Structure

Physi-Chem Properties

Molecular Weight:  648.39
Volume:  659.866
LogP:  1.747
LogD:  1.563
LogS:  -2.979
# Rotatable Bonds:  4
TPSA:  173.98
# H-Bond Aceptor:  10
# H-Bond Donor:  6
# Rings:  6
# Heavy Atoms:  10

MedChem Properties

QED Drug-Likeness Score:  0.249
Synthetic Accessibility Score:  5.843
Fsp3:  0.889
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:  -5.552
MDCK Permeability:  6.976191343710525e-06
Pgp-inhibitor:  0.635
Pgp-substrate:  0.371
Human Intestinal Absorption (HIA):  0.469
20% Bioavailability (F20%):  0.503
30% Bioavailability (F30%):  0.977

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.137
Plasma Protein Binding (PPB):  53.13380813598633%
Volume Distribution (VD):  0.451
Pgp-substrate:  29.89299964904785%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.881
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.801
CYP2C9-inhibitor:  0.013
CYP2C9-substrate:  0.038
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.03
CYP3A4-inhibitor:  0.549
CYP3A4-substrate:  0.269

ADMET: Excretion

Clearance (CL):  2.543
Half-life (T1/2):  0.799

ADMET: Toxicity

hERG Blockers:  0.019
Human Hepatotoxicity (H-HT):  0.336
Drug-inuced Liver Injury (DILI):  0.038
AMES Toxicity:  0.249
Rat Oral Acute Toxicity:  0.083
Maximum Recommended Daily Dose:  0.73
Skin Sensitization:  0.044
Carcinogencity:  0.359
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.985

Download Data

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

  Natural Product: NPC62696

Natural Product ID:  NPC62696
Common Name*:   11,21-Dioxo-3Beta,15Alpha,24-Trihydroxyolean-12-Ene-24-O-Beta-D-Glucopyranoside
IUPAC Name:   (4aS,6S,6aR,6aS,6bR,8aR,9S,10S,12aS,14bR)-6,10-dihydroxy-2,2,4a,6a,6b,9,12a-heptamethyl-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydropicene-3,13-dione
Synonyms:  
Standard InCHIKey:  LAFVTHZVXKBCAF-RAJMDNISSA-N
Standard InCHI:  InChI=1S/C36H56O10/c1-31(2)13-19-18-12-20(38)29-33(4)10-9-23(39)34(5,17-45-30-28(44)27(43)26(42)21(16-37)46-30)22(33)8-11-35(29,6)36(18,7)25(41)15-32(19,3)14-24(31)40/h12,19,21-23,25-30,37,39,41-44H,8-11,13-17H2,1-7H3/t19-,21+,22+,23-,25-,26+,27-,28+,29+,30+,32+,33-,34+,35+,36-/m0/s1
SMILES:  OC[C@H]1O[C@@H](OC[C@@]2(C)[C@@H](O)CC[C@]3([C@H]2CC[C@@]2([C@@H]3C(=O)C=C3[C@@]2(C)[C@@H](O)C[C@@]2([C@H]3CC(C(=O)C2)(C)C)C)C)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1077548
PubChem CID:   44478941
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
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2004.07.004]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. 1996-Sep PMID[10352947]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[19778086]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21800857]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Leaf Wax n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Pt n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Seed Essent. Oil n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Roots n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26721 Apium graveolens Species Apiaceae 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 IC50 > 20000.0 nM PMID[447206]

☑ 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 NPC62696 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 NPC293038
0.9905 High Similarity NPC102088
0.9528 High Similarity NPC471967
0.9364 High Similarity NPC473401
0.9352 High Similarity NPC475633
0.934 High Similarity NPC274507
0.9252 High Similarity NPC211798
0.9252 High Similarity NPC297208
0.9252 High Similarity NPC235841
0.9252 High Similarity NPC191763
0.9252 High Similarity NPC30397
0.9252 High Similarity NPC108748
0.9252 High Similarity NPC473481
0.9245 High Similarity NPC167383
0.9245 High Similarity NPC237503
0.9245 High Similarity NPC204407
0.9245 High Similarity NPC306746
0.9245 High Similarity NPC57362
0.9182 High Similarity NPC309433
0.9167 High Similarity NPC128925
0.9167 High Similarity NPC116794
0.9167 High Similarity NPC37739
0.9167 High Similarity NPC256798
0.9167 High Similarity NPC46388
0.9159 High Similarity NPC476883
0.9159 High Similarity NPC68419
0.9159 High Similarity NPC164194
0.9159 High Similarity NPC102914
0.9159 High Similarity NPC476885
0.9159 High Similarity NPC199457
0.9159 High Similarity NPC476887
0.9159 High Similarity NPC476884
0.9159 High Similarity NPC127056
0.9159 High Similarity NPC136877
0.9159 High Similarity NPC56713
0.9159 High Similarity NPC108709
0.9159 High Similarity NPC270667
0.9159 High Similarity NPC476886
0.9159 High Similarity NPC279554
0.9159 High Similarity NPC476881
0.9159 High Similarity NPC110139
0.9159 High Similarity NPC59804
0.9159 High Similarity NPC475296
0.9159 High Similarity NPC174679
0.9159 High Similarity NPC7870
0.9159 High Similarity NPC75747
0.9159 High Similarity NPC29069
0.9159 High Similarity NPC476880
0.9159 High Similarity NPC90856
0.9159 High Similarity NPC474589
0.9159 High Similarity NPC476882
0.9151 High Similarity NPC476123
0.9151 High Similarity NPC284807
0.9151 High Similarity NPC28198
0.9151 High Similarity NPC272576
0.9151 High Similarity NPC177246
0.9115 High Similarity NPC471965
0.9083 High Similarity NPC271138
0.9083 High Similarity NPC47063
0.9083 High Similarity NPC138334
0.9083 High Similarity NPC204458
0.9083 High Similarity NPC269315
0.9083 High Similarity NPC124296
0.9083 High Similarity NPC189884
0.9083 High Similarity NPC258885
0.9074 High Similarity NPC31839
0.9074 High Similarity NPC164419
0.9074 High Similarity NPC179434
0.9065 High Similarity NPC137917
0.9065 High Similarity NPC127853
0.9057 High Similarity NPC283849
0.9057 High Similarity NPC473538
0.9035 High Similarity NPC471961
0.9035 High Similarity NPC202666
0.9035 High Similarity NPC14617
0.9035 High Similarity NPC471964
0.9035 High Similarity NPC262199
0.8991 High Similarity NPC276093
0.8991 High Similarity NPC139044
0.8991 High Similarity NPC292677
0.8991 High Similarity NPC109079
0.8991 High Similarity NPC79718
0.8991 High Similarity NPC104400
0.8991 High Similarity NPC469946
0.8991 High Similarity NPC1046
0.8991 High Similarity NPC475504
0.8991 High Similarity NPC471383
0.8991 High Similarity NPC104071
0.8991 High Similarity NPC473383
0.8991 High Similarity NPC475516
0.8991 High Similarity NPC48249
0.8991 High Similarity NPC10320
0.8991 High Similarity NPC101744
0.8991 High Similarity NPC257468
0.8991 High Similarity NPC139894
0.8991 High Similarity NPC324875
0.8991 High Similarity NPC80843
0.8991 High Similarity NPC102439
0.8991 High Similarity NPC473373
0.8981 High Similarity NPC78046
0.8981 High Similarity NPC242611
0.8981 High Similarity NPC220984
0.8981 High Similarity NPC269095
0.8972 High Similarity NPC285576
0.8962 High Similarity NPC475611
0.8957 High Similarity NPC471962
0.8957 High Similarity NPC471963
0.8957 High Similarity NPC247315
0.8929 High Similarity NPC286347
0.8919 High Similarity NPC160415
0.8919 High Similarity NPC471384
0.8919 High Similarity NPC473126
0.8919 High Similarity NPC58448
0.8919 High Similarity NPC161674
0.8909 High Similarity NPC163183
0.8909 High Similarity NPC238935
0.8909 High Similarity NPC475208
0.8909 High Similarity NPC219180
0.8909 High Similarity NPC174720
0.8909 High Similarity NPC151543
0.8909 High Similarity NPC251263
0.8909 High Similarity NPC114287
0.8909 High Similarity NPC473343
0.8909 High Similarity NPC473826
0.8909 High Similarity NPC166422
0.8909 High Similarity NPC295823
0.8909 High Similarity NPC73318
0.8909 High Similarity NPC134835
0.8909 High Similarity NPC241909
0.8909 High Similarity NPC46665
0.8909 High Similarity NPC192600
0.8909 High Similarity NPC475287
0.8909 High Similarity NPC475467
0.8909 High Similarity NPC323341
0.8909 High Similarity NPC309714
0.8909 High Similarity NPC150400
0.8909 High Similarity NPC260665
0.8909 High Similarity NPC133818
0.8909 High Similarity NPC155410
0.8909 High Similarity NPC96641
0.8909 High Similarity NPC114304
0.8899 High Similarity NPC190837
0.8889 High Similarity NPC246205
0.8879 High Similarity NPC285091
0.886 High Similarity NPC75417
0.885 High Similarity NPC469945
0.885 High Similarity NPC472949
0.885 High Similarity NPC197003
0.885 High Similarity NPC180550
0.885 High Similarity NPC208381
0.885 High Similarity NPC11551
0.885 High Similarity NPC157868
0.885 High Similarity NPC6377
0.885 High Similarity NPC114441
0.885 High Similarity NPC39211
0.885 High Similarity NPC475171
0.885 High Similarity NPC214484
0.885 High Similarity NPC309780
0.885 High Similarity NPC190939
0.885 High Similarity NPC473884
0.885 High Similarity NPC192791
0.885 High Similarity NPC35405
0.8839 High Similarity NPC477252
0.8839 High Similarity NPC148417
0.8839 High Similarity NPC68175
0.8839 High Similarity NPC136768
0.8839 High Similarity NPC110633
0.8839 High Similarity NPC224121
0.8829 High Similarity NPC161717
0.8829 High Similarity NPC123199
0.8829 High Similarity NPC475160
0.8829 High Similarity NPC473714
0.8829 High Similarity NPC475486
0.8829 High Similarity NPC224381
0.8829 High Similarity NPC293330
0.8829 High Similarity NPC100639
0.8829 High Similarity NPC227551
0.8829 High Similarity NPC57484
0.8829 High Similarity NPC475140
0.8829 High Similarity NPC298034
0.8829 High Similarity NPC70809
0.8829 High Similarity NPC4328
0.8829 High Similarity NPC250247
0.8829 High Similarity NPC164389
0.8829 High Similarity NPC165439
0.8829 High Similarity NPC74727
0.8829 High Similarity NPC294453
0.8829 High Similarity NPC54636
0.8829 High Similarity NPC41061
0.8829 High Similarity NPC471385
0.8829 High Similarity NPC469782
0.8829 High Similarity NPC261506
0.8829 High Similarity NPC43550
0.8829 High Similarity NPC65105
0.8829 High Similarity NPC305981
0.8829 High Similarity NPC202828
0.8829 High Similarity NPC476068
0.8829 High Similarity NPC60557
0.8829 High Similarity NPC309907
0.8829 High Similarity NPC79643

  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 NPC62696 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
0.9035 High Similarity NPD8328 Phase 3
0.8673 High Similarity NPD8295 Clinical (unspecified phase)
0.8545 High Similarity NPD8132 Clinical (unspecified phase)
0.8532 High Similarity NPD6412 Phase 2
0.8099 Intermediate Similarity NPD7507 Approved
0.8019 Intermediate Similarity NPD7748 Approved
0.7967 Intermediate Similarity NPD7736 Approved
0.7965 Intermediate Similarity NPD6686 Approved
0.7963 Intermediate Similarity NPD7902 Approved
0.7903 Intermediate Similarity NPD7319 Approved
0.7851 Intermediate Similarity NPD6370 Approved
0.783 Intermediate Similarity NPD7515 Phase 2
0.7778 Intermediate Similarity NPD8133 Approved
0.7769 Intermediate Similarity NPD8033 Approved
0.7742 Intermediate Similarity NPD8293 Discontinued
0.7686 Intermediate Similarity NPD8377 Approved
0.7686 Intermediate Similarity NPD6054 Approved
0.7686 Intermediate Similarity NPD8294 Approved
0.7686 Intermediate Similarity NPD6059 Approved
0.7685 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7685 Intermediate Similarity NPD7900 Approved
0.7623 Intermediate Similarity NPD8380 Approved
0.7623 Intermediate Similarity NPD8335 Approved
0.7623 Intermediate Similarity NPD8379 Approved
0.7623 Intermediate Similarity NPD8378 Approved
0.7623 Intermediate Similarity NPD8296 Approved
0.7544 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7542 Intermediate Similarity NPD8297 Approved
0.7542 Intermediate Similarity NPD6882 Approved
0.7521 Intermediate Similarity NPD7328 Approved
0.7521 Intermediate Similarity NPD7327 Approved
0.748 Intermediate Similarity NPD8516 Approved
0.748 Intermediate Similarity NPD6015 Approved
0.748 Intermediate Similarity NPD6016 Approved
0.748 Intermediate Similarity NPD8513 Phase 3
0.748 Intermediate Similarity NPD8517 Approved
0.748 Intermediate Similarity NPD8515 Approved
0.7459 Intermediate Similarity NPD7516 Approved
0.744 Intermediate Similarity NPD7492 Approved
0.7438 Intermediate Similarity NPD6009 Approved
0.7419 Intermediate Similarity NPD5988 Approved
0.7398 Intermediate Similarity NPD6319 Approved
0.7381 Intermediate Similarity NPD6616 Approved
0.736 Intermediate Similarity NPD6067 Discontinued
0.7339 Intermediate Similarity NPD7503 Approved
0.7333 Intermediate Similarity NPD4632 Approved
0.7328 Intermediate Similarity NPD6402 Approved
0.7328 Intermediate Similarity NPD7128 Approved
0.7328 Intermediate Similarity NPD5739 Approved
0.7328 Intermediate Similarity NPD6675 Approved
0.7323 Intermediate Similarity NPD7078 Approved
0.7315 Intermediate Similarity NPD5328 Approved
0.7288 Intermediate Similarity NPD6373 Approved
0.7288 Intermediate Similarity NPD6372 Approved
0.7203 Intermediate Similarity NPD6899 Approved
0.7203 Intermediate Similarity NPD7320 Approved
0.7203 Intermediate Similarity NPD6881 Approved
0.7182 Intermediate Similarity NPD6079 Approved
0.7168 Intermediate Similarity NPD4755 Approved
0.7167 Intermediate Similarity NPD6649 Approved
0.7167 Intermediate Similarity NPD6650 Approved
0.7167 Intermediate Similarity NPD8130 Phase 1
0.7132 Intermediate Similarity NPD6033 Approved
0.7119 Intermediate Similarity NPD5701 Approved
0.7119 Intermediate Similarity NPD5697 Approved
0.7105 Intermediate Similarity NPD7638 Approved
0.7083 Intermediate Similarity NPD4634 Approved
0.7083 Intermediate Similarity NPD7102 Approved
0.7083 Intermediate Similarity NPD7290 Approved
0.7083 Intermediate Similarity NPD6883 Approved
0.7059 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD7639 Approved
0.7043 Intermediate Similarity NPD5286 Approved
0.7043 Intermediate Similarity NPD4696 Approved
0.7043 Intermediate Similarity NPD5285 Approved
0.7043 Intermediate Similarity NPD7640 Approved
0.7043 Intermediate Similarity NPD4700 Approved
0.7037 Intermediate Similarity NPD3618 Phase 1
0.7034 Intermediate Similarity NPD6008 Approved
0.7025 Intermediate Similarity NPD6847 Approved
0.7025 Intermediate Similarity NPD6617 Approved
0.7025 Intermediate Similarity NPD6869 Approved
0.7019 Intermediate Similarity NPD7645 Phase 2
0.7016 Intermediate Similarity NPD7115 Discovery
0.7 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6014 Approved
0.7 Intermediate Similarity NPD6013 Approved
0.7 Intermediate Similarity NPD6012 Approved
0.6972 Remote Similarity NPD3573 Approved
0.6964 Remote Similarity NPD6399 Phase 3
0.6953 Remote Similarity NPD7604 Phase 2
0.693 Remote Similarity NPD5220 Clinical (unspecified phase)
0.693 Remote Similarity NPD4697 Phase 3
0.693 Remote Similarity NPD5221 Approved
0.693 Remote Similarity NPD5222 Approved
0.6929 Remote Similarity NPD5983 Phase 2
0.6923 Remote Similarity NPD5211 Phase 2
0.6923 Remote Similarity NPD5224 Approved
0.6923 Remote Similarity NPD5226 Approved
0.6923 Remote Similarity NPD5225 Approved
0.6923 Remote Similarity NPD4633 Approved
0.6917 Remote Similarity NPD6011 Approved
0.6891 Remote Similarity NPD4767 Approved
0.6891 Remote Similarity NPD4768 Approved
0.6885 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6875 Remote Similarity NPD8035 Phase 2
0.6875 Remote Similarity NPD8034 Phase 2
0.6875 Remote Similarity NPD6411 Approved
0.687 Remote Similarity NPD5173 Approved
0.6864 Remote Similarity NPD5175 Approved
0.6864 Remote Similarity NPD5174 Approved
0.6852 Remote Similarity NPD4786 Approved
0.6846 Remote Similarity NPD6336 Discontinued
0.6838 Remote Similarity NPD5223 Approved
0.6822 Remote Similarity NPD3667 Approved
0.6814 Remote Similarity NPD4202 Approved
0.6807 Remote Similarity NPD5141 Approved
0.6803 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6786 Remote Similarity NPD46 Approved
0.6786 Remote Similarity NPD6698 Approved
0.6777 Remote Similarity NPD4730 Approved
0.6777 Remote Similarity NPD4729 Approved
0.6757 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6748 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6724 Remote Similarity NPD6084 Phase 2
0.6724 Remote Similarity NPD6083 Phase 2
0.6723 Remote Similarity NPD4754 Approved
0.6697 Remote Similarity NPD3665 Phase 1
0.6697 Remote Similarity NPD3133 Approved
0.6697 Remote Similarity NPD3666 Approved
0.6696 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6696 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6101 Approved
0.6667 Remote Similarity NPD5248 Approved
0.6667 Remote Similarity NPD5247 Approved
0.6667 Remote Similarity NPD8074 Phase 3
0.6667 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD5251 Approved
0.6667 Remote Similarity NPD5250 Approved
0.6667 Remote Similarity NPD5249 Phase 3
0.6667 Remote Similarity NPD8171 Discontinued
0.6641 Remote Similarity NPD7101 Approved
0.6641 Remote Similarity NPD7100 Approved
0.6639 Remote Similarity NPD5128 Approved
0.6636 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6579 Remote Similarity NPD7983 Approved
0.6577 Remote Similarity NPD6684 Approved
0.6577 Remote Similarity NPD7334 Approved
0.6577 Remote Similarity NPD7521 Approved
0.6577 Remote Similarity NPD6409 Approved
0.6577 Remote Similarity NPD7146 Approved
0.6577 Remote Similarity NPD5330 Approved
0.6562 Remote Similarity NPD6335 Approved
0.6562 Remote Similarity NPD7641 Discontinued
0.6557 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6549 Remote Similarity NPD4753 Phase 2
0.6538 Remote Similarity NPD6909 Approved
0.6538 Remote Similarity NPD6908 Approved
0.6538 Remote Similarity NPD6921 Approved
0.6535 Remote Similarity NPD6868 Approved
0.6522 Remote Similarity NPD5778 Approved
0.6522 Remote Similarity NPD5779 Approved
0.65 Remote Similarity NPD7632 Discontinued
0.6484 Remote Similarity NPD6317 Approved
0.6481 Remote Similarity NPD4695 Discontinued
0.648 Remote Similarity NPD5215 Approved
0.648 Remote Similarity NPD5217 Approved
0.648 Remote Similarity NPD5216 Approved
0.646 Remote Similarity NPD5737 Approved
0.646 Remote Similarity NPD6903 Approved
0.646 Remote Similarity NPD6672 Approved
0.6434 Remote Similarity NPD6314 Approved
0.6434 Remote Similarity NPD6313 Approved
0.6429 Remote Similarity NPD6053 Discontinued
0.6423 Remote Similarity NPD8449 Approved
0.641 Remote Similarity NPD5695 Phase 3
0.64 Remote Similarity NPD5135 Approved
0.64 Remote Similarity NPD5134 Clinical (unspecified phase)
0.64 Remote Similarity NPD5169 Approved
0.6397 Remote Similarity NPD5956 Approved
0.6397 Remote Similarity NPD6914 Discontinued
0.6396 Remote Similarity NPD3668 Phase 3
0.6387 Remote Similarity NPD5696 Approved
0.6387 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6377 Remote Similarity NPD8450 Suspended
0.6371 Remote Similarity NPD5168 Approved
0.637 Remote Similarity NPD8337 Approved
0.637 Remote Similarity NPD8336 Approved
0.6364 Remote Similarity NPD8080 Discontinued
0.6356 Remote Similarity NPD7732 Phase 3
0.6356 Remote Similarity NPD7614 Phase 1
0.635 Remote Similarity NPD7260 Phase 2
0.6349 Remote Similarity NPD5127 Approved
0.633 Remote Similarity NPD7525 Registered
0.6325 Remote Similarity NPD5282 Discontinued
0.6316 Remote Similarity NPD7829 Approved
0.6316 Remote Similarity NPD7830 Approved
0.6304 Remote Similarity NPD8338 Approved
0.6288 Remote Similarity NPD6291 Clinical (unspecified phase)

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data