Structure

Physi-Chem Properties

Molecular Weight:  632.39
Volume:  651.076
LogP:  3.353
LogD:  3.183
LogS:  -3.951
# Rotatable Bonds:  5
TPSA:  156.91
# H-Bond Aceptor:  9
# H-Bond Donor:  6
# Rings:  6
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.256
Synthetic Accessibility Score:  5.527
Fsp3:  0.861
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.292
MDCK Permeability:  7.625359558005584e-06
Pgp-inhibitor:  0.993
Pgp-substrate:  0.326
Human Intestinal Absorption (HIA):  0.522
20% Bioavailability (F20%):  0.19
30% Bioavailability (F30%):  0.908

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.054
Plasma Protein Binding (PPB):  87.43035125732422%
Volume Distribution (VD):  0.768
Pgp-substrate:  3.374624252319336%

ADMET: Metabolism

CYP1A2-inhibitor:  0.009
CYP1A2-substrate:  0.791
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.799
CYP2C9-inhibitor:  0.008
CYP2C9-substrate:  0.03
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.033
CYP3A4-inhibitor:  0.589
CYP3A4-substrate:  0.508

ADMET: Excretion

Clearance (CL):  1.691
Half-life (T1/2):  0.472

ADMET: Toxicity

hERG Blockers:  0.264
Human Hepatotoxicity (H-HT):  0.401
Drug-inuced Liver Injury (DILI):  0.021
AMES Toxicity:  0.027
Rat Oral Acute Toxicity:  0.792
Maximum Recommended Daily Dose:  0.977
Skin Sensitization:  0.252
Carcinogencity:  0.067
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.946

Download Data

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

  Natural Product: NPC190837

Natural Product ID:  NPC190837
Common Name*:   3Beta,23-Dihydroxyursa-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,9R,10S,12aR)-10-hydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13-dodecahydro-2H-picene-4a-carboxylate
Synonyms:  
Standard InCHIKey:  ZMOGQUZDNDWVKU-KSYMCXMQSA-N
Standard InCHI:  InChI=1S/C36H56O9/c1-19-9-14-36(31(43)45-30-29(42)28(41)27(40)22(17-37)44-30)16-15-34(5)21(26(36)20(19)2)7-8-24-32(3)12-11-25(39)33(4,18-38)23(32)10-13-35(24,34)6/h7,19,22-25,27-30,37-42H,8-18H2,1-6H3/t19-,22-,23-,24-,25+,27-,28+,29-,30+,32+,33+,34-,35-,36+/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)(CO)[C@@H]5CC[C@@]34C)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:   CHEMBL2269904
PubChem CID:   76308704
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 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 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]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
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[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]
NPO26283 Streptomyces djakartensis 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]
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]
NPO26622 Taraxacum officinale 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]
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
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 47.3 % PMID[511281]

☑ 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 NPC190837 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
0.9903 High Similarity NPC195132
0.9903 High Similarity NPC125923
0.9903 High Similarity NPC212968
0.9903 High Similarity NPC161434
0.9903 High Similarity NPC64106
0.9903 High Similarity NPC65590
0.9612 High Similarity NPC137917
0.9519 High Similarity NPC78046
0.9519 High Similarity NPC220984
0.9519 High Similarity NPC269095
0.9519 High Similarity NPC274507
0.9429 High Similarity NPC30397
0.9429 High Similarity NPC191763
0.9429 High Similarity NPC211798
0.9429 High Similarity NPC235841
0.9429 High Similarity NPC473481
0.9429 High Similarity NPC297208
0.9429 High Similarity NPC108748
0.9423 High Similarity NPC57362
0.9423 High Similarity NPC237503
0.9423 High Similarity NPC204407
0.9423 High Similarity NPC306746
0.9423 High Similarity NPC167383
0.934 High Similarity NPC256798
0.934 High Similarity NPC116794
0.934 High Similarity NPC46388
0.934 High Similarity NPC128925
0.934 High Similarity NPC37739
0.9333 High Similarity NPC59804
0.9333 High Similarity NPC110139
0.9333 High Similarity NPC164194
0.9333 High Similarity NPC476880
0.9333 High Similarity NPC174679
0.9333 High Similarity NPC476886
0.9333 High Similarity NPC476887
0.9333 High Similarity NPC75747
0.9333 High Similarity NPC270667
0.9333 High Similarity NPC7870
0.9333 High Similarity NPC56713
0.9333 High Similarity NPC136877
0.9333 High Similarity NPC476885
0.9333 High Similarity NPC474589
0.9333 High Similarity NPC68419
0.9333 High Similarity NPC475296
0.9333 High Similarity NPC199457
0.9333 High Similarity NPC476882
0.9333 High Similarity NPC127056
0.9333 High Similarity NPC476883
0.9333 High Similarity NPC476881
0.9333 High Similarity NPC90856
0.9333 High Similarity NPC108709
0.9333 High Similarity NPC29069
0.9333 High Similarity NPC476884
0.9333 High Similarity NPC279554
0.9333 High Similarity NPC102914
0.9327 High Similarity NPC284807
0.9327 High Similarity NPC28198
0.9327 High Similarity NPC476123
0.9327 High Similarity NPC177246
0.9327 High Similarity NPC285576
0.9259 High Similarity NPC473126
0.9252 High Similarity NPC138334
0.9252 High Similarity NPC269315
0.9252 High Similarity NPC124296
0.9252 High Similarity NPC47063
0.9252 High Similarity NPC258885
0.9252 High Similarity NPC271138
0.9252 High Similarity NPC189884
0.9252 High Similarity NPC204458
0.9245 High Similarity NPC31839
0.9245 High Similarity NPC164419
0.9245 High Similarity NPC179434
0.9238 High Similarity NPC127853
0.9231 High Similarity NPC473538
0.9231 High Similarity NPC283849
0.9167 High Similarity NPC475633
0.9159 High Similarity NPC10320
0.9159 High Similarity NPC139044
0.9159 High Similarity NPC257468
0.9159 High Similarity NPC104071
0.9159 High Similarity NPC1046
0.9159 High Similarity NPC276093
0.9159 High Similarity NPC104400
0.9159 High Similarity NPC102439
0.9159 High Similarity NPC475516
0.9159 High Similarity NPC139894
0.9159 High Similarity NPC292677
0.9159 High Similarity NPC109079
0.9159 High Similarity NPC471383
0.9159 High Similarity NPC79718
0.9159 High Similarity NPC48249
0.9159 High Similarity NPC471967
0.9159 High Similarity NPC473373
0.9159 High Similarity NPC80843
0.9159 High Similarity NPC475504
0.9159 High Similarity NPC469946
0.9159 High Similarity NPC101744
0.9159 High Similarity NPC324875
0.9159 High Similarity NPC473383
0.9151 High Similarity NPC242611
0.9135 High Similarity NPC475611
0.9083 High Similarity NPC471384
0.9083 High Similarity NPC58448
0.9083 High Similarity NPC161674
0.9083 High Similarity NPC160415
0.9074 High Similarity NPC73318
0.9074 High Similarity NPC309714
0.9074 High Similarity NPC163183
0.9074 High Similarity NPC114304
0.9074 High Similarity NPC155410
0.9074 High Similarity NPC166422
0.9074 High Similarity NPC473343
0.9074 High Similarity NPC238935
0.9074 High Similarity NPC96641
0.9074 High Similarity NPC133818
0.9074 High Similarity NPC219180
0.9074 High Similarity NPC241909
0.9074 High Similarity NPC151543
0.9074 High Similarity NPC295823
0.9074 High Similarity NPC251309
0.9074 High Similarity NPC192600
0.9074 High Similarity NPC475467
0.9074 High Similarity NPC251263
0.9074 High Similarity NPC46665
0.9074 High Similarity NPC150400
0.9074 High Similarity NPC114287
0.9074 High Similarity NPC475208
0.9074 High Similarity NPC134835
0.9074 High Similarity NPC473826
0.9074 High Similarity NPC475287
0.9074 High Similarity NPC174720
0.9074 High Similarity NPC323341
0.9065 High Similarity NPC292196
0.9 High Similarity NPC110633
0.9 High Similarity NPC148417
0.9 High Similarity NPC136768
0.9 High Similarity NPC68175
0.8991 High Similarity NPC4328
0.8991 High Similarity NPC202828
0.8991 High Similarity NPC43550
0.8991 High Similarity NPC469782
0.8991 High Similarity NPC161717
0.8991 High Similarity NPC70809
0.8991 High Similarity NPC65105
0.8991 High Similarity NPC476068
0.8991 High Similarity NPC305981
0.8991 High Similarity NPC309907
0.8991 High Similarity NPC60557
0.8991 High Similarity NPC224381
0.8991 High Similarity NPC294453
0.8991 High Similarity NPC236638
0.8991 High Similarity NPC227551
0.8991 High Similarity NPC293330
0.8991 High Similarity NPC79643
0.8991 High Similarity NPC119592
0.8991 High Similarity NPC473714
0.8991 High Similarity NPC471550
0.8991 High Similarity NPC250247
0.8991 High Similarity NPC76972
0.8991 High Similarity NPC123199
0.8991 High Similarity NPC475486
0.8991 High Similarity NPC475160
0.8991 High Similarity NPC71065
0.8991 High Similarity NPC475140
0.8991 High Similarity NPC67857
0.8991 High Similarity NPC41061
0.8991 High Similarity NPC204414
0.8991 High Similarity NPC57484
0.8991 High Similarity NPC100639
0.8991 High Similarity NPC261506
0.8991 High Similarity NPC471385
0.8991 High Similarity NPC54636
0.8991 High Similarity NPC164389
0.8991 High Similarity NPC298034
0.8981 High Similarity NPC233003
0.8981 High Similarity NPC100383
0.8972 High Similarity NPC129340
0.8942 High Similarity NPC99627
0.8942 High Similarity NPC473129
0.8938 High Similarity NPC275343
0.8919 High Similarity NPC36831
0.8909 High Similarity NPC305267
0.8909 High Similarity NPC51465
0.8909 High Similarity NPC288205
0.8909 High Similarity NPC476992
0.8909 High Similarity NPC291903
0.8909 High Similarity NPC75287
0.8909 High Similarity NPC37134
0.8909 High Similarity NPC26626
0.8899 High Similarity NPC293038
0.8899 High Similarity NPC62696
0.8889 High Similarity NPC285410
0.8889 High Similarity NPC477073
0.8889 High Similarity NPC263827
0.8889 High Similarity NPC250481
0.8879 High Similarity NPC477069
0.8879 High Similarity NPC265655
0.8879 High Similarity NPC477070
0.8868 High Similarity NPC293512
0.8857 High Similarity NPC109792

  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 NPC190837 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
0.9057 High Similarity NPD8132 Clinical (unspecified phase)
0.8661 High Similarity NPD8295 Clinical (unspecified phase)
0.8376 Intermediate Similarity NPD8328 Phase 3
0.807 Intermediate Similarity NPD8133 Approved
0.8018 Intermediate Similarity NPD6412 Phase 2
0.7946 Intermediate Similarity NPD6686 Approved
0.7787 Intermediate Similarity NPD7507 Approved
0.775 Intermediate Similarity NPD8516 Approved
0.775 Intermediate Similarity NPD8515 Approved
0.775 Intermediate Similarity NPD8033 Approved
0.775 Intermediate Similarity NPD8513 Phase 3
0.775 Intermediate Similarity NPD8517 Approved
0.7667 Intermediate Similarity NPD8294 Approved
0.7667 Intermediate Similarity NPD8377 Approved
0.7664 Intermediate Similarity NPD7748 Approved
0.7615 Intermediate Similarity NPD7902 Approved
0.7603 Intermediate Similarity NPD8378 Approved
0.7603 Intermediate Similarity NPD8380 Approved
0.7603 Intermediate Similarity NPD8335 Approved
0.7603 Intermediate Similarity NPD7503 Approved
0.7603 Intermediate Similarity NPD8379 Approved
0.7603 Intermediate Similarity NPD8296 Approved
0.76 Intermediate Similarity NPD7319 Approved
0.752 Intermediate Similarity NPD7736 Approved
0.75 Intermediate Similarity NPD7327 Approved
0.75 Intermediate Similarity NPD7328 Approved
0.7477 Intermediate Similarity NPD7515 Phase 2
0.7438 Intermediate Similarity NPD7516 Approved
0.7339 Intermediate Similarity NPD7900 Approved
0.7339 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD6411 Approved
0.7302 Intermediate Similarity NPD8293 Discontinued
0.7217 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD6101 Approved
0.712 Intermediate Similarity NPD6370 Approved
0.7119 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD6399 Phase 3
0.7083 Intermediate Similarity NPD8297 Approved
0.7083 Intermediate Similarity NPD6882 Approved
0.708 Intermediate Similarity NPD7638 Approved
0.7034 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD7640 Approved
0.7018 Intermediate Similarity NPD7639 Approved
0.7008 Intermediate Similarity NPD7492 Approved
0.7 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD8034 Phase 2
0.7 Intermediate Similarity NPD8035 Phase 2
0.6992 Remote Similarity NPD6009 Approved
0.696 Remote Similarity NPD6054 Approved
0.696 Remote Similarity NPD6319 Approved
0.696 Remote Similarity NPD6059 Approved
0.6953 Remote Similarity NPD6616 Approved
0.6937 Remote Similarity NPD5779 Approved
0.6937 Remote Similarity NPD5778 Approved
0.6929 Remote Similarity NPD6067 Discontinued
0.6917 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6899 Remote Similarity NPD7078 Approved
0.6899 Remote Similarity NPD8074 Phase 3
0.6885 Remote Similarity NPD4632 Approved
0.6864 Remote Similarity NPD6402 Approved
0.6864 Remote Similarity NPD7128 Approved
0.6864 Remote Similarity NPD5739 Approved
0.6864 Remote Similarity NPD6675 Approved
0.6855 Remote Similarity NPD7115 Discovery
0.6847 Remote Similarity NPD7983 Approved
0.6833 Remote Similarity NPD6373 Approved
0.6833 Remote Similarity NPD6372 Approved
0.6827 Remote Similarity NPD7645 Phase 2
0.6786 Remote Similarity NPD8171 Discontinued
0.6772 Remote Similarity NPD6016 Approved
0.6772 Remote Similarity NPD6015 Approved
0.6759 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6757 Remote Similarity NPD46 Approved
0.6757 Remote Similarity NPD6698 Approved
0.675 Remote Similarity NPD6899 Approved
0.675 Remote Similarity NPD7320 Approved
0.675 Remote Similarity NPD6881 Approved
0.6721 Remote Similarity NPD8130 Phase 1
0.6721 Remote Similarity NPD6649 Approved
0.6721 Remote Similarity NPD6650 Approved
0.6719 Remote Similarity NPD5988 Approved
0.6667 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5701 Approved
0.6667 Remote Similarity NPD5697 Approved
0.6667 Remote Similarity NPD4786 Approved
0.6639 Remote Similarity NPD6883 Approved
0.6639 Remote Similarity NPD7102 Approved
0.6639 Remote Similarity NPD7290 Approved
0.6638 Remote Similarity NPD4225 Approved
0.6638 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6636 Remote Similarity NPD3667 Approved
0.661 Remote Similarity NPD7632 Discontinued
0.6585 Remote Similarity NPD6869 Approved
0.6585 Remote Similarity NPD6617 Approved
0.6585 Remote Similarity NPD6847 Approved
0.6583 Remote Similarity NPD6008 Approved
0.6577 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6557 Remote Similarity NPD6013 Approved
0.6557 Remote Similarity NPD6012 Approved
0.6557 Remote Similarity NPD6014 Approved
0.6552 Remote Similarity NPD6084 Phase 2
0.6552 Remote Similarity NPD6083 Phase 2
0.6545 Remote Similarity NPD3618 Phase 1
0.6538 Remote Similarity NPD7604 Phase 2
0.6518 Remote Similarity NPD5328 Approved
0.6512 Remote Similarity NPD5983 Phase 2
0.6512 Remote Similarity NPD6921 Approved
0.6508 Remote Similarity NPD6940 Discontinued
0.6486 Remote Similarity NPD3573 Approved
0.6475 Remote Similarity NPD6011 Approved
0.6466 Remote Similarity NPD7839 Suspended
0.6466 Remote Similarity NPD6033 Approved
0.646 Remote Similarity NPD7838 Discovery
0.6452 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6439 Remote Similarity NPD6336 Discontinued
0.6422 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6422 Remote Similarity NPD3669 Approved
0.6415 Remote Similarity NPD6114 Approved
0.6415 Remote Similarity NPD6697 Approved
0.6415 Remote Similarity NPD6115 Approved
0.6415 Remote Similarity NPD6118 Approved
0.641 Remote Similarity NPD4755 Approved
0.6406 Remote Similarity NPD7641 Discontinued
0.6404 Remote Similarity NPD7637 Suspended
0.6404 Remote Similarity NPD6079 Approved
0.6397 Remote Similarity NPD8449 Approved
0.6396 Remote Similarity NPD6409 Approved
0.6396 Remote Similarity NPD7521 Approved
0.6396 Remote Similarity NPD7334 Approved
0.6396 Remote Similarity NPD6684 Approved
0.6396 Remote Similarity NPD5330 Approved
0.6396 Remote Similarity NPD7146 Approved
0.6379 Remote Similarity NPD5695 Phase 3
0.6371 Remote Similarity NPD4634 Approved
0.6364 Remote Similarity NPD8299 Approved
0.6364 Remote Similarity NPD8341 Approved
0.6364 Remote Similarity NPD8340 Approved
0.6364 Remote Similarity NPD8342 Approved
0.635 Remote Similarity NPD8450 Suspended
0.6348 Remote Similarity NPD4202 Approved
0.6339 Remote Similarity NPD7524 Approved
0.6328 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6325 Remote Similarity NPD7732 Phase 3
0.6325 Remote Similarity NPD7614 Phase 1
0.6324 Remote Similarity NPD7260 Phase 2
0.6321 Remote Similarity NPD6116 Phase 1
0.6316 Remote Similarity NPD8451 Approved
0.6303 Remote Similarity NPD5286 Approved
0.6303 Remote Similarity NPD4700 Approved
0.6303 Remote Similarity NPD4696 Approved
0.6303 Remote Similarity NPD5285 Approved
0.6296 Remote Similarity NPD7525 Registered
0.6288 Remote Similarity NPD7830 Approved
0.6288 Remote Similarity NPD7829 Approved
0.6283 Remote Similarity NPD6672 Approved
0.6283 Remote Similarity NPD6903 Approved
0.6283 Remote Similarity NPD5737 Approved
0.6269 Remote Similarity NPD8448 Approved
0.6261 Remote Similarity NPD5281 Approved
0.6261 Remote Similarity NPD5284 Approved
0.626 Remote Similarity NPD8444 Approved
0.625 Remote Similarity NPD8391 Approved
0.625 Remote Similarity NPD5279 Phase 3
0.625 Remote Similarity NPD6274 Approved
0.625 Remote Similarity NPD5344 Discontinued
0.625 Remote Similarity NPD8392 Approved
0.625 Remote Similarity NPD8390 Approved
0.6239 Remote Similarity NPD1780 Approved
0.6239 Remote Similarity NPD1779 Approved
0.6231 Remote Similarity NPD7100 Approved
0.6231 Remote Similarity NPD7101 Approved
0.6226 Remote Similarity NPD6117 Approved
0.6218 Remote Similarity NPD5696 Approved
0.6216 Remote Similarity NPD3665 Phase 1
0.6216 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6216 Remote Similarity NPD3668 Phase 3
0.6216 Remote Similarity NPD3133 Approved
0.6216 Remote Similarity NPD3666 Approved
0.6198 Remote Similarity NPD5211 Phase 2
0.6198 Remote Similarity NPD5224 Approved
0.6198 Remote Similarity NPD5225 Approved
0.6198 Remote Similarity NPD5226 Approved
0.6198 Remote Similarity NPD4633 Approved
0.6186 Remote Similarity NPD5221 Approved
0.6186 Remote Similarity NPD4697 Phase 3
0.6186 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5222 Approved
0.6179 Remote Similarity NPD4767 Approved
0.6179 Remote Similarity NPD4768 Approved
0.6167 Remote Similarity NPD6648 Approved
0.6164 Remote Similarity NPD7625 Phase 1
0.6159 Remote Similarity NPD6845 Suspended
0.6154 Remote Similarity NPD6335 Approved
0.6149 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6148 Remote Similarity NPD5175 Approved
0.6148 Remote Similarity NPD5174 Approved
0.6147 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6142 Remote Similarity NPD6053 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