Structure

Physi-Chem Properties

Molecular Weight:  1060.55
Volume:  1013.132
LogP:  1.987
LogD:  1.935
LogS:  -3.334
# Rotatable Bonds:  12
TPSA:  335.06
# H-Bond Aceptor:  22
# H-Bond Donor:  12
# Rings:  10
# Heavy Atoms:  22

MedChem Properties

QED Drug-Likeness Score:  0.078
Synthetic Accessibility Score:  6.774
Fsp3:  0.962
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:  -6.244
MDCK Permeability:  0.00015186393284238875
Pgp-inhibitor:  0.704
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.989
20% Bioavailability (F20%):  0.055
30% Bioavailability (F30%):  0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.088
Plasma Protein Binding (PPB):  64.76044464111328%
Volume Distribution (VD):  -0.228
Pgp-substrate:  11.955020904541016%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.946
CYP2C19-inhibitor:  0.001
CYP2C19-substrate:  0.131
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.002
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.045
CYP3A4-inhibitor:  0.095
CYP3A4-substrate:  0.01

ADMET: Excretion

Clearance (CL):  -0.05
Half-life (T1/2):  0.778

ADMET: Toxicity

hERG Blockers:  0.238
Human Hepatotoxicity (H-HT):  0.186
Drug-inuced Liver Injury (DILI):  0.011
AMES Toxicity:  0.098
Rat Oral Acute Toxicity:  0.125
Maximum Recommended Daily Dose:  0.122
Skin Sensitization:  0.918
Carcinogencity:  0.007
Eye Corrosion:  0.003
Eye Irritation:  0.007
Respiratory Toxicity:  0.637

Download Data

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

  Natural Product: NPC10366

Natural Product ID:  NPC10366
Common Name*:   ZHWPUQMDCMHHBR-CCKICRFUSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  ZHWPUQMDCMHHBR-CCKICRFUSA-N
Standard InCHI:  InChI=1S/C52H84O22/c1-22(2)14-23-15-50(7,64)42-24-8-9-30-48(5)12-11-31(47(3,4)29(48)10-13-49(30,6)51(24)20-52(42,74-23)67-21-51)71-46-41(73-44-37(61)33(57)27(17-54)69-44)40(25(55)18-65-46)72-45-39(63)36(60)34(58)28(70-45)19-66-43-38(62)35(59)32(56)26(16-53)68-43/h14,23-46,53-64H,8-13,15-21H2,1-7H3/t23-,24+,25-,26+,27-,28+,29-,30+,31-,32+,33-,34+,35-,36-,37+,38+,39+,40-,41+,42-,43+,44-,45-,46-,48-,49+,50-,51-,52-/m0/s1
SMILES:  CC(=C[C@H]1C[C@@](C)([C@@H]2[C@H]3CC[C@@H]4[C@@]5(C)CC[C@@H](C(C)(C)[C@@H]5CC[C@@]4(C)[C@@]43C[C@]2(OC4)O1)O[C@H]1[C@@H]([C@H]([C@H](CO1)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)O1)O)O)O)O[C@H]1[C@@H]([C@H]([C@H](CO)O1)O)O)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL499022
PubChem CID:   21574211
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids

*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
NPO26173 Anomospermum grandifolium Species Menispermaceae Eukaryota Stems n.a. n.a. PMID[14695805]
NPO26543 Ocotea cymbarum Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[24713267]
NPO26543 Ocotea cymbarum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26173 Anomospermum grandifolium Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13971 Micromelum pubescens Species Rutaceae 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
NPT20 Organism Candida albicans Candida albicans MIC = 250.0 ug.mL-1 PMID[518783]

☑ 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 NPC10366 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
0.9907 High Similarity NPC100048
0.9907 High Similarity NPC476690
0.9725 High Similarity NPC20979
0.945 High Similarity NPC476693
0.9273 High Similarity NPC469347
0.9273 High Similarity NPC469348
0.9189 High Similarity NPC11548
0.9182 High Similarity NPC42171
0.9167 High Similarity NPC51172
0.9167 High Similarity NPC125324
0.9167 High Similarity NPC220427
0.9167 High Similarity NPC49032
0.913 High Similarity NPC474423
0.913 High Similarity NPC43842
0.913 High Similarity NPC74259
0.9115 High Similarity NPC476691
0.9115 High Similarity NPC476692
0.9107 High Similarity NPC477030
0.9107 High Similarity NPC477029
0.9083 High Similarity NPC250089
0.9083 High Similarity NPC151134
0.9083 High Similarity NPC157530
0.9083 High Similarity NPC14630
0.9074 High Similarity NPC63368
0.9074 High Similarity NPC208650
0.9074 High Similarity NPC14946
0.9052 High Similarity NPC202261
0.9052 High Similarity NPC208193
0.9052 High Similarity NPC106589
0.9052 High Similarity NPC308262
0.9052 High Similarity NPC257207
0.9052 High Similarity NPC117445
0.9052 High Similarity NPC295133
0.9043 High Similarity NPC475590
0.9043 High Similarity NPC475419
0.9043 High Similarity NPC474908
0.9043 High Similarity NPC120390
0.9018 High Similarity NPC477810
0.9009 High Similarity NPC112274
0.9009 High Similarity NPC254255
0.9 High Similarity NPC247037
0.9 High Similarity NPC470867
0.8991 High Similarity NPC159005
0.8991 High Similarity NPC6931
0.8991 High Similarity NPC246124
0.8991 High Similarity NPC180183
0.8981 High Similarity NPC269627
0.8981 High Similarity NPC160816
0.8981 High Similarity NPC208477
0.8981 High Similarity NPC152584
0.8981 High Similarity NPC127801
0.8981 High Similarity NPC208594
0.8981 High Similarity NPC69737
0.8981 High Similarity NPC194842
0.8957 High Similarity NPC72260
0.8929 High Similarity NPC51154
0.8919 High Similarity NPC473021
0.8919 High Similarity NPC477032
0.8919 High Similarity NPC472987
0.8919 High Similarity NPC124677
0.8919 High Similarity NPC197231
0.8919 High Similarity NPC477028
0.8919 High Similarity NPC475247
0.8919 High Similarity NPC13190
0.8919 High Similarity NPC476547
0.8919 High Similarity NPC294129
0.8909 High Similarity NPC248746
0.8909 High Similarity NPC84956
0.8909 High Similarity NPC194207
0.8909 High Similarity NPC208383
0.8909 High Similarity NPC232054
0.8909 High Similarity NPC475550
0.8909 High Similarity NPC309278
0.8909 High Similarity NPC102016
0.8909 High Similarity NPC475333
0.8909 High Similarity NPC470433
0.8909 High Similarity NPC244086
0.8909 High Similarity NPC224098
0.8909 High Similarity NPC73243
0.8909 High Similarity NPC95051
0.8909 High Similarity NPC300557
0.8909 High Similarity NPC171073
0.8909 High Similarity NPC477809
0.8909 High Similarity NPC249265
0.8909 High Similarity NPC22779
0.8909 High Similarity NPC46190
0.8909 High Similarity NPC150372
0.8909 High Similarity NPC6806
0.8909 High Similarity NPC218571
0.8899 High Similarity NPC54619
0.8899 High Similarity NPC231340
0.8899 High Similarity NPC181467
0.8879 High Similarity NPC314535
0.8879 High Similarity NPC173555
0.887 High Similarity NPC195560
0.887 High Similarity NPC229962
0.887 High Similarity NPC236973
0.887 High Similarity NPC55532
0.887 High Similarity NPC32177
0.887 High Similarity NPC30483
0.887 High Similarity NPC470897
0.887 High Similarity NPC292467
0.887 High Similarity NPC469756
0.885 High Similarity NPC167183
0.885 High Similarity NPC32707
0.8839 High Similarity NPC19888
0.8839 High Similarity NPC263359
0.8839 High Similarity NPC476305
0.8839 High Similarity NPC31896
0.8839 High Similarity NPC210569
0.8839 High Similarity NPC32361
0.8839 High Similarity NPC244431
0.8839 High Similarity NPC472716
0.8829 High Similarity NPC23808
0.8829 High Similarity NPC224314
0.8829 High Similarity NPC103627
0.8829 High Similarity NPC141433
0.8829 High Similarity NPC269297
0.8829 High Similarity NPC170974
0.8829 High Similarity NPC477811
0.8829 High Similarity NPC87998
0.8829 High Similarity NPC222202
0.8829 High Similarity NPC191439
0.8818 High Similarity NPC98696
0.8803 High Similarity NPC193893
0.8803 High Similarity NPC264336
0.8796 High Similarity NPC31907
0.8796 High Similarity NPC120123
0.8796 High Similarity NPC114874
0.8796 High Similarity NPC472252
0.8796 High Similarity NPC155010
0.8796 High Similarity NPC473020
0.8796 High Similarity NPC131479
0.8796 High Similarity NPC8039
0.8796 High Similarity NPC213190
0.8796 High Similarity NPC211879
0.8796 High Similarity NPC16520
0.8796 High Similarity NPC245280
0.8796 High Similarity NPC189852
0.8796 High Similarity NPC157659
0.8796 High Similarity NPC286969
0.8793 High Similarity NPC475556
0.8793 High Similarity NPC233391
0.8793 High Similarity NPC207243
0.8793 High Similarity NPC198325
0.8793 High Similarity NPC475629
0.8793 High Similarity NPC135369
0.8793 High Similarity NPC50689
0.8772 High Similarity NPC148965
0.8761 High Similarity NPC307642
0.8761 High Similarity NPC79900
0.8761 High Similarity NPC476671
0.875 High Similarity NPC13193
0.875 High Similarity NPC472715
0.875 High Similarity NPC157474
0.875 High Similarity NPC110494
0.8739 High Similarity NPC70204
0.8739 High Similarity NPC475670
0.8739 High Similarity NPC472901
0.8739 High Similarity NPC302057
0.8739 High Similarity NPC42482
0.8739 High Similarity NPC306131
0.8739 High Similarity NPC40440
0.8739 High Similarity NPC473328
0.8739 High Similarity NPC477026
0.8739 High Similarity NPC477027
0.8739 High Similarity NPC28844
0.8739 High Similarity NPC476835
0.8739 High Similarity NPC473318
0.8727 High Similarity NPC113044
0.8727 High Similarity NPC190395
0.8727 High Similarity NPC94272
0.8727 High Similarity NPC283829
0.8727 High Similarity NPC14704
0.8727 High Similarity NPC281939
0.8727 High Similarity NPC470432
0.8727 High Similarity NPC230507
0.8727 High Similarity NPC305423
0.8727 High Similarity NPC161676
0.8727 High Similarity NPC473469
0.8718 High Similarity NPC475219
0.8718 High Similarity NPC231518
0.8718 High Similarity NPC40749
0.8716 High Similarity NPC165033
0.8716 High Similarity NPC476361
0.8716 High Similarity NPC475365
0.8716 High Similarity NPC476360
0.8716 High Similarity NPC273879
0.8707 High Similarity NPC473633
0.8707 High Similarity NPC476085
0.8707 High Similarity NPC329905
0.8704 High Similarity NPC159036
0.8704 High Similarity NPC312553
0.8704 High Similarity NPC288694
0.8696 High Similarity NPC93883
0.8673 High Similarity NPC475354
0.8673 High Similarity NPC473567
0.8673 High Similarity NPC216595
0.8673 High Similarity NPC231797
0.8661 High Similarity NPC65155

  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 NPC10366 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
0.8957 High Similarity NPD8294 Approved
0.8957 High Similarity NPD8377 Approved
0.8879 High Similarity NPD8378 Approved
0.8879 High Similarity NPD8380 Approved
0.8879 High Similarity NPD8379 Approved
0.8879 High Similarity NPD8296 Approved
0.8879 High Similarity NPD8335 Approved
0.8718 High Similarity NPD8033 Approved
0.8462 Intermediate Similarity NPD7327 Approved
0.8462 Intermediate Similarity NPD7328 Approved
0.839 Intermediate Similarity NPD7516 Approved
0.812 Intermediate Similarity NPD8133 Approved
0.7984 Intermediate Similarity NPD7507 Approved
0.7963 Intermediate Similarity NPD8171 Discontinued
0.7951 Intermediate Similarity NPD7503 Approved
0.7795 Intermediate Similarity NPD7319 Approved
0.7424 Intermediate Similarity NPD8450 Suspended
0.7348 Intermediate Similarity NPD8449 Approved
0.7311 Intermediate Similarity NPD6412 Phase 2
0.7288 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD7736 Approved
0.7163 Intermediate Similarity NPD7625 Phase 1
0.7109 Intermediate Similarity NPD8517 Approved
0.7109 Intermediate Similarity NPD8516 Approved
0.7109 Intermediate Similarity NPD8515 Approved
0.7107 Intermediate Similarity NPD6686 Approved
0.7054 Intermediate Similarity NPD6370 Approved
0.7009 Intermediate Similarity NPD7638 Approved
0.7 Intermediate Similarity NPD8328 Phase 3
0.6977 Remote Similarity NPD8513 Phase 3
0.697 Remote Similarity NPD8293 Discontinued
0.6949 Remote Similarity NPD7639 Approved
0.6949 Remote Similarity NPD7640 Approved
0.6911 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6899 Remote Similarity NPD6054 Approved
0.6899 Remote Similarity NPD6059 Approved
0.6852 Remote Similarity NPD6928 Phase 2
0.6852 Remote Similarity NPD7525 Registered
0.68 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6797 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6718 Remote Similarity NPD6016 Approved
0.6718 Remote Similarity NPD6015 Approved
0.6716 Remote Similarity NPD7078 Approved
0.6692 Remote Similarity NPD7492 Approved
0.6667 Remote Similarity NPD5988 Approved
0.6642 Remote Similarity NPD6616 Approved
0.6617 Remote Similarity NPD6067 Discontinued
0.6579 Remote Similarity NPD7524 Approved
0.6484 Remote Similarity NPD6882 Approved
0.6484 Remote Similarity NPD8297 Approved
0.646 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6455 Remote Similarity NPD7645 Phase 2
0.6435 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6423 Remote Similarity NPD7632 Discontinued
0.6423 Remote Similarity NPD6033 Approved
0.6412 Remote Similarity NPD6009 Approved
0.6412 Remote Similarity NPD7115 Discovery
0.6391 Remote Similarity NPD6319 Approved
0.6372 Remote Similarity NPD6695 Phase 3
0.6341 Remote Similarity NPD4159 Approved
0.6325 Remote Similarity NPD6051 Approved
0.6311 Remote Similarity NPD4225 Approved
0.6308 Remote Similarity NPD4632 Approved
0.6299 Remote Similarity NPD7320 Approved
0.6293 Remote Similarity NPD7750 Discontinued
0.627 Remote Similarity NPD5739 Approved
0.627 Remote Similarity NPD6402 Approved
0.627 Remote Similarity NPD6675 Approved
0.627 Remote Similarity NPD7128 Approved
0.625 Remote Similarity NPD6373 Approved
0.625 Remote Similarity NPD4061 Clinical (unspecified phase)
0.625 Remote Similarity NPD6372 Approved
0.6198 Remote Similarity NPD7991 Discontinued
0.6182 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6172 Remote Similarity NPD6899 Approved
0.6172 Remote Similarity NPD6881 Approved
0.6154 Remote Similarity NPD6650 Approved
0.6154 Remote Similarity NPD8130 Phase 1
0.6154 Remote Similarity NPD6649 Approved
0.6142 Remote Similarity NPD6008 Approved
0.6115 Remote Similarity NPD8074 Phase 3
0.6107 Remote Similarity NPD6053 Discontinued
0.6106 Remote Similarity NPD6931 Approved
0.6106 Remote Similarity NPD6930 Phase 2
0.6098 Remote Similarity NPD4755 Approved
0.6094 Remote Similarity NPD5697 Approved
0.6094 Remote Similarity NPD5701 Approved
0.6091 Remote Similarity NPD6942 Approved
0.6091 Remote Similarity NPD7339 Approved
0.6083 Remote Similarity NPD8034 Phase 2
0.6083 Remote Similarity NPD8035 Phase 2
0.608 Remote Similarity NPD5344 Discontinued
0.6077 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6077 Remote Similarity NPD4634 Approved
0.6077 Remote Similarity NPD7290 Approved
0.6077 Remote Similarity NPD7102 Approved
0.6077 Remote Similarity NPD6883 Approved
0.6048 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6047 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6036 Remote Similarity NPD6933 Approved
0.6033 Remote Similarity NPD4202 Approved
0.6032 Remote Similarity NPD5211 Phase 2
0.6031 Remote Similarity NPD6847 Approved
0.6031 Remote Similarity NPD6617 Approved
0.6031 Remote Similarity NPD6869 Approved
0.6018 Remote Similarity NPD6929 Approved
0.6014 Remote Similarity NPD7604 Phase 2
0.6 Remote Similarity NPD6014 Approved
0.6 Remote Similarity NPD6013 Approved
0.6 Remote Similarity NPD4696 Approved
0.6 Remote Similarity NPD5286 Approved
0.6 Remote Similarity NPD4700 Approved
0.6 Remote Similarity NPD5285 Approved
0.6 Remote Similarity NPD6012 Approved
0.5986 Remote Similarity NPD5956 Approved
0.5985 Remote Similarity NPD5983 Phase 2
0.5984 Remote Similarity NPD7748 Approved
0.5969 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5968 Remote Similarity NPD6083 Phase 2
0.5968 Remote Similarity NPD7902 Approved
0.5968 Remote Similarity NPD6084 Phase 2
0.5965 Remote Similarity NPD7514 Phase 3
0.5964 Remote Similarity NPD7799 Discontinued
0.5963 Remote Similarity NPD4243 Approved
0.595 Remote Similarity NPD7087 Discontinued
0.5938 Remote Similarity NPD5141 Approved
0.5929 Remote Similarity NPD6336 Discontinued
0.5926 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5923 Remote Similarity NPD6011 Approved
0.5909 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5906 Remote Similarity NPD4633 Approved
0.5906 Remote Similarity NPD5225 Approved
0.5906 Remote Similarity NPD5226 Approved
0.5906 Remote Similarity NPD5224 Approved
0.5902 Remote Similarity NPD6399 Phase 3
0.5891 Remote Similarity NPD4767 Approved
0.5891 Remote Similarity NPD4768 Approved
0.5859 Remote Similarity NPD5174 Approved
0.5859 Remote Similarity NPD5175 Approved
0.5856 Remote Similarity NPD4784 Approved
0.5856 Remote Similarity NPD1811 Approved
0.5856 Remote Similarity NPD4785 Approved
0.5856 Remote Similarity NPD6926 Approved
0.5856 Remote Similarity NPD6924 Approved
0.5856 Remote Similarity NPD1810 Approved
0.5847 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5847 Remote Similarity NPD6893 Approved
0.5846 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5841 Remote Similarity NPD5776 Phase 2
0.5841 Remote Similarity NPD6925 Approved
0.5841 Remote Similarity NPD6932 Approved
0.5827 Remote Similarity NPD5125 Phase 3
0.5827 Remote Similarity NPD5126 Approved
0.5827 Remote Similarity NPD5223 Approved
0.5826 Remote Similarity NPD4748 Discontinued
0.5826 Remote Similarity NPD7332 Phase 2
0.582 Remote Similarity NPD7637 Suspended
0.582 Remote Similarity NPD7515 Phase 2
0.5806 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5802 Remote Similarity NPD4730 Approved
0.5802 Remote Similarity NPD4729 Approved
0.5797 Remote Similarity NPD7741 Discontinued
0.5789 Remote Similarity NPD7145 Approved
0.5785 Remote Similarity NPD4753 Phase 2
0.5785 Remote Similarity NPD5328 Approved
0.5776 Remote Similarity NPD6902 Approved
0.5769 Remote Similarity NPD6640 Phase 3
0.5763 Remote Similarity NPD4786 Approved
0.5748 Remote Similarity NPD6648 Approved
0.5739 Remote Similarity NPD6683 Phase 2
0.5738 Remote Similarity NPD7838 Discovery
0.5738 Remote Similarity NPD6698 Approved
0.5738 Remote Similarity NPD46 Approved
0.5738 Remote Similarity NPD3168 Discontinued
0.5736 Remote Similarity NPD4754 Approved
0.5735 Remote Similarity NPD6274 Approved
0.5726 Remote Similarity NPD7900 Approved
0.5726 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5725 Remote Similarity NPD7101 Approved
0.5725 Remote Similarity NPD7100 Approved
0.5714 Remote Similarity NPD6371 Approved
0.5714 Remote Similarity NPD5250 Approved
0.5714 Remote Similarity NPD5247 Approved
0.5714 Remote Similarity NPD5249 Phase 3
0.5714 Remote Similarity NPD5251 Approved
0.5714 Remote Similarity NPD5248 Approved
0.5714 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5702 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5691 Remote Similarity NPD6079 Approved
0.569 Remote Similarity NPD7509 Discontinued
0.5682 Remote Similarity NPD5128 Approved
0.568 Remote Similarity NPD5695 Phase 3
0.5669 Remote Similarity NPD5696 Approved
0.5667 Remote Similarity NPD3618 Phase 1
0.5664 Remote Similarity NPD5275 Approved
0.5664 Remote Similarity NPD4190 Phase 3
0.5652 Remote Similarity NPD6335 Approved
0.5649 Remote Similarity NPD6674 Discontinued
0.5643 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5643 Remote Similarity NPD6908 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