Structure

Physi-Chem Properties

Molecular Weight:  912.51
Volume:  897.177
LogP:  3.025
LogD:  2.946
LogS:  -3.702
# Rotatable Bonds:  8
TPSA:  274.75
# H-Bond Aceptor:  17
# H-Bond Donor:  10
# Rings:  8
# Heavy Atoms:  17

MedChem Properties

QED Drug-Likeness Score:  0.122
Synthetic Accessibility Score:  6.301
Fsp3:  0.936
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.702
MDCK Permeability:  2.91313244815683e-05
Pgp-inhibitor:  0.981
Pgp-substrate:  0.011
Human Intestinal Absorption (HIA):  0.909
20% Bioavailability (F20%):  0.014
30% Bioavailability (F30%):  0.973

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.117
Plasma Protein Binding (PPB):  79.05054473876953%
Volume Distribution (VD):  0.224
Pgp-substrate:  14.512469291687012%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.099
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.172
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.028
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.068
CYP3A4-inhibitor:  0.047
CYP3A4-substrate:  0.014

ADMET: Excretion

Clearance (CL):  0.664
Half-life (T1/2):  0.667

ADMET: Toxicity

hERG Blockers:  0.086
Human Hepatotoxicity (H-HT):  0.169
Drug-inuced Liver Injury (DILI):  0.016
AMES Toxicity:  0.089
Rat Oral Acute Toxicity:  0.273
Maximum Recommended Daily Dose:  0.983
Skin Sensitization:  0.201
Carcinogencity:  0.042
Eye Corrosion:  0.003
Eye Irritation:  0.01
Respiratory Toxicity:  0.976

Download Data

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

  Natural Product: NPC475486

Natural Product ID:  NPC475486
Common Name*:   3Beta-O-Glucopyranosyl-(1->3)-Alpha-L-Rhamnopyranosyl-(1->2)-Alpha-L-Arabinopyranosyl]Echinocystic Acid
IUPAC Name:   (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms:  
Standard InCHIKey:  YCIBWFKSAZNJMF-WYTBTIRESA-N
Standard InCHI:  InChI=1S/C47H76O17/c1-21-30(51)36(63-38-34(55)33(54)32(53)25(19-48)61-38)35(56)39(60-21)64-37-31(52)24(49)20-59-40(37)62-29-12-13-44(6)26(43(29,4)5)11-14-45(7)27(44)10-9-22-23-17-42(2,3)15-16-47(23,41(57)58)28(50)18-46(22,45)8/h9,21,23-40,48-56H,10-20H2,1-8H3,(H,57,58)/t21-,23-,24-,25+,26-,27+,28+,29-,30-,31-,32+,33-,34+,35+,36+,37+,38-,39-,40-,44-,45+,46+,47+/m0/s1
SMILES:  CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CC(C7(C6CC(CC7)(C)C)C(=O)O)O)C)C)C)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL506550
PubChem CID:   21603412
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO33015 trevesia palmata Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[10757708]

☑ 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
NPT1886 Cell Line J774 Mus musculus IC50 = 190.0 nM PMID[502148]

☑ 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 NPC475486 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 NPC164389
0.9906 High Similarity NPC291903
0.9906 High Similarity NPC288205
0.9906 High Similarity NPC26626
0.9906 High Similarity NPC75287
0.9906 High Similarity NPC305267
0.9906 High Similarity NPC476992
0.9906 High Similarity NPC51465
0.9906 High Similarity NPC37134
0.9813 High Similarity NPC191827
0.9813 High Similarity NPC69811
0.9813 High Similarity NPC475514
0.9813 High Similarity NPC220160
0.9813 High Similarity NPC323359
0.9813 High Similarity NPC309223
0.9813 High Similarity NPC475209
0.9813 High Similarity NPC123522
0.9813 High Similarity NPC102505
0.9813 High Similarity NPC286457
0.9813 High Similarity NPC473452
0.9813 High Similarity NPC33012
0.9813 High Similarity NPC475119
0.9813 High Similarity NPC104137
0.9813 High Similarity NPC8524
0.9813 High Similarity NPC470876
0.9813 High Similarity NPC85154
0.9813 High Similarity NPC300419
0.9813 High Similarity NPC473824
0.981 High Similarity NPC104400
0.981 High Similarity NPC104071
0.981 High Similarity NPC473373
0.981 High Similarity NPC1046
0.981 High Similarity NPC101744
0.981 High Similarity NPC475516
0.981 High Similarity NPC292677
0.981 High Similarity NPC471383
0.981 High Similarity NPC139044
0.981 High Similarity NPC109079
0.981 High Similarity NPC79718
0.981 High Similarity NPC475504
0.981 High Similarity NPC10320
0.981 High Similarity NPC276093
0.981 High Similarity NPC257468
0.981 High Similarity NPC469946
0.981 High Similarity NPC80843
0.981 High Similarity NPC102439
0.981 High Similarity NPC324875
0.9722 High Similarity NPC232237
0.9722 High Similarity NPC105800
0.9722 High Similarity NPC237191
0.9722 High Similarity NPC473459
0.9717 High Similarity NPC473343
0.9717 High Similarity NPC475208
0.9717 High Similarity NPC323341
0.9717 High Similarity NPC238935
0.9717 High Similarity NPC155410
0.9717 High Similarity NPC295823
0.9717 High Similarity NPC134835
0.9717 High Similarity NPC475467
0.9717 High Similarity NPC258885
0.9717 High Similarity NPC124296
0.9717 High Similarity NPC166422
0.9717 High Similarity NPC163183
0.9717 High Similarity NPC151543
0.9717 High Similarity NPC133818
0.9717 High Similarity NPC192600
0.9717 High Similarity NPC96641
0.9717 High Similarity NPC150400
0.9717 High Similarity NPC174720
0.9717 High Similarity NPC241909
0.9717 High Similarity NPC114304
0.9717 High Similarity NPC475287
0.9717 High Similarity NPC46665
0.9717 High Similarity NPC473826
0.9717 High Similarity NPC219180
0.9717 High Similarity NPC251263
0.9717 High Similarity NPC73318
0.9717 High Similarity NPC309714
0.9717 High Similarity NPC114287
0.9714 High Similarity NPC31839
0.9714 High Similarity NPC164419
0.9633 High Similarity NPC51564
0.9633 High Similarity NPC471577
0.9633 High Similarity NPC473386
0.9633 High Similarity NPC135849
0.9633 High Similarity NPC25663
0.9633 High Similarity NPC207738
0.963 High Similarity NPC471580
0.9626 High Similarity NPC250247
0.9626 High Similarity NPC71065
0.9626 High Similarity NPC4328
0.9626 High Similarity NPC41061
0.9626 High Similarity NPC309907
0.9626 High Similarity NPC469782
0.9626 High Similarity NPC161717
0.9626 High Similarity NPC475160
0.9626 High Similarity NPC298034
0.9626 High Similarity NPC65105
0.9626 High Similarity NPC204414
0.9626 High Similarity NPC473714
0.9626 High Similarity NPC236638
0.9626 High Similarity NPC43550
0.9626 High Similarity NPC79643
0.9626 High Similarity NPC119592
0.9626 High Similarity NPC294453
0.9626 High Similarity NPC471385
0.9626 High Similarity NPC57484
0.9626 High Similarity NPC475140
0.9626 High Similarity NPC471550
0.9626 High Similarity NPC202828
0.9626 High Similarity NPC67857
0.9626 High Similarity NPC224381
0.9626 High Similarity NPC305981
0.9626 High Similarity NPC476068
0.9626 High Similarity NPC293330
0.9626 High Similarity NPC60557
0.9626 High Similarity NPC76972
0.9626 High Similarity NPC123199
0.9626 High Similarity NPC54636
0.9626 High Similarity NPC100639
0.9626 High Similarity NPC70809
0.9626 High Similarity NPC261506
0.9626 High Similarity NPC227551
0.9623 High Similarity NPC473383
0.9623 High Similarity NPC48249
0.9623 High Similarity NPC139894
0.9619 High Similarity NPC270667
0.9619 High Similarity NPC242611
0.9619 High Similarity NPC29069
0.9619 High Similarity NPC474589
0.9619 High Similarity NPC174679
0.9619 High Similarity NPC164194
0.9619 High Similarity NPC279554
0.9619 High Similarity NPC59804
0.9619 High Similarity NPC56713
0.9619 High Similarity NPC136877
0.9619 High Similarity NPC127056
0.9619 High Similarity NPC475296
0.9619 High Similarity NPC90856
0.9545 High Similarity NPC37860
0.9545 High Similarity NPC476991
0.9545 High Similarity NPC142151
0.9545 High Similarity NPC267694
0.9545 High Similarity NPC144644
0.9545 High Similarity NPC110385
0.9545 High Similarity NPC153673
0.9545 High Similarity NPC473645
0.9537 High Similarity NPC471384
0.9537 High Similarity NPC161674
0.9537 High Similarity NPC58448
0.9537 High Similarity NPC160415
0.9528 High Similarity NPC235841
0.9528 High Similarity NPC179434
0.9528 High Similarity NPC297208
0.9528 High Similarity NPC473481
0.9528 High Similarity NPC108748
0.9528 High Similarity NPC30397
0.9528 High Similarity NPC211798
0.9524 High Similarity NPC306746
0.9524 High Similarity NPC204407
0.9524 High Similarity NPC167383
0.9524 High Similarity NPC57362
0.9524 High Similarity NPC237503
0.9459 High Similarity NPC293031
0.9459 High Similarity NPC159309
0.9459 High Similarity NPC114484
0.9459 High Similarity NPC222580
0.9459 High Similarity NPC104372
0.9459 High Similarity NPC86222
0.9459 High Similarity NPC275225
0.9459 High Similarity NPC51099
0.9459 High Similarity NPC62725
0.9459 High Similarity NPC68767
0.9459 High Similarity NPC11242
0.9459 High Similarity NPC171544
0.9459 High Similarity NPC297263
0.9459 High Similarity NPC223301
0.9459 High Similarity NPC301449
0.9459 High Similarity NPC22956
0.9459 High Similarity NPC64715
0.9459 High Similarity NPC31838
0.945 High Similarity NPC68175
0.945 High Similarity NPC185466
0.945 High Similarity NPC110633
0.945 High Similarity NPC471547
0.945 High Similarity NPC148417
0.945 High Similarity NPC136768
0.9439 High Similarity NPC100383
0.9439 High Similarity NPC256798
0.9439 High Similarity NPC128925
0.9434 High Similarity NPC68419
0.9434 High Similarity NPC476887
0.9434 High Similarity NPC78046
0.9434 High Similarity NPC476886
0.9434 High Similarity NPC7870
0.9434 High Similarity NPC476881
0.9434 High Similarity NPC476885
0.9434 High Similarity NPC108709
0.9434 High Similarity NPC476884
0.9434 High Similarity NPC199457

  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 NPC475486 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
0.9123 High Similarity NPD8328 Phase 3
0.8929 High Similarity NPD8295 Clinical (unspecified phase)
0.8636 High Similarity NPD8132 Clinical (unspecified phase)
0.8496 Intermediate Similarity NPD8133 Approved
0.7965 Intermediate Similarity NPD6412 Phase 2
0.7917 Intermediate Similarity NPD8377 Approved
0.7917 Intermediate Similarity NPD8294 Approved
0.7895 Intermediate Similarity NPD6686 Approved
0.7851 Intermediate Similarity NPD8296 Approved
0.7851 Intermediate Similarity NPD8335 Approved
0.7851 Intermediate Similarity NPD8380 Approved
0.7851 Intermediate Similarity NPD8516 Approved
0.7851 Intermediate Similarity NPD8379 Approved
0.7851 Intermediate Similarity NPD8517 Approved
0.7851 Intermediate Similarity NPD8513 Phase 3
0.7851 Intermediate Similarity NPD8515 Approved
0.7851 Intermediate Similarity NPD8378 Approved
0.784 Intermediate Similarity NPD7319 Approved
0.7778 Intermediate Similarity NPD7748 Approved
0.776 Intermediate Similarity NPD7736 Approved
0.7742 Intermediate Similarity NPD7507 Approved
0.7727 Intermediate Similarity NPD7902 Approved
0.7705 Intermediate Similarity NPD8033 Approved
0.7593 Intermediate Similarity NPD7515 Phase 2
0.754 Intermediate Similarity NPD8293 Discontinued
0.7459 Intermediate Similarity NPD7328 Approved
0.7459 Intermediate Similarity NPD7327 Approved
0.7455 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD7900 Approved
0.7398 Intermediate Similarity NPD7516 Approved
0.736 Intermediate Similarity NPD6370 Approved
0.7328 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.728 Intermediate Similarity NPD7503 Approved
0.7244 Intermediate Similarity NPD7492 Approved
0.72 Intermediate Similarity NPD6059 Approved
0.72 Intermediate Similarity NPD6319 Approved
0.72 Intermediate Similarity NPD6054 Approved
0.7188 Intermediate Similarity NPD6616 Approved
0.7143 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD7078 Approved
0.7117 Intermediate Similarity NPD8035 Phase 2
0.7117 Intermediate Similarity NPD8034 Phase 2
0.7107 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD6882 Approved
0.7049 Intermediate Similarity NPD8297 Approved
0.7043 Intermediate Similarity NPD7638 Approved
0.7008 Intermediate Similarity NPD6016 Approved
0.7008 Intermediate Similarity NPD6015 Approved
0.6983 Remote Similarity NPD7640 Approved
0.6983 Remote Similarity NPD7639 Approved
0.6964 Remote Similarity NPD6411 Approved
0.696 Remote Similarity NPD7115 Discovery
0.696 Remote Similarity NPD6009 Approved
0.6953 Remote Similarity NPD5988 Approved
0.6952 Remote Similarity NPD7645 Phase 2
0.6942 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6903 Remote Similarity NPD6399 Phase 3
0.6903 Remote Similarity NPD8171 Discontinued
0.6899 Remote Similarity NPD6067 Discontinued
0.6881 Remote Similarity NPD7520 Clinical (unspecified phase)
0.687 Remote Similarity NPD8074 Phase 3
0.6855 Remote Similarity NPD4632 Approved
0.6833 Remote Similarity NPD6675 Approved
0.6833 Remote Similarity NPD7128 Approved
0.6833 Remote Similarity NPD5739 Approved
0.6833 Remote Similarity NPD6402 Approved
0.6803 Remote Similarity NPD6372 Approved
0.6803 Remote Similarity NPD6373 Approved
0.6786 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6786 Remote Similarity NPD6101 Approved
0.6752 Remote Similarity NPD4225 Approved
0.6748 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6721 Remote Similarity NPD6899 Approved
0.6721 Remote Similarity NPD6881 Approved
0.6721 Remote Similarity NPD7320 Approved
0.6694 Remote Similarity NPD6649 Approved
0.6694 Remote Similarity NPD6650 Approved
0.6694 Remote Similarity NPD8130 Phase 1
0.6692 Remote Similarity NPD6033 Approved
0.6667 Remote Similarity NPD7983 Approved
0.6639 Remote Similarity NPD5697 Approved
0.6639 Remote Similarity NPD5701 Approved
0.6615 Remote Similarity NPD6921 Approved
0.6613 Remote Similarity NPD6883 Approved
0.6613 Remote Similarity NPD7290 Approved
0.6613 Remote Similarity NPD4634 Approved
0.6613 Remote Similarity NPD7102 Approved
0.6609 Remote Similarity NPD5778 Approved
0.6609 Remote Similarity NPD5779 Approved
0.6579 Remote Similarity NPD6698 Approved
0.6579 Remote Similarity NPD46 Approved
0.6569 Remote Similarity NPD8450 Suspended
0.656 Remote Similarity NPD6617 Approved
0.656 Remote Similarity NPD6869 Approved
0.656 Remote Similarity NPD6847 Approved
0.6549 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6532 Remote Similarity NPD6012 Approved
0.6532 Remote Similarity NPD6014 Approved
0.6532 Remote Similarity NPD6013 Approved
0.6525 Remote Similarity NPD6084 Phase 2
0.6525 Remote Similarity NPD6083 Phase 2
0.6518 Remote Similarity NPD3618 Phase 1
0.6515 Remote Similarity NPD7604 Phase 2
0.6504 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6496 Remote Similarity NPD8449 Approved
0.6491 Remote Similarity NPD5328 Approved
0.6489 Remote Similarity NPD5983 Phase 2
0.6486 Remote Similarity NPD4786 Approved
0.646 Remote Similarity NPD3573 Approved
0.6455 Remote Similarity NPD3667 Approved
0.6452 Remote Similarity NPD6011 Approved
0.6446 Remote Similarity NPD7632 Discontinued
0.6444 Remote Similarity NPD8336 Approved
0.6444 Remote Similarity NPD8337 Approved
0.6434 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6423 Remote Similarity NPD6008 Approved
0.6418 Remote Similarity NPD6336 Discontinued
0.6396 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6396 Remote Similarity NPD3669 Approved
0.6387 Remote Similarity NPD4755 Approved
0.6379 Remote Similarity NPD6079 Approved
0.6372 Remote Similarity NPD7146 Approved
0.6372 Remote Similarity NPD5330 Approved
0.6372 Remote Similarity NPD7521 Approved
0.6372 Remote Similarity NPD6684 Approved
0.6372 Remote Similarity NPD7334 Approved
0.6372 Remote Similarity NPD6409 Approved
0.637 Remote Similarity NPD8448 Approved
0.6357 Remote Similarity NPD6940 Discontinued
0.635 Remote Similarity NPD8390 Approved
0.635 Remote Similarity NPD8391 Approved
0.635 Remote Similarity NPD8392 Approved
0.6348 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6343 Remote Similarity NPD8299 Approved
0.6343 Remote Similarity NPD8340 Approved
0.6343 Remote Similarity NPD8342 Approved
0.6343 Remote Similarity NPD8341 Approved
0.6333 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6325 Remote Similarity NPD4202 Approved
0.6303 Remote Similarity NPD7839 Suspended
0.6296 Remote Similarity NPD8451 Approved
0.6281 Remote Similarity NPD4696 Approved
0.6281 Remote Similarity NPD4700 Approved
0.6281 Remote Similarity NPD5286 Approved
0.6281 Remote Similarity NPD5285 Approved
0.6273 Remote Similarity NPD7525 Registered
0.6269 Remote Similarity NPD7829 Approved
0.6269 Remote Similarity NPD7830 Approved
0.6261 Remote Similarity NPD6672 Approved
0.6261 Remote Similarity NPD6903 Approved
0.6261 Remote Similarity NPD5737 Approved
0.6259 Remote Similarity NPD8338 Approved
0.6259 Remote Similarity NPD7625 Phase 1
0.6241 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6241 Remote Similarity NPD8444 Approved
0.6239 Remote Similarity NPD6697 Approved
0.6239 Remote Similarity NPD6115 Approved
0.6239 Remote Similarity NPD6114 Approved
0.6239 Remote Similarity NPD7637 Suspended
0.6239 Remote Similarity NPD6118 Approved
0.6232 Remote Similarity NPD5956 Approved
0.6231 Remote Similarity NPD6274 Approved
0.6218 Remote Similarity NPD5695 Phase 3
0.6216 Remote Similarity NPD1780 Approved
0.6216 Remote Similarity NPD1779 Approved
0.6212 Remote Similarity NPD7101 Approved
0.6212 Remote Similarity NPD7100 Approved
0.6198 Remote Similarity NPD5696 Approved
0.6195 Remote Similarity NPD3666 Approved
0.6195 Remote Similarity NPD3665 Phase 1
0.6195 Remote Similarity NPD3133 Approved
0.6194 Remote Similarity NPD8080 Discontinued
0.6179 Remote Similarity NPD4633 Approved
0.6179 Remote Similarity NPD5225 Approved
0.6179 Remote Similarity NPD5224 Approved
0.6179 Remote Similarity NPD5211 Phase 2
0.6179 Remote Similarity NPD5226 Approved
0.6167 Remote Similarity NPD5221 Approved
0.6167 Remote Similarity NPD4697 Phase 3
0.6167 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6167 Remote Similarity NPD5222 Approved
0.616 Remote Similarity NPD4767 Approved
0.616 Remote Similarity NPD4768 Approved
0.6147 Remote Similarity NPD6116 Phase 1
0.6136 Remote Similarity NPD6335 Approved
0.6129 Remote Similarity NPD5174 Approved
0.6129 Remote Similarity NPD5175 Approved
0.6127 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6119 Remote Similarity NPD6909 Approved
0.6119 Remote Similarity NPD6908 Approved
0.6116 Remote Similarity NPD5173 Approved
0.6111 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6107 Remote Similarity NPD6868 Approved
0.6098 Remote Similarity NPD5223 Approved
0.6098 Remote Similarity NPD5344 Discontinued
0.6094 Remote Similarity NPD6371 Approved
0.6087 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6083 Remote Similarity NPD6356 Clinical (unspecified phase)
0.608 Remote Similarity NPD5141 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