Structure

Physi-Chem Properties

Molecular Weight:  674.4
Volume:  685.902
LogP:  3.907
LogD:  3.673
LogS:  -4.722
# Rotatable Bonds:  5
TPSA:  155.14
# H-Bond Aceptor:  10
# H-Bond Donor:  5
# Rings:  7
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.22
Synthetic Accessibility Score:  5.765
Fsp3:  0.868
Lipinski Rule-of-5:  Accepted
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:  -5.389
MDCK Permeability:  1.3405708159552887e-05
Pgp-inhibitor:  0.892
Pgp-substrate:  0.008
Human Intestinal Absorption (HIA):  0.051
20% Bioavailability (F20%):  0.392
30% Bioavailability (F30%):  0.709

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.005
Plasma Protein Binding (PPB):  88.62222290039062%
Volume Distribution (VD):  1.583
Pgp-substrate:  3.585456371307373%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.522
CYP2C19-inhibitor:  0.006
CYP2C19-substrate:  0.747
CYP2C9-inhibitor:  0.026
CYP2C9-substrate:  0.031
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.076
CYP3A4-inhibitor:  0.428
CYP3A4-substrate:  0.198

ADMET: Excretion

Clearance (CL):  1.08
Half-life (T1/2):  0.539

ADMET: Toxicity

hERG Blockers:  0.061
Human Hepatotoxicity (H-HT):  0.209
Drug-inuced Liver Injury (DILI):  0.038
AMES Toxicity:  0.57
Rat Oral Acute Toxicity:  0.08
Maximum Recommended Daily Dose:  0.926
Skin Sensitization:  0.606
Carcinogencity:  0.017
Eye Corrosion:  0.003
Eye Irritation:  0.011
Respiratory Toxicity:  0.849

Download Data

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

  Natural Product: NPC269095

Natural Product ID:  NPC269095
Common Name*:   Oblonganoside A
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  XNXBBAVPDDPLJE-IUFVKNBISA-N
Standard InCHI:  InChI=1S/C38H58O10/c1-20-9-14-38(33(44)48-32-31(43)30(42)29(41)23(17-39)46-32)16-15-36(5)22(28(38)21(20)2)7-8-25-34(3)12-11-26-35(4,19-45-27(18-40)47-26)24(34)10-13-37(25,36)6/h7,23-32,39-43H,8-19H2,1-6H3/t23-,24-,25-,26+,27-,28+,29-,30+,31-,32+,34+,35+,36-,37-,38+/m1/s1
SMILES:  CC1=C(C)[C@H]2C3=CC[C@@H]4[C@@]5(C)CC[C@H]6[C@@](C)(CO[C@@H](CO)O6)[C@@H]5CC[C@@]4(C)[C@]3(C)CC[C@]2(CC1)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:   CHEMBL2269902
PubChem CID:   16216517
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]
NPO10019 Ilex oblonga Species Aquifoliaceae Eukaryota n.a. leaf n.a. PMID[17329884]
NPO26261 Streptomyces tendae Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[27642865]
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 Root 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]
NPO26650 Terminalia chebula Species Combretaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
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[TM-MC]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
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]
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]
NPO10019 Ilex oblonga Species Aquifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25339 Trillium smallii Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26283 Streptomyces djakartensis Species Streptomycetaceae Bacteria 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]
NPO25992 Lasallia papulosa Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26622 Taraxacum officinale Species Asteraceae 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]

☑ 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 EC50 = 7.4 ug.mL-1 PMID[491754]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 10.1 % PMID[491754]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 30.1 % PMID[491754]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 61.9 % PMID[491754]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Imax = 87.3 % PMID[491754]
NPT786 Organism Tobacco mosaic virus Tobacco mosaic virus Inhibition = 80.3 % PMID[491754]

☑ 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 NPC269095 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 NPC78046
0.9901 High Similarity NPC137917
0.9804 High Similarity NPC174679
0.9804 High Similarity NPC90856
0.9804 High Similarity NPC474589
0.9804 High Similarity NPC59804
0.9804 High Similarity NPC270667
0.9804 High Similarity NPC279554
0.9804 High Similarity NPC127056
0.9804 High Similarity NPC475296
0.9804 High Similarity NPC136877
0.9804 High Similarity NPC29069
0.9804 High Similarity NPC56713
0.9804 High Similarity NPC220984
0.9804 High Similarity NPC164194
0.9709 High Similarity NPC211798
0.9709 High Similarity NPC179434
0.9709 High Similarity NPC297208
0.9709 High Similarity NPC164419
0.9709 High Similarity NPC30397
0.9709 High Similarity NPC108748
0.9709 High Similarity NPC473481
0.9709 High Similarity NPC235841
0.9706 High Similarity NPC306746
0.9706 High Similarity NPC237503
0.9706 High Similarity NPC204407
0.9706 High Similarity NPC57362
0.9706 High Similarity NPC167383
0.9615 High Similarity NPC128925
0.9615 High Similarity NPC161434
0.9615 High Similarity NPC80843
0.9615 High Similarity NPC1046
0.9615 High Similarity NPC195132
0.9615 High Similarity NPC104400
0.9615 High Similarity NPC139044
0.9615 High Similarity NPC10320
0.9615 High Similarity NPC257468
0.9615 High Similarity NPC469946
0.9615 High Similarity NPC139894
0.9615 High Similarity NPC256798
0.9615 High Similarity NPC471383
0.9615 High Similarity NPC104071
0.9615 High Similarity NPC475516
0.9615 High Similarity NPC324875
0.9615 High Similarity NPC109079
0.9615 High Similarity NPC276093
0.9615 High Similarity NPC292677
0.9615 High Similarity NPC79718
0.9615 High Similarity NPC475504
0.9615 High Similarity NPC473383
0.9615 High Similarity NPC102439
0.9615 High Similarity NPC101744
0.9615 High Similarity NPC473373
0.9612 High Similarity NPC476882
0.9612 High Similarity NPC476884
0.9612 High Similarity NPC274507
0.9612 High Similarity NPC199457
0.9612 High Similarity NPC68419
0.9612 High Similarity NPC102914
0.9612 High Similarity NPC476887
0.9612 High Similarity NPC108709
0.9612 High Similarity NPC476886
0.9612 High Similarity NPC476880
0.9612 High Similarity NPC7870
0.9612 High Similarity NPC476881
0.9612 High Similarity NPC476883
0.9612 High Similarity NPC476885
0.9612 High Similarity NPC110139
0.9612 High Similarity NPC75747
0.9608 High Similarity NPC177246
0.9608 High Similarity NPC476123
0.9608 High Similarity NPC28198
0.9608 High Similarity NPC284807
0.9524 High Similarity NPC475208
0.9524 High Similarity NPC323341
0.9524 High Similarity NPC150400
0.9524 High Similarity NPC174720
0.9524 High Similarity NPC124296
0.9524 High Similarity NPC166422
0.9524 High Similarity NPC96641
0.9524 High Similarity NPC241909
0.9524 High Similarity NPC295823
0.9524 High Similarity NPC155410
0.9524 High Similarity NPC163183
0.9524 High Similarity NPC204458
0.9524 High Similarity NPC238935
0.9524 High Similarity NPC473826
0.9524 High Similarity NPC73318
0.9524 High Similarity NPC189884
0.9524 High Similarity NPC134835
0.9524 High Similarity NPC473343
0.9524 High Similarity NPC138334
0.9524 High Similarity NPC46665
0.9524 High Similarity NPC114304
0.9524 High Similarity NPC309714
0.9524 High Similarity NPC151543
0.9524 High Similarity NPC251263
0.9524 High Similarity NPC475287
0.9524 High Similarity NPC475467
0.9524 High Similarity NPC114287
0.9524 High Similarity NPC258885
0.9524 High Similarity NPC133818
0.9524 High Similarity NPC47063
0.9524 High Similarity NPC219180
0.9524 High Similarity NPC192600
0.9519 High Similarity NPC190837
0.9519 High Similarity NPC191763
0.9519 High Similarity NPC31839
0.9515 High Similarity NPC127853
0.951 High Similarity NPC473538
0.951 High Similarity NPC283849
0.9434 High Similarity NPC227551
0.9434 High Similarity NPC119592
0.9434 High Similarity NPC4328
0.9434 High Similarity NPC41061
0.9434 High Similarity NPC309907
0.9434 High Similarity NPC469782
0.9434 High Similarity NPC164389
0.9434 High Similarity NPC161717
0.9434 High Similarity NPC43550
0.9434 High Similarity NPC250247
0.9434 High Similarity NPC471550
0.9434 High Similarity NPC67857
0.9434 High Similarity NPC476068
0.9434 High Similarity NPC71065
0.9434 High Similarity NPC60557
0.9434 High Similarity NPC76972
0.9434 High Similarity NPC123199
0.9434 High Similarity NPC100639
0.9434 High Similarity NPC79643
0.9434 High Similarity NPC473714
0.9434 High Similarity NPC475486
0.9434 High Similarity NPC54636
0.9434 High Similarity NPC57484
0.9434 High Similarity NPC475140
0.9434 High Similarity NPC475160
0.9434 High Similarity NPC294453
0.9434 High Similarity NPC65105
0.9434 High Similarity NPC70809
0.9434 High Similarity NPC204414
0.9434 High Similarity NPC293330
0.9434 High Similarity NPC471385
0.9434 High Similarity NPC261506
0.9434 High Similarity NPC298034
0.9434 High Similarity NPC236638
0.9434 High Similarity NPC202828
0.9434 High Similarity NPC224381
0.9434 High Similarity NPC305981
0.9429 High Similarity NPC48249
0.9429 High Similarity NPC65590
0.9429 High Similarity NPC46388
0.9429 High Similarity NPC64106
0.9429 High Similarity NPC116794
0.9429 High Similarity NPC37739
0.9429 High Similarity NPC471967
0.9429 High Similarity NPC125923
0.9429 High Similarity NPC212968
0.9423 High Similarity NPC242611
0.9412 High Similarity NPC475611
0.9346 High Similarity NPC305267
0.9346 High Similarity NPC37134
0.9346 High Similarity NPC476992
0.9346 High Similarity NPC75287
0.9346 High Similarity NPC160415
0.9346 High Similarity NPC161674
0.9346 High Similarity NPC26626
0.9346 High Similarity NPC58448
0.9346 High Similarity NPC291903
0.9346 High Similarity NPC471384
0.9346 High Similarity NPC288205
0.9346 High Similarity NPC51465
0.934 High Similarity NPC269315
0.934 High Similarity NPC271138
0.934 High Similarity NPC251309
0.9314 High Similarity NPC173583
0.9259 High Similarity NPC185466
0.9259 High Similarity NPC110633
0.9259 High Similarity NPC471547
0.9259 High Similarity NPC220160
0.9259 High Similarity NPC323359
0.9259 High Similarity NPC473405
0.9259 High Similarity NPC286457
0.9259 High Similarity NPC85154
0.9259 High Similarity NPC309223
0.9259 High Similarity NPC33012
0.9259 High Similarity NPC104137
0.9259 High Similarity NPC475514
0.9259 High Similarity NPC68175
0.9259 High Similarity NPC475209
0.9259 High Similarity NPC191827
0.9259 High Similarity NPC69811
0.9259 High Similarity NPC475119
0.9259 High Similarity NPC473452
0.9259 High Similarity NPC8524
0.9259 High Similarity NPC148417
0.9259 High Similarity NPC300419
0.9259 High Similarity NPC102505
0.9259 High Similarity NPC136768
0.9259 High Similarity NPC123522
0.9259 High Similarity NPC473824

  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 NPC269095 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
0.9143 High Similarity NPD8132 Clinical (unspecified phase)
0.8772 High Similarity NPD8328 Phase 3
0.8739 High Similarity NPD8295 Clinical (unspecified phase)
0.8468 Intermediate Similarity NPD8133 Approved
0.8257 Intermediate Similarity NPD6412 Phase 2
0.8182 Intermediate Similarity NPD6686 Approved
0.8034 Intermediate Similarity NPD8377 Approved
0.8034 Intermediate Similarity NPD8294 Approved
0.8 Intermediate Similarity NPD7507 Approved
0.7966 Intermediate Similarity NPD8380 Approved
0.7966 Intermediate Similarity NPD8379 Approved
0.7966 Intermediate Similarity NPD8296 Approved
0.7966 Intermediate Similarity NPD8378 Approved
0.7966 Intermediate Similarity NPD8033 Approved
0.7966 Intermediate Similarity NPD8335 Approved
0.7905 Intermediate Similarity NPD7748 Approved
0.785 Intermediate Similarity NPD7902 Approved
0.7805 Intermediate Similarity NPD7319 Approved
0.7724 Intermediate Similarity NPD7736 Approved
0.7714 Intermediate Similarity NPD7515 Phase 2
0.7712 Intermediate Similarity NPD7328 Approved
0.7712 Intermediate Similarity NPD7327 Approved
0.7667 Intermediate Similarity NPD8516 Approved
0.7667 Intermediate Similarity NPD8515 Approved
0.7667 Intermediate Similarity NPD8517 Approved
0.7667 Intermediate Similarity NPD8513 Phase 3
0.7647 Intermediate Similarity NPD7516 Approved
0.757 Intermediate Similarity NPD7900 Approved
0.757 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD7503 Approved
0.75 Intermediate Similarity NPD8293 Discontinued
0.7434 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD6370 Approved
0.7297 Intermediate Similarity NPD7638 Approved
0.7288 Intermediate Similarity NPD6882 Approved
0.7288 Intermediate Similarity NPD8297 Approved
0.7232 Intermediate Similarity NPD7640 Approved
0.7232 Intermediate Similarity NPD7639 Approved
0.7222 Intermediate Similarity NPD8034 Phase 2
0.7222 Intermediate Similarity NPD8035 Phase 2
0.7203 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD7492 Approved
0.719 Intermediate Similarity NPD6009 Approved
0.7179 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD6399 Phase 3
0.7154 Intermediate Similarity NPD6319 Approved
0.7154 Intermediate Similarity NPD6059 Approved
0.7154 Intermediate Similarity NPD6054 Approved
0.7143 Intermediate Similarity NPD6616 Approved
0.712 Intermediate Similarity NPD6067 Discontinued
0.7094 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD7078 Approved
0.7083 Intermediate Similarity NPD4632 Approved
0.7069 Intermediate Similarity NPD7128 Approved
0.7069 Intermediate Similarity NPD5739 Approved
0.7069 Intermediate Similarity NPD6675 Approved
0.7069 Intermediate Similarity NPD6402 Approved
0.7064 Intermediate Similarity NPD6411 Approved
0.7059 Intermediate Similarity NPD7645 Phase 2
0.7034 Intermediate Similarity NPD6372 Approved
0.7034 Intermediate Similarity NPD6373 Approved
0.7 Intermediate Similarity NPD8171 Discontinued
0.6981 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6975 Remote Similarity NPD5955 Clinical (unspecified phase)
0.696 Remote Similarity NPD6015 Approved
0.696 Remote Similarity NPD6016 Approved
0.6949 Remote Similarity NPD7320 Approved
0.6949 Remote Similarity NPD6881 Approved
0.6949 Remote Similarity NPD6899 Approved
0.6917 Remote Similarity NPD6650 Approved
0.6917 Remote Similarity NPD8130 Phase 1
0.6917 Remote Similarity NPD6649 Approved
0.6911 Remote Similarity NPD7115 Discovery
0.6905 Remote Similarity NPD5988 Approved
0.6881 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6881 Remote Similarity NPD6101 Approved
0.6864 Remote Similarity NPD5701 Approved
0.6864 Remote Similarity NPD5697 Approved
0.6833 Remote Similarity NPD7102 Approved
0.6833 Remote Similarity NPD7290 Approved
0.6833 Remote Similarity NPD6883 Approved
0.6822 Remote Similarity NPD8074 Phase 3
0.6818 Remote Similarity NPD6698 Approved
0.6818 Remote Similarity NPD46 Approved
0.6789 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6777 Remote Similarity NPD6617 Approved
0.6777 Remote Similarity NPD6869 Approved
0.6777 Remote Similarity NPD6847 Approved
0.6759 Remote Similarity NPD3618 Phase 1
0.6754 Remote Similarity NPD6084 Phase 2
0.6754 Remote Similarity NPD6083 Phase 2
0.675 Remote Similarity NPD6014 Approved
0.675 Remote Similarity NPD6013 Approved
0.675 Remote Similarity NPD6012 Approved
0.6729 Remote Similarity NPD4786 Approved
0.6727 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6727 Remote Similarity NPD5328 Approved
0.6723 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6719 Remote Similarity NPD7604 Phase 2
0.6698 Remote Similarity NPD3667 Approved
0.6697 Remote Similarity NPD3573 Approved
0.6696 Remote Similarity NPD4225 Approved
0.6696 Remote Similarity NPD5779 Approved
0.6696 Remote Similarity NPD5778 Approved
0.6693 Remote Similarity NPD5983 Phase 2
0.6667 Remote Similarity NPD6011 Approved
0.6667 Remote Similarity NPD7632 Discontinued
0.6641 Remote Similarity NPD6033 Approved
0.6639 Remote Similarity NPD6008 Approved
0.6639 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6636 Remote Similarity NPD3669 Approved
0.6636 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6615 Remote Similarity NPD6336 Discontinued
0.6609 Remote Similarity NPD4755 Approved
0.6607 Remote Similarity NPD6079 Approved
0.6607 Remote Similarity NPD7983 Approved
0.6606 Remote Similarity NPD7334 Approved
0.6606 Remote Similarity NPD6684 Approved
0.6606 Remote Similarity NPD6409 Approved
0.6606 Remote Similarity NPD7521 Approved
0.6606 Remote Similarity NPD5330 Approved
0.6606 Remote Similarity NPD7146 Approved
0.6579 Remote Similarity NPD5695 Phase 3
0.6567 Remote Similarity NPD8449 Approved
0.6562 Remote Similarity NPD6921 Approved
0.656 Remote Similarity NPD6940 Discontinued
0.6557 Remote Similarity NPD4634 Approved
0.6552 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6549 Remote Similarity NPD4202 Approved
0.6519 Remote Similarity NPD8450 Suspended
0.6509 Remote Similarity NPD7525 Registered
0.6496 Remote Similarity NPD4696 Approved
0.6496 Remote Similarity NPD5285 Approved
0.6496 Remote Similarity NPD4700 Approved
0.6496 Remote Similarity NPD5286 Approved
0.6486 Remote Similarity NPD6672 Approved
0.6486 Remote Similarity NPD6903 Approved
0.6486 Remote Similarity NPD5737 Approved
0.6476 Remote Similarity NPD6697 Approved
0.6476 Remote Similarity NPD6115 Approved
0.6476 Remote Similarity NPD6114 Approved
0.6476 Remote Similarity NPD6118 Approved
0.6449 Remote Similarity NPD1779 Approved
0.6449 Remote Similarity NPD1780 Approved
0.6434 Remote Similarity NPD7625 Phase 1
0.6429 Remote Similarity NPD6274 Approved
0.6422 Remote Similarity NPD3665 Phase 1
0.6422 Remote Similarity NPD3666 Approved
0.6422 Remote Similarity NPD3133 Approved
0.641 Remote Similarity NPD5696 Approved
0.6406 Remote Similarity NPD7101 Approved
0.6406 Remote Similarity NPD7100 Approved
0.6391 Remote Similarity NPD8337 Approved
0.6391 Remote Similarity NPD8336 Approved
0.6387 Remote Similarity NPD5226 Approved
0.6387 Remote Similarity NPD5211 Phase 2
0.6387 Remote Similarity NPD4633 Approved
0.6387 Remote Similarity NPD5225 Approved
0.6387 Remote Similarity NPD5224 Approved
0.6381 Remote Similarity NPD6116 Phase 1
0.6379 Remote Similarity NPD5222 Approved
0.6379 Remote Similarity NPD4697 Phase 3
0.6379 Remote Similarity NPD7732 Phase 3
0.6379 Remote Similarity NPD7614 Phase 1
0.6379 Remote Similarity NPD5221 Approved
0.6379 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6378 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4768 Approved
0.6364 Remote Similarity NPD4767 Approved
0.6333 Remote Similarity NPD5175 Approved
0.6333 Remote Similarity NPD5174 Approved
0.6328 Remote Similarity NPD6335 Approved
0.6325 Remote Similarity NPD5173 Approved
0.6308 Remote Similarity NPD6909 Approved
0.6308 Remote Similarity NPD6908 Approved
0.6303 Remote Similarity NPD5344 Discontinued
0.6303 Remote Similarity NPD5223 Approved
0.6299 Remote Similarity NPD6868 Approved
0.6293 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6288 Remote Similarity NPD8341 Approved
0.6288 Remote Similarity NPD8299 Approved
0.6288 Remote Similarity NPD8342 Approved
0.6288 Remote Similarity NPD8340 Approved
0.6286 Remote Similarity NPD6117 Approved
0.6283 Remote Similarity NPD4753 Phase 2
0.6281 Remote Similarity NPD5141 Approved
0.6273 Remote Similarity NPD3668 Phase 3
0.626 Remote Similarity NPD4730 Approved
0.626 Remote Similarity NPD4729 Approved
0.625 Remote Similarity NPD6317 Approved
0.6241 Remote Similarity NPD8451 Approved
0.6239 Remote Similarity NPD7839 Suspended
0.6228 Remote Similarity NPD7838 Discovery
0.6212 Remote Similarity NPD7830 Approved
0.6212 Remote Similarity NPD7829 Approved
0.6204 Remote Similarity NPD8338 Approved
0.6202 Remote Similarity NPD7641 Discontinued
0.6202 Remote Similarity NPD6314 Approved
0.6202 Remote Similarity NPD6313 Approved
0.6198 Remote Similarity NPD4754 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