Structure

Physi-Chem Properties

Molecular Weight:  780.39
Volume:  767.728
LogP:  2.043
LogD:  1.581
LogS:  -4.133
# Rotatable Bonds:  11
TPSA:  246.81
# H-Bond Aceptor:  15
# H-Bond Donor:  7
# Rings:  6
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.088
Synthetic Accessibility Score:  5.959
Fsp3:  0.85
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  3
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.1
MDCK Permeability:  7.831536640878767e-05
Pgp-inhibitor:  0.886
Pgp-substrate:  0.147
Human Intestinal Absorption (HIA):  0.917
20% Bioavailability (F20%):  0.01
30% Bioavailability (F30%):  0.99

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.123
Plasma Protein Binding (PPB):  91.26599884033203%
Volume Distribution (VD):  0.626
Pgp-substrate:  3.9868381023406982%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.095
CYP2C19-inhibitor:  0.005
CYP2C19-substrate:  0.11
CYP2C9-inhibitor:  0.006
CYP2C9-substrate:  0.028
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.088
CYP3A4-inhibitor:  0.013
CYP3A4-substrate:  0.058

ADMET: Excretion

Clearance (CL):  1.073
Half-life (T1/2):  0.622

ADMET: Toxicity

hERG Blockers:  0.053
Human Hepatotoxicity (H-HT):  0.264
Drug-inuced Liver Injury (DILI):  0.779
AMES Toxicity:  0.11
Rat Oral Acute Toxicity:  0.308
Maximum Recommended Daily Dose:  0.77
Skin Sensitization:  0.052
Carcinogencity:  0.317
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.529

Download Data

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

  Natural Product: NPC469841

Natural Product ID:  NPC469841
Common Name*:   Pandaroside J
IUPAC Name:   (2S,3S,4S,5R,6R)-3,4-dihydroxy-6-[[(3S,5S,8R,9S,10S,13S,14R)-16-hydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylidene-4-oxoheptan-2-yl]-15-oxo-1,2,3,4,5,6,7,8,9,11,12,14-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
Synonyms:   Pandaroside J
Standard InCHIKey:  QDVZHPIVXHUQCT-CCDKUVBCSA-N
Standard InCHI:  InChI=1S/C40H60O15/c1-16(2)18(4)23(42)13-17(3)25-28(44)29(45)26-21-8-7-19-14-20(9-11-39(19,5)22(21)10-12-40(25,26)6)52-38-35(32(48)31(47)34(54-38)36(50)51)55-37-33(49)30(46)27(43)24(15-41)53-37/h16-17,19-22,24,26-27,30-35,37-38,41,43-44,46-49H,4,7-15H2,1-3,5-6H3,(H,50,51)/t17-,19+,20+,21-,22+,24-,26+,27-,30+,31+,32+,33-,34+,35-,37+,38-,39+,40-/m1/s1
SMILES:  CC(C)C(=C)C(=O)CC(C)C1=C(C(=O)C2C1(CCC3C2CCC4C3(CCC(C4)OC5C(C(C(C(O5)C(=O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1214458
PubChem CID:   49863904
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001013] Steroidal glycosides
          • [CHEMONTID:0001447] Steroid glucuronide conjugates

*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
NPO20847 Pandaros acanthifolium Species Clathriidae Eukaryota n.a. n.a. n.a. PMID[20614907]
NPO20847 Pandaros acanthifolium Species Clathriidae Eukaryota n.a. Caribbean n.a. PMID[23245401]
NPO20847 Pandaros acanthifolium Species Clathriidae 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
NPT839 Cell Line L6 Rattus norvegicus Activity = 78.0 uM PMID[475090]
NPT844 Organism Trypanosoma brucei rhodesiense Trypanosoma brucei rhodesiense IC50 = 14500.0 nM PMID[475090]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 83400.0 nM PMID[475090]
NPT633 Organism Leishmania donovani Leishmania donovani IC50 = 36100.0 nM PMID[475090]
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 24300.0 nM PMID[475090]

☑ 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 NPC469841 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 NPC469842
0.9737 High Similarity NPC258815
0.9737 High Similarity NPC241310
0.9737 High Similarity NPC131841
0.9737 High Similarity NPC47567
0.9737 High Similarity NPC412
0.9737 High Similarity NPC194310
0.9737 High Similarity NPC169727
0.9737 High Similarity NPC258789
0.9655 High Similarity NPC177820
0.9655 High Similarity NPC7850
0.9655 High Similarity NPC30188
0.9655 High Similarity NPC6615
0.9561 High Similarity NPC258592
0.9561 High Similarity NPC178548
0.9397 High Similarity NPC278163
0.9397 High Similarity NPC187950
0.9153 High Similarity NPC471965
0.9083 High Similarity NPC285091
0.9076 High Similarity NPC14617
0.9076 High Similarity NPC202666
0.9076 High Similarity NPC471961
0.9076 High Similarity NPC262199
0.9076 High Similarity NPC471964
0.9 High Similarity NPC471962
0.9 High Similarity NPC247315
0.9 High Similarity NPC471963
0.8898 High Similarity NPC475171
0.8898 High Similarity NPC114441
0.8898 High Similarity NPC469945
0.8898 High Similarity NPC157868
0.8898 High Similarity NPC214484
0.8898 High Similarity NPC35405
0.8898 High Similarity NPC180550
0.8898 High Similarity NPC11551
0.8898 High Similarity NPC473884
0.8898 High Similarity NPC39211
0.8898 High Similarity NPC208381
0.8898 High Similarity NPC309780
0.8898 High Similarity NPC6377
0.8898 High Similarity NPC472949
0.8833 High Similarity NPC107966
0.8833 High Similarity NPC40775
0.8833 High Similarity NPC249848
0.8833 High Similarity NPC162574
0.8833 High Similarity NPC235438
0.8814 High Similarity NPC286347
0.876 High Similarity NPC30735
0.876 High Similarity NPC281148
0.876 High Similarity NPC235405
0.875 High Similarity NPC31193
0.875 High Similarity NPC22956
0.875 High Similarity NPC301449
0.875 High Similarity NPC64715
0.875 High Similarity NPC222580
0.875 High Similarity NPC297263
0.875 High Similarity NPC171544
0.875 High Similarity NPC470478
0.875 High Similarity NPC159309
0.875 High Similarity NPC62725
0.875 High Similarity NPC223301
0.875 High Similarity NPC31838
0.875 High Similarity NPC75417
0.875 High Similarity NPC11242
0.875 High Similarity NPC104372
0.875 High Similarity NPC86222
0.875 High Similarity NPC114484
0.875 High Similarity NPC242840
0.8739 High Similarity NPC127530
0.8739 High Similarity NPC319570
0.8729 High Similarity NPC224121
0.871 High Similarity NPC477196
0.871 High Similarity NPC309096
0.871 High Similarity NPC54614
0.8689 High Similarity NPC130229
0.8689 High Similarity NPC470477
0.8678 High Similarity NPC21691
0.8678 High Similarity NPC475591
0.8678 High Similarity NPC10607
0.8678 High Similarity NPC187290
0.8678 High Similarity NPC275343
0.8678 High Similarity NPC4749
0.8678 High Similarity NPC80986
0.8678 High Similarity NPC236870
0.8678 High Similarity NPC213952
0.8667 High Similarity NPC236657
0.8667 High Similarity NPC118440
0.8667 High Similarity NPC294112
0.8655 High Similarity NPC239293
0.864 High Similarity NPC25998
0.864 High Similarity NPC478155
0.864 High Similarity NPC477197
0.8629 High Similarity NPC475636
0.8629 High Similarity NPC295220
0.8629 High Similarity NPC477194
0.8629 High Similarity NPC477191
0.8629 High Similarity NPC477192
0.8629 High Similarity NPC477193
0.8618 High Similarity NPC469947
0.8618 High Similarity NPC87662
0.8618 High Similarity NPC470218
0.8618 High Similarity NPC181066
0.8607 High Similarity NPC200049
0.8607 High Similarity NPC141196
0.8607 High Similarity NPC238005
0.8607 High Similarity NPC257211
0.8607 High Similarity NPC258617
0.8607 High Similarity NPC44716
0.8607 High Similarity NPC227397
0.8607 High Similarity NPC2370
0.8607 High Similarity NPC1980
0.8607 High Similarity NPC478066
0.8607 High Similarity NPC302543
0.8607 High Similarity NPC283417
0.8595 High Similarity NPC187618
0.8595 High Similarity NPC302887
0.8595 High Similarity NPC275675
0.8594 High Similarity NPC190065
0.8594 High Similarity NPC471089
0.8594 High Similarity NPC141215
0.8583 High Similarity NPC473920
0.8583 High Similarity NPC192791
0.8571 High Similarity NPC478152
0.8571 High Similarity NPC478154
0.8571 High Similarity NPC476776
0.8571 High Similarity NPC478150
0.8571 High Similarity NPC477195
0.8571 High Similarity NPC477252
0.8571 High Similarity NPC309433
0.8571 High Similarity NPC478153
0.856 High Similarity NPC47995
0.856 High Similarity NPC280029
0.856 High Similarity NPC82380
0.856 High Similarity NPC477076
0.856 High Similarity NPC252289
0.856 High Similarity NPC107536
0.856 High Similarity NPC88311
0.856 High Similarity NPC9470
0.856 High Similarity NPC115656
0.856 High Similarity NPC273878
0.856 High Similarity NPC97918
0.856 High Similarity NPC265841
0.856 High Similarity NPC477079
0.856 High Similarity NPC141600
0.856 High Similarity NPC244296
0.856 High Similarity NPC252657
0.856 High Similarity NPC269484
0.856 High Similarity NPC472267
0.856 High Similarity NPC305793
0.856 High Similarity NPC470913
0.856 High Similarity NPC477077
0.856 High Similarity NPC1314
0.856 High Similarity NPC470518
0.856 High Similarity NPC11577
0.8559 High Similarity NPC165439
0.8537 High Similarity NPC33068
0.8537 High Similarity NPC160452
0.8527 High Similarity NPC295885
0.8527 High Similarity NPC596
0.8527 High Similarity NPC140045
0.8525 High Similarity NPC131469
0.8525 High Similarity NPC313110
0.8516 High Similarity NPC262813
0.8504 High Similarity NPC476779
0.8504 High Similarity NPC478151
0.85 High Similarity NPC109588
0.85 High Similarity NPC176005
0.8492 Intermediate Similarity NPC476074
0.8492 Intermediate Similarity NPC262796
0.8492 Intermediate Similarity NPC329993
0.8492 Intermediate Similarity NPC475377
0.8492 Intermediate Similarity NPC264566
0.8492 Intermediate Similarity NPC134914
0.8492 Intermediate Similarity NPC172374
0.8492 Intermediate Similarity NPC476780
0.8492 Intermediate Similarity NPC45346
0.8492 Intermediate Similarity NPC478064
0.8492 Intermediate Similarity NPC476775
0.8492 Intermediate Similarity NPC173435
0.8492 Intermediate Similarity NPC301639
0.8492 Intermediate Similarity NPC476774
0.8492 Intermediate Similarity NPC475167
0.8492 Intermediate Similarity NPC478065
0.8492 Intermediate Similarity NPC271610
0.8487 Intermediate Similarity NPC88945
0.848 Intermediate Similarity NPC69273
0.848 Intermediate Similarity NPC477078
0.848 Intermediate Similarity NPC475281
0.848 Intermediate Similarity NPC329923
0.848 Intermediate Similarity NPC293623
0.848 Intermediate Similarity NPC477075
0.848 Intermediate Similarity NPC168899
0.8475 Intermediate Similarity NPC73986
0.8468 Intermediate Similarity NPC198714
0.8468 Intermediate Similarity NPC284449
0.8468 Intermediate Similarity NPC475368
0.8468 Intermediate Similarity NPC47113
0.8468 Intermediate Similarity NPC174367
0.8468 Intermediate Similarity NPC273962
0.8462 Intermediate Similarity NPC11035

  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 NPC469841 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
0.9076 High Similarity NPD8328 Phase 3
0.8729 High Similarity NPD8295 Clinical (unspecified phase)
0.848 Intermediate Similarity NPD7736 Approved
0.811 Intermediate Similarity NPD8293 Discontinued
0.808 Intermediate Similarity NPD6370 Approved
0.7984 Intermediate Similarity NPD7319 Approved
0.7983 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7953 Intermediate Similarity NPD7492 Approved
0.792 Intermediate Similarity NPD6319 Approved
0.792 Intermediate Similarity NPD6054 Approved
0.7891 Intermediate Similarity NPD7507 Approved
0.7891 Intermediate Similarity NPD6616 Approved
0.7869 Intermediate Similarity NPD8133 Approved
0.7829 Intermediate Similarity NPD7078 Approved
0.7815 Intermediate Similarity NPD6412 Phase 2
0.7787 Intermediate Similarity NPD6882 Approved
0.7787 Intermediate Similarity NPD8297 Approved
0.7778 Intermediate Similarity NPD6059 Approved
0.775 Intermediate Similarity NPD6686 Approved
0.7717 Intermediate Similarity NPD6016 Approved
0.7717 Intermediate Similarity NPD6015 Approved
0.768 Intermediate Similarity NPD6009 Approved
0.7656 Intermediate Similarity NPD5988 Approved
0.7638 Intermediate Similarity NPD8377 Approved
0.7638 Intermediate Similarity NPD8294 Approved
0.7578 Intermediate Similarity NPD8380 Approved
0.7578 Intermediate Similarity NPD8296 Approved
0.7578 Intermediate Similarity NPD8335 Approved
0.7578 Intermediate Similarity NPD8379 Approved
0.7578 Intermediate Similarity NPD8378 Approved
0.7578 Intermediate Similarity NPD8033 Approved
0.7561 Intermediate Similarity NPD6649 Approved
0.7561 Intermediate Similarity NPD6650 Approved
0.7541 Intermediate Similarity NPD6372 Approved
0.7541 Intermediate Similarity NPD6373 Approved
0.75 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD6881 Approved
0.7459 Intermediate Similarity NPD6899 Approved
0.744 Intermediate Similarity NPD4632 Approved
0.7438 Intermediate Similarity NPD6402 Approved
0.7438 Intermediate Similarity NPD5739 Approved
0.7438 Intermediate Similarity NPD6675 Approved
0.7438 Intermediate Similarity NPD7128 Approved
0.7419 Intermediate Similarity NPD8130 Phase 1
0.7377 Intermediate Similarity NPD5697 Approved
0.7344 Intermediate Similarity NPD7328 Approved
0.7344 Intermediate Similarity NPD7327 Approved
0.7339 Intermediate Similarity NPD6883 Approved
0.7339 Intermediate Similarity NPD7290 Approved
0.7339 Intermediate Similarity NPD7102 Approved
0.7317 Intermediate Similarity NPD7320 Approved
0.7308 Intermediate Similarity NPD8517 Approved
0.7308 Intermediate Similarity NPD8513 Phase 3
0.7308 Intermediate Similarity NPD8515 Approved
0.7308 Intermediate Similarity NPD7503 Approved
0.7308 Intermediate Similarity NPD8516 Approved
0.7287 Intermediate Similarity NPD7516 Approved
0.728 Intermediate Similarity NPD6869 Approved
0.728 Intermediate Similarity NPD6847 Approved
0.728 Intermediate Similarity NPD6617 Approved
0.7258 Intermediate Similarity NPD6013 Approved
0.7258 Intermediate Similarity NPD6012 Approved
0.7258 Intermediate Similarity NPD6014 Approved
0.7239 Intermediate Similarity NPD6033 Approved
0.7236 Intermediate Similarity NPD5701 Approved
0.72 Intermediate Similarity NPD4634 Approved
0.7197 Intermediate Similarity NPD7604 Phase 2
0.7177 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD6011 Approved
0.7176 Intermediate Similarity NPD5983 Phase 2
0.7143 Intermediate Similarity NPD7902 Approved
0.7132 Intermediate Similarity NPD7115 Discovery
0.709 Intermediate Similarity NPD6336 Discontinued
0.7034 Intermediate Similarity NPD7748 Approved
0.7008 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6083 Phase 2
0.7 Intermediate Similarity NPD6084 Phase 2
0.6992 Remote Similarity NPD8080 Discontinued
0.6923 Remote Similarity NPD6274 Approved
0.6894 Remote Similarity NPD7101 Approved
0.6894 Remote Similarity NPD7100 Approved
0.6891 Remote Similarity NPD7900 Approved
0.6891 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6885 Remote Similarity NPD4696 Approved
0.6885 Remote Similarity NPD5286 Approved
0.6885 Remote Similarity NPD5285 Approved
0.6875 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6864 Remote Similarity NPD7515 Phase 2
0.6864 Remote Similarity NPD8034 Phase 2
0.6864 Remote Similarity NPD8035 Phase 2
0.6861 Remote Similarity NPD8336 Approved
0.6861 Remote Similarity NPD8337 Approved
0.686 Remote Similarity NPD4755 Approved
0.6818 Remote Similarity NPD6335 Approved
0.6807 Remote Similarity NPD6399 Phase 3
0.6803 Remote Similarity NPD5696 Approved
0.6803 Remote Similarity NPD7638 Approved
0.6794 Remote Similarity NPD6868 Approved
0.6791 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6777 Remote Similarity NPD4697 Phase 3
0.6777 Remote Similarity NPD5221 Approved
0.6777 Remote Similarity NPD5222 Approved
0.6777 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6774 Remote Similarity NPD5225 Approved
0.6774 Remote Similarity NPD4633 Approved
0.6774 Remote Similarity NPD5226 Approved
0.6774 Remote Similarity NPD5224 Approved
0.6774 Remote Similarity NPD5211 Phase 2
0.6763 Remote Similarity NPD5956 Approved
0.6752 Remote Similarity NPD6672 Approved
0.6752 Remote Similarity NPD5737 Approved
0.6748 Remote Similarity NPD4700 Approved
0.6748 Remote Similarity NPD7639 Approved
0.6748 Remote Similarity NPD7640 Approved
0.6746 Remote Similarity NPD6008 Approved
0.6742 Remote Similarity NPD6317 Approved
0.6723 Remote Similarity NPD6079 Approved
0.6721 Remote Similarity NPD5173 Approved
0.672 Remote Similarity NPD5175 Approved
0.672 Remote Similarity NPD5174 Approved
0.6695 Remote Similarity NPD5328 Approved
0.6694 Remote Similarity NPD5223 Approved
0.6694 Remote Similarity NPD5695 Phase 3
0.6693 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6692 Remote Similarity NPD6314 Approved
0.6692 Remote Similarity NPD6313 Approved
0.6691 Remote Similarity NPD6067 Discontinued
0.6667 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD8171 Discontinued
0.6667 Remote Similarity NPD5141 Approved
0.6667 Remote Similarity NPD6908 Approved
0.6667 Remote Similarity NPD6921 Approved
0.6667 Remote Similarity NPD6909 Approved
0.6641 Remote Similarity NPD4730 Approved
0.6641 Remote Similarity NPD4729 Approved
0.6614 Remote Similarity NPD4767 Approved
0.6614 Remote Similarity NPD4768 Approved
0.6612 Remote Similarity NPD5282 Discontinued
0.6589 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6549 Remote Similarity NPD8338 Approved
0.6547 Remote Similarity NPD8074 Phase 3
0.6544 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5248 Approved
0.6538 Remote Similarity NPD5247 Approved
0.6538 Remote Similarity NPD5250 Approved
0.6538 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5249 Phase 3
0.6538 Remote Similarity NPD6371 Approved
0.6538 Remote Similarity NPD5251 Approved
0.6524 Remote Similarity NPD7799 Discontinued
0.6512 Remote Similarity NPD5128 Approved
0.6496 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6493 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6483 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6479 Remote Similarity NPD7260 Phase 2
0.6471 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6457 Remote Similarity NPD4754 Approved
0.6446 Remote Similarity NPD6411 Approved
0.6441 Remote Similarity NPD3618 Phase 1
0.6438 Remote Similarity NPD6333 Approved
0.6438 Remote Similarity NPD6334 Approved
0.6423 Remote Similarity NPD4629 Approved
0.6423 Remote Similarity NPD5210 Approved
0.6417 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6417 Remote Similarity NPD6673 Approved
0.6417 Remote Similarity NPD6904 Approved
0.6417 Remote Similarity NPD6080 Approved
0.6417 Remote Similarity NPD4753 Phase 2
0.6387 Remote Similarity NPD3573 Approved
0.6378 Remote Similarity NPD7632 Discontinued
0.6364 Remote Similarity NPD5215 Approved
0.6364 Remote Similarity NPD5217 Approved
0.6364 Remote Similarity NPD5216 Approved
0.6331 Remote Similarity NPD7829 Approved
0.6331 Remote Similarity NPD7830 Approved
0.6324 Remote Similarity NPD7641 Discontinued
0.6319 Remote Similarity NPD6845 Suspended
0.6316 Remote Similarity NPD6053 Discontinued
0.6311 Remote Similarity NPD7983 Approved
0.6308 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6303 Remote Similarity NPD7334 Approved
0.6303 Remote Similarity NPD6684 Approved
0.6303 Remote Similarity NPD7146 Approved
0.6303 Remote Similarity NPD5330 Approved
0.6303 Remote Similarity NPD7521 Approved
0.6303 Remote Similarity NPD6409 Approved
0.6301 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6296 Remote Similarity NPD6940 Discontinued
0.629 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6288 Remote Similarity NPD5135 Approved
0.6288 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6288 Remote Similarity NPD5169 Approved
0.6281 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6281 Remote Similarity NPD6101 Approved
0.6277 Remote Similarity NPD4522 Approved
0.6271 Remote Similarity NPD4786 Approved
0.627 Remote Similarity NPD8029 Clinical (unspecified phase)
0.626 Remote Similarity NPD5168 Approved
0.626 Remote Similarity NPD4202 Approved
0.6241 Remote Similarity NPD5127 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