
0.8211 Intermediate Similarity NPC471383
0.8211 Intermediate Similarity NPC276093
0.8211 Intermediate Similarity NPC473383
0.8211 Intermediate Similarity NPC104071
0.8211 Intermediate Similarity NPC1046
0.8211 Intermediate Similarity NPC256798
0.8211 Intermediate Similarity NPC292677
0.8211 Intermediate Similarity NPC139894
0.8211 Intermediate Similarity NPC469946
0.8211 Intermediate Similarity NPC257468
0.8211 Intermediate Similarity NPC80843
0.8211 Intermediate Similarity NPC102439
0.8211 Intermediate Similarity NPC10320
0.8211 Intermediate Similarity NPC109079
0.8211 Intermediate Similarity NPC475516
0.8211 Intermediate Similarity NPC473373
0.8211 Intermediate Similarity NPC324875
0.8211 Intermediate Similarity NPC475504
0.8211 Intermediate Similarity NPC104400
0.8197 Intermediate Similarity NPC476882
0.8197 Intermediate Similarity NPC476887
0.8197 Intermediate Similarity NPC476886
0.8197 Intermediate Similarity NPC75747
0.8197 Intermediate Similarity NPC269095
0.8197 Intermediate Similarity NPC102914
0.8197 Intermediate Similarity NPC7870
0.8197 Intermediate Similarity NPC476881
0.8197 Intermediate Similarity NPC78046
0.8197 Intermediate Similarity NPC108709
0.8197 Intermediate Similarity NPC274507
0.8197 Intermediate Similarity NPC110139
0.8197 Intermediate Similarity NPC476883
0.8197 Intermediate Similarity NPC476885
0.8197 Intermediate Similarity NPC476884
0.8197 Intermediate Similarity NPC199457
0.8197 Intermediate Similarity NPC476880
0.8197 Intermediate Similarity NPC68419
0.8182 Intermediate Similarity NPC177246
0.8182 Intermediate Similarity NPC476123
0.8182 Intermediate Similarity NPC284807
0.8182 Intermediate Similarity NPC28198
0.8145 Intermediate Similarity NPC124296
0.8145 Intermediate Similarity NPC163183
0.8145 Intermediate Similarity NPC151543
0.8145 Intermediate Similarity NPC241909
0.8145 Intermediate Similarity NPC219180
0.8145 Intermediate Similarity NPC114304
0.8145 Intermediate Similarity NPC258885
0.8145 Intermediate Similarity NPC475287
0.8145 Intermediate Similarity NPC133818
0.8145 Intermediate Similarity NPC155410
0.8145 Intermediate Similarity NPC473826
0.8145 Intermediate Similarity NPC174720
0.8145 Intermediate Similarity NPC475208
0.8145 Intermediate Similarity NPC192600
0.8145 Intermediate Similarity NPC295823
0.8145 Intermediate Similarity NPC96641
0.8145 Intermediate Similarity NPC323341
0.8145 Intermediate Similarity NPC251263
0.8145 Intermediate Similarity NPC134835
0.8145 Intermediate Similarity NPC166422
0.8145 Intermediate Similarity NPC46665
0.8145 Intermediate Similarity NPC189884
0.8145 Intermediate Similarity NPC238935
0.8145 Intermediate Similarity NPC73318
0.8145 Intermediate Similarity NPC114287
0.8145 Intermediate Similarity NPC150400
0.8145 Intermediate Similarity NPC475467
0.8145 Intermediate Similarity NPC473343
0.8145 Intermediate Similarity NPC309714
0.8145 Intermediate Similarity NPC138334
0.8145 Intermediate Similarity NPC47063
0.8145 Intermediate Similarity NPC204458
0.813 Intermediate Similarity NPC31839
0.813 Intermediate Similarity NPC191763
0.8115 Intermediate Similarity NPC127853
0.8115 Intermediate Similarity NPC137917
0.8099 Intermediate Similarity NPC473538
0.8099 Intermediate Similarity NPC283849
0.808 Intermediate Similarity NPC309907
0.808 Intermediate Similarity NPC475140
0.808 Intermediate Similarity NPC60557
0.808 Intermediate Similarity NPC294453
0.808 Intermediate Similarity NPC70809
0.808 Intermediate Similarity NPC305981
0.808 Intermediate Similarity NPC76972
0.808 Intermediate Similarity NPC71065
0.808 Intermediate Similarity NPC4328
0.808 Intermediate Similarity NPC54636
0.808 Intermediate Similarity NPC79643
0.808 Intermediate Similarity NPC471550
0.808 Intermediate Similarity NPC65105
0.808 Intermediate Similarity NPC475160
0.808 Intermediate Similarity NPC236638
0.808 Intermediate Similarity NPC123199
0.808 Intermediate Similarity NPC298034
0.808 Intermediate Similarity NPC293330
0.808 Intermediate Similarity NPC100639
0.808 Intermediate Similarity NPC43550
0.808 Intermediate Similarity NPC250247
0.808 Intermediate Similarity NPC261506
0.808 Intermediate Similarity NPC475486
0.808 Intermediate Similarity NPC161717
0.808 Intermediate Similarity NPC67857
0.808 Intermediate Similarity NPC469782
0.808 Intermediate Similarity NPC204414
0.808 Intermediate Similarity NPC57484
0.808 Intermediate Similarity NPC224381
0.808 Intermediate Similarity NPC41061
0.808 Intermediate Similarity NPC471385
0.808 Intermediate Similarity NPC164389
0.808 Intermediate Similarity NPC476068
0.808 Intermediate Similarity NPC227551
0.808 Intermediate Similarity NPC473714
0.808 Intermediate Similarity NPC119592
0.808 Intermediate Similarity NPC202828
0.8065 Intermediate Similarity NPC37739
0.8065 Intermediate Similarity NPC116794
0.8065 Intermediate Similarity NPC46388
0.8065 Intermediate Similarity NPC48249
0.8065 Intermediate Similarity NPC471967
0.8062 Intermediate Similarity NPC469943
0.8049 Intermediate Similarity NPC220984
0.8049 Intermediate Similarity NPC242611
0.8017 Intermediate Similarity NPC475611
0.8016 Intermediate Similarity NPC305267
0.8016 Intermediate Similarity NPC471384
0.8016 Intermediate Similarity NPC37134
0.8016 Intermediate Similarity NPC75287
0.8016 Intermediate Similarity NPC51465
0.8016 Intermediate Similarity NPC160415

  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 NPC119794 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
0.7594 Intermediate Similarity NPD8328 Phase 3
0.754 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7538 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD8133 Approved
0.7 Intermediate Similarity NPD7625 Phase 1
0.6977 Remote Similarity NPD6412 Phase 2
0.6923 Remote Similarity NPD6686 Approved
0.6923 Remote Similarity NPD8174 Phase 2
0.6923 Remote Similarity NPD8449 Approved
0.6879 Remote Similarity NPD8336 Approved
0.6879 Remote Similarity NPD8337 Approved
0.6875 Remote Similarity NPD8450 Suspended
0.6861 Remote Similarity NPD8377 Approved
0.6861 Remote Similarity NPD8294 Approved
0.6857 Remote Similarity NPD7507 Approved
0.6818 Remote Similarity NPD6421 Discontinued
0.6812 Remote Similarity NPD8380 Approved
0.6812 Remote Similarity NPD8379 Approved
0.6812 Remote Similarity NPD8378 Approved
0.6812 Remote Similarity NPD8296 Approved
0.6812 Remote Similarity NPD8335 Approved
0.6812 Remote Similarity NPD8033 Approved
0.6803 Remote Similarity NPD6334 Approved
0.6803 Remote Similarity NPD6333 Approved
0.6786 Remote Similarity NPD8342 Approved
0.6786 Remote Similarity NPD8341 Approved
0.6786 Remote Similarity NPD8299 Approved
0.6786 Remote Similarity NPD8340 Approved
0.6783 Remote Similarity NPD8392 Approved
0.6783 Remote Similarity NPD8391 Approved
0.6783 Remote Similarity NPD8390 Approved
0.6783 Remote Similarity NPD6914 Discontinued
0.6774 Remote Similarity NPD7748 Approved
0.6765 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6746 Remote Similarity NPD7902 Approved
0.6738 Remote Similarity NPD8451 Approved
0.6713 Remote Similarity NPD7319 Approved
0.6691 Remote Similarity NPD6940 Discontinued
0.669 Remote Similarity NPD8074 Phase 3
0.669 Remote Similarity NPD8338 Approved
0.669 Remote Similarity NPD8448 Approved
0.6667 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6643 Remote Similarity NPD7736 Approved
0.6641 Remote Similarity NPD8418 Phase 2
0.6613 Remote Similarity NPD7515 Phase 2
0.6599 Remote Similarity NPD8415 Approved
0.6594 Remote Similarity NPD7328 Approved
0.6594 Remote Similarity NPD7641 Discontinued
0.6594 Remote Similarity NPD7327 Approved
0.6591 Remote Similarity NPD8307 Discontinued
0.6571 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6571 Remote Similarity NPD8516 Approved
0.6571 Remote Similarity NPD8513 Phase 3
0.6571 Remote Similarity NPD8517 Approved
0.6571 Remote Similarity NPD8515 Approved
0.6547 Remote Similarity NPD7516 Approved
0.6525 Remote Similarity NPD8080 Discontinued
0.6509 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6508 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6508 Remote Similarity NPD7900 Approved
0.6479 Remote Similarity NPD7830 Approved
0.6479 Remote Similarity NPD7829 Approved
0.6466 Remote Similarity NPD8140 Approved
0.6458 Remote Similarity NPD8293 Discontinued
0.6454 Remote Similarity NPD6921 Approved
0.6454 Remote Similarity NPD7503 Approved
0.6444 Remote Similarity NPD8087 Discontinued
0.637 Remote Similarity NPD8305 Approved
0.637 Remote Similarity NPD8306 Approved
0.6364 Remote Similarity NPD8275 Approved
0.6364 Remote Similarity NPD8276 Approved
0.635 Remote Similarity NPD6430 Approved
0.635 Remote Similarity NPD6429 Approved
0.6338 Remote Similarity NPD6908 Approved
0.6338 Remote Similarity NPD6909 Approved
0.6338 Remote Similarity NPD8444 Approved
0.6316 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6294 Remote Similarity NPD6370 Approved
0.6288 Remote Similarity NPD8086 Approved
0.6288 Remote Similarity NPD8084 Approved
0.6288 Remote Similarity NPD8083 Approved
0.6288 Remote Similarity NPD8138 Approved
0.6288 Remote Similarity NPD8082 Approved
0.6288 Remote Similarity NPD8139 Approved
0.6288 Remote Similarity NPD8085 Approved
0.627 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6269 Remote Similarity NPD8393 Approved
0.6269 Remote Similarity NPD5357 Phase 1
0.6268 Remote Similarity NPD8346 Approved
0.6268 Remote Similarity NPD8345 Approved
0.6268 Remote Similarity NPD8347 Approved
0.6232 Remote Similarity NPD8297 Approved
0.6232 Remote Similarity NPD6882 Approved
0.622 Remote Similarity NPD8035 Phase 2
0.622 Remote Similarity NPD8034 Phase 2
0.6207 Remote Similarity NPD7492 Approved
0.6194 Remote Similarity NPD8081 Approved
0.6183 Remote Similarity NPD7638 Approved
0.6172 Remote Similarity NPD5781 Clinical (unspecified phase)
0.617 Remote Similarity NPD6009 Approved
0.6165 Remote Similarity NPD7139 Approved
0.6165 Remote Similarity NPD7140 Approved
0.6165 Remote Similarity NPD7141 Clinical (unspecified phase)
0.6164 Remote Similarity NPD6616 Approved
0.6159 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6319 Approved
0.6154 Remote Similarity NPD6059 Approved
0.6154 Remote Similarity NPD6054 Approved
0.6138 Remote Similarity NPD7642 Approved
0.6138 Remote Similarity NPD7604 Phase 2
0.6138 Remote Similarity NPD6067 Discontinued
0.6136 Remote Similarity NPD7640 Approved
0.6136 Remote Similarity NPD7639 Approved
0.6131 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6131 Remote Similarity NPD6941 Approved
0.6129 Remote Similarity NPD8384 Approved
0.6122 Remote Similarity NPD7078 Approved
0.6119 Remote Similarity NPD1407 Approved
0.6098 Remote Similarity NPD8417 Discontinued
0.6071 Remote Similarity NPD4632 Approved
0.6071 Remote Similarity NPD8298 Phase 2
0.6058 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6047 Remote Similarity NPD1447 Phase 3
0.6047 Remote Similarity NPD1446 Phase 3
0.6047 Remote Similarity NPD6399 Phase 3
0.6034 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6033 Remote Similarity NPD7645 Phase 2
0.6031 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6031 Remote Similarity NPD6428 Approved
0.6029 Remote Similarity NPD6675 Approved
0.6029 Remote Similarity NPD6402 Approved
0.6029 Remote Similarity NPD7128 Approved
0.6029 Remote Similarity NPD5739 Approved
0.6027 Remote Similarity NPD7122 Discontinued
0.6022 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6014 Remote Similarity NPD6373 Approved
0.6014 Remote Similarity NPD6372 Approved
0.6 Remote Similarity NPD6015 Approved
0.6 Remote Similarity NPD6016 Approved
0.6 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6 Remote Similarity NPD7274 Clinical (unspecified phase)
0.5988 Remote Similarity NPD8389 Clinical (unspecified phase)
0.5984 Remote Similarity NPD618 Clinical (unspecified phase)
0.5971 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5971 Remote Similarity NPD6420 Discontinued
0.5968 Remote Similarity NPD7237 Clinical (unspecified phase)
0.5967 Remote Similarity NPD8361 Approved
0.5967 Remote Similarity NPD8360 Approved
0.5967 Remote Similarity NPD8435 Approved
0.5959 Remote Similarity NPD5988 Approved
0.5959 Remote Similarity NPD6436 Phase 3
0.5944 Remote Similarity NPD7115 Discovery
0.5942 Remote Similarity NPD6899 Approved
0.5942 Remote Similarity NPD7320 Approved
0.5942 Remote Similarity NPD6881 Approved
0.594 Remote Similarity NPD2255 Approved
0.5932 Remote Similarity NPD8368 Discontinued
0.5929 Remote Similarity NPD6649 Approved
0.5929 Remote Similarity NPD8130 Phase 1
0.5929 Remote Similarity NPD6650 Approved
0.5923 Remote Similarity NPD8171 Discontinued
0.5922 Remote Similarity NPD8407 Phase 2
0.589 Remote Similarity NPD8266 Approved
0.589 Remote Similarity NPD8269 Approved
0.589 Remote Similarity NPD8268 Approved
0.589 Remote Similarity NPD8267 Approved
0.587 Remote Similarity NPD5701 Approved
0.587 Remote Similarity NPD5697 Approved
0.586 Remote Similarity NPD8485 Approved
0.5857 Remote Similarity NPD6883 Approved
0.5857 Remote Similarity NPD7102 Approved
0.5857 Remote Similarity NPD7290 Approved
0.5855 Remote Similarity NPD7260 Phase 2
0.5846 Remote Similarity NPD6411 Approved
0.5839 Remote Similarity NPD8273 Phase 1
0.5816 Remote Similarity NPD6847 Approved
0.5816 Remote Similarity NPD6869 Approved
0.5816 Remote Similarity NPD6617 Approved
0.5814 Remote Similarity NPD3716 Discontinued
0.5809 Remote Similarity NPD8300 Approved
0.5809 Remote Similarity NPD8301 Approved
0.5786 Remote Similarity NPD6014 Approved
0.5786 Remote Similarity NPD6012 Approved
0.5786 Remote Similarity NPD6013 Approved
0.5782 Remote Similarity NPD5983 Phase 2
0.5775 Remote Similarity NPD8077 Approved
0.5775 Remote Similarity NPD8078 Approved
0.5769 Remote Similarity NPD46 Approved
0.5769 Remote Similarity NPD3168 Discontinued
0.5769 Remote Similarity NPD6698 Approved
0.5764 Remote Similarity NPD7754 Approved
0.5764 Remote Similarity NPD7755 Approved
0.5762 Remote Similarity NPD6033 Approved
0.5755 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5749 Remote Similarity NPD8414 Discontinued
0.5746 Remote Similarity NPD6084 Phase 2
0.5746 Remote Similarity NPD6083 Phase 2
0.5736 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5734 Remote Similarity NPD3731 Phase 3
0.5733 Remote Similarity NPD6336 Discontinued

  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