Structure

Physi-Chem Properties

Molecular Weight:  748.44
Volume:  755.37
LogP:  3.818
LogD:  3.778
LogS:  -4.057
# Rotatable Bonds:  6
TPSA:  195.6
# H-Bond Aceptor:  12
# H-Bond Donor:  7
# Rings:  7
# Heavy Atoms:  12

MedChem Properties

QED Drug-Likeness Score:  0.161
Synthetic Accessibility Score:  5.857
Fsp3:  0.878
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:  -5.301
MDCK Permeability:  1.3714992746827193e-05
Pgp-inhibitor:  0.999
Pgp-substrate:  0.949
Human Intestinal Absorption (HIA):  0.816
20% Bioavailability (F20%):  0.01
30% Bioavailability (F30%):  0.942

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.014
Plasma Protein Binding (PPB):  86.2083511352539%
Volume Distribution (VD):  0.749
Pgp-substrate:  6.03398323059082%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.849
CYP2C19-inhibitor:  0.003
CYP2C19-substrate:  0.705
CYP2C9-inhibitor:  0.006
CYP2C9-substrate:  0.021
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.044
CYP3A4-inhibitor:  0.249
CYP3A4-substrate:  0.3

ADMET: Excretion

Clearance (CL):  0.751
Half-life (T1/2):  0.363

ADMET: Toxicity

hERG Blockers:  0.269
Human Hepatotoxicity (H-HT):  0.239
Drug-inuced Liver Injury (DILI):  0.015
AMES Toxicity:  0.097
Rat Oral Acute Toxicity:  0.193
Maximum Recommended Daily Dose:  0.95
Skin Sensitization:  0.122
Carcinogencity:  0.027
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.894

Download Data

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

  Natural Product: NPC161434

Natural Product ID:  NPC161434
Common Name*:   3-O-Beta-D-Xylopyranosyl-3Beta-Hydroxyurs-12,18(19)-Dien-28-Oic Acid 28-Beta-D-Glucopyranosyl Ester
IUPAC Name:   [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R,4aS,6aR,6aS,6bR,8aR,10S,12aR)-1,2,6a,6b,9,9,12a-heptamethyl-10-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-3,4,5,6,6a,7,8,8a,10,11,12,13-dodecahydro-2H-picene-4a-carboxylate
Synonyms:  
Standard InCHIKey:  LAJREHMDUQCCEI-NFIAZQJGSA-N
Standard InCHI:  InChI=1S/C41H64O12/c1-20-10-15-41(36(49)53-35-33(48)31(46)30(45)24(18-42)51-35)17-16-39(6)22(28(41)21(20)2)8-9-26-38(5)13-12-27(37(3,4)25(38)11-14-40(26,39)7)52-34-32(47)29(44)23(43)19-50-34/h8,20,23-27,29-35,42-48H,9-19H2,1-7H3/t20-,23-,24-,25+,26-,27+,29+,30-,31+,32-,33-,34+,35+,38+,39-,40-,41+/m1/s1
SMILES:  C[C@@H]1CC[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](CO3)O)O)O)C2=C1C)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:   CHEMBL2269905
PubChem CID:   76312408
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
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. PMID[11520216]
NPO26261 Streptomyces tendae Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[27642865]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25649 Calliandra haematocephala Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25339 Trillium smallii Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26261 Streptomyces tendae Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO26345 Sideroxylon tomentosum Species Sapotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26283 Streptomyces djakartensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO25992 Lasallia papulosa Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9182 Lychnophora passerina Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28950 Angelonia integerrima Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26048 Grateloupia elliptica Species Halymeniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4318 Aspergillus cristatus Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26399 Crepidiastrum lanceolatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25765 Dryopteris aemula Species Dryopteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24698 Protium unifoliolatum Species Burseraceae 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
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 64.9 % PMID[503753]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 33.0 % PMID[503752]

☑ 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 NPC161434 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 NPC195132
0.9903 High Similarity NPC190837
0.9808 High Similarity NPC212968
0.9808 High Similarity NPC125923
0.9808 High Similarity NPC64106
0.9808 High Similarity NPC65590
0.9615 High Similarity NPC78046
0.9615 High Similarity NPC269095
0.9524 High Similarity NPC297208
0.9524 High Similarity NPC473481
0.9524 High Similarity NPC235841
0.9524 High Similarity NPC108748
0.9524 High Similarity NPC30397
0.9524 High Similarity NPC211798
0.9519 High Similarity NPC137917
0.9434 High Similarity NPC128925
0.9434 High Similarity NPC256798
0.9429 High Similarity NPC270667
0.9429 High Similarity NPC164194
0.9429 High Similarity NPC220984
0.9429 High Similarity NPC475296
0.9429 High Similarity NPC474589
0.9429 High Similarity NPC127056
0.9429 High Similarity NPC136877
0.9429 High Similarity NPC56713
0.9429 High Similarity NPC274507
0.9429 High Similarity NPC174679
0.9429 High Similarity NPC29069
0.9429 High Similarity NPC59804
0.9429 High Similarity NPC90856
0.9429 High Similarity NPC279554
0.9352 High Similarity NPC473126
0.9346 High Similarity NPC138334
0.9346 High Similarity NPC204458
0.9346 High Similarity NPC47063
0.9346 High Similarity NPC189884
0.9346 High Similarity NPC258885
0.9346 High Similarity NPC124296
0.934 High Similarity NPC179434
0.934 High Similarity NPC191763
0.934 High Similarity NPC164419
0.9333 High Similarity NPC306746
0.9333 High Similarity NPC237503
0.9333 High Similarity NPC204407
0.9333 High Similarity NPC167383
0.9333 High Similarity NPC57362
0.9252 High Similarity NPC292677
0.9252 High Similarity NPC139044
0.9252 High Similarity NPC102439
0.9252 High Similarity NPC257468
0.9252 High Similarity NPC473383
0.9252 High Similarity NPC109079
0.9252 High Similarity NPC104400
0.9252 High Similarity NPC1046
0.9252 High Similarity NPC475516
0.9252 High Similarity NPC471383
0.9252 High Similarity NPC10320
0.9252 High Similarity NPC46388
0.9252 High Similarity NPC276093
0.9252 High Similarity NPC79718
0.9252 High Similarity NPC139894
0.9252 High Similarity NPC473373
0.9252 High Similarity NPC37739
0.9252 High Similarity NPC101744
0.9252 High Similarity NPC324875
0.9252 High Similarity NPC104071
0.9252 High Similarity NPC475504
0.9252 High Similarity NPC80843
0.9252 High Similarity NPC116794
0.9252 High Similarity NPC469946
0.9245 High Similarity NPC476881
0.9245 High Similarity NPC7870
0.9245 High Similarity NPC476887
0.9245 High Similarity NPC476882
0.9245 High Similarity NPC102914
0.9245 High Similarity NPC75747
0.9245 High Similarity NPC108709
0.9245 High Similarity NPC110139
0.9245 High Similarity NPC476883
0.9245 High Similarity NPC199457
0.9245 High Similarity NPC476884
0.9245 High Similarity NPC68419
0.9245 High Similarity NPC476885
0.9245 High Similarity NPC476886
0.9245 High Similarity NPC476880
0.9238 High Similarity NPC28198
0.9238 High Similarity NPC476123
0.9238 High Similarity NPC177246
0.9238 High Similarity NPC285576
0.9238 High Similarity NPC284807
0.9174 High Similarity NPC161674
0.9174 High Similarity NPC160415
0.9174 High Similarity NPC471384
0.9174 High Similarity NPC58448
0.9167 High Similarity NPC46665
0.9167 High Similarity NPC133818
0.9167 High Similarity NPC151543
0.9167 High Similarity NPC114287
0.9167 High Similarity NPC271138
0.9167 High Similarity NPC192600
0.9167 High Similarity NPC475287
0.9167 High Similarity NPC174720
0.9167 High Similarity NPC251263
0.9167 High Similarity NPC150400
0.9167 High Similarity NPC251309
0.9167 High Similarity NPC269315
0.9167 High Similarity NPC473826
0.9167 High Similarity NPC114304
0.9167 High Similarity NPC166422
0.9167 High Similarity NPC219180
0.9167 High Similarity NPC323341
0.9167 High Similarity NPC96641
0.9167 High Similarity NPC73318
0.9167 High Similarity NPC475208
0.9167 High Similarity NPC163183
0.9167 High Similarity NPC309714
0.9167 High Similarity NPC134835
0.9167 High Similarity NPC155410
0.9167 High Similarity NPC241909
0.9167 High Similarity NPC473343
0.9167 High Similarity NPC238935
0.9167 High Similarity NPC295823
0.9167 High Similarity NPC475467
0.9159 High Similarity NPC31839
0.9151 High Similarity NPC127853
0.9143 High Similarity NPC283849
0.9143 High Similarity NPC473538
0.9091 High Similarity NPC148417
0.9091 High Similarity NPC136768
0.9091 High Similarity NPC68175
0.9091 High Similarity NPC110633
0.9083 High Similarity NPC475140
0.9083 High Similarity NPC119592
0.9083 High Similarity NPC164389
0.9083 High Similarity NPC309907
0.9083 High Similarity NPC65105
0.9083 High Similarity NPC305981
0.9083 High Similarity NPC224381
0.9083 High Similarity NPC161717
0.9083 High Similarity NPC79643
0.9083 High Similarity NPC227551
0.9083 High Similarity NPC476068
0.9083 High Similarity NPC60557
0.9083 High Similarity NPC70809
0.9083 High Similarity NPC294453
0.9083 High Similarity NPC204414
0.9083 High Similarity NPC473714
0.9083 High Similarity NPC250247
0.9083 High Similarity NPC43550
0.9083 High Similarity NPC475633
0.9083 High Similarity NPC71065
0.9083 High Similarity NPC293330
0.9083 High Similarity NPC67857
0.9083 High Similarity NPC54636
0.9083 High Similarity NPC298034
0.9083 High Similarity NPC76972
0.9083 High Similarity NPC123199
0.9083 High Similarity NPC202828
0.9083 High Similarity NPC475160
0.9083 High Similarity NPC475486
0.9083 High Similarity NPC471385
0.9083 High Similarity NPC41061
0.9083 High Similarity NPC469782
0.9083 High Similarity NPC4328
0.9083 High Similarity NPC471550
0.9083 High Similarity NPC261506
0.9083 High Similarity NPC57484
0.9083 High Similarity NPC100639
0.9083 High Similarity NPC236638
0.9074 High Similarity NPC233003
0.9074 High Similarity NPC48249
0.9074 High Similarity NPC471967
0.9065 High Similarity NPC242611
0.9048 High Similarity NPC475611
0.9027 High Similarity NPC275343
0.9009 High Similarity NPC36831
0.9 High Similarity NPC288205
0.9 High Similarity NPC51465
0.9 High Similarity NPC476992
0.9 High Similarity NPC305267
0.9 High Similarity NPC291903
0.9 High Similarity NPC75287
0.9 High Similarity NPC26626
0.9 High Similarity NPC37134
0.8981 High Similarity NPC292196
0.8981 High Similarity NPC477073
0.8952 High Similarity NPC54521
0.8952 High Similarity NPC173583
0.8952 High Similarity NPC57065
0.8952 High Similarity NPC109792
0.8919 High Similarity NPC104137
0.8919 High Similarity NPC220160
0.8919 High Similarity NPC191827
0.8919 High Similarity NPC33012
0.8919 High Similarity NPC286457
0.8919 High Similarity NPC470876
0.8919 High Similarity NPC69811
0.8919 High Similarity NPC471547
0.8919 High Similarity NPC123522
0.8919 High Similarity NPC475209

  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 NPC161434 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
0.8972 High Similarity NPD8132 Clinical (unspecified phase)
0.875 High Similarity NPD8295 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD8328 Phase 3
0.8158 Intermediate Similarity NPD8133 Approved
0.7946 Intermediate Similarity NPD6412 Phase 2
0.7876 Intermediate Similarity NPD6686 Approved
0.7833 Intermediate Similarity NPD8513 Phase 3
0.7833 Intermediate Similarity NPD8516 Approved
0.7833 Intermediate Similarity NPD8033 Approved
0.7833 Intermediate Similarity NPD8517 Approved
0.7833 Intermediate Similarity NPD8515 Approved
0.775 Intermediate Similarity NPD8294 Approved
0.775 Intermediate Similarity NPD8377 Approved
0.7724 Intermediate Similarity NPD7507 Approved
0.7686 Intermediate Similarity NPD8380 Approved
0.7686 Intermediate Similarity NPD8379 Approved
0.7686 Intermediate Similarity NPD8296 Approved
0.7686 Intermediate Similarity NPD8335 Approved
0.7686 Intermediate Similarity NPD8378 Approved
0.7593 Intermediate Similarity NPD7748 Approved
0.7545 Intermediate Similarity NPD7902 Approved
0.7541 Intermediate Similarity NPD7503 Approved
0.754 Intermediate Similarity NPD7319 Approved
0.746 Intermediate Similarity NPD7736 Approved
0.7438 Intermediate Similarity NPD7327 Approved
0.7438 Intermediate Similarity NPD7328 Approved
0.7407 Intermediate Similarity NPD7515 Phase 2
0.7377 Intermediate Similarity NPD7516 Approved
0.7304 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7900 Approved
0.7273 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD6411 Approved
0.7244 Intermediate Similarity NPD8293 Discontinued
0.7083 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD6101 Approved
0.7064 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD6370 Approved
0.7059 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD6399 Phase 3
0.7025 Intermediate Similarity NPD8297 Approved
0.7025 Intermediate Similarity NPD6882 Approved
0.7018 Intermediate Similarity NPD7638 Approved
0.6977 Remote Similarity NPD8074 Phase 3
0.6975 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6957 Remote Similarity NPD7639 Approved
0.6957 Remote Similarity NPD7640 Approved
0.6953 Remote Similarity NPD7492 Approved
0.6937 Remote Similarity NPD8034 Phase 2
0.6937 Remote Similarity NPD8035 Phase 2
0.6935 Remote Similarity NPD6009 Approved
0.6905 Remote Similarity NPD6319 Approved
0.6905 Remote Similarity NPD6054 Approved
0.6905 Remote Similarity NPD6059 Approved
0.6899 Remote Similarity NPD6616 Approved
0.6875 Remote Similarity NPD8171 Discontinued
0.6875 Remote Similarity NPD5779 Approved
0.6875 Remote Similarity NPD6067 Discontinued
0.6875 Remote Similarity NPD5778 Approved
0.686 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6846 Remote Similarity NPD7078 Approved
0.6829 Remote Similarity NPD4632 Approved
0.6807 Remote Similarity NPD5739 Approved
0.6807 Remote Similarity NPD6675 Approved
0.6807 Remote Similarity NPD6402 Approved
0.6807 Remote Similarity NPD7128 Approved
0.68 Remote Similarity NPD7115 Discovery
0.6786 Remote Similarity NPD7983 Approved
0.6777 Remote Similarity NPD6372 Approved
0.6777 Remote Similarity NPD6373 Approved
0.6762 Remote Similarity NPD7645 Phase 2
0.6724 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6719 Remote Similarity NPD6016 Approved
0.6719 Remote Similarity NPD6015 Approved
0.6697 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6696 Remote Similarity NPD46 Approved
0.6696 Remote Similarity NPD6698 Approved
0.6694 Remote Similarity NPD7320 Approved
0.6694 Remote Similarity NPD6881 Approved
0.6694 Remote Similarity NPD6899 Approved
0.6667 Remote Similarity NPD8130 Phase 1
0.6667 Remote Similarity NPD5988 Approved
0.6667 Remote Similarity NPD6649 Approved
0.6667 Remote Similarity NPD6650 Approved
0.6612 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6612 Remote Similarity NPD5701 Approved
0.6612 Remote Similarity NPD5697 Approved
0.6606 Remote Similarity NPD4786 Approved
0.6585 Remote Similarity NPD7290 Approved
0.6585 Remote Similarity NPD6883 Approved
0.6585 Remote Similarity NPD7102 Approved
0.6581 Remote Similarity NPD4225 Approved
0.6574 Remote Similarity NPD3667 Approved
0.6555 Remote Similarity NPD7632 Discontinued
0.6532 Remote Similarity NPD6869 Approved
0.6532 Remote Similarity NPD6847 Approved
0.6532 Remote Similarity NPD6617 Approved
0.6529 Remote Similarity NPD6008 Approved
0.6518 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6514 Remote Similarity NPD3669 Approved
0.6514 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6504 Remote Similarity NPD6014 Approved
0.6504 Remote Similarity NPD6012 Approved
0.6504 Remote Similarity NPD6013 Approved
0.6496 Remote Similarity NPD6083 Phase 2
0.6496 Remote Similarity NPD6084 Phase 2
0.6489 Remote Similarity NPD7604 Phase 2
0.6486 Remote Similarity NPD3618 Phase 1
0.6471 Remote Similarity NPD8449 Approved
0.6462 Remote Similarity NPD6921 Approved
0.6462 Remote Similarity NPD5983 Phase 2
0.646 Remote Similarity NPD5328 Approved
0.6457 Remote Similarity NPD6940 Discontinued
0.6439 Remote Similarity NPD8340 Approved
0.6439 Remote Similarity NPD8342 Approved
0.6439 Remote Similarity NPD8341 Approved
0.6439 Remote Similarity NPD8299 Approved
0.6429 Remote Similarity NPD3573 Approved
0.6423 Remote Similarity NPD6011 Approved
0.6423 Remote Similarity NPD8450 Suspended
0.6418 Remote Similarity NPD6033 Approved
0.641 Remote Similarity NPD7839 Suspended
0.6406 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6404 Remote Similarity NPD7838 Discovery
0.64 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6391 Remote Similarity NPD8451 Approved
0.6391 Remote Similarity NPD6336 Discontinued
0.6364 Remote Similarity NPD7829 Approved
0.6364 Remote Similarity NPD7830 Approved
0.6357 Remote Similarity NPD7641 Discontinued
0.6356 Remote Similarity NPD4755 Approved
0.6355 Remote Similarity NPD6114 Approved
0.6355 Remote Similarity NPD6697 Approved
0.6355 Remote Similarity NPD6115 Approved
0.6355 Remote Similarity NPD6118 Approved
0.6348 Remote Similarity NPD7637 Suspended
0.6348 Remote Similarity NPD6079 Approved
0.6343 Remote Similarity NPD8448 Approved
0.6339 Remote Similarity NPD7521 Approved
0.6339 Remote Similarity NPD6684 Approved
0.6339 Remote Similarity NPD5330 Approved
0.6339 Remote Similarity NPD7334 Approved
0.6339 Remote Similarity NPD7146 Approved
0.6339 Remote Similarity NPD6409 Approved
0.633 Remote Similarity NPD1780 Approved
0.633 Remote Similarity NPD1779 Approved
0.6325 Remote Similarity NPD5695 Phase 3
0.6324 Remote Similarity NPD8391 Approved
0.6324 Remote Similarity NPD8392 Approved
0.6324 Remote Similarity NPD8390 Approved
0.632 Remote Similarity NPD4634 Approved
0.6293 Remote Similarity NPD4202 Approved
0.6283 Remote Similarity NPD7524 Approved
0.6277 Remote Similarity NPD7260 Phase 2
0.6271 Remote Similarity NPD7614 Phase 1
0.6271 Remote Similarity NPD7732 Phase 3
0.6262 Remote Similarity NPD6116 Phase 1
0.625 Remote Similarity NPD5286 Approved
0.625 Remote Similarity NPD4696 Approved
0.625 Remote Similarity NPD4700 Approved
0.625 Remote Similarity NPD5285 Approved
0.6239 Remote Similarity NPD7525 Registered
0.6233 Remote Similarity NPD7625 Phase 1
0.6228 Remote Similarity NPD5737 Approved
0.6228 Remote Similarity NPD6903 Approved
0.6228 Remote Similarity NPD6672 Approved
0.6212 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6212 Remote Similarity NPD8444 Approved
0.6207 Remote Similarity NPD5281 Approved
0.6207 Remote Similarity NPD5284 Approved
0.6202 Remote Similarity NPD6274 Approved
0.6198 Remote Similarity NPD5344 Discontinued
0.6195 Remote Similarity NPD5279 Phase 3
0.6183 Remote Similarity NPD7101 Approved
0.6183 Remote Similarity NPD7100 Approved
0.6176 Remote Similarity NPD8336 Approved
0.6176 Remote Similarity NPD8337 Approved
0.6168 Remote Similarity NPD6117 Approved
0.6167 Remote Similarity NPD5696 Approved
0.6165 Remote Similarity NPD8080 Discontinued
0.6161 Remote Similarity NPD3668 Phase 3
0.6161 Remote Similarity NPD3133 Approved
0.6161 Remote Similarity NPD3665 Phase 1
0.6161 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6161 Remote Similarity NPD3666 Approved
0.6148 Remote Similarity NPD5224 Approved
0.6148 Remote Similarity NPD5211 Phase 2
0.6148 Remote Similarity NPD5226 Approved
0.6148 Remote Similarity NPD5225 Approved
0.6148 Remote Similarity NPD4633 Approved
0.6134 Remote Similarity NPD4697 Phase 3
0.6134 Remote Similarity NPD5221 Approved
0.6134 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6134 Remote Similarity NPD5222 Approved
0.6129 Remote Similarity NPD4767 Approved
0.6129 Remote Similarity NPD4768 Approved
0.6116 Remote Similarity NPD6648 Approved
0.6115 Remote Similarity NPD6845 Suspended
0.6111 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6107 Remote Similarity NPD6335 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