Structure

Physi-Chem Properties

Molecular Weight:  1238.64
Volume:  1222.262
LogP:  4.146
LogD:  2.836
LogS:  -3.72
# Rotatable Bonds:  20
TPSA:  362.88
# H-Bond Aceptor:  24
# H-Bond Donor:  10
# Rings:  8
# Heavy Atoms:  24

MedChem Properties

QED Drug-Likeness Score:  0.035
Synthetic Accessibility Score:  7.36
Fsp3:  0.841
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:  -5.394
MDCK Permeability:  0.00037066283402964473
Pgp-inhibitor:  1.0
Pgp-substrate:  0.992
Human Intestinal Absorption (HIA):  0.983
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.995

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.013
Plasma Protein Binding (PPB):  75.6163101196289%
Volume Distribution (VD):  0.726
Pgp-substrate:  7.912351131439209%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.034
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.147
CYP2C9-inhibitor:  0.011
CYP2C9-substrate:  0.003
CYP2D6-inhibitor:  0.037
CYP2D6-substrate:  0.025
CYP3A4-inhibitor:  0.301
CYP3A4-substrate:  0.124

ADMET: Excretion

Clearance (CL):  0.903
Half-life (T1/2):  0.734

ADMET: Toxicity

hERG Blockers:  0.284
Human Hepatotoxicity (H-HT):  0.871
Drug-inuced Liver Injury (DILI):  0.493
AMES Toxicity:  0.054
Rat Oral Acute Toxicity:  0.085
Maximum Recommended Daily Dose:  0.952
Skin Sensitization:  0.097
Carcinogencity:  0.004
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.903

Download Data

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

  Natural Product: NPC470912

Natural Product ID:  NPC470912
Common Name*:   3-O-(2-O-Beta-D-Glucopyranosyl)-(6-O-Methyl)-Beta-D-Glucuronopyranosyl-21-O-(3',4'-Di-O-Angeloyl)-Beta-D-Fucopyranosyl-22-O-Acetyl-R1-Barrigenol
IUPAC Name:   methyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3-hydroxy-6-methyl-5-[(Z)-3-methylpent-2-enoyl]oxy-4-[(E)-3-methylpent-2-enoyl]oxyoxan-2-yl]oxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
Synonyms:  
Standard InCHIKey:  GBOBPCWXRIERFR-HQTXEZGNSA-N
Standard InCHI:  InChI=1S/C63H98O24/c1-15-28(3)23-38(67)83-46-30(5)79-56(45(74)47(46)84-39(68)24-29(4)16-2)87-52-53(80-31(6)66)63(27-65)33(25-58(52,7)8)32-17-18-36-60(11)21-20-37(59(9,10)35(60)19-22-61(36,12)62(32,13)50(75)51(63)76)82-57-49(43(72)42(71)48(85-57)54(77)78-14)86-55-44(73)41(70)40(69)34(26-64)81-55/h17,23-24,30,33-37,40-53,55-57,64-65,69-76H,15-16,18-22,25-27H2,1-14H3/b28-23-,29-24+/t30-,33+,34-,35+,36-,37+,40-,41+,42+,43+,44-,45-,46+,47-,48+,49-,50+,51-,52+,53+,55+,56+,57-,60+,61-,62+,63+/m1/s1
SMILES:  CCC(=CC(=O)OC1C(OC(C(C1OC(=O)C=C(C)CC)O)OC2C(C3(C(CC2(C)C)C4=CCC5C6(CCC(C(C6CCC5(C4(C(C3O)O)C)C)(C)C)OC7C(C(C(C(O7)C(=O)OC)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)CO)OC(=O)C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2313345
PubChem CID:   71719152
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
NPO30992 Xanthoceras sorbifolia Species Sapindaceae Eukaryota wood n.a. n.a. PMID[10691716]
NPO30992 Xanthoceras sorbifolia Species Sapindaceae Eukaryota husks Inner Mongolia, China 2004-SEP PMID[18549275]
NPO30992 Xanthoceras sorbifolia Species Sapindaceae Eukaryota n.a. n.a. n.a. PMID[22801644]
NPO30992 Xanthoceras sorbifolia Species Sapindaceae Eukaryota leaves n.a. n.a. PMID[23313635]

☑ 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
NPT65 Cell Line HepG2 Homo sapiens IC50 = 94090.0 nM PMID[459768]
NPT83 Cell Line MCF7 Homo sapiens IC50 = 74550.0 nM PMID[459768]
NPT165 Cell Line HeLa Homo sapiens IC50 = 51420.0 nM PMID[459768]

☑ 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 NPC470912 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9915 High Similarity NPC475281
0.9915 High Similarity NPC477078
0.9915 High Similarity NPC329923
0.9915 High Similarity NPC477075
0.9833 High Similarity NPC30279
0.9833 High Similarity NPC71391
0.9833 High Similarity NPC277212
0.9833 High Similarity NPC46823
0.9833 High Similarity NPC178264
0.9833 High Similarity NPC473918
0.9833 High Similarity NPC192765
0.9832 High Similarity NPC141600
0.9832 High Similarity NPC82380
0.9832 High Similarity NPC88311
0.9832 High Similarity NPC470913
0.9832 High Similarity NPC477076
0.9832 High Similarity NPC269484
0.9832 High Similarity NPC11577
0.9832 High Similarity NPC477079
0.9832 High Similarity NPC470518
0.9832 High Similarity NPC252289
0.9832 High Similarity NPC244296
0.9832 High Similarity NPC1314
0.9832 High Similarity NPC107536
0.9832 High Similarity NPC273878
0.9832 High Similarity NPC9470
0.9832 High Similarity NPC115656
0.9832 High Similarity NPC252657
0.9832 High Similarity NPC305793
0.9832 High Similarity NPC477077
0.9832 High Similarity NPC472267
0.9832 High Similarity NPC280029
0.9832 High Similarity NPC97918
0.9752 High Similarity NPC225791
0.975 High Similarity NPC45346
0.975 High Similarity NPC264566
0.975 High Similarity NPC475167
0.975 High Similarity NPC476774
0.975 High Similarity NPC271610
0.975 High Similarity NPC476775
0.975 High Similarity NPC475377
0.975 High Similarity NPC477197
0.975 High Similarity NPC476780
0.975 High Similarity NPC134914
0.975 High Similarity NPC262796
0.975 High Similarity NPC173435
0.975 High Similarity NPC478065
0.975 High Similarity NPC478064
0.975 High Similarity NPC476074
0.975 High Similarity NPC172374
0.975 High Similarity NPC329993
0.975 High Similarity NPC301639
0.9748 High Similarity NPC477191
0.9748 High Similarity NPC477194
0.9748 High Similarity NPC477192
0.9748 High Similarity NPC477193
0.9669 High Similarity NPC478150
0.9669 High Similarity NPC476776
0.9669 High Similarity NPC478153
0.9669 High Similarity NPC312650
0.9669 High Similarity NPC478152
0.9667 High Similarity NPC265841
0.9667 High Similarity NPC47995
0.9667 High Similarity NPC477196
0.959 High Similarity NPC478151
0.9587 High Similarity NPC478155
0.9587 High Similarity NPC25998
0.9512 High Similarity NPC476778
0.9512 High Similarity NPC476777
0.9508 High Similarity NPC478154
0.9508 High Similarity NPC477195
0.9435 High Similarity NPC110700
0.9435 High Similarity NPC279915
0.9431 High Similarity NPC476779
0.9421 High Similarity NPC470475
0.9333 High Similarity NPC23275
0.9333 High Similarity NPC471962
0.9333 High Similarity NPC247315
0.9333 High Similarity NPC471963
0.9328 High Similarity NPC213952
0.9322 High Similarity NPC118440
0.9322 High Similarity NPC236657
0.9262 High Similarity NPC470476
0.925 High Similarity NPC262199
0.925 High Similarity NPC257211
0.925 High Similarity NPC478066
0.925 High Similarity NPC14617
0.925 High Similarity NPC471961
0.925 High Similarity NPC471964
0.925 High Similarity NPC202666
0.9244 High Similarity NPC222580
0.9244 High Similarity NPC22956
0.9244 High Similarity NPC104372
0.9244 High Similarity NPC31838
0.9244 High Similarity NPC114484
0.9244 High Similarity NPC11242
0.9244 High Similarity NPC223301
0.9244 High Similarity NPC62725
0.9244 High Similarity NPC301449
0.9244 High Similarity NPC302887
0.9244 High Similarity NPC159309
0.9244 High Similarity NPC86222
0.9244 High Similarity NPC297263
0.9244 High Similarity NPC171544
0.9244 High Similarity NPC64715
0.9244 High Similarity NPC187618
0.918 High Similarity NPC470516
0.9174 High Similarity NPC33068
0.9174 High Similarity NPC470477
0.9167 High Similarity NPC131469
0.9167 High Similarity NPC80986
0.9167 High Similarity NPC471965
0.9167 High Similarity NPC187290
0.9167 High Similarity NPC162574
0.9167 High Similarity NPC4749
0.9167 High Similarity NPC475591
0.9167 High Similarity NPC313110
0.9167 High Similarity NPC236870
0.9167 High Similarity NPC10607
0.9167 High Similarity NPC21691
0.9098 High Similarity NPC181066
0.9098 High Similarity NPC284449
0.9098 High Similarity NPC469947
0.9098 High Similarity NPC285091
0.9091 High Similarity NPC258617
0.9091 High Similarity NPC30735
0.9091 High Similarity NPC283417
0.9091 High Similarity NPC200049
0.9091 High Similarity NPC281148
0.9091 High Similarity NPC302543
0.9091 High Similarity NPC2370
0.9091 High Similarity NPC235405
0.9091 High Similarity NPC44716
0.9083 High Similarity NPC75417
0.9076 High Similarity NPC469945
0.9076 High Similarity NPC192791
0.9076 High Similarity NPC114441
0.9076 High Similarity NPC39211
0.9076 High Similarity NPC35405
0.9076 High Similarity NPC214484
0.9076 High Similarity NPC11551
0.9076 High Similarity NPC309780
0.9076 High Similarity NPC473884
0.9076 High Similarity NPC472949
0.9076 High Similarity NPC157868
0.9076 High Similarity NPC6377
0.9076 High Similarity NPC208381
0.9076 High Similarity NPC180550
0.9076 High Similarity NPC475171
0.9068 High Similarity NPC224121
0.9016 High Similarity NPC160452
0.9008 High Similarity NPC40775
0.9008 High Similarity NPC107966
0.9008 High Similarity NPC249848
0.9008 High Similarity NPC235438
0.8992 High Similarity NPC286347
0.8992 High Similarity NPC471548
0.8984 High Similarity NPC596
0.8976 High Similarity NPC262813
0.8943 High Similarity NPC475368
0.8943 High Similarity NPC470218
0.8926 High Similarity NPC242840
0.8926 High Similarity NPC31193
0.8917 High Similarity NPC473401
0.8908 High Similarity NPC300419
0.8908 High Similarity NPC473405
0.8906 High Similarity NPC251998
0.8906 High Similarity NPC190065
0.8906 High Similarity NPC471089
0.8906 High Similarity NPC141215
0.8871 High Similarity NPC470780
0.8843 High Similarity NPC294112
0.8837 High Similarity NPC140045
0.8837 High Similarity NPC295885
0.8833 High Similarity NPC470515
0.8833 High Similarity NPC109588
0.8824 High Similarity NPC291903
0.8824 High Similarity NPC37134
0.881 High Similarity NPC300655
0.881 High Similarity NPC222951
0.881 High Similarity NPC311178
0.881 High Similarity NPC43589
0.88 High Similarity NPC23020
0.88 High Similarity NPC472268
0.88 High Similarity NPC112492
0.88 High Similarity NPC472269
0.88 High Similarity NPC472270
0.876 High Similarity NPC470517
0.876 High Similarity NPC470915
0.876 High Similarity NPC470914
0.876 High Similarity NPC470911
0.875 High Similarity NPC475119
0.875 High Similarity NPC309433
0.875 High Similarity NPC471547
0.875 High Similarity NPC473824
0.874 High Similarity NPC322904
0.874 High Similarity NPC475444
0.874 High Similarity NPC183816
0.874 High Similarity NPC233223
0.874 High Similarity NPC324933

  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 NPC470912 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
0.925 High Similarity NPD8328 Phase 3
0.8908 High Similarity NPD8295 Clinical (unspecified phase)
0.8031 Intermediate Similarity NPD8516 Approved
0.8031 Intermediate Similarity NPD8517 Approved
0.8031 Intermediate Similarity NPD8515 Approved
0.8031 Intermediate Similarity NPD8513 Phase 3
0.8015 Intermediate Similarity NPD7319 Approved
0.7953 Intermediate Similarity NPD8294 Approved
0.7953 Intermediate Similarity NPD8377 Approved
0.7923 Intermediate Similarity NPD7507 Approved
0.7903 Intermediate Similarity NPD8133 Approved
0.7891 Intermediate Similarity NPD8380 Approved
0.7891 Intermediate Similarity NPD8379 Approved
0.7891 Intermediate Similarity NPD8378 Approved
0.7891 Intermediate Similarity NPD8296 Approved
0.7891 Intermediate Similarity NPD8335 Approved
0.7891 Intermediate Similarity NPD8033 Approved
0.7869 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7803 Intermediate Similarity NPD7736 Approved
0.7787 Intermediate Similarity NPD6686 Approved
0.7597 Intermediate Similarity NPD7516 Approved
0.7594 Intermediate Similarity NPD8293 Discontinued
0.7519 Intermediate Similarity NPD7327 Approved
0.7519 Intermediate Similarity NPD7328 Approved
0.75 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD6370 Approved
0.7348 Intermediate Similarity NPD7503 Approved
0.7323 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7313 Intermediate Similarity NPD7492 Approved
0.728 Intermediate Similarity NPD6412 Phase 2
0.7273 Intermediate Similarity NPD6319 Approved
0.7273 Intermediate Similarity NPD6059 Approved
0.7273 Intermediate Similarity NPD6054 Approved
0.7259 Intermediate Similarity NPD6616 Approved
0.7206 Intermediate Similarity NPD7078 Approved
0.719 Intermediate Similarity NPD7902 Approved
0.7176 Intermediate Similarity NPD7115 Discovery
0.7132 Intermediate Similarity NPD8297 Approved
0.7132 Intermediate Similarity NPD6882 Approved
0.7131 Intermediate Similarity NPD7638 Approved
0.7131 Intermediate Similarity NPD4225 Approved
0.709 Intermediate Similarity NPD6015 Approved
0.709 Intermediate Similarity NPD6016 Approved
0.7083 Intermediate Similarity NPD7748 Approved
0.708 Intermediate Similarity NPD8074 Phase 3
0.7073 Intermediate Similarity NPD7639 Approved
0.7073 Intermediate Similarity NPD7640 Approved
0.7045 Intermediate Similarity NPD6009 Approved
0.7037 Intermediate Similarity NPD5988 Approved
0.7031 Intermediate Similarity NPD6373 Approved
0.7031 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD6372 Approved
0.6977 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6963 Remote Similarity NPD6921 Approved
0.6942 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6942 Remote Similarity NPD7900 Approved
0.6929 Remote Similarity NPD5739 Approved
0.6929 Remote Similarity NPD6402 Approved
0.6929 Remote Similarity NPD7128 Approved
0.6929 Remote Similarity NPD6675 Approved
0.6923 Remote Similarity NPD6650 Approved
0.6923 Remote Similarity NPD6649 Approved
0.6917 Remote Similarity NPD7515 Phase 2
0.6822 Remote Similarity NPD6881 Approved
0.6822 Remote Similarity NPD6899 Approved
0.6822 Remote Similarity NPD7320 Approved
0.6818 Remote Similarity NPD4632 Approved
0.6794 Remote Similarity NPD8130 Phase 1
0.6786 Remote Similarity NPD6033 Approved
0.6744 Remote Similarity NPD5697 Approved
0.6744 Remote Similarity NPD5701 Approved
0.6744 Remote Similarity NPD5954 Clinical (unspecified phase)
0.672 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6719 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6718 Remote Similarity NPD7102 Approved
0.6718 Remote Similarity NPD7290 Approved
0.6718 Remote Similarity NPD6883 Approved
0.6694 Remote Similarity NPD6698 Approved
0.6694 Remote Similarity NPD46 Approved
0.6667 Remote Similarity NPD6847 Approved
0.6667 Remote Similarity NPD6869 Approved
0.6667 Remote Similarity NPD6617 Approved
0.6641 Remote Similarity NPD6013 Approved
0.6641 Remote Similarity NPD6012 Approved
0.6641 Remote Similarity NPD6014 Approved
0.6619 Remote Similarity NPD7830 Approved
0.6619 Remote Similarity NPD7829 Approved
0.6619 Remote Similarity NPD7604 Phase 2
0.6615 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6596 Remote Similarity NPD8448 Approved
0.6594 Remote Similarity NPD5983 Phase 2
0.6591 Remote Similarity NPD4634 Approved
0.6575 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6573 Remote Similarity NPD8392 Approved
0.6573 Remote Similarity NPD8390 Approved
0.6573 Remote Similarity NPD8391 Approved
0.6566 Remote Similarity NPD7799 Discontinued
0.6565 Remote Similarity NPD6011 Approved
0.6562 Remote Similarity NPD7632 Discontinued
0.6541 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6531 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6528 Remote Similarity NPD7260 Phase 2
0.6525 Remote Similarity NPD8451 Approved
0.6525 Remote Similarity NPD6336 Discontinued
0.6507 Remote Similarity NPD8415 Approved
0.6504 Remote Similarity NPD6411 Approved
0.6504 Remote Similarity NPD7983 Approved
0.6484 Remote Similarity NPD5344 Discontinued
0.6471 Remote Similarity NPD7625 Phase 1
0.6452 Remote Similarity NPD5778 Approved
0.6452 Remote Similarity NPD5779 Approved
0.6429 Remote Similarity NPD8080 Discontinued
0.6412 Remote Similarity NPD6008 Approved
0.6412 Remote Similarity NPD8368 Discontinued
0.6383 Remote Similarity NPD6067 Discontinued
0.6378 Remote Similarity NPD4755 Approved
0.6378 Remote Similarity NPD6083 Phase 2
0.6378 Remote Similarity NPD6084 Phase 2
0.6371 Remote Similarity NPD8034 Phase 2
0.6371 Remote Similarity NPD8035 Phase 2
0.637 Remote Similarity NPD6053 Discontinued
0.6357 Remote Similarity NPD8444 Approved
0.635 Remote Similarity NPD6274 Approved
0.6343 Remote Similarity NPD6371 Approved
0.6341 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6341 Remote Similarity NPD6101 Approved
0.6338 Remote Similarity NPD8341 Approved
0.6338 Remote Similarity NPD8299 Approved
0.6338 Remote Similarity NPD8342 Approved
0.6338 Remote Similarity NPD8340 Approved
0.6331 Remote Similarity NPD7101 Approved
0.6331 Remote Similarity NPD7100 Approved
0.632 Remote Similarity NPD6399 Phase 3
0.6308 Remote Similarity NPD5211 Phase 2
0.6301 Remote Similarity NPD8407 Phase 2
0.6299 Remote Similarity NPD4697 Phase 3
0.629 Remote Similarity NPD7838 Discovery
0.6279 Remote Similarity NPD5286 Approved
0.6279 Remote Similarity NPD4696 Approved
0.6279 Remote Similarity NPD5285 Approved
0.6279 Remote Similarity NPD4700 Approved
0.6268 Remote Similarity NPD7642 Approved
0.6259 Remote Similarity NPD6335 Approved
0.6259 Remote Similarity NPD6845 Suspended
0.6241 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6241 Remote Similarity NPD6908 Approved
0.6241 Remote Similarity NPD6909 Approved
0.6235 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6232 Remote Similarity NPD6868 Approved
0.6212 Remote Similarity NPD5141 Approved
0.621 Remote Similarity NPD7285 Clinical (unspecified phase)
0.621 Remote Similarity NPD5328 Approved
0.6202 Remote Similarity NPD5696 Approved
0.619 Remote Similarity NPD8171 Discontinued
0.6187 Remote Similarity NPD6317 Approved
0.6186 Remote Similarity NPD7645 Phase 2
0.6183 Remote Similarity NPD5224 Approved
0.6183 Remote Similarity NPD5225 Approved
0.6183 Remote Similarity NPD5226 Approved
0.6183 Remote Similarity NPD4633 Approved
0.618 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6179 Remote Similarity NPD3573 Approved
0.6172 Remote Similarity NPD7839 Suspended
0.6172 Remote Similarity NPD5221 Approved
0.6172 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6172 Remote Similarity NPD5222 Approved
0.6165 Remote Similarity NPD4768 Approved
0.6165 Remote Similarity NPD4767 Approved
0.6158 Remote Similarity NPD8435 Approved
0.6154 Remote Similarity NPD6648 Approved
0.6143 Remote Similarity NPD6313 Approved
0.6143 Remote Similarity NPD6314 Approved
0.6136 Remote Similarity NPD5174 Approved
0.6136 Remote Similarity NPD5175 Approved
0.6129 Remote Similarity NPD5737 Approved
0.6129 Remote Similarity NPD6672 Approved
0.6124 Remote Similarity NPD5173 Approved
0.6122 Remote Similarity NPD5956 Approved
0.612 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6111 Remote Similarity NPD6079 Approved
0.6107 Remote Similarity NPD5223 Approved
0.6107 Remote Similarity NPD8450 Suspended
0.6098 Remote Similarity NPD3618 Phase 1
0.6096 Remote Similarity NPD8337 Approved
0.6096 Remote Similarity NPD8336 Approved
0.6094 Remote Similarity NPD5695 Phase 3
0.6094 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6075 Remote Similarity NPD8320 Phase 1
0.6075 Remote Similarity NPD8319 Approved
0.6074 Remote Similarity NPD4730 Approved
0.6074 Remote Similarity NPD4729 Approved
0.6071 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6067 Remote Similarity NPD8361 Approved
0.6067 Remote Similarity NPD8360 Approved
0.6066 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6057 Remote Similarity NPD8312 Approved
0.6057 Remote Similarity NPD8313 Approved
0.605 Remote Similarity NPD7329 Approved
0.6045 Remote Similarity NPD8424 Clinical (unspecified phase)
0.604 Remote Similarity NPD8449 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