Structure

Physi-Chem Properties

Molecular Weight:  764.4
Volume:  758.938
LogP:  2.755
LogD:  2.06
LogS:  -4.437
# Rotatable Bonds:  11
TPSA:  215.58
# H-Bond Aceptor:  14
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.122
Synthetic Accessibility Score:  6.024
Fsp3:  0.85
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.274
MDCK Permeability:  6.363668944686651e-05
Pgp-inhibitor:  0.997
Pgp-substrate:  0.994
Human Intestinal Absorption (HIA):  0.106
20% Bioavailability (F20%):  0.004
30% Bioavailability (F30%):  0.812

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.01
Plasma Protein Binding (PPB):  84.63842010498047%
Volume Distribution (VD):  1.369
Pgp-substrate:  3.314866781234741%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.836
CYP2C19-inhibitor:  0.008
CYP2C19-substrate:  0.734
CYP2C9-inhibitor:  0.015
CYP2C9-substrate:  0.016
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.101
CYP3A4-inhibitor:  0.198
CYP3A4-substrate:  0.226

ADMET: Excretion

Clearance (CL):  1.037
Half-life (T1/2):  0.273

ADMET: Toxicity

hERG Blockers:  0.022
Human Hepatotoxicity (H-HT):  0.277
Drug-inuced Liver Injury (DILI):  0.606
AMES Toxicity:  0.336
Rat Oral Acute Toxicity:  0.676
Maximum Recommended Daily Dose:  0.916
Skin Sensitization:  0.072
Carcinogencity:  0.062
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.719

Download Data

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

  Natural Product: NPC278163

Natural Product ID:  NPC278163
Common Name*:   Methyl Ester Pandaroside F
IUPAC Name:   methyl (2S,3S,4S,5R,6R)-6-[[(3S,5S,10S,13S,14R)-17-[(2R,5R)-5,6-dimethyl-4-oxoheptan-2-yl]-16-hydroxy-10,13-dimethyl-15-oxo-1,2,3,4,5,6,7,11,12,14-decahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylate
Synonyms:   Methyl Ester Pandaroside F
Standard InCHIKey:  IKUOCKBIBSPZEC-JHBFVCEBSA-N
Standard InCHI:  InChI=1S/C40H60O14/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/h17-21,25,27-28,31-35,37-38,42-44,46-48H,8-16H2,1-7H3/t18-,19-,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@@H](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:   CHEMBL1214460
PubChem CID:   46918926
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 = 42.1 uM PMID[544866]
NPT844 Organism Trypanosoma brucei rhodesiense Trypanosoma brucei rhodesiense IC50 = 54400.0 nM PMID[544866]
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi IC50 = 25100.0 nM PMID[544866]
NPT633 Organism Leishmania donovani Leishmania donovani IC50 = 26800.0 nM PMID[544866]
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 9900.0 nM PMID[544866]

☑ 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 NPC278163 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 NPC187950
0.9737 High Similarity NPC6615
0.9737 High Similarity NPC7850
0.9646 High Similarity NPC169727
0.9646 High Similarity NPC258815
0.9646 High Similarity NPC412
0.9646 High Similarity NPC258789
0.9646 High Similarity NPC194310
0.9646 High Similarity NPC47567
0.9646 High Similarity NPC131841
0.9646 High Similarity NPC241310
0.9565 High Similarity NPC30188
0.9565 High Similarity NPC177820
0.9469 High Similarity NPC258592
0.9469 High Similarity NPC178548
0.9397 High Similarity NPC469842
0.9397 High Similarity NPC469841
0.8908 High Similarity NPC130229
0.8898 High Similarity NPC471965
0.8889 High Similarity NPC476849
0.8833 High Similarity NPC87662
0.8833 High Similarity NPC285091
0.8824 High Similarity NPC262199
0.8824 High Similarity NPC471961
0.8824 High Similarity NPC471964
0.8824 High Similarity NPC14617
0.8824 High Similarity NPC202666
0.875 High Similarity NPC247315
0.875 High Similarity NPC471962
0.875 High Similarity NPC471963
0.8718 High Similarity NPC176005
0.8678 High Similarity NPC104427
0.8667 High Similarity NPC238005
0.8667 High Similarity NPC141196
0.8667 High Similarity NPC1980
0.8644 High Similarity NPC232258
0.8644 High Similarity NPC472949
0.8644 High Similarity NPC473884
0.8644 High Similarity NPC309780
0.8644 High Similarity NPC114441
0.8644 High Similarity NPC180550
0.8644 High Similarity NPC469945
0.8644 High Similarity NPC6377
0.8644 High Similarity NPC208381
0.8644 High Similarity NPC39211
0.8644 High Similarity NPC214484
0.8644 High Similarity NPC157868
0.8644 High Similarity NPC35405
0.8644 High Similarity NPC127530
0.8644 High Similarity NPC11551
0.8644 High Similarity NPC475171
0.8644 High Similarity NPC319570
0.8632 High Similarity NPC477252
0.8618 High Similarity NPC54614
0.8618 High Similarity NPC309096
0.8607 High Similarity NPC2757
0.8607 High Similarity NPC292290
0.8583 High Similarity NPC275343
0.8583 High Similarity NPC249848
0.8583 High Similarity NPC40775
0.8583 High Similarity NPC162574
0.8583 High Similarity NPC235438
0.8583 High Similarity NPC107966
0.8559 High Similarity NPC286347
0.8559 High Similarity NPC291564
0.8537 High Similarity NPC295220
0.8537 High Similarity NPC475636
0.8525 High Similarity NPC198714
0.8522 High Similarity NPC477073
0.8512 High Similarity NPC227397
0.8512 High Similarity NPC235405
0.8512 High Similarity NPC281148
0.8512 High Similarity NPC30735
0.85 High Similarity NPC242840
0.85 High Similarity NPC22956
0.85 High Similarity NPC104372
0.85 High Similarity NPC114484
0.85 High Similarity NPC75417
0.85 High Similarity NPC223301
0.85 High Similarity NPC42675
0.85 High Similarity NPC222580
0.85 High Similarity NPC11242
0.85 High Similarity NPC301449
0.85 High Similarity NPC275675
0.85 High Similarity NPC64715
0.85 High Similarity NPC86222
0.85 High Similarity NPC31838
0.85 High Similarity NPC297263
0.85 High Similarity NPC62725
0.85 High Similarity NPC31193
0.85 High Similarity NPC129434
0.85 High Similarity NPC171544
0.85 High Similarity NPC159309
0.8487 Intermediate Similarity NPC473920
0.8475 Intermediate Similarity NPC224121
0.8475 Intermediate Similarity NPC309433
0.8448 Intermediate Similarity NPC477253
0.8448 Intermediate Similarity NPC233003
0.8443 Intermediate Similarity NPC470477
0.8443 Intermediate Similarity NPC277191
0.8443 Intermediate Similarity NPC190846
0.843 Intermediate Similarity NPC131824
0.843 Intermediate Similarity NPC216866
0.843 Intermediate Similarity NPC213952
0.843 Intermediate Similarity NPC236870
0.843 Intermediate Similarity NPC475591
0.843 Intermediate Similarity NPC4749
0.843 Intermediate Similarity NPC21691
0.843 Intermediate Similarity NPC10607
0.843 Intermediate Similarity NPC80986
0.843 Intermediate Similarity NPC187290
0.8425 Intermediate Similarity NPC262813
0.8417 Intermediate Similarity NPC236657
0.8417 Intermediate Similarity NPC118440
0.8417 Intermediate Similarity NPC294112
0.839 Intermediate Similarity NPC16081
0.839 Intermediate Similarity NPC173686
0.839 Intermediate Similarity NPC31797
0.8387 Intermediate Similarity NPC168899
0.8387 Intermediate Similarity NPC293623
0.8387 Intermediate Similarity NPC69273
0.8387 Intermediate Similarity NPC245094
0.8376 Intermediate Similarity NPC251309
0.8376 Intermediate Similarity NPC477074
0.8374 Intermediate Similarity NPC181066
0.8374 Intermediate Similarity NPC469947
0.8374 Intermediate Similarity NPC174367
0.8374 Intermediate Similarity NPC470218
0.8374 Intermediate Similarity NPC47113
0.8361 Intermediate Similarity NPC258617
0.8361 Intermediate Similarity NPC302543
0.8361 Intermediate Similarity NPC200049
0.8361 Intermediate Similarity NPC2370
0.8361 Intermediate Similarity NPC44716
0.8361 Intermediate Similarity NPC478066
0.8361 Intermediate Similarity NPC283417
0.8361 Intermediate Similarity NPC228701
0.8361 Intermediate Similarity NPC257211
0.8359 Intermediate Similarity NPC190065
0.8359 Intermediate Similarity NPC471089
0.8359 Intermediate Similarity NPC141215
0.8359 Intermediate Similarity NPC251998
0.8348 Intermediate Similarity NPC477069
0.8348 Intermediate Similarity NPC477070
0.8347 Intermediate Similarity NPC187618
0.8347 Intermediate Similarity NPC470478
0.8347 Intermediate Similarity NPC302887
0.8347 Intermediate Similarity NPC202051
0.8346 Intermediate Similarity NPC478069
0.8333 Intermediate Similarity NPC279143
0.8333 Intermediate Similarity NPC192791
0.832 Intermediate Similarity NPC477196
0.8305 Intermediate Similarity NPC143268
0.8305 Intermediate Similarity NPC45218
0.8305 Intermediate Similarity NPC323821
0.8305 Intermediate Similarity NPC116024
0.8305 Intermediate Similarity NPC268238
0.8305 Intermediate Similarity NPC165439
0.8295 Intermediate Similarity NPC140045
0.8295 Intermediate Similarity NPC596
0.8295 Intermediate Similarity NPC295885
0.8293 Intermediate Similarity NPC33068
0.8293 Intermediate Similarity NPC160452
0.8293 Intermediate Similarity NPC318135
0.8279 Intermediate Similarity NPC313110
0.8279 Intermediate Similarity NPC131469
0.8276 Intermediate Similarity NPC27551
0.8276 Intermediate Similarity NPC129340
0.8276 Intermediate Similarity NPC114961
0.8261 Intermediate Similarity NPC272576
0.8261 Intermediate Similarity NPC195708
0.8254 Intermediate Similarity NPC478155
0.8254 Intermediate Similarity NPC241008
0.8254 Intermediate Similarity NPC476074
0.8254 Intermediate Similarity NPC329993
0.8254 Intermediate Similarity NPC213634
0.8254 Intermediate Similarity NPC475377
0.8254 Intermediate Similarity NPC478065
0.8254 Intermediate Similarity NPC134914
0.8254 Intermediate Similarity NPC301639
0.8254 Intermediate Similarity NPC475167
0.8254 Intermediate Similarity NPC173435
0.8254 Intermediate Similarity NPC264566
0.8254 Intermediate Similarity NPC45346
0.8254 Intermediate Similarity NPC262796
0.8254 Intermediate Similarity NPC172374
0.8254 Intermediate Similarity NPC477197
0.8254 Intermediate Similarity NPC478064
0.8254 Intermediate Similarity NPC25998
0.825 Intermediate Similarity NPC109588
0.825 Intermediate Similarity NPC297179
0.825 Intermediate Similarity NPC239293
0.824 Intermediate Similarity NPC477078
0.824 Intermediate Similarity NPC477191
0.824 Intermediate Similarity NPC477075
0.824 Intermediate Similarity NPC477192
0.824 Intermediate Similarity NPC329923
0.824 Intermediate Similarity NPC475281
0.824 Intermediate Similarity NPC477194
0.824 Intermediate Similarity NPC477193

  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 NPC278163 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
0.8824 High Similarity NPD8328 Phase 3
0.8793 High Similarity NPD8295 Clinical (unspecified phase)
0.8348 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD7736 Approved
0.8016 Intermediate Similarity NPD8293 Discontinued
0.784 Intermediate Similarity NPD6370 Approved
0.7717 Intermediate Similarity NPD7492 Approved
0.7712 Intermediate Similarity NPD6412 Phase 2
0.768 Intermediate Similarity NPD6319 Approved
0.768 Intermediate Similarity NPD6059 Approved
0.768 Intermediate Similarity NPD6054 Approved
0.7656 Intermediate Similarity NPD6616 Approved
0.7615 Intermediate Similarity NPD7319 Approved
0.7597 Intermediate Similarity NPD7078 Approved
0.7541 Intermediate Similarity NPD6882 Approved
0.7541 Intermediate Similarity NPD8297 Approved
0.7519 Intermediate Similarity NPD7507 Approved
0.748 Intermediate Similarity NPD6015 Approved
0.748 Intermediate Similarity NPD6016 Approved
0.748 Intermediate Similarity NPD8133 Approved
0.744 Intermediate Similarity NPD6009 Approved
0.7438 Intermediate Similarity NPD6372 Approved
0.7438 Intermediate Similarity NPD6373 Approved
0.7422 Intermediate Similarity NPD5988 Approved
0.7395 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD6686 Approved
0.7344 Intermediate Similarity NPD8516 Approved
0.7344 Intermediate Similarity NPD8517 Approved
0.7344 Intermediate Similarity NPD8515 Approved
0.7344 Intermediate Similarity NPD8513 Phase 3
0.7333 Intermediate Similarity NPD6402 Approved
0.7333 Intermediate Similarity NPD5739 Approved
0.7333 Intermediate Similarity NPD7128 Approved
0.7333 Intermediate Similarity NPD6675 Approved
0.7317 Intermediate Similarity NPD6650 Approved
0.7317 Intermediate Similarity NPD6649 Approved
0.7266 Intermediate Similarity NPD8294 Approved
0.7266 Intermediate Similarity NPD8377 Approved
0.7213 Intermediate Similarity NPD6899 Approved
0.7213 Intermediate Similarity NPD6881 Approved
0.7213 Intermediate Similarity NPD7320 Approved
0.7209 Intermediate Similarity NPD8380 Approved
0.7209 Intermediate Similarity NPD8379 Approved
0.7209 Intermediate Similarity NPD8296 Approved
0.7209 Intermediate Similarity NPD8378 Approved
0.7209 Intermediate Similarity NPD8033 Approved
0.7209 Intermediate Similarity NPD8335 Approved
0.72 Intermediate Similarity NPD4632 Approved
0.7177 Intermediate Similarity NPD8130 Phase 1
0.7154 Intermediate Similarity NPD8080 Discontinued
0.7143 Intermediate Similarity NPD6033 Approved
0.7131 Intermediate Similarity NPD5697 Approved
0.7131 Intermediate Similarity NPD5701 Approved
0.7097 Intermediate Similarity NPD6883 Approved
0.7097 Intermediate Similarity NPD7102 Approved
0.7097 Intermediate Similarity NPD7290 Approved
0.7077 Intermediate Similarity NPD7503 Approved
0.7073 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD6617 Approved
0.704 Intermediate Similarity NPD6869 Approved
0.704 Intermediate Similarity NPD6847 Approved
0.7016 Intermediate Similarity NPD6013 Approved
0.7016 Intermediate Similarity NPD6012 Approved
0.7016 Intermediate Similarity NPD6014 Approved
0.6977 Remote Similarity NPD7328 Approved
0.6977 Remote Similarity NPD7327 Approved
0.697 Remote Similarity NPD7604 Phase 2
0.696 Remote Similarity NPD4634 Approved
0.6947 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6947 Remote Similarity NPD5983 Phase 2
0.6935 Remote Similarity NPD6011 Approved
0.6923 Remote Similarity NPD7516 Approved
0.6905 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6899 Remote Similarity NPD7115 Discovery
0.6891 Remote Similarity NPD6084 Phase 2
0.6891 Remote Similarity NPD6083 Phase 2
0.6891 Remote Similarity NPD7902 Approved
0.6866 Remote Similarity NPD6336 Discontinued
0.6864 Remote Similarity NPD5695 Phase 3
0.678 Remote Similarity NPD7748 Approved
0.6772 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6765 Remote Similarity NPD8336 Approved
0.6765 Remote Similarity NPD8337 Approved
0.675 Remote Similarity NPD4755 Approved
0.6746 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6695 Remote Similarity NPD6399 Phase 3
0.6694 Remote Similarity NPD5696 Approved
0.6693 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6692 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD4697 Phase 3
0.6667 Remote Similarity NPD7100 Approved
0.6667 Remote Similarity NPD7101 Approved
0.6641 Remote Similarity NPD8137 Clinical (unspecified phase)
0.664 Remote Similarity NPD6008 Approved
0.6639 Remote Similarity NPD4696 Approved
0.6639 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6639 Remote Similarity NPD4700 Approved
0.6639 Remote Similarity NPD5286 Approved
0.6639 Remote Similarity NPD7900 Approved
0.6639 Remote Similarity NPD5285 Approved
0.6638 Remote Similarity NPD6672 Approved
0.6638 Remote Similarity NPD5737 Approved
0.661 Remote Similarity NPD6411 Approved
0.661 Remote Similarity NPD7515 Phase 2
0.6593 Remote Similarity NPD6067 Discontinued
0.6591 Remote Similarity NPD6335 Approved
0.6581 Remote Similarity NPD5328 Approved
0.6569 Remote Similarity NPD8074 Phase 3
0.6567 Remote Similarity NPD6908 Approved
0.6567 Remote Similarity NPD6909 Approved
0.6567 Remote Similarity NPD6921 Approved
0.6565 Remote Similarity NPD6868 Approved
0.6555 Remote Similarity NPD8171 Discontinued
0.6547 Remote Similarity NPD5956 Approved
0.6532 Remote Similarity NPD5226 Approved
0.6532 Remote Similarity NPD4633 Approved
0.6532 Remote Similarity NPD5224 Approved
0.6532 Remote Similarity NPD5225 Approved
0.6532 Remote Similarity NPD5211 Phase 2
0.6529 Remote Similarity NPD5221 Approved
0.6529 Remote Similarity NPD5222 Approved
0.6529 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6515 Remote Similarity NPD6317 Approved
0.6508 Remote Similarity NPD4767 Approved
0.6508 Remote Similarity NPD4768 Approved
0.65 Remote Similarity NPD5282 Discontinued
0.65 Remote Similarity NPD7260 Phase 2
0.648 Remote Similarity NPD5175 Approved
0.648 Remote Similarity NPD5174 Approved
0.6475 Remote Similarity NPD5173 Approved
0.6471 Remote Similarity NPD6079 Approved
0.6471 Remote Similarity NPD8034 Phase 2
0.6471 Remote Similarity NPD8035 Phase 2
0.6466 Remote Similarity NPD6314 Approved
0.6466 Remote Similarity NPD6313 Approved
0.6457 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6457 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6454 Remote Similarity NPD8338 Approved
0.6454 Remote Similarity NPD6845 Suspended
0.6452 Remote Similarity NPD5223 Approved
0.6441 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6441 Remote Similarity NPD6101 Approved
0.6441 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5141 Approved
0.6423 Remote Similarity NPD7638 Approved
0.6406 Remote Similarity NPD4729 Approved
0.6406 Remote Similarity NPD4730 Approved
0.6371 Remote Similarity NPD7639 Approved
0.6371 Remote Similarity NPD7640 Approved
0.6349 Remote Similarity NPD4754 Approved
0.6336 Remote Similarity NPD6053 Discontinued
0.6333 Remote Similarity NPD6050 Approved
0.6325 Remote Similarity NPD5279 Phase 3
0.6325 Remote Similarity NPD3618 Phase 1
0.6324 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6308 Remote Similarity NPD5251 Approved
0.6308 Remote Similarity NPD6371 Approved
0.6308 Remote Similarity NPD5250 Approved
0.6308 Remote Similarity NPD5248 Approved
0.6308 Remote Similarity NPD5249 Phase 3
0.6308 Remote Similarity NPD5247 Approved
0.6303 Remote Similarity NPD4753 Phase 2
0.6303 Remote Similarity NPD6904 Approved
0.6303 Remote Similarity NPD6673 Approved
0.6303 Remote Similarity NPD6080 Approved
0.6299 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6299 Remote Similarity NPD4057 Clinical (unspecified phase)
0.629 Remote Similarity NPD4225 Approved
0.6281 Remote Similarity NPD5778 Approved
0.6281 Remote Similarity NPD5779 Approved
0.6279 Remote Similarity NPD5128 Approved
0.6276 Remote Similarity NPD7966 Clinical (unspecified phase)
0.627 Remote Similarity NPD7632 Discontinued
0.625 Remote Similarity NPD5692 Phase 3
0.6242 Remote Similarity NPD7799 Discontinued
0.6233 Remote Similarity NPD6334 Approved
0.6233 Remote Similarity NPD6333 Approved
0.6218 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6207 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6198 Remote Similarity NPD5281 Approved
0.6198 Remote Similarity NPD5694 Approved
0.6198 Remote Similarity NPD5284 Approved
0.6198 Remote Similarity NPD7983 Approved
0.6197 Remote Similarity NPD6914 Discontinued
0.6195 Remote Similarity NPD3617 Approved
0.6194 Remote Similarity NPD6940 Discontinued
0.619 Remote Similarity NPD1700 Approved
0.6186 Remote Similarity NPD7146 Approved
0.6186 Remote Similarity NPD6409 Approved
0.6186 Remote Similarity NPD5330 Approved
0.6186 Remote Similarity NPD6684 Approved
0.6186 Remote Similarity NPD7521 Approved
0.6186 Remote Similarity NPD7334 Approved
0.6179 Remote Similarity NPD5210 Approved
0.6179 Remote Similarity NPD4629 Approved
0.6154 Remote Similarity NPD4786 Approved
0.6148 Remote Similarity NPD4202 Approved
0.6142 Remote Similarity NPD8083 Approved
0.6142 Remote Similarity NPD8082 Approved
0.6142 Remote Similarity NPD8139 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