Structure

Physi-Chem Properties

Molecular Weight:  1218.6
Volume:  1170.012
LogP:  1.35
LogD:  1.042
LogS:  -2.659
# Rotatable Bonds:  15
TPSA:  420.66
# H-Bond Aceptor:  26
# H-Bond Donor:  15
# Rings:  9
# Heavy Atoms:  26

MedChem Properties

QED Drug-Likeness Score:  0.039
Synthetic Accessibility Score:  7.312
Fsp3:  0.898
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:  -6.33
MDCK Permeability:  0.000432048604125157
Pgp-inhibitor:  0.375
Pgp-substrate:  0.982
Human Intestinal Absorption (HIA):  0.99
20% Bioavailability (F20%):  0.033
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.188
Plasma Protein Binding (PPB):  61.25364685058594%
Volume Distribution (VD):  0.038
Pgp-substrate:  13.752165794372559%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.023
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.059
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.005
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.038
CYP3A4-inhibitor:  0.028
CYP3A4-substrate:  0.001

ADMET: Excretion

Clearance (CL):  0.076
Half-life (T1/2):  0.786

ADMET: Toxicity

hERG Blockers:  0.072
Human Hepatotoxicity (H-HT):  0.321
Drug-inuced Liver Injury (DILI):  0.791
AMES Toxicity:  0.064
Rat Oral Acute Toxicity:  0.045
Maximum Recommended Daily Dose:  0.978
Skin Sensitization:  0.081
Carcinogencity:  0.016
Eye Corrosion:  0.003
Eye Irritation:  0.005
Respiratory Toxicity:  0.962

Download Data

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

  Natural Product: NPC473918

Natural Product ID:  NPC473918
Common Name*:   3-O-Alpha-L-Rhamnopyranosyl-(1->4)-Beta-D-Galactopyranosyl-(1->3)-[Beta-D-Glucopyranosyl-(1->2)]-Beta-D-Glucuronopyranosyl 22-O-Angeloyl-A1-Barrigenol
IUPAC Name:   (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9S,12aS,14aR,14bR)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
Synonyms:  
Standard InCHIKey:  MXJGUMKBFKNVCI-NEVKGPBGSA-N
Standard InCHI:  InChI=1S/C59H94O26/c1-11-23(2)49(76)80-32-19-54(4,5)18-26-25-12-13-30-56(8)16-15-31(55(6,7)29(56)14-17-57(30,9)58(25,10)46(72)47(73)59(26,32)22-62)81-53-45(85-51-39(69)36(66)34(64)27(20-60)78-51)43(41(71)44(84-53)48(74)75)83-52-40(70)37(67)42(28(21-61)79-52)82-50-38(68)35(65)33(63)24(3)77-50/h11-12,24,26-47,50-53,60-73H,13-22H2,1-10H3,(H,74,75)/b23-11-/t24-,26-,27+,28+,29-,30+,31-,32-,33-,34+,35+,36-,37+,38+,39+,40+,41-,42-,43-,44-,45+,46-,47+,50-,51-,52-,53+,56-,57+,58-,59+/m0/s1
SMILES:  CC=C(C)C(=O)OC1CC(CC2C1(C(C(C3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)O)O)CO)(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL455252
PubChem CID:   24879105
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
NPO32654 schima noronhae Species Theaceae Eukaryota n.a. n.a. n.a. PMID[18351742]

☑ 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
NPT165 Cell Line HeLa Homo sapiens IC50 = 5500.0 nM PMID[528868]

☑ 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 NPC473918 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 NPC192765
1.0 High Similarity NPC71391
1.0 High Similarity NPC46823
1.0 High Similarity NPC277212
1.0 High Similarity NPC178264
1.0 High Similarity NPC30279
0.9917 High Similarity NPC271610
0.9917 High Similarity NPC225791
0.9917 High Similarity NPC476780
0.9917 High Similarity NPC476774
0.9917 High Similarity NPC476775
0.9835 High Similarity NPC476776
0.9835 High Similarity NPC312650
0.9833 High Similarity NPC141600
0.9833 High Similarity NPC82380
0.9833 High Similarity NPC265841
0.9833 High Similarity NPC115656
0.9833 High Similarity NPC470518
0.9833 High Similarity NPC88311
0.9833 High Similarity NPC470913
0.9833 High Similarity NPC470912
0.9833 High Similarity NPC477076
0.9833 High Similarity NPC269484
0.9833 High Similarity NPC47995
0.9833 High Similarity NPC11577
0.9833 High Similarity NPC252289
0.9833 High Similarity NPC273878
0.9833 High Similarity NPC1314
0.9833 High Similarity NPC107536
0.9833 High Similarity NPC244296
0.9833 High Similarity NPC9470
0.9833 High Similarity NPC252657
0.9833 High Similarity NPC305793
0.9833 High Similarity NPC472267
0.9833 High Similarity NPC280029
0.9833 High Similarity NPC97918
0.9833 High Similarity NPC477079
0.9833 High Similarity NPC477077
0.9752 High Similarity NPC477197
0.975 High Similarity NPC329923
0.975 High Similarity NPC477193
0.975 High Similarity NPC477192
0.975 High Similarity NPC477075
0.975 High Similarity NPC477078
0.975 High Similarity NPC477191
0.975 High Similarity NPC475281
0.975 High Similarity NPC477194
0.9675 High Similarity NPC476777
0.9675 High Similarity NPC476778
0.9672 High Similarity NPC478150
0.9672 High Similarity NPC478152
0.9672 High Similarity NPC478153
0.9669 High Similarity NPC477196
0.9597 High Similarity NPC110700
0.9597 High Similarity NPC279915
0.9593 High Similarity NPC476779
0.9593 High Similarity NPC478151
0.959 High Similarity NPC475167
0.959 High Similarity NPC329993
0.959 High Similarity NPC475377
0.959 High Similarity NPC25998
0.959 High Similarity NPC134914
0.959 High Similarity NPC172374
0.959 High Similarity NPC262796
0.959 High Similarity NPC173435
0.959 High Similarity NPC478155
0.959 High Similarity NPC478065
0.959 High Similarity NPC478064
0.959 High Similarity NPC476074
0.959 High Similarity NPC301639
0.959 High Similarity NPC45346
0.959 High Similarity NPC264566
0.9512 High Similarity NPC478154
0.9512 High Similarity NPC477195
0.9426 High Similarity NPC470475
0.9344 High Similarity NPC470516
0.9339 High Similarity NPC23275
0.9268 High Similarity NPC470476
0.9256 High Similarity NPC257211
0.925 High Similarity NPC187618
0.925 High Similarity NPC302887
0.918 High Similarity NPC247315
0.918 High Similarity NPC33068
0.918 High Similarity NPC471962
0.918 High Similarity NPC471963
0.9174 High Similarity NPC4749
0.9174 High Similarity NPC475591
0.9174 High Similarity NPC213952
0.9174 High Similarity NPC10607
0.9174 High Similarity NPC21691
0.9174 High Similarity NPC313110
0.9174 High Similarity NPC236870
0.9174 High Similarity NPC131469
0.9174 High Similarity NPC80986
0.9174 High Similarity NPC187290
0.9167 High Similarity NPC118440
0.9167 High Similarity NPC236657
0.9106 High Similarity NPC284449
0.9106 High Similarity NPC181066
0.9106 High Similarity NPC469947
0.9098 High Similarity NPC258617
0.9098 High Similarity NPC202666
0.9098 High Similarity NPC478066
0.9098 High Similarity NPC283417
0.9098 High Similarity NPC200049
0.9098 High Similarity NPC471964
0.9098 High Similarity NPC14617
0.9098 High Similarity NPC302543
0.9098 High Similarity NPC262199
0.9098 High Similarity NPC471961
0.9091 High Similarity NPC114484
0.9091 High Similarity NPC22956
0.9091 High Similarity NPC171544
0.9091 High Similarity NPC223301
0.9091 High Similarity NPC62725
0.9091 High Similarity NPC297263
0.9091 High Similarity NPC86222
0.9091 High Similarity NPC11242
0.9091 High Similarity NPC159309
0.9091 High Similarity NPC301449
0.9091 High Similarity NPC31838
0.9091 High Similarity NPC64715
0.9091 High Similarity NPC104372
0.9091 High Similarity NPC222580
0.9024 High Similarity NPC470477
0.9024 High Similarity NPC160452
0.9016 High Similarity NPC162574
0.9016 High Similarity NPC471965
0.9 High Similarity NPC470515
0.8992 High Similarity NPC596
0.8968 High Similarity NPC300655
0.8968 High Similarity NPC222951
0.8968 High Similarity NPC43589
0.8968 High Similarity NPC311178
0.896 High Similarity NPC23020
0.896 High Similarity NPC472269
0.896 High Similarity NPC112492
0.896 High Similarity NPC472268
0.896 High Similarity NPC472270
0.8952 High Similarity NPC470218
0.8952 High Similarity NPC475368
0.8952 High Similarity NPC285091
0.8943 High Similarity NPC30735
0.8943 High Similarity NPC235405
0.8943 High Similarity NPC281148
0.8943 High Similarity NPC2370
0.8943 High Similarity NPC44716
0.8934 High Similarity NPC75417
0.8926 High Similarity NPC208381
0.8926 High Similarity NPC214484
0.8926 High Similarity NPC469945
0.8926 High Similarity NPC6377
0.8926 High Similarity NPC309780
0.8926 High Similarity NPC11551
0.8926 High Similarity NPC470911
0.8926 High Similarity NPC180550
0.8926 High Similarity NPC473884
0.8926 High Similarity NPC470517
0.8926 High Similarity NPC475171
0.8926 High Similarity NPC470915
0.8926 High Similarity NPC157868
0.8926 High Similarity NPC39211
0.8926 High Similarity NPC35405
0.8926 High Similarity NPC472949
0.8926 High Similarity NPC114441
0.8926 High Similarity NPC192791
0.8917 High Similarity NPC224121
0.8915 High Similarity NPC190065
0.8915 High Similarity NPC141215
0.8915 High Similarity NPC471089
0.8898 High Similarity NPC473679
0.8898 High Similarity NPC475444
0.8898 High Similarity NPC196874
0.8898 High Similarity NPC475177
0.8898 High Similarity NPC233223
0.8898 High Similarity NPC324933
0.8898 High Similarity NPC183816
0.8898 High Similarity NPC319719
0.8898 High Similarity NPC322904
0.8862 High Similarity NPC40775
0.8862 High Similarity NPC107966
0.8862 High Similarity NPC249848
0.8862 High Similarity NPC235438
0.8846 High Similarity NPC140045
0.8846 High Similarity NPC295885
0.8843 High Similarity NPC471548
0.8843 High Similarity NPC286347
0.8837 High Similarity NPC262813
0.881 High Similarity NPC45606
0.881 High Similarity NPC220838
0.88 High Similarity NPC297950
0.878 High Similarity NPC31193
0.878 High Similarity NPC242840
0.877 High Similarity NPC473401
0.877 High Similarity NPC470914
0.8769 High Similarity NPC251998
0.876 High Similarity NPC300419
0.876 High Similarity NPC475119
0.876 High Similarity NPC473405
0.876 High Similarity NPC473824

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC473918 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
0.9098 High Similarity NPD8328 Phase 3
0.876 High Similarity NPD8295 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD8517 Approved
0.8047 Intermediate Similarity NPD8515 Approved
0.8047 Intermediate Similarity NPD8516 Approved
0.7907 Intermediate Similarity NPD8513 Phase 3
0.7895 Intermediate Similarity NPD7319 Approved
0.7829 Intermediate Similarity NPD8377 Approved
0.7829 Intermediate Similarity NPD8294 Approved
0.782 Intermediate Similarity NPD7736 Approved
0.7805 Intermediate Similarity NPD6686 Approved
0.7803 Intermediate Similarity NPD7507 Approved
0.7778 Intermediate Similarity NPD8133 Approved
0.7769 Intermediate Similarity NPD8033 Approved
0.7769 Intermediate Similarity NPD8296 Approved
0.7769 Intermediate Similarity NPD8380 Approved
0.7769 Intermediate Similarity NPD8335 Approved
0.7769 Intermediate Similarity NPD8379 Approved
0.7769 Intermediate Similarity NPD8378 Approved
0.7742 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7481 Intermediate Similarity NPD8293 Discontinued
0.7481 Intermediate Similarity NPD7516 Approved
0.7444 Intermediate Similarity NPD6370 Approved
0.7405 Intermediate Similarity NPD7328 Approved
0.7405 Intermediate Similarity NPD7327 Approved
0.7381 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD7503 Approved
0.7344 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7492 Approved
0.7293 Intermediate Similarity NPD6054 Approved
0.7293 Intermediate Similarity NPD6319 Approved
0.7279 Intermediate Similarity NPD6616 Approved
0.7226 Intermediate Similarity NPD7078 Approved
0.7197 Intermediate Similarity NPD7115 Discovery
0.7165 Intermediate Similarity NPD6412 Phase 2
0.7164 Intermediate Similarity NPD6059 Approved
0.7154 Intermediate Similarity NPD8297 Approved
0.7154 Intermediate Similarity NPD4225 Approved
0.7154 Intermediate Similarity NPD6882 Approved
0.7111 Intermediate Similarity NPD6015 Approved
0.7111 Intermediate Similarity NPD6016 Approved
0.7073 Intermediate Similarity NPD7902 Approved
0.7068 Intermediate Similarity NPD6009 Approved
0.7059 Intermediate Similarity NPD5988 Approved
0.7016 Intermediate Similarity NPD7638 Approved
0.6978 Remote Similarity NPD8074 Phase 3
0.6967 Remote Similarity NPD7748 Approved
0.696 Remote Similarity NPD7640 Approved
0.696 Remote Similarity NPD7639 Approved
0.6947 Remote Similarity NPD6650 Approved
0.6947 Remote Similarity NPD6649 Approved
0.6923 Remote Similarity NPD6372 Approved
0.6923 Remote Similarity NPD6373 Approved
0.6923 Remote Similarity NPD4061 Clinical (unspecified phase)
0.687 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6861 Remote Similarity NPD6921 Approved
0.6846 Remote Similarity NPD6881 Approved
0.6846 Remote Similarity NPD6899 Approved
0.6842 Remote Similarity NPD4632 Approved
0.6829 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6829 Remote Similarity NPD7900 Approved
0.6822 Remote Similarity NPD6675 Approved
0.6822 Remote Similarity NPD7128 Approved
0.6822 Remote Similarity NPD6402 Approved
0.6822 Remote Similarity NPD5739 Approved
0.6818 Remote Similarity NPD8130 Phase 1
0.6803 Remote Similarity NPD7515 Phase 2
0.6769 Remote Similarity NPD5697 Approved
0.6746 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6742 Remote Similarity NPD6883 Approved
0.6742 Remote Similarity NPD7290 Approved
0.6742 Remote Similarity NPD7102 Approved
0.6718 Remote Similarity NPD7320 Approved
0.6692 Remote Similarity NPD6847 Approved
0.6692 Remote Similarity NPD6617 Approved
0.6692 Remote Similarity NPD6869 Approved
0.669 Remote Similarity NPD6033 Approved
0.6667 Remote Similarity NPD6014 Approved
0.6667 Remote Similarity NPD6013 Approved
0.6667 Remote Similarity NPD6012 Approved
0.6643 Remote Similarity NPD7604 Phase 2
0.6643 Remote Similarity NPD7829 Approved
0.6643 Remote Similarity NPD7830 Approved
0.6641 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6641 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6641 Remote Similarity NPD5701 Approved
0.6619 Remote Similarity NPD5983 Phase 2
0.6617 Remote Similarity NPD4634 Approved
0.6615 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6591 Remote Similarity NPD6011 Approved
0.6587 Remote Similarity NPD7799 Discontinued
0.6585 Remote Similarity NPD46 Approved
0.6585 Remote Similarity NPD6698 Approved
0.6554 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6552 Remote Similarity NPD7260 Phase 2
0.6549 Remote Similarity NPD6336 Discontinued
0.6512 Remote Similarity NPD5344 Discontinued
0.6503 Remote Similarity NPD8448 Approved
0.6486 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6483 Remote Similarity NPD8391 Approved
0.6483 Remote Similarity NPD8390 Approved
0.6483 Remote Similarity NPD8392 Approved
0.6462 Remote Similarity NPD7632 Discontinued
0.6444 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6434 Remote Similarity NPD8451 Approved
0.6433 Remote Similarity NPD8368 Discontinued
0.6419 Remote Similarity NPD8415 Approved
0.64 Remote Similarity NPD6411 Approved
0.64 Remote Similarity NPD7983 Approved
0.6387 Remote Similarity NPD7625 Phase 1
0.6377 Remote Similarity NPD6274 Approved
0.637 Remote Similarity NPD6371 Approved
0.6357 Remote Similarity NPD7101 Approved
0.6357 Remote Similarity NPD7100 Approved
0.6349 Remote Similarity NPD5778 Approved
0.6349 Remote Similarity NPD5779 Approved
0.6338 Remote Similarity NPD8080 Discontinued
0.6336 Remote Similarity NPD5211 Phase 2
0.6322 Remote Similarity NPD8407 Phase 2
0.632 Remote Similarity NPD7838 Discovery
0.6316 Remote Similarity NPD6008 Approved
0.6308 Remote Similarity NPD5286 Approved
0.6308 Remote Similarity NPD5285 Approved
0.6308 Remote Similarity NPD4696 Approved
0.6294 Remote Similarity NPD6067 Discontinued
0.6294 Remote Similarity NPD7642 Approved
0.6286 Remote Similarity NPD6335 Approved
0.6284 Remote Similarity NPD6845 Suspended
0.6279 Remote Similarity NPD6084 Phase 2
0.6279 Remote Similarity NPD4755 Approved
0.6279 Remote Similarity NPD6083 Phase 2
0.6277 Remote Similarity NPD6053 Discontinued
0.627 Remote Similarity NPD8035 Phase 2
0.627 Remote Similarity NPD8034 Phase 2
0.6268 Remote Similarity NPD8444 Approved
0.6259 Remote Similarity NPD6868 Approved
0.6257 Remote Similarity NPD8470 Clinical (unspecified phase)
0.625 Remote Similarity NPD8299 Approved
0.625 Remote Similarity NPD8342 Approved
0.625 Remote Similarity NPD8341 Approved
0.625 Remote Similarity NPD8340 Approved
0.6241 Remote Similarity NPD5141 Approved
0.624 Remote Similarity NPD5764 Clinical (unspecified phase)
0.624 Remote Similarity NPD6101 Approved
0.622 Remote Similarity NPD6399 Phase 3
0.6214 Remote Similarity NPD6317 Approved
0.6212 Remote Similarity NPD5225 Approved
0.6212 Remote Similarity NPD5226 Approved
0.6212 Remote Similarity NPD5224 Approved
0.6212 Remote Similarity NPD4633 Approved
0.621 Remote Similarity NPD3573 Approved
0.6202 Remote Similarity NPD4697 Phase 3
0.6202 Remote Similarity NPD5221 Approved
0.6202 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6202 Remote Similarity NPD5222 Approved
0.6201 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6183 Remote Similarity NPD4700 Approved
0.6183 Remote Similarity NPD6648 Approved
0.618 Remote Similarity NPD8435 Approved
0.617 Remote Similarity NPD6313 Approved
0.617 Remote Similarity NPD6314 Approved
0.6165 Remote Similarity NPD5175 Approved
0.6165 Remote Similarity NPD5174 Approved
0.6154 Remote Similarity NPD5173 Approved
0.6154 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6909 Approved
0.6154 Remote Similarity NPD6908 Approved
0.6149 Remote Similarity NPD5956 Approved
0.6142 Remote Similarity NPD6079 Approved
0.6141 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6136 Remote Similarity NPD5223 Approved
0.6133 Remote Similarity NPD8450 Suspended
0.6124 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6122 Remote Similarity NPD8337 Approved
0.6122 Remote Similarity NPD8336 Approved
0.6111 Remote Similarity NPD5328 Approved
0.6111 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6107 Remote Similarity NPD5696 Approved
0.6103 Remote Similarity NPD4729 Approved
0.6103 Remote Similarity NPD4730 Approved
0.6096 Remote Similarity NPD8320 Phase 1
0.6096 Remote Similarity NPD8319 Approved
0.6094 Remote Similarity NPD8171 Discontinued
0.6089 Remote Similarity NPD8361 Approved
0.6089 Remote Similarity NPD8360 Approved
0.6083 Remote Similarity NPD7329 Approved
0.6083 Remote Similarity NPD7645 Phase 2
0.608 Remote Similarity NPD8312 Approved
0.608 Remote Similarity NPD8313 Approved
0.6077 Remote Similarity NPD7839 Suspended
0.6074 Remote Similarity NPD4767 Approved
0.6074 Remote Similarity NPD4768 Approved
0.6067 Remote Similarity NPD8449 Approved
0.6067 Remote Similarity NPD8338 Approved
0.6067 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6056 Remote Similarity NPD7641 Discontinued
0.6042 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6032 Remote Similarity NPD5737 Approved
0.6032 Remote Similarity NPD6672 Approved
0.6014 Remote Similarity NPD5250 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