Structure

Physi-Chem Properties

Molecular Weight:  762.38
Volume:  756.302
LogP:  2.379
LogD:  2.142
LogS:  -4.753
# Rotatable Bonds:  10
TPSA:  215.58
# H-Bond Aceptor:  14
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.098
Synthetic Accessibility Score:  5.994
Fsp3:  0.8
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  2
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.32
MDCK Permeability:  8.038424130063504e-05
Pgp-inhibitor:  0.999
Pgp-substrate:  0.992
Human Intestinal Absorption (HIA):  0.563
20% Bioavailability (F20%):  0.004
30% Bioavailability (F30%):  0.98

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.047
Plasma Protein Binding (PPB):  84.4749526977539%
Volume Distribution (VD):  1.517
Pgp-substrate:  5.272149562835693%

ADMET: Metabolism

CYP1A2-inhibitor:  0.007
CYP1A2-substrate:  0.949
CYP2C19-inhibitor:  0.015
CYP2C19-substrate:  0.541
CYP2C9-inhibitor:  0.048
CYP2C9-substrate:  0.008
CYP2D6-inhibitor:  0.006
CYP2D6-substrate:  0.088
CYP3A4-inhibitor:  0.144
CYP3A4-substrate:  0.155

ADMET: Excretion

Clearance (CL):  0.968
Half-life (T1/2):  0.195

ADMET: Toxicity

hERG Blockers:  0.155
Human Hepatotoxicity (H-HT):  0.259
Drug-inuced Liver Injury (DILI):  0.402
AMES Toxicity:  0.546
Rat Oral Acute Toxicity:  0.26
Maximum Recommended Daily Dose:  0.93
Skin Sensitization:  0.304
Carcinogencity:  0.249
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.972

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

  Natural Product: NPC6615

Natural Product ID:  NPC6615
Common Name*:   Methyl Ester Pandaroside E
IUPAC Name:   methyl (2S,3S,4S,5R,6R)-3,5-dihydroxy-6-[[(3S,5S,10S,13S,14R)-16-hydroxy-10,13-dimethyl-17-[(2R)-6-methyl-5-methylidene-4-oxoheptan-2-yl]-15-oxo-1,2,3,4,5,6,7,11,12,14-decahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylate
Synonyms:   Methyl Ester Pandaroside E
Standard InCHIKey:  OSSZCSYISLNNSL-SPFWUMELSA-N
Standard InCHI:  InChI=1S/C40H58O14/c1-17(2)19(4)24(41)14-18(3)26-29(44)30(45)27-22-9-8-20-15-21(10-12-39(20,5)23(22)11-13-40(26,27)6)52-38-33(48)34(32(47)35(54-38)36(49)50-7)53-37-31(46)28(43)25(42)16-51-37/h17-18,20-21,25,27-28,31-35,37-38,42-44,46-48H,4,8-16H2,1-3,5-7H3/t18-,20+,21+,25-,27+,28+,31-,32+,33-,34+,35+,37+,38-,39+,40-/m1/s1
SMILES:  COC(=O)[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2)CCC2=C3CC[C@]3([C@@H]2C(=O)C(=C3[C@@H](CC(=O)C(=C)C(C)C)C)O)C)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1214459
PubChem CID:   46918925
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 = 76.9 uM PMID[486005]
NPT844 Organism Trypanosoma brucei rhodesiense Trypanosoma brucei rhodesiense IC50 = 14300.0 nM PMID[486005]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 61900.0 nM PMID[486005]
NPT633 Organism Leishmania donovani Leishmania donovani IC50 = 41300.0 nM PMID[486005]
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 5900.0 nM PMID[486005]

☑ 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 NPC6615 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 NPC7850
0.9737 High Similarity NPC187950
0.9737 High Similarity NPC278163
0.9655 High Similarity NPC177820
0.9655 High Similarity NPC469841
0.9655 High Similarity NPC469842
0.9655 High Similarity NPC30188
0.9397 High Similarity NPC412
0.9397 High Similarity NPC258789
0.9397 High Similarity NPC258815
0.9397 High Similarity NPC47567
0.9397 High Similarity NPC194310
0.9397 High Similarity NPC169727
0.9397 High Similarity NPC131841
0.9397 High Similarity NPC241310
0.9224 High Similarity NPC258592
0.9224 High Similarity NPC178548
0.9 High Similarity NPC130229
0.8992 High Similarity NPC471965
0.8926 High Similarity NPC285091
0.8917 High Similarity NPC238005
0.8917 High Similarity NPC202666
0.8917 High Similarity NPC471964
0.8917 High Similarity NPC14617
0.8917 High Similarity NPC141196
0.8917 High Similarity NPC471961
0.8917 High Similarity NPC1980
0.8917 High Similarity NPC262199
0.8843 High Similarity NPC471963
0.8843 High Similarity NPC247315
0.8843 High Similarity NPC471962
0.8814 High Similarity NPC176005
0.877 High Similarity NPC198714
0.875 High Similarity NPC42675
0.8739 High Similarity NPC127530
0.8739 High Similarity NPC214484
0.8739 High Similarity NPC475171
0.8739 High Similarity NPC469945
0.8739 High Similarity NPC309780
0.8739 High Similarity NPC6377
0.8739 High Similarity NPC208381
0.8739 High Similarity NPC180550
0.8739 High Similarity NPC11551
0.8739 High Similarity NPC157868
0.8739 High Similarity NPC473884
0.8739 High Similarity NPC35405
0.8739 High Similarity NPC319570
0.8739 High Similarity NPC39211
0.8739 High Similarity NPC472949
0.8739 High Similarity NPC114441
0.871 High Similarity NPC309096
0.871 High Similarity NPC54614
0.8689 High Similarity NPC190846
0.8689 High Similarity NPC277191
0.8678 High Similarity NPC162574
0.8678 High Similarity NPC275343
0.8678 High Similarity NPC107966
0.8678 High Similarity NPC249848
0.8678 High Similarity NPC216866
0.8678 High Similarity NPC40775
0.8678 High Similarity NPC235438
0.8667 High Similarity NPC476849
0.8655 High Similarity NPC286347
0.8644 High Similarity NPC31797
0.8629 High Similarity NPC245094
0.8629 High Similarity NPC475636
0.8629 High Similarity NPC295220
0.8618 High Similarity NPC87662
0.8607 High Similarity NPC30735
0.8607 High Similarity NPC227397
0.8607 High Similarity NPC281148
0.8607 High Similarity NPC235405
0.8595 High Similarity NPC22956
0.8595 High Similarity NPC31193
0.8595 High Similarity NPC114484
0.8595 High Similarity NPC171544
0.8595 High Similarity NPC31838
0.8595 High Similarity NPC202051
0.8595 High Similarity NPC64715
0.8595 High Similarity NPC62725
0.8595 High Similarity NPC222580
0.8595 High Similarity NPC159309
0.8595 High Similarity NPC86222
0.8595 High Similarity NPC75417
0.8595 High Similarity NPC11242
0.8595 High Similarity NPC297263
0.8595 High Similarity NPC242840
0.8595 High Similarity NPC275675
0.8595 High Similarity NPC223301
0.8595 High Similarity NPC301449
0.8595 High Similarity NPC104372
0.8594 High Similarity NPC190065
0.8594 High Similarity NPC471089
0.8594 High Similarity NPC141215
0.8583 High Similarity NPC473920
0.8571 High Similarity NPC224121
0.8571 High Similarity NPC309433
0.856 High Similarity NPC477196
0.8559 High Similarity NPC165439
0.8547 High Similarity NPC233003
0.8537 High Similarity NPC470477
0.8527 High Similarity NPC295885
0.8527 High Similarity NPC596
0.8527 High Similarity NPC140045
0.8525 High Similarity NPC80986
0.8525 High Similarity NPC213952
0.8525 High Similarity NPC21691
0.8525 High Similarity NPC187290
0.8525 High Similarity NPC4749
0.8525 High Similarity NPC475591
0.8525 High Similarity NPC236870
0.8525 High Similarity NPC10607
0.8516 High Similarity NPC262813
0.8512 High Similarity NPC294112
0.8512 High Similarity NPC118440
0.8512 High Similarity NPC236657
0.8492 Intermediate Similarity NPC213634
0.8492 Intermediate Similarity NPC25998
0.8492 Intermediate Similarity NPC478155
0.8492 Intermediate Similarity NPC477197
0.848 Intermediate Similarity NPC69273
0.848 Intermediate Similarity NPC477191
0.848 Intermediate Similarity NPC477192
0.848 Intermediate Similarity NPC293623
0.848 Intermediate Similarity NPC168899
0.848 Intermediate Similarity NPC477194
0.848 Intermediate Similarity NPC477193
0.8475 Intermediate Similarity NPC251309
0.8468 Intermediate Similarity NPC174367
0.8468 Intermediate Similarity NPC104427
0.8468 Intermediate Similarity NPC93368
0.8468 Intermediate Similarity NPC469947
0.8468 Intermediate Similarity NPC181066
0.8468 Intermediate Similarity NPC47113
0.8468 Intermediate Similarity NPC470218
0.8455 Intermediate Similarity NPC478066
0.8455 Intermediate Similarity NPC258617
0.8455 Intermediate Similarity NPC283417
0.8455 Intermediate Similarity NPC257211
0.8455 Intermediate Similarity NPC302543
0.8455 Intermediate Similarity NPC2370
0.8455 Intermediate Similarity NPC44716
0.8455 Intermediate Similarity NPC200049
0.845 Intermediate Similarity NPC251998
0.8443 Intermediate Similarity NPC187618
0.8443 Intermediate Similarity NPC302887
0.8443 Intermediate Similarity NPC470478
0.8438 Intermediate Similarity NPC478069
0.843 Intermediate Similarity NPC192791
0.843 Intermediate Similarity NPC232258
0.843 Intermediate Similarity NPC279143
0.8425 Intermediate Similarity NPC478153
0.8425 Intermediate Similarity NPC478154
0.8425 Intermediate Similarity NPC478152
0.8425 Intermediate Similarity NPC476776
0.8425 Intermediate Similarity NPC477195
0.8425 Intermediate Similarity NPC478150
0.8417 Intermediate Similarity NPC477252
0.8413 Intermediate Similarity NPC97918
0.8413 Intermediate Similarity NPC82380
0.8413 Intermediate Similarity NPC305793
0.8413 Intermediate Similarity NPC472267
0.8413 Intermediate Similarity NPC477076
0.8413 Intermediate Similarity NPC107536
0.8413 Intermediate Similarity NPC115656
0.8413 Intermediate Similarity NPC470913
0.8413 Intermediate Similarity NPC269484
0.8413 Intermediate Similarity NPC244296
0.8413 Intermediate Similarity NPC141600
0.8413 Intermediate Similarity NPC47995
0.8413 Intermediate Similarity NPC280029
0.8413 Intermediate Similarity NPC470518
0.8413 Intermediate Similarity NPC1314
0.8413 Intermediate Similarity NPC477079
0.8413 Intermediate Similarity NPC477077
0.8413 Intermediate Similarity NPC11577
0.8413 Intermediate Similarity NPC273878
0.8413 Intermediate Similarity NPC88311
0.8413 Intermediate Similarity NPC252289
0.8413 Intermediate Similarity NPC265841
0.8413 Intermediate Similarity NPC9470
0.8413 Intermediate Similarity NPC252657
0.8403 Intermediate Similarity NPC116024
0.84 Intermediate Similarity NPC292290
0.84 Intermediate Similarity NPC2757
0.84 Intermediate Similarity NPC152091
0.8387 Intermediate Similarity NPC160452
0.8387 Intermediate Similarity NPC318135
0.8387 Intermediate Similarity NPC33068
0.8376 Intermediate Similarity NPC27551
0.8376 Intermediate Similarity NPC129340
0.8376 Intermediate Similarity NPC114961
0.8374 Intermediate Similarity NPC313110
0.8374 Intermediate Similarity NPC131469
0.8362 Intermediate Similarity NPC195708
0.8361 Intermediate Similarity NPC308459
0.8359 Intermediate Similarity NPC478151
0.8359 Intermediate Similarity NPC476779
0.8347 Intermediate Similarity NPC291564
0.8347 Intermediate Similarity NPC109588

  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 NPC6615 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
0.8917 High Similarity NPD8328 Phase 3
0.8571 High Similarity NPD8295 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD7736 Approved
0.8136 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.811 Intermediate Similarity NPD8293 Discontinued
0.808 Intermediate Similarity NPD6370 Approved
0.7953 Intermediate Similarity NPD7492 Approved
0.792 Intermediate Similarity NPD6054 Approved
0.792 Intermediate Similarity NPD6319 Approved
0.7891 Intermediate Similarity NPD6616 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
0.7717 Intermediate Similarity NPD6015 Approved
0.7717 Intermediate Similarity NPD6016 Approved
0.771 Intermediate Similarity NPD7319 Approved
0.768 Intermediate Similarity NPD6009 Approved
0.7656 Intermediate Similarity NPD5988 Approved
0.7615 Intermediate Similarity NPD7507 Approved
0.7603 Intermediate Similarity NPD6686 Approved
0.7581 Intermediate Similarity NPD8133 Approved
0.7561 Intermediate Similarity NPD6650 Approved
0.7561 Intermediate Similarity NPD6649 Approved
0.7541 Intermediate Similarity NPD6372 Approved
0.7541 Intermediate Similarity NPD6373 Approved
0.7459 Intermediate Similarity NPD6881 Approved
0.7459 Intermediate Similarity NPD6899 Approved
0.7442 Intermediate Similarity NPD8516 Approved
0.7442 Intermediate Similarity NPD8513 Phase 3
0.7442 Intermediate Similarity NPD8515 Approved
0.7442 Intermediate Similarity NPD8517 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
0.7364 Intermediate Similarity NPD8294 Approved
0.7364 Intermediate Similarity NPD8377 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 NPD8335 Approved
0.7308 Intermediate Similarity NPD8379 Approved
0.7308 Intermediate Similarity NPD7503 Approved
0.7308 Intermediate Similarity NPD8378 Approved
0.7308 Intermediate Similarity NPD8033 Approved
0.7308 Intermediate Similarity NPD8296 Approved
0.7308 Intermediate Similarity NPD8380 Approved
0.728 Intermediate Similarity NPD6869 Approved
0.728 Intermediate Similarity NPD6617 Approved
0.728 Intermediate Similarity NPD6847 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
0.7213 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD4634 Approved
0.7197 Intermediate Similarity NPD7604 Phase 2
0.7177 Intermediate Similarity NPD6011 Approved
0.7176 Intermediate Similarity NPD5983 Phase 2
0.7132 Intermediate Similarity NPD7115 Discovery
0.709 Intermediate Similarity NPD6336 Discontinued
0.7077 Intermediate Similarity NPD7328 Approved
0.7077 Intermediate Similarity NPD7327 Approved
0.704 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7023 Intermediate Similarity NPD7516 Approved
0.7008 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6083 Phase 2
0.7 Intermediate Similarity NPD6084 Phase 2
0.7 Intermediate Similarity NPD7902 Approved
0.6992 Remote Similarity NPD8080 Discontinued
0.6985 Remote Similarity NPD8337 Approved
0.6985 Remote Similarity NPD8336 Approved
0.6975 Remote Similarity NPD5695 Phase 3
0.6923 Remote Similarity NPD6274 Approved
0.6894 Remote Similarity NPD7101 Approved
0.6894 Remote Similarity NPD7100 Approved
0.6891 Remote Similarity NPD7748 Approved
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)
0.686 Remote Similarity NPD4755 Approved
0.6818 Remote Similarity NPD6335 Approved
0.6807 Remote Similarity NPD6399 Phase 3
0.6803 Remote Similarity NPD5696 Approved
0.6794 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 NPD5211 Phase 2
0.6774 Remote Similarity NPD5226 Approved
0.6774 Remote Similarity NPD5224 Approved
0.6763 Remote Similarity NPD5956 Approved
0.6752 Remote Similarity NPD6672 Approved
0.6752 Remote Similarity NPD5737 Approved
0.675 Remote Similarity NPD7900 Approved
0.675 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6748 Remote Similarity NPD4700 Approved
0.6746 Remote Similarity NPD6008 Approved
0.6742 Remote Similarity NPD6317 Approved
0.6723 Remote Similarity NPD7515 Phase 2
0.6723 Remote Similarity NPD6079 Approved
0.6723 Remote Similarity NPD6411 Approved
0.6721 Remote Similarity NPD5173 Approved
0.672 Remote Similarity NPD5175 Approved
0.672 Remote Similarity NPD5174 Approved
0.6714 Remote Similarity NPD7260 Phase 2
0.6695 Remote Similarity NPD5328 Approved
0.6694 Remote Similarity NPD5223 Approved
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 NPD8074 Phase 3
0.6667 Remote Similarity NPD6909 Approved
0.6667 Remote Similarity NPD5141 Approved
0.6667 Remote Similarity NPD6908 Approved
0.6667 Remote Similarity NPD8338 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)
0.6583 Remote Similarity NPD8035 Phase 2
0.6583 Remote Similarity NPD8034 Phase 2
0.6555 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6555 Remote Similarity NPD6101 Approved
0.6549 Remote Similarity NPD6845 Suspended
0.6544 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6544 Remote Similarity NPD6921 Approved
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 NPD6371 Approved
0.6538 Remote Similarity NPD5249 Phase 3
0.6538 Remote Similarity NPD5251 Approved
0.6532 Remote Similarity NPD7638 Approved
0.6532 Remote Similarity NPD4225 Approved
0.6512 Remote Similarity NPD5128 Approved
0.6493 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6483 Remote Similarity NPD7966 Clinical (unspecified phase)
0.648 Remote Similarity NPD7640 Approved
0.648 Remote Similarity NPD7639 Approved
0.6457 Remote Similarity NPD4754 Approved
0.6446 Remote Similarity NPD6050 Approved
0.6441 Remote Similarity NPD3618 Phase 1
0.6441 Remote Similarity NPD5279 Phase 3
0.6439 Remote Similarity NPD6053 Discontinued
0.6438 Remote Similarity NPD6334 Approved
0.6438 Remote Similarity NPD6333 Approved
0.6424 Remote Similarity NPD7799 Discontinued
0.6423 Remote Similarity NPD4629 Approved
0.6423 Remote Similarity NPD5210 Approved
0.6417 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6417 Remote Similarity NPD4753 Phase 2
0.6417 Remote Similarity NPD6673 Approved
0.6417 Remote Similarity NPD6904 Approved
0.6417 Remote Similarity NPD6080 Approved
0.6393 Remote Similarity NPD5779 Approved
0.6393 Remote Similarity NPD5778 Approved
0.6393 Remote Similarity NPD8171 Discontinued
0.6387 Remote Similarity NPD3573 Approved
0.6364 Remote Similarity NPD5692 Phase 3
0.6364 Remote Similarity NPD5217 Approved
0.6364 Remote Similarity NPD5215 Approved
0.6364 Remote Similarity NPD5216 Approved
0.6333 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6331 Remote Similarity NPD7829 Approved
0.6331 Remote Similarity NPD7830 Approved
0.6324 Remote Similarity NPD7641 Discontinued
0.6311 Remote Similarity NPD5284 Approved
0.6311 Remote Similarity NPD5694 Approved
0.6311 Remote Similarity NPD7983 Approved
0.6311 Remote Similarity NPD5281 Approved
0.6308 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6303 Remote Similarity NPD6684 Approved
0.6303 Remote Similarity NPD7521 Approved
0.6303 Remote Similarity NPD7334 Approved
0.6303 Remote Similarity NPD7146 Approved
0.6303 Remote Similarity NPD5330 Approved
0.6303 Remote Similarity NPD6409 Approved
0.6301 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6294 Remote Similarity NPD6914 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

  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