Structure

Physi-Chem Properties

Molecular Weight:  792.39
Volume:  776.468
LogP:  0.904
LogD:  1.085
LogS:  -3.306
# Rotatable Bonds:  8
TPSA:  249.97
# H-Bond Aceptor:  15
# H-Bond Donor:  8
# Rings:  7
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.078
Synthetic Accessibility Score:  6.027
Fsp3:  0.829
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  2
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.317
MDCK Permeability:  2.5149722205242142e-05
Pgp-inhibitor:  0.004
Pgp-substrate:  0.01
Human Intestinal Absorption (HIA):  0.883
20% Bioavailability (F20%):  0.633
30% Bioavailability (F30%):  0.985

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.115
Plasma Protein Binding (PPB):  63.576454162597656%
Volume Distribution (VD):  0.482
Pgp-substrate:  24.099395751953125%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.79
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.125
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.022
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.041
CYP3A4-inhibitor:  0.229
CYP3A4-substrate:  0.013

ADMET: Excretion

Clearance (CL):  0.636
Half-life (T1/2):  0.723

ADMET: Toxicity

hERG Blockers:  0.029
Human Hepatotoxicity (H-HT):  0.163
Drug-inuced Liver Injury (DILI):  0.023
AMES Toxicity:  0.189
Rat Oral Acute Toxicity:  0.131
Maximum Recommended Daily Dose:  0.378
Skin Sensitization:  0.032
Carcinogencity:  0.272
Eye Corrosion:  0.003
Eye Irritation:  0.009
Respiratory Toxicity:  0.955

Download Data

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

  Natural Product: NPC31193

Natural Product ID:  NPC31193
Common Name*:   3B-Hydroxy-23-Oxo-30-Noroleana-12,20(29)-Diene-28-Oic Acid 3-O-Beta-D-Glucuronopyranosyl-28-O-Beta-D-Glucopyranoside
IUPAC Name:   (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4-formyl-4,6a,6b,14b-tetramethyl-11-methylidene-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
Synonyms:  
Standard InCHIKey:  ZUZICJRUDMZHKC-GUZNCPQZSA-N
Standard InCHI:  InChI=1S/C41H60O15/c1-19-8-13-41(36(52)56-34-30(48)27(45)26(44)22(17-42)53-34)15-14-39(4)20(21(41)16-19)6-7-24-37(2)11-10-25(38(3,18-43)23(37)9-12-40(24,39)5)54-35-31(49)28(46)29(47)32(55-35)33(50)51/h6,18,21-32,34-35,42,44-49H,1,7-17H2,2-5H3,(H,50,51)/t21-,22+,23+,24+,25-,26+,27-,28-,29-,30+,31+,32-,34-,35+,37-,38-,39+,40+,41-/m0/s1
SMILES:  C=C1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@@H]([C@@](C)(C=O)[C@@H]5CC[C@@]34C)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](C(=O)O)O3)O)O)O)[C@@H]2C1)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:   CHEMBL2043375
PubChem CID:   70694509
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene glycosides
          • [CHEMONTID:0001755] Diterpene glycosides

*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
NPO25076 Salicornia herbacea Species Chenopodiaceae Eukaryota n.a. whole plant n.a. PMID[16276965]
NPO25076 Salicornia herbacea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. PMID[22652051]
NPO25076 Salicornia herbacea Species Chenopodiaceae 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
NPT1 Others Radical scavenging activity IC50 > 500000.0 nM PMID[466263]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 4900.0 nM PMID[466263]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 6600.0 nM PMID[466263]

☑ 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 NPC31193 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 NPC242840
0.991 High Similarity NPC294112
0.9823 High Similarity NPC44716
0.9823 High Similarity NPC2370
0.982 High Similarity NPC309780
0.982 High Similarity NPC208381
0.982 High Similarity NPC180550
0.982 High Similarity NPC473884
0.982 High Similarity NPC39211
0.982 High Similarity NPC157868
0.982 High Similarity NPC6377
0.982 High Similarity NPC114441
0.982 High Similarity NPC469945
0.982 High Similarity NPC472949
0.982 High Similarity NPC214484
0.982 High Similarity NPC475171
0.982 High Similarity NPC11551
0.982 High Similarity NPC35405
0.9737 High Similarity NPC160452
0.973 High Similarity NPC286347
0.9652 High Similarity NPC475368
0.9652 High Similarity NPC284449
0.9646 High Similarity NPC301449
0.9646 High Similarity NPC159309
0.9646 High Similarity NPC64715
0.9646 High Similarity NPC114484
0.9646 High Similarity NPC222580
0.9646 High Similarity NPC11242
0.9646 High Similarity NPC171544
0.9646 High Similarity NPC31838
0.9646 High Similarity NPC86222
0.9646 High Similarity NPC297263
0.9646 High Similarity NPC223301
0.9646 High Similarity NPC62725
0.9646 High Similarity NPC75417
0.9646 High Similarity NPC22956
0.9646 High Similarity NPC104372
0.964 High Similarity NPC224121
0.9561 High Similarity NPC162574
0.9561 High Similarity NPC475591
0.9561 High Similarity NPC187290
0.9561 High Similarity NPC107966
0.9561 High Similarity NPC21691
0.9561 High Similarity NPC249848
0.9561 High Similarity NPC80986
0.9561 High Similarity NPC10607
0.9561 High Similarity NPC40775
0.9561 High Similarity NPC4749
0.9561 High Similarity NPC235438
0.9561 High Similarity NPC471965
0.9561 High Similarity NPC236870
0.9561 High Similarity NPC213952
0.9558 High Similarity NPC236657
0.9558 High Similarity NPC118440
0.9478 High Similarity NPC302543
0.9478 High Similarity NPC283417
0.9478 High Similarity NPC471964
0.9478 High Similarity NPC200049
0.9478 High Similarity NPC235405
0.9478 High Similarity NPC14617
0.9478 High Similarity NPC202666
0.9478 High Similarity NPC471961
0.9478 High Similarity NPC257211
0.9478 High Similarity NPC30735
0.9478 High Similarity NPC258617
0.9478 High Similarity NPC262199
0.9478 High Similarity NPC281148
0.9474 High Similarity NPC187618
0.9474 High Similarity NPC302887
0.9469 High Similarity NPC192791
0.9397 High Similarity NPC471962
0.9397 High Similarity NPC247315
0.9397 High Similarity NPC471963
0.9397 High Similarity NPC470477
0.9397 High Similarity NPC33068
0.9391 High Similarity NPC131469
0.9391 High Similarity NPC275343
0.9391 High Similarity NPC313110
0.9316 High Similarity NPC469947
0.9316 High Similarity NPC285091
0.9316 High Similarity NPC470218
0.9316 High Similarity NPC181066
0.931 High Similarity NPC478066
0.9292 High Similarity NPC323359
0.9279 High Similarity NPC1046
0.9279 High Similarity NPC100383
0.9279 High Similarity NPC80843
0.925 High Similarity NPC477195
0.9231 High Similarity NPC23275
0.9211 High Similarity NPC473459
0.9211 High Similarity NPC109588
0.9204 High Similarity NPC291903
0.9204 High Similarity NPC37134
0.9196 High Similarity NPC475208
0.9196 High Similarity NPC238935
0.9189 High Similarity NPC31839
0.9174 High Similarity NPC476779
0.916 High Similarity NPC470475
0.913 High Similarity NPC473386
0.9123 High Similarity NPC475119
0.9123 High Similarity NPC473824
0.9123 High Similarity NPC300419
0.9115 High Similarity NPC475486
0.9115 High Similarity NPC475633
0.9115 High Similarity NPC164389
0.9107 High Similarity NPC48249
0.9107 High Similarity NPC128925
0.9107 High Similarity NPC256798
0.9099 High Similarity NPC279554
0.9099 High Similarity NPC242611
0.9099 High Similarity NPC127056
0.9099 High Similarity NPC164194
0.9099 High Similarity NPC270667
0.9099 High Similarity NPC29069
0.9099 High Similarity NPC59804
0.9099 High Similarity NPC56713
0.9099 High Similarity NPC136877
0.9099 High Similarity NPC174679
0.9099 High Similarity NPC474589
0.9099 High Similarity NPC475296
0.9099 High Similarity NPC90856
0.9098 High Similarity NPC476778
0.9098 High Similarity NPC476777
0.9083 High Similarity NPC477196
0.9043 High Similarity NPC105800
0.9043 High Similarity NPC232237
0.9035 High Similarity NPC51465
0.9035 High Similarity NPC75287
0.9035 High Similarity NPC305267
0.9035 High Similarity NPC288205
0.9035 High Similarity NPC476992
0.9035 High Similarity NPC26626
0.9027 High Similarity NPC138334
0.9027 High Similarity NPC47063
0.9027 High Similarity NPC189884
0.9027 High Similarity NPC204458
0.9024 High Similarity NPC279915
0.9024 High Similarity NPC110700
0.9018 High Similarity NPC473481
0.9018 High Similarity NPC297208
0.9018 High Similarity NPC235841
0.9018 High Similarity NPC30397
0.9018 High Similarity NPC211798
0.9018 High Similarity NPC164419
0.9018 High Similarity NPC191763
0.9018 High Similarity NPC179434
0.9018 High Similarity NPC108748
0.9009 High Similarity NPC57362
0.9009 High Similarity NPC306746
0.9009 High Similarity NPC167383
0.9009 High Similarity NPC237503
0.9009 High Similarity NPC204407
0.9008 High Similarity NPC477197
0.9 High Similarity NPC477194
0.9 High Similarity NPC477192
0.9 High Similarity NPC329923
0.9 High Similarity NPC477191
0.9 High Similarity NPC475281
0.9 High Similarity NPC470476
0.9 High Similarity NPC477075
0.9 High Similarity NPC477078
0.9 High Similarity NPC477193
0.8966 High Similarity NPC51564
0.8966 High Similarity NPC135849
0.8966 High Similarity NPC25663
0.8966 High Similarity NPC207738
0.8957 High Similarity NPC475514
0.8957 High Similarity NPC85154
0.8957 High Similarity NPC470876
0.8957 High Similarity NPC220160
0.8957 High Similarity NPC69811
0.8957 High Similarity NPC33012
0.8957 High Similarity NPC191827
0.8957 High Similarity NPC286457
0.8957 High Similarity NPC123522
0.8957 High Similarity NPC475209
0.8957 High Similarity NPC309223
0.8957 High Similarity NPC104137
0.8957 High Similarity NPC473452
0.8957 High Similarity NPC8524
0.8957 High Similarity NPC102505
0.8938 High Similarity NPC116794
0.8938 High Similarity NPC257468
0.8938 High Similarity NPC79718
0.8938 High Similarity NPC469946
0.8938 High Similarity NPC104400
0.8938 High Similarity NPC37739
0.8938 High Similarity NPC473383
0.8938 High Similarity NPC109079
0.8938 High Similarity NPC10320
0.8938 High Similarity NPC101744
0.8938 High Similarity NPC475504
0.8938 High Similarity NPC104071
0.8938 High Similarity NPC139894
0.8938 High Similarity NPC473373
0.8938 High Similarity NPC475516
0.8938 High Similarity NPC102439
0.8938 High Similarity NPC324875
0.8938 High Similarity NPC276093
0.8938 High Similarity NPC292677

  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 NPC31193 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
0.9478 High Similarity NPD8328 Phase 3
0.9464 High Similarity NPD8295 Clinical (unspecified phase)
0.8348 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD7736 Approved
0.8031 Intermediate Similarity NPD7319 Approved
0.7937 Intermediate Similarity NPD7507 Approved
0.7874 Intermediate Similarity NPD8293 Discontinued
0.7769 Intermediate Similarity NPD8133 Approved
0.776 Intermediate Similarity NPD8517 Approved
0.776 Intermediate Similarity NPD8516 Approved
0.776 Intermediate Similarity NPD8515 Approved
0.776 Intermediate Similarity NPD8513 Phase 3
0.7698 Intermediate Similarity NPD6370 Approved
0.7578 Intermediate Similarity NPD7492 Approved
0.7563 Intermediate Similarity NPD6412 Phase 2
0.754 Intermediate Similarity NPD6319 Approved
0.754 Intermediate Similarity NPD6059 Approved
0.754 Intermediate Similarity NPD6054 Approved
0.7519 Intermediate Similarity NPD6616 Approved
0.75 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6686 Approved
0.7478 Intermediate Similarity NPD7902 Approved
0.7462 Intermediate Similarity NPD7078 Approved
0.7402 Intermediate Similarity NPD8294 Approved
0.7402 Intermediate Similarity NPD8377 Approved
0.7398 Intermediate Similarity NPD8297 Approved
0.7398 Intermediate Similarity NPD6882 Approved
0.7368 Intermediate Similarity NPD7748 Approved
0.7344 Intermediate Similarity NPD8378 Approved
0.7344 Intermediate Similarity NPD6015 Approved
0.7344 Intermediate Similarity NPD8380 Approved
0.7344 Intermediate Similarity NPD8379 Approved
0.7344 Intermediate Similarity NPD8335 Approved
0.7344 Intermediate Similarity NPD8296 Approved
0.7344 Intermediate Similarity NPD6016 Approved
0.7344 Intermediate Similarity NPD8033 Approved
0.7302 Intermediate Similarity NPD6009 Approved
0.7295 Intermediate Similarity NPD6372 Approved
0.7295 Intermediate Similarity NPD6373 Approved
0.7287 Intermediate Similarity NPD5988 Approved
0.7217 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7217 Intermediate Similarity NPD7900 Approved
0.7193 Intermediate Similarity NPD7515 Phase 2
0.719 Intermediate Similarity NPD6402 Approved
0.719 Intermediate Similarity NPD7128 Approved
0.719 Intermediate Similarity NPD6675 Approved
0.719 Intermediate Similarity NPD5739 Approved
0.7177 Intermediate Similarity NPD6650 Approved
0.7177 Intermediate Similarity NPD6649 Approved
0.7109 Intermediate Similarity NPD7328 Approved
0.7109 Intermediate Similarity NPD7327 Approved
0.7107 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD6899 Approved
0.7073 Intermediate Similarity NPD7320 Approved
0.7073 Intermediate Similarity NPD6881 Approved
0.7063 Intermediate Similarity NPD4632 Approved
0.7054 Intermediate Similarity NPD7516 Approved
0.704 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD8130 Phase 1
0.7015 Intermediate Similarity NPD6033 Approved
0.6992 Remote Similarity NPD5697 Approved
0.6992 Remote Similarity NPD5701 Approved
0.696 Remote Similarity NPD7290 Approved
0.696 Remote Similarity NPD6883 Approved
0.696 Remote Similarity NPD7102 Approved
0.6947 Remote Similarity NPD7503 Approved
0.6947 Remote Similarity NPD6921 Approved
0.694 Remote Similarity NPD8074 Phase 3
0.6905 Remote Similarity NPD6617 Approved
0.6905 Remote Similarity NPD6847 Approved
0.6905 Remote Similarity NPD6869 Approved
0.6897 Remote Similarity NPD8034 Phase 2
0.6897 Remote Similarity NPD6411 Approved
0.6897 Remote Similarity NPD8035 Phase 2
0.688 Remote Similarity NPD6014 Approved
0.688 Remote Similarity NPD6012 Approved
0.688 Remote Similarity NPD6013 Approved
0.6842 Remote Similarity NPD7604 Phase 2
0.6825 Remote Similarity NPD4634 Approved
0.6818 Remote Similarity NPD5983 Phase 2
0.6807 Remote Similarity NPD4697 Phase 3
0.68 Remote Similarity NPD6011 Approved
0.6772 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6769 Remote Similarity NPD7115 Discovery
0.6741 Remote Similarity NPD6336 Discontinued
0.6724 Remote Similarity NPD6101 Approved
0.6724 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6695 Remote Similarity NPD6399 Phase 3
0.6694 Remote Similarity NPD7638 Approved
0.6667 Remote Similarity NPD8342 Approved
0.6667 Remote Similarity NPD8340 Approved
0.6667 Remote Similarity NPD8341 Approved
0.6667 Remote Similarity NPD8299 Approved
0.6639 Remote Similarity NPD7640 Approved
0.6639 Remote Similarity NPD7639 Approved
0.6618 Remote Similarity NPD8451 Approved
0.6614 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6612 Remote Similarity NPD6083 Phase 2
0.6612 Remote Similarity NPD6084 Phase 2
0.6612 Remote Similarity NPD4755 Approved
0.661 Remote Similarity NPD7983 Approved
0.6593 Remote Similarity NPD6067 Discontinued
0.6577 Remote Similarity NPD7645 Phase 2
0.6569 Remote Similarity NPD8448 Approved
0.6567 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6565 Remote Similarity NPD6274 Approved
0.6562 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6557 Remote Similarity NPD4225 Approved
0.6555 Remote Similarity NPD5778 Approved
0.6555 Remote Similarity NPD5779 Approved
0.6547 Remote Similarity NPD8392 Approved
0.6547 Remote Similarity NPD8390 Approved
0.6547 Remote Similarity NPD8391 Approved
0.6541 Remote Similarity NPD7100 Approved
0.6541 Remote Similarity NPD7101 Approved
0.6522 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6519 Remote Similarity NPD8080 Discontinued
0.6508 Remote Similarity NPD6008 Approved
0.6504 Remote Similarity NPD5285 Approved
0.6504 Remote Similarity NPD5286 Approved
0.6504 Remote Similarity NPD4700 Approved
0.6504 Remote Similarity NPD4696 Approved
0.6466 Remote Similarity NPD6335 Approved
0.6444 Remote Similarity NPD6909 Approved
0.6444 Remote Similarity NPD6908 Approved
0.6441 Remote Similarity NPD5328 Approved
0.6439 Remote Similarity NPD6868 Approved
0.6434 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6423 Remote Similarity NPD5696 Approved
0.6417 Remote Similarity NPD8171 Discontinued
0.641 Remote Similarity NPD3573 Approved
0.64 Remote Similarity NPD5225 Approved
0.64 Remote Similarity NPD5226 Approved
0.64 Remote Similarity NPD5224 Approved
0.64 Remote Similarity NPD4633 Approved
0.64 Remote Similarity NPD5211 Phase 2
0.6393 Remote Similarity NPD5222 Approved
0.6393 Remote Similarity NPD5221 Approved
0.6393 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6391 Remote Similarity NPD6317 Approved
0.6391 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6378 Remote Similarity NPD4767 Approved
0.6378 Remote Similarity NPD4768 Approved
0.6364 Remote Similarity NPD8415 Approved
0.6356 Remote Similarity NPD6672 Approved
0.6356 Remote Similarity NPD5737 Approved
0.6349 Remote Similarity NPD5175 Approved
0.6349 Remote Similarity NPD5174 Approved
0.6343 Remote Similarity NPD6314 Approved
0.6343 Remote Similarity NPD6313 Approved
0.6343 Remote Similarity NPD7641 Discontinued
0.6341 Remote Similarity NPD5173 Approved
0.6333 Remote Similarity NPD6079 Approved
0.6328 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6325 Remote Similarity NPD3618 Phase 1
0.632 Remote Similarity NPD5223 Approved
0.6312 Remote Similarity NPD5956 Approved
0.6311 Remote Similarity NPD5695 Phase 3
0.6303 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6299 Remote Similarity NPD5141 Approved
0.6286 Remote Similarity NPD8336 Approved
0.6286 Remote Similarity NPD8337 Approved
0.6279 Remote Similarity NPD4729 Approved
0.6279 Remote Similarity NPD4730 Approved
0.6276 Remote Similarity NPD7966 Clinical (unspecified phase)
0.626 Remote Similarity NPD7839 Suspended
0.625 Remote Similarity NPD46 Approved
0.625 Remote Similarity NPD6698 Approved
0.6242 Remote Similarity NPD7799 Discontinued
0.6232 Remote Similarity NPD7829 Approved
0.6232 Remote Similarity NPD7830 Approved
0.622 Remote Similarity NPD4754 Approved
0.6218 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6207 Remote Similarity NPD3669 Approved
0.6207 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6204 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6202 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6183 Remote Similarity NPD5248 Approved
0.6183 Remote Similarity NPD5247 Approved
0.6183 Remote Similarity NPD5251 Approved
0.6183 Remote Similarity NPD5249 Phase 3
0.6183 Remote Similarity NPD5250 Approved
0.6174 Remote Similarity NPD1780 Approved
0.6174 Remote Similarity NPD1779 Approved
0.616 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5128 Approved
0.6154 Remote Similarity NPD7260 Phase 2
0.6154 Remote Similarity NPD4786 Approved
0.6142 Remote Similarity NPD7632 Discontinued
0.614 Remote Similarity NPD7329 Approved
0.6122 Remote Similarity NPD6333 Approved
0.6122 Remote Similarity NPD6334 Approved
0.6121 Remote Similarity NPD3667 Approved
0.6115 Remote Similarity NPD7642 Approved
0.6111 Remote Similarity NPD8338 Approved
0.6111 Remote Similarity NPD8449 Approved
0.6098 Remote Similarity NPD5282 Discontinued
0.6087 Remote Similarity NPD8444 Approved
0.6074 Remote Similarity NPD6940 Discontinued
0.6069 Remote Similarity NPD8450 Suspended

  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