Structure

Physi-Chem Properties

Molecular Weight:  768.39
Volume:  741.229
LogP:  1.564
LogD:  1.236
LogS:  -3.255
# Rotatable Bonds:  6
TPSA:  234.29
# H-Bond Aceptor:  15
# H-Bond Donor:  8
# Rings:  8
# Heavy Atoms:  15

MedChem Properties

QED Drug-Likeness Score:  0.159
Synthetic Accessibility Score:  6.531
Fsp3:  0.923
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:  -6.301
MDCK Permeability:  0.00015711160085629672
Pgp-inhibitor:  0.025
Pgp-substrate:  0.999
Human Intestinal Absorption (HIA):  0.953
20% Bioavailability (F20%):  0.895
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.134
Plasma Protein Binding (PPB):  39.99595260620117%
Volume Distribution (VD):  0.31
Pgp-substrate:  24.67421531677246%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.739
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.271
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.004
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.054
CYP3A4-inhibitor:  0.038
CYP3A4-substrate:  0.043

ADMET: Excretion

Clearance (CL):  0.86
Half-life (T1/2):  0.801

ADMET: Toxicity

hERG Blockers:  0.281
Human Hepatotoxicity (H-HT):  0.293
Drug-inuced Liver Injury (DILI):  0.033
AMES Toxicity:  0.093
Rat Oral Acute Toxicity:  0.485
Maximum Recommended Daily Dose:  0.844
Skin Sensitization:  0.28
Carcinogencity:  0.482
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.985

Download Data

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

  Natural Product: NPC161738

Natural Product ID:  NPC161738
Common Name*:   Polygonatoside C
IUPAC Name:   n.a.
Synonyms:   polygonatoside C
Standard InCHIKey:  KMHFCAMFKGPAMV-MQSJDRGOSA-N
Standard InCHI:  InChI=1S/C39H60O15/c1-16-28-24(54-39(16)27(43)9-18(13-40)15-49-39)11-23-21-6-5-19-10-20(7-8-37(19,3)22(21)12-26(42)38(23,28)4)51-35-33(48)31(46)34(17(2)50-35)53-36-32(47)30(45)29(44)25(14-41)52-36/h5,16-18,20-25,27-36,40-41,43-48H,6-15H2,1-4H3/t16-,17+,18-,20-,21+,22-,23-,24-,25+,27-,28-,29+,30-,31+,32+,33+,34-,35-,36-,37-,38+,39-/m0/s1
SMILES:  OC[C@H]1CO[C@]2([C@H](C1)O)O[C@@H]1[C@H]([C@@H]2C)[C@@]2([C@@H](C1)[C@@H]1CC=C3[C@]([C@H]1CC2=O)(C)CC[C@@H](C3)O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL500538
PubChem CID:   11216481
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001013] Steroidal glycosides
          • [CHEMONTID:0002364] Steroidal 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
NPO19123 Polygonatum zanlanscianense Species Asparagaceae Eukaryota n.a. n.a. n.a. PMID[15620239]
NPO19123 Polygonatum zanlanscianense Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19123 Polygonatum zanlanscianense Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19123 Polygonatum zanlanscianense Species Asparagaceae 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
NPT165 Cell Line HeLa Homo sapiens IC50 = 7.45 ug.mL-1 PMID[535866]

☑ 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 NPC161738 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.982 High Similarity NPC182900
0.982 High Similarity NPC249553
0.9732 High Similarity NPC305771
0.9732 High Similarity NPC94072
0.9732 High Similarity NPC169816
0.9732 High Similarity NPC15918
0.9391 High Similarity NPC473505
0.9298 High Similarity NPC476545
0.9298 High Similarity NPC476543
0.9298 High Similarity NPC476544
0.9211 High Similarity NPC475187
0.9204 High Similarity NPC475632
0.9204 High Similarity NPC86020
0.9138 High Similarity NPC256983
0.913 High Similarity NPC475182
0.9099 High Similarity NPC210420
0.9099 High Similarity NPC474265
0.9052 High Similarity NPC475431
0.9052 High Similarity NPC156789
0.9027 High Similarity NPC279638
0.9008 High Similarity NPC475487
0.9 High Similarity NPC241008
0.8992 High Similarity NPC293623
0.8992 High Similarity NPC69273
0.8992 High Similarity NPC168899
0.8991 High Similarity NPC470432
0.8991 High Similarity NPC283829
0.8991 High Similarity NPC305423
0.8991 High Similarity NPC14704
0.8991 High Similarity NPC230507
0.8991 High Similarity NPC113044
0.8991 High Similarity NPC161676
0.8983 High Similarity NPC174367
0.8983 High Similarity NPC47113
0.8974 High Similarity NPC476542
0.8974 High Similarity NPC160084
0.8938 High Similarity NPC474557
0.8938 High Similarity NPC473882
0.8938 High Similarity NPC165439
0.8919 High Similarity NPC475317
0.8919 High Similarity NPC52241
0.8919 High Similarity NPC154856
0.8909 High Similarity NPC98696
0.8899 High Similarity NPC210178
0.8899 High Similarity NPC181845
0.8898 High Similarity NPC248202
0.8898 High Similarity NPC473474
0.8879 High Similarity NPC129393
0.8879 High Similarity NPC108072
0.885 High Similarity NPC260665
0.885 High Similarity NPC477944
0.8829 High Similarity NPC470433
0.8829 High Similarity NPC477027
0.8829 High Similarity NPC475670
0.8829 High Similarity NPC46190
0.8829 High Similarity NPC477026
0.8829 High Similarity NPC232054
0.8829 High Similarity NPC118225
0.8829 High Similarity NPC6806
0.8829 High Similarity NPC40440
0.8829 High Similarity NPC73243
0.8829 High Similarity NPC150372
0.8829 High Similarity NPC171073
0.8829 High Similarity NPC84956
0.8829 High Similarity NPC244086
0.8829 High Similarity NPC218571
0.8829 High Similarity NPC309278
0.8829 High Similarity NPC246205
0.8829 High Similarity NPC477809
0.8829 High Similarity NPC42482
0.8829 High Similarity NPC102016
0.8829 High Similarity NPC475333
0.8829 High Similarity NPC22779
0.8829 High Similarity NPC95051
0.8829 High Similarity NPC300557
0.8829 High Similarity NPC224098
0.8829 High Similarity NPC306131
0.8829 High Similarity NPC248746
0.8829 High Similarity NPC208383
0.8829 High Similarity NPC194207
0.8829 High Similarity NPC475550
0.8829 High Similarity NPC249265
0.8829 High Similarity NPC70204
0.8803 High Similarity NPC476672
0.8793 High Similarity NPC190939
0.8793 High Similarity NPC197003
0.8772 High Similarity NPC477808
0.877 High Similarity NPC473519
0.877 High Similarity NPC473805
0.8761 High Similarity NPC130427
0.875 High Similarity NPC87998
0.875 High Similarity NPC114961
0.875 High Similarity NPC27551
0.875 High Similarity NPC477811
0.875 High Similarity NPC23808
0.875 High Similarity NPC247037
0.875 High Similarity NPC141433
0.875 High Similarity NPC269297
0.875 High Similarity NPC224314
0.875 High Similarity NPC222202
0.8739 High Similarity NPC476538
0.8739 High Similarity NPC475194
0.8739 High Similarity NPC277191
0.8739 High Similarity NPC476539
0.8739 High Similarity NPC476541
0.8739 High Similarity NPC476540
0.8739 High Similarity NPC295980
0.8739 High Similarity NPC295389
0.8739 High Similarity NPC190846
0.8729 High Similarity NPC28532
0.8729 High Similarity NPC131824
0.8727 High Similarity NPC95243
0.8727 High Similarity NPC63023
0.8718 High Similarity NPC471406
0.8699 High Similarity NPC102015
0.8696 High Similarity NPC477031
0.8696 High Similarity NPC63609
0.8684 High Similarity NPC200944
0.8684 High Similarity NPC73455
0.8684 High Similarity NPC251309
0.8673 High Similarity NPC476547
0.8673 High Similarity NPC475247
0.8673 High Similarity NPC477028
0.8673 High Similarity NPC294129
0.8673 High Similarity NPC477032
0.8673 High Similarity NPC13193
0.8673 High Similarity NPC470748
0.8673 High Similarity NPC124677
0.8673 High Similarity NPC197231
0.8667 High Similarity NPC104427
0.8655 High Similarity NPC228701
0.8649 High Similarity NPC94272
0.8636 High Similarity NPC100955
0.8636 High Similarity NPC121566
0.8621 High Similarity NPC477807
0.8609 High Similarity NPC471398
0.8609 High Similarity NPC74727
0.8596 High Similarity NPC42171
0.8596 High Similarity NPC31896
0.8596 High Similarity NPC263359
0.8596 High Similarity NPC112274
0.8596 High Similarity NPC233003
0.8596 High Similarity NPC32361
0.8596 High Similarity NPC210569
0.8596 High Similarity NPC19888
0.8596 High Similarity NPC254255
0.8596 High Similarity NPC244431
0.8595 High Similarity NPC2757
0.8595 High Similarity NPC292290
0.8583 High Similarity NPC476674
0.8583 High Similarity NPC130229
0.8559 High Similarity NPC215408
0.8559 High Similarity NPC473476
0.8559 High Similarity NPC242748
0.8559 High Similarity NPC473923
0.8559 High Similarity NPC308459
0.8559 High Similarity NPC474569
0.8547 High Similarity NPC160888
0.8547 High Similarity NPC475403
0.8534 High Similarity NPC189126
0.8522 High Similarity NPC79900
0.8522 High Similarity NPC293038
0.8522 High Similarity NPC144068
0.8522 High Similarity NPC178981
0.8522 High Similarity NPC51154
0.8522 High Similarity NPC62696
0.8512 High Similarity NPC93368
0.8512 High Similarity NPC476673
0.8512 High Similarity NPC273962
0.8509 High Similarity NPC13190
0.8509 High Similarity NPC114188
0.8509 High Similarity NPC263827
0.8509 High Similarity NPC285410
0.8509 High Similarity NPC250481
0.8492 Intermediate Similarity NPC477236
0.8487 Intermediate Similarity NPC476675
0.8487 Intermediate Similarity NPC42675
0.8482 Intermediate Similarity NPC226642
0.848 Intermediate Similarity NPC478069
0.8475 Intermediate Similarity NPC319570
0.8475 Intermediate Similarity NPC229962
0.8475 Intermediate Similarity NPC195560
0.8475 Intermediate Similarity NPC473633
0.8475 Intermediate Similarity NPC477071
0.8475 Intermediate Similarity NPC476085
0.8462 Intermediate Similarity NPC477252
0.8455 Intermediate Similarity NPC272015
0.8448 Intermediate Similarity NPC477580
0.8448 Intermediate Similarity NPC167183
0.8448 Intermediate Similarity NPC11548
0.8448 Intermediate Similarity NPC102088
0.8448 Intermediate Similarity NPC477810
0.8448 Intermediate Similarity NPC475633
0.8448 Intermediate Similarity NPC32707
0.8443 Intermediate Similarity NPC305496
0.8443 Intermediate Similarity NPC240070
0.8443 Intermediate Similarity NPC329784
0.8435 Intermediate Similarity NPC256798
0.8435 Intermediate Similarity NPC128925
0.8435 Intermediate Similarity NPC308140

  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 NPC161738 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
0.8649 High Similarity NPD6412 Phase 2
0.8468 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.8115 Intermediate Similarity NPD6370 Approved
0.808 Intermediate Similarity NPD7736 Approved
0.8065 Intermediate Similarity NPD7507 Approved
0.8051 Intermediate Similarity NPD8133 Approved
0.8049 Intermediate Similarity NPD8328 Phase 3
0.8017 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD8293 Discontinued
0.8 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7951 Intermediate Similarity NPD6054 Approved
0.7951 Intermediate Similarity NPD8377 Approved
0.7951 Intermediate Similarity NPD8294 Approved
0.7951 Intermediate Similarity NPD6059 Approved
0.7886 Intermediate Similarity NPD8378 Approved
0.7886 Intermediate Similarity NPD8296 Approved
0.7886 Intermediate Similarity NPD8380 Approved
0.7886 Intermediate Similarity NPD8379 Approved
0.7886 Intermediate Similarity NPD8033 Approved
0.7886 Intermediate Similarity NPD8335 Approved
0.7874 Intermediate Similarity NPD7319 Approved
0.7742 Intermediate Similarity NPD6015 Approved
0.7742 Intermediate Similarity NPD6016 Approved
0.7698 Intermediate Similarity NPD7492 Approved
0.768 Intermediate Similarity NPD5988 Approved
0.7638 Intermediate Similarity NPD6616 Approved
0.76 Intermediate Similarity NPD8513 Phase 3
0.76 Intermediate Similarity NPD8516 Approved
0.76 Intermediate Similarity NPD8515 Approved
0.76 Intermediate Similarity NPD8517 Approved
0.7578 Intermediate Similarity NPD7078 Approved
0.7568 Intermediate Similarity NPD8171 Discontinued
0.7521 Intermediate Similarity NPD6882 Approved
0.7521 Intermediate Similarity NPD8297 Approved
0.75 Intermediate Similarity NPD7327 Approved
0.75 Intermediate Similarity NPD7328 Approved
0.748 Intermediate Similarity NPD6067 Discontinued
0.7479 Intermediate Similarity NPD6686 Approved
0.7458 Intermediate Similarity NPD6008 Approved
0.744 Intermediate Similarity NPD7516 Approved
0.7424 Intermediate Similarity NPD8449 Approved
0.7419 Intermediate Similarity NPD6009 Approved
0.7417 Intermediate Similarity NPD6373 Approved
0.7417 Intermediate Similarity NPD6372 Approved
0.7411 Intermediate Similarity NPD6399 Phase 3
0.7385 Intermediate Similarity NPD6033 Approved
0.7381 Intermediate Similarity NPD6319 Approved
0.7368 Intermediate Similarity NPD8450 Suspended
0.7333 Intermediate Similarity NPD7320 Approved
0.7323 Intermediate Similarity NPD7503 Approved
0.7317 Intermediate Similarity NPD4632 Approved
0.7311 Intermediate Similarity NPD6402 Approved
0.7311 Intermediate Similarity NPD7128 Approved
0.7311 Intermediate Similarity NPD5739 Approved
0.7311 Intermediate Similarity NPD6675 Approved
0.7295 Intermediate Similarity NPD6649 Approved
0.7295 Intermediate Similarity NPD6650 Approved
0.719 Intermediate Similarity NPD6881 Approved
0.719 Intermediate Similarity NPD6899 Approved
0.7156 Intermediate Similarity NPD4786 Approved
0.7155 Intermediate Similarity NPD4755 Approved
0.7154 Intermediate Similarity NPD8130 Phase 1
0.7154 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD5697 Approved
0.7107 Intermediate Similarity NPD5701 Approved
0.7073 Intermediate Similarity NPD4634 Approved
0.7073 Intermediate Similarity NPD6883 Approved
0.7073 Intermediate Similarity NPD7102 Approved
0.7073 Intermediate Similarity NPD7290 Approved
0.7034 Intermediate Similarity NPD4700 Approved
0.7034 Intermediate Similarity NPD5286 Approved
0.7034 Intermediate Similarity NPD4696 Approved
0.7034 Intermediate Similarity NPD5285 Approved
0.7016 Intermediate Similarity NPD6847 Approved
0.7016 Intermediate Similarity NPD6617 Approved
0.7016 Intermediate Similarity NPD6869 Approved
0.7009 Intermediate Similarity NPD6084 Phase 2
0.7009 Intermediate Similarity NPD6083 Phase 2
0.6992 Remote Similarity NPD6014 Approved
0.6992 Remote Similarity NPD6013 Approved
0.6992 Remote Similarity NPD6012 Approved
0.6991 Remote Similarity NPD5328 Approved
0.6972 Remote Similarity NPD3667 Approved
0.6947 Remote Similarity NPD7604 Phase 2
0.6923 Remote Similarity NPD5983 Phase 2
0.6917 Remote Similarity NPD5211 Phase 2
0.6917 Remote Similarity NPD5224 Approved
0.6917 Remote Similarity NPD5225 Approved
0.6917 Remote Similarity NPD5226 Approved
0.6917 Remote Similarity NPD4633 Approved
0.6911 Remote Similarity NPD6011 Approved
0.6889 Remote Similarity NPD5956 Approved
0.6885 Remote Similarity NPD4768 Approved
0.6885 Remote Similarity NPD4767 Approved
0.688 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7115 Discovery
0.687 Remote Similarity NPD6079 Approved
0.6864 Remote Similarity NPD7902 Approved
0.686 Remote Similarity NPD5174 Approved
0.686 Remote Similarity NPD5175 Approved
0.6847 Remote Similarity NPD3133 Approved
0.6847 Remote Similarity NPD3666 Approved
0.6847 Remote Similarity NPD3665 Phase 1
0.6842 Remote Similarity NPD4753 Phase 2
0.6842 Remote Similarity NPD6336 Discontinued
0.6833 Remote Similarity NPD5223 Approved
0.6825 Remote Similarity NPD6053 Discontinued
0.681 Remote Similarity NPD4202 Approved
0.6807 Remote Similarity NPD5696 Approved
0.6803 Remote Similarity NPD5141 Approved
0.678 Remote Similarity NPD4697 Phase 3
0.6774 Remote Similarity NPD4730 Approved
0.6774 Remote Similarity NPD4729 Approved
0.6754 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6754 Remote Similarity NPD6903 Approved
0.6752 Remote Similarity NPD7748 Approved
0.6741 Remote Similarity NPD8336 Approved
0.6741 Remote Similarity NPD8337 Approved
0.6726 Remote Similarity NPD6684 Approved
0.6726 Remote Similarity NPD7334 Approved
0.6726 Remote Similarity NPD3618 Phase 1
0.6726 Remote Similarity NPD6409 Approved
0.6726 Remote Similarity NPD7521 Approved
0.6726 Remote Similarity NPD5330 Approved
0.6726 Remote Similarity NPD7146 Approved
0.6724 Remote Similarity NPD8034 Phase 2
0.6724 Remote Similarity NPD8035 Phase 2
0.6721 Remote Similarity NPD4754 Approved
0.6695 Remote Similarity NPD4629 Approved
0.6695 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6695 Remote Similarity NPD5210 Approved
0.6695 Remote Similarity NPD5695 Phase 3
0.6667 Remote Similarity NPD7638 Approved
0.6667 Remote Similarity NPD5250 Approved
0.6667 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5248 Approved
0.6667 Remote Similarity NPD5247 Approved
0.6667 Remote Similarity NPD8074 Phase 3
0.6667 Remote Similarity NPD6274 Approved
0.6667 Remote Similarity NPD5251 Approved
0.6667 Remote Similarity NPD5249 Phase 3
0.6641 Remote Similarity NPD7101 Approved
0.6641 Remote Similarity NPD7100 Approved
0.664 Remote Similarity NPD5128 Approved
0.664 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6639 Remote Similarity NPD5221 Approved
0.6639 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6639 Remote Similarity NPD5222 Approved
0.6612 Remote Similarity NPD7640 Approved
0.6612 Remote Similarity NPD7639 Approved
0.661 Remote Similarity NPD7901 Clinical (unspecified phase)
0.661 Remote Similarity NPD7900 Approved
0.6583 Remote Similarity NPD5173 Approved
0.6581 Remote Similarity NPD7515 Phase 2
0.6565 Remote Similarity NPD6335 Approved
0.6549 Remote Similarity NPD3668 Phase 3
0.6541 Remote Similarity NPD6908 Approved
0.6541 Remote Similarity NPD6909 Approved
0.6518 Remote Similarity NPD4221 Approved
0.6518 Remote Similarity NPD4223 Phase 3
0.6491 Remote Similarity NPD5329 Approved
0.6489 Remote Similarity NPD6317 Approved
0.6486 Remote Similarity NPD6928 Phase 2
0.6484 Remote Similarity NPD5216 Approved
0.6484 Remote Similarity NPD5215 Approved
0.6484 Remote Similarity NPD5217 Approved
0.6466 Remote Similarity NPD6672 Approved
0.6466 Remote Similarity NPD5737 Approved
0.6441 Remote Similarity NPD5284 Approved
0.6441 Remote Similarity NPD6411 Approved
0.6441 Remote Similarity NPD5281 Approved
0.6439 Remote Similarity NPD6314 Approved
0.6439 Remote Similarity NPD6313 Approved
0.6435 Remote Similarity NPD6098 Approved
0.6429 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6422 Remote Similarity NPD3701 Clinical (unspecified phase)
0.641 Remote Similarity NPD6080 Approved
0.641 Remote Similarity NPD6904 Approved
0.641 Remote Similarity NPD6673 Approved
0.6406 Remote Similarity NPD5169 Approved
0.6406 Remote Similarity NPD5135 Approved
0.6406 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4197 Approved
0.6379 Remote Similarity NPD7524 Approved
0.6372 Remote Similarity NPD6435 Approved
0.6357 Remote Similarity NPD5127 Approved
0.6356 Remote Similarity NPD5207 Approved
0.6348 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6333 Remote Similarity NPD5282 Discontinued
0.6333 Remote Similarity NPD6001 Approved
0.633 Remote Similarity NPD7339 Approved
0.633 Remote Similarity NPD6942 Approved
0.6328 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6324 Remote Similarity NPD7122 Discontinued
0.6319 Remote Similarity NPD7799 Discontinued
0.6316 Remote Similarity NPD4788 Approved
0.6312 Remote Similarity NPD8338 Approved
0.6309 Remote Similarity NPD7625 Phase 1
0.6303 Remote Similarity NPD7983 Approved
0.6296 Remote Similarity NPD8267 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