Structure

Physi-Chem Properties

Molecular Weight:  1062.52
Volume:  1004.626
LogP:  0.75
LogD:  1.153
LogS:  -2.625
# Rotatable Bonds:  11
TPSA:  355.29
# H-Bond Aceptor:  23
# H-Bond Donor:  13
# Rings:  10
# Heavy Atoms:  23

MedChem Properties

QED Drug-Likeness Score:  0.092
Synthetic Accessibility Score:  7.298
Fsp3:  0.961
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:  -6.402
MDCK Permeability:  0.0004188760940451175
Pgp-inhibitor:  0.017
Pgp-substrate:  0.97
Human Intestinal Absorption (HIA):  1.0
20% Bioavailability (F20%):  0.367
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.101
Plasma Protein Binding (PPB):  54.58606719970703%
Volume Distribution (VD):  -0.145
Pgp-substrate:  15.143685340881348%

ADMET: Metabolism

CYP1A2-inhibitor:  0.0
CYP1A2-substrate:  0.075
CYP2C19-inhibitor:  0.002
CYP2C19-substrate:  0.059
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.002
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.043
CYP3A4-inhibitor:  0.008
CYP3A4-substrate:  0.002

ADMET: Excretion

Clearance (CL):  0.377
Half-life (T1/2):  0.82

ADMET: Toxicity

hERG Blockers:  0.481
Human Hepatotoxicity (H-HT):  0.136
Drug-inuced Liver Injury (DILI):  0.031
AMES Toxicity:  0.076
Rat Oral Acute Toxicity:  0.102
Maximum Recommended Daily Dose:  0.002
Skin Sensitization:  0.724
Carcinogencity:  0.079
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.899

Download Data

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

  Natural Product: NPC13193

Natural Product ID:  NPC13193
Common Name*:   Luciamin
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  QGOHEFZIBCRWRE-NPXWBSKESA-N
Standard InCHI:  InChI=1S/C51H82O23/c1-19-8-13-51(65-18-19)20(2)29-42(74-51)34(58)30-24-7-6-22-14-23(9-11-49(22,4)25(24)10-12-50(29,30)5)67-47-44(73-45-38(62)35(59)31(55)21(3)66-45)40(64)41(28(17-54)70-47)71-48-43(37(61)33(57)27(16-53)69-48)72-46-39(63)36(60)32(56)26(15-52)68-46/h6,19-21,23-48,52-64H,7-18H2,1-5H3/t19-,20-,21-,23-,24+,25-,26+,27+,28+,29-,30+,31-,32+,33+,34+,35+,36-,37-,38+,39+,40-,41-,42+,43+,44+,45-,46-,47+,48-,49-,50+,51+/m0/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4[C@@H](O)[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2270326
PubChem CID:   76308727
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
NPO11641 Solanum laxum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11641 Solanum laxum Species Solanaceae 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
NPT1227 Organism Schizaphis graminum Schizaphis graminum Survival = 76.0 % PMID[457017]
NPT1227 Organism Schizaphis graminum Schizaphis graminum Survival = 72.0 % PMID[457017]
NPT1227 Organism Schizaphis graminum Schizaphis graminum Survival = 70.0 % PMID[457017]
NPT1227 Organism Schizaphis graminum Schizaphis graminum Survival = 64.0 % PMID[457017]
NPT1227 Organism Schizaphis graminum Schizaphis graminum Survival = 85.0 % PMID[457017]
NPT1227 Organism Schizaphis graminum Schizaphis graminum Survival = 80.0 % PMID[457017]
NPT1227 Organism Schizaphis graminum Schizaphis graminum Survival = 93.0 % PMID[457017]
NPT1227 Organism Schizaphis graminum Schizaphis graminum Survival = 40.0 % PMID[457017]
NPT1227 Organism Schizaphis graminum Schizaphis graminum Survival = 48.0 % PMID[457017]
NPT1227 Organism Schizaphis graminum Schizaphis graminum Survival = 49.0 % PMID[457017]
NPT1227 Organism Schizaphis graminum Schizaphis graminum Survival = 47.0 % PMID[457017]

☑ 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 NPC13193 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
0.9902 High Similarity NPC87998
0.9902 High Similarity NPC224314
0.9902 High Similarity NPC269297
0.9902 High Similarity NPC23808
0.9902 High Similarity NPC477811
0.9902 High Similarity NPC222202
0.9808 High Similarity NPC79900
0.9806 High Similarity NPC477032
0.9806 High Similarity NPC124677
0.9806 High Similarity NPC477028
0.9804 High Similarity NPC46190
0.9804 High Similarity NPC150372
0.9804 High Similarity NPC6806
0.9804 High Similarity NPC309278
0.9804 High Similarity NPC22779
0.9804 High Similarity NPC475333
0.9804 High Similarity NPC470433
0.9804 High Similarity NPC73243
0.9804 High Similarity NPC475550
0.9804 High Similarity NPC95051
0.9804 High Similarity NPC249265
0.9804 High Similarity NPC208383
0.9804 High Similarity NPC300557
0.9804 High Similarity NPC218571
0.9804 High Similarity NPC244086
0.9804 High Similarity NPC224098
0.9804 High Similarity NPC171073
0.9804 High Similarity NPC232054
0.9804 High Similarity NPC248746
0.9804 High Similarity NPC194207
0.9804 High Similarity NPC477809
0.9804 High Similarity NPC84956
0.9804 High Similarity NPC102016
0.9714 High Similarity NPC167183
0.9714 High Similarity NPC32707
0.9712 High Similarity NPC244431
0.9712 High Similarity NPC32361
0.9712 High Similarity NPC210569
0.9712 High Similarity NPC31896
0.9712 High Similarity NPC263359
0.9706 High Similarity NPC98696
0.9615 High Similarity NPC475247
0.9615 High Similarity NPC476547
0.9615 High Similarity NPC294129
0.9612 High Similarity NPC42482
0.9612 High Similarity NPC40440
0.9608 High Similarity NPC283829
0.9608 High Similarity NPC113044
0.9608 High Similarity NPC14704
0.9608 High Similarity NPC94272
0.9608 High Similarity NPC230507
0.9608 High Similarity NPC305423
0.9608 High Similarity NPC161676
0.9608 High Similarity NPC470432
0.9528 High Similarity NPC477810
0.9528 High Similarity NPC477808
0.9524 High Similarity NPC254255
0.9524 High Similarity NPC42171
0.9524 High Similarity NPC308140
0.9519 High Similarity NPC247037
0.951 High Similarity NPC181845
0.9439 High Similarity NPC477030
0.9439 High Similarity NPC477029
0.9439 High Similarity NPC477031
0.9429 High Similarity NPC197231
0.9423 High Similarity NPC475670
0.9423 High Similarity NPC306131
0.9423 High Similarity NPC477026
0.9423 High Similarity NPC70204
0.9423 High Similarity NPC477027
0.9352 High Similarity NPC477807
0.9346 High Similarity NPC208832
0.9346 High Similarity NPC11548
0.934 High Similarity NPC19888
0.9333 High Similarity NPC141433
0.9327 High Similarity NPC476541
0.9327 High Similarity NPC476538
0.9327 High Similarity NPC476540
0.9327 High Similarity NPC476539
0.932 High Similarity NPC474569
0.9259 High Similarity NPC63609
0.9252 High Similarity NPC469347
0.9252 High Similarity NPC476546
0.9252 High Similarity NPC469348
0.9245 High Similarity NPC470748
0.9238 High Similarity NPC302057
0.9159 High Similarity NPC112274
0.9135 High Similarity NPC473476
0.9135 High Similarity NPC26798
0.9135 High Similarity NPC309448
0.9135 High Similarity NPC242748
0.9135 High Similarity NPC473923
0.9099 High Similarity NPC198325
0.9099 High Similarity NPC207243
0.9099 High Similarity NPC233391
0.9074 High Similarity NPC476693
0.9074 High Similarity NPC307642
0.9074 High Similarity NPC51154
0.9074 High Similarity NPC476671
0.9065 High Similarity NPC13190
0.9048 High Similarity NPC226642
0.9048 High Similarity NPC190395
0.9029 High Similarity NPC272015
0.9009 High Similarity NPC195560
0.9009 High Similarity NPC229962
0.9 High Similarity NPC20979
0.8962 High Similarity NPC6931
0.8962 High Similarity NPC295980
0.8962 High Similarity NPC220427
0.8962 High Similarity NPC159005
0.8938 High Similarity NPC94072
0.8938 High Similarity NPC169816
0.8938 High Similarity NPC305771
0.8938 High Similarity NPC15918
0.8929 High Similarity NPC50689
0.8919 High Similarity NPC475357
0.8909 High Similarity NPC148965
0.8889 High Similarity NPC92710
0.8879 High Similarity NPC476835
0.8868 High Similarity NPC14946
0.8868 High Similarity NPC63368
0.8868 High Similarity NPC473469
0.8868 High Similarity NPC208650
0.886 High Similarity NPC202261
0.886 High Similarity NPC256983
0.886 High Similarity NPC106589
0.8857 High Similarity NPC470885
0.8857 High Similarity NPC187400
0.8857 High Similarity NPC221562
0.885 High Similarity NPC249553
0.885 High Similarity NPC182900
0.885 High Similarity NPC476544
0.885 High Similarity NPC476543
0.885 High Similarity NPC476545
0.8839 High Similarity NPC473633
0.8839 High Similarity NPC476085
0.8835 High Similarity NPC282669
0.8824 High Similarity NPC473890
0.8824 High Similarity NPC243728
0.8796 High Similarity NPC470867
0.8785 High Similarity NPC246124
0.8785 High Similarity NPC125324
0.8785 High Similarity NPC7213
0.8785 High Similarity NPC51172
0.8785 High Similarity NPC128123
0.8785 High Similarity NPC49032
0.8785 High Similarity NPC180183
0.8774 High Similarity NPC208594
0.8774 High Similarity NPC152584
0.8774 High Similarity NPC269627
0.8774 High Similarity NPC160816
0.8774 High Similarity NPC208477
0.8774 High Similarity NPC69737
0.8774 High Similarity NPC194842
0.8774 High Similarity NPC127801
0.8772 High Similarity NPC43842
0.8762 High Similarity NPC475701
0.8761 High Similarity NPC473566
0.8761 High Similarity NPC475358
0.875 High Similarity NPC476692
0.875 High Similarity NPC475403
0.875 High Similarity NPC10366
0.875 High Similarity NPC476691
0.875 High Similarity NPC160888
0.8738 High Similarity NPC158088
0.8727 High Similarity NPC144068
0.8716 High Similarity NPC114188
0.8704 High Similarity NPC250089
0.8704 High Similarity NPC14630
0.8704 High Similarity NPC151134
0.8704 High Similarity NPC157530
0.8696 High Similarity NPC295133
0.8696 High Similarity NPC257207
0.8692 High Similarity NPC181467
0.8679 High Similarity NPC474464
0.8679 High Similarity NPC475365
0.8673 High Similarity NPC161738
0.8667 High Similarity NPC312553
0.8667 High Similarity NPC159036
0.8667 High Similarity NPC288694
0.8661 High Similarity NPC100048
0.8661 High Similarity NPC476690
0.8621 High Similarity NPC473474
0.8621 High Similarity NPC473505
0.8598 High Similarity NPC474015
0.8598 High Similarity NPC470512
0.8598 High Similarity NPC173859
0.8596 High Similarity NPC475187
0.8596 High Similarity NPC476670
0.8585 High Similarity NPC120123
0.8585 High Similarity NPC157659
0.8585 High Similarity NPC155010
0.8585 High Similarity NPC189852
0.8585 High Similarity NPC211879
0.8585 High Similarity NPC114874
0.8585 High Similarity NPC16520
0.8585 High Similarity NPC473020
0.8585 High Similarity NPC123796
0.8585 High Similarity NPC131479
0.8585 High Similarity NPC8039

  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 NPC13193 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
0.812 Intermediate Similarity NPD8377 Approved
0.812 Intermediate Similarity NPD8294 Approved
0.8077 Intermediate Similarity NPD8171 Discontinued
0.8065 Intermediate Similarity NPD8450 Suspended
0.8051 Intermediate Similarity NPD8380 Approved
0.8051 Intermediate Similarity NPD8378 Approved
0.8051 Intermediate Similarity NPD8033 Approved
0.8051 Intermediate Similarity NPD8296 Approved
0.8051 Intermediate Similarity NPD8379 Approved
0.8051 Intermediate Similarity NPD8335 Approved
0.7984 Intermediate Similarity NPD8449 Approved
0.7857 Intermediate Similarity NPD6412 Phase 2
0.7647 Intermediate Similarity NPD7328 Approved
0.7647 Intermediate Similarity NPD7327 Approved
0.7607 Intermediate Similarity NPD8133 Approved
0.7583 Intermediate Similarity NPD7516 Approved
0.7459 Intermediate Similarity NPD7503 Approved
0.7368 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD6370 Approved
0.7244 Intermediate Similarity NPD7736 Approved
0.7222 Intermediate Similarity NPD7507 Approved
0.7165 Intermediate Similarity NPD8293 Discontinued
0.7119 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6054 Approved
0.7097 Intermediate Similarity NPD6059 Approved
0.7063 Intermediate Similarity NPD8328 Phase 3
0.7054 Intermediate Similarity NPD7319 Approved
0.6992 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6929 Remote Similarity NPD6067 Discontinued
0.6923 Remote Similarity NPD6928 Phase 2
0.6905 Remote Similarity NPD6015 Approved
0.6905 Remote Similarity NPD6016 Approved
0.6891 Remote Similarity NPD6686 Approved
0.6875 Remote Similarity NPD7492 Approved
0.6863 Remote Similarity NPD3701 Clinical (unspecified phase)
0.685 Remote Similarity NPD5988 Approved
0.6822 Remote Similarity NPD6616 Approved
0.6789 Remote Similarity NPD7524 Approved
0.6772 Remote Similarity NPD8516 Approved
0.6772 Remote Similarity NPD8517 Approved
0.6772 Remote Similarity NPD8515 Approved
0.6769 Remote Similarity NPD7078 Approved
0.6765 Remote Similarity NPD7339 Approved
0.6765 Remote Similarity NPD6942 Approved
0.6721 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6641 Remote Similarity NPD8513 Phase 3
0.6636 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6604 Remote Similarity NPD7525 Registered
0.6591 Remote Similarity NPD6033 Approved
0.6574 Remote Similarity NPD6695 Phase 3
0.6562 Remote Similarity NPD6319 Approved
0.6532 Remote Similarity NPD8297 Approved
0.6532 Remote Similarity NPD6882 Approved
0.6509 Remote Similarity NPD7645 Phase 2
0.6491 Remote Similarity NPD6399 Phase 3
0.6486 Remote Similarity NPD7750 Discontinued
0.6457 Remote Similarity NPD6009 Approved
0.6389 Remote Similarity NPD7625 Phase 1
0.6381 Remote Similarity NPD6933 Approved
0.637 Remote Similarity NPD5956 Approved
0.6364 Remote Similarity NPD4786 Approved
0.6356 Remote Similarity NPD7638 Approved
0.6355 Remote Similarity NPD6929 Approved
0.6349 Remote Similarity NPD4632 Approved
0.6346 Remote Similarity NPD4784 Approved
0.6346 Remote Similarity NPD4785 Approved
0.6341 Remote Similarity NPD7320 Approved
0.6311 Remote Similarity NPD6008 Approved
0.6311 Remote Similarity NPD5739 Approved
0.6311 Remote Similarity NPD6402 Approved
0.6311 Remote Similarity NPD4243 Approved
0.6311 Remote Similarity NPD7128 Approved
0.6311 Remote Similarity NPD6675 Approved
0.6303 Remote Similarity NPD7639 Approved
0.6303 Remote Similarity NPD7640 Approved
0.6296 Remote Similarity NPD6931 Approved
0.6296 Remote Similarity NPD6930 Phase 2
0.629 Remote Similarity NPD6373 Approved
0.629 Remote Similarity NPD6372 Approved
0.6271 Remote Similarity NPD6084 Phase 2
0.6271 Remote Similarity NPD6083 Phase 2
0.624 Remote Similarity NPD4634 Approved
0.6239 Remote Similarity NPD7991 Discontinued
0.621 Remote Similarity NPD6881 Approved
0.621 Remote Similarity NPD6899 Approved
0.619 Remote Similarity NPD6650 Approved
0.619 Remote Similarity NPD6926 Approved
0.619 Remote Similarity NPD8130 Phase 1
0.619 Remote Similarity NPD6924 Approved
0.619 Remote Similarity NPD6649 Approved
0.6182 Remote Similarity NPD3667 Approved
0.6168 Remote Similarity NPD6932 Approved
0.6168 Remote Similarity NPD5776 Phase 2
0.6168 Remote Similarity NPD6925 Approved
0.6147 Remote Similarity NPD4748 Discontinued
0.6134 Remote Similarity NPD4755 Approved
0.6129 Remote Similarity NPD5697 Approved
0.6129 Remote Similarity NPD5701 Approved
0.6121 Remote Similarity NPD7087 Discontinued
0.6111 Remote Similarity NPD7290 Approved
0.6111 Remote Similarity NPD6883 Approved
0.6111 Remote Similarity NPD7102 Approved
0.6111 Remote Similarity NPD7145 Approved
0.6087 Remote Similarity NPD6051 Approved
0.6087 Remote Similarity NPD4753 Phase 2
0.6077 Remote Similarity NPD7115 Discovery
0.6071 Remote Similarity NPD3133 Approved
0.6071 Remote Similarity NPD3666 Approved
0.6071 Remote Similarity NPD3665 Phase 1
0.6068 Remote Similarity NPD4202 Approved
0.6063 Remote Similarity NPD6847 Approved
0.6063 Remote Similarity NPD6617 Approved
0.6063 Remote Similarity NPD6869 Approved
0.6055 Remote Similarity NPD6683 Phase 2
0.6045 Remote Similarity NPD7604 Phase 2
0.6033 Remote Similarity NPD5285 Approved
0.6033 Remote Similarity NPD4696 Approved
0.6033 Remote Similarity NPD5286 Approved
0.6033 Remote Similarity NPD4700 Approved
0.6032 Remote Similarity NPD6012 Approved
0.6032 Remote Similarity NPD6013 Approved
0.6032 Remote Similarity NPD6014 Approved
0.6018 Remote Similarity NPD6893 Approved
0.6017 Remote Similarity NPD7748 Approved
0.6016 Remote Similarity NPD6053 Discontinued
0.6015 Remote Similarity NPD5983 Phase 2
0.6 Remote Similarity NPD7150 Approved
0.6 Remote Similarity NPD6903 Approved
0.6 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6 Remote Similarity NPD7902 Approved
0.6 Remote Similarity NPD7152 Approved
0.6 Remote Similarity NPD7151 Approved
0.6 Remote Similarity NPD7514 Phase 3
0.5985 Remote Similarity NPD8336 Approved
0.5985 Remote Similarity NPD8337 Approved
0.5984 Remote Similarity NPD4159 Approved
0.5983 Remote Similarity NPD7637 Suspended
0.5983 Remote Similarity NPD8034 Phase 2
0.5983 Remote Similarity NPD8035 Phase 2
0.5981 Remote Similarity NPD5275 Approved
0.5981 Remote Similarity NPD4190 Phase 3
0.5966 Remote Similarity NPD5695 Phase 3
0.5965 Remote Similarity NPD6684 Approved
0.5965 Remote Similarity NPD7334 Approved
0.5965 Remote Similarity NPD7521 Approved
0.5965 Remote Similarity NPD7146 Approved
0.5965 Remote Similarity NPD6409 Approved
0.5965 Remote Similarity NPD5330 Approved
0.5962 Remote Similarity NPD6923 Approved
0.5962 Remote Similarity NPD6922 Approved
0.5956 Remote Similarity NPD6336 Discontinued
0.5952 Remote Similarity NPD6011 Approved
0.595 Remote Similarity NPD5696 Approved
0.595 Remote Similarity NPD4225 Approved
0.5948 Remote Similarity NPD5328 Approved
0.5946 Remote Similarity NPD6902 Approved
0.5938 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5935 Remote Similarity NPD5226 Approved
0.5935 Remote Similarity NPD5224 Approved
0.5935 Remote Similarity NPD5211 Phase 2
0.5935 Remote Similarity NPD5225 Approved
0.5935 Remote Similarity NPD4633 Approved
0.592 Remote Similarity NPD4768 Approved
0.592 Remote Similarity NPD4767 Approved
0.5909 Remote Similarity NPD4195 Approved
0.5905 Remote Similarity NPD7144 Approved
0.5905 Remote Similarity NPD7143 Approved
0.5887 Remote Similarity NPD5175 Approved
0.5887 Remote Similarity NPD5174 Approved
0.5856 Remote Similarity NPD7509 Discontinued
0.5856 Remote Similarity NPD7332 Phase 2
0.5854 Remote Similarity NPD5223 Approved
0.5847 Remote Similarity NPD6079 Approved
0.5847 Remote Similarity NPD7515 Phase 2
0.584 Remote Similarity NPD5141 Approved
0.5833 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4629 Approved
0.5833 Remote Similarity NPD5210 Approved
0.5827 Remote Similarity NPD4730 Approved
0.5827 Remote Similarity NPD4729 Approved
0.5826 Remote Similarity NPD3618 Phase 1
0.582 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5806 Remote Similarity NPD7632 Discontinued
0.5804 Remote Similarity NPD6898 Phase 1
0.5797 Remote Similarity NPD8074 Phase 3
0.5789 Remote Similarity NPD3668 Phase 3
0.5781 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5776 Remote Similarity NPD4250 Approved
0.5776 Remote Similarity NPD4251 Approved
0.5763 Remote Similarity NPD3168 Discontinued
0.576 Remote Similarity NPD4754 Approved
0.5758 Remote Similarity NPD6274 Approved
0.5752 Remote Similarity NPD4221 Approved
0.5752 Remote Similarity NPD4223 Phase 3
0.575 Remote Similarity NPD7901 Clinical (unspecified phase)
0.575 Remote Similarity NPD7900 Approved
0.5748 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5746 Remote Similarity NPD7101 Approved
0.5746 Remote Similarity NPD7100 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