Structure

Physi-Chem Properties

Molecular Weight:  252.17
Volume:  266.061
LogP:  2.663
LogD:  1.821
LogS:  -3.47
# Rotatable Bonds:  1
TPSA:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.754
Synthetic Accessibility Score:  4.543
Fsp3:  0.933
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.101
MDCK Permeability:  1.8869097402784973e-05
Pgp-inhibitor:  0.106
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.013
20% Bioavailability (F20%):  0.005
30% Bioavailability (F30%):  0.026

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.76
Plasma Protein Binding (PPB):  84.5095443725586%
Volume Distribution (VD):  0.418
Pgp-substrate:  23.360990524291992%

ADMET: Metabolism

CYP1A2-inhibitor:  0.023
CYP1A2-substrate:  0.763
CYP2C19-inhibitor:  0.015
CYP2C19-substrate:  0.773
CYP2C9-inhibitor:  0.029
CYP2C9-substrate:  0.302
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.139
CYP3A4-inhibitor:  0.077
CYP3A4-substrate:  0.108

ADMET: Excretion

Clearance (CL):  1.265
Half-life (T1/2):  0.591

ADMET: Toxicity

hERG Blockers:  0.04
Human Hepatotoxicity (H-HT):  0.239
Drug-inuced Liver Injury (DILI):  0.046
AMES Toxicity:  0.007
Rat Oral Acute Toxicity:  0.05
Maximum Recommended Daily Dose:  0.146
Skin Sensitization:  0.926
Carcinogencity:  0.439
Eye Corrosion:  0.788
Eye Irritation:  0.932
Respiratory Toxicity:  0.884

Download Data

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

  Natural Product: NPC155441

Natural Product ID:  NPC155441
Common Name*:   Britanlin C
IUPAC Name:   n.a.
Synonyms:   Britanlin C
Standard InCHIKey:  HJIXPIWBGQEXMJ-AWOLGQDMSA-N
Standard InCHI:  InChI=1S/C15H24O3/c1-9-4-5-11-14(3,12(16)17)8-13(2)7-6-10(9)15(11,13)18/h9-11,18H,4-8H2,1-3H3,(H,16,17)/t9-,10+,11+,13+,14-,15-/m1/s1
SMILES:  C[C@@H]1CC[C@@H]2[C@@]3([C@H]1CC[C@@]3(C)C[C@@]2(C)C(=O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1163836
PubChem CID:   46906381
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids

*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
NPO33493 inula lineariifolia Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[20515062]

☑ 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
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 22790.0 nM PMID[452422]

☑ 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 NPC155441 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
0.8148 Intermediate Similarity NPC291310
0.7973 Intermediate Similarity NPC196197
0.7952 Intermediate Similarity NPC472272
0.7907 Intermediate Similarity NPC474065
0.7778 Intermediate Similarity NPC254123
0.7763 Intermediate Similarity NPC311102
0.7727 Intermediate Similarity NPC470424
0.7692 Intermediate Similarity NPC68565
0.7692 Intermediate Similarity NPC132064
0.7692 Intermediate Similarity NPC35871
0.7654 Intermediate Similarity NPC477851
0.7558 Intermediate Similarity NPC191221
0.75 Intermediate Similarity NPC169389
0.75 Intermediate Similarity NPC98711
0.7471 Intermediate Similarity NPC200580
0.7432 Intermediate Similarity NPC230047
0.7432 Intermediate Similarity NPC19311
0.7416 Intermediate Similarity NPC476189
0.7407 Intermediate Similarity NPC171426
0.7407 Intermediate Similarity NPC34046
0.7407 Intermediate Similarity NPC80089
0.7407 Intermediate Similarity NPC324700
0.7407 Intermediate Similarity NPC224802
0.7391 Intermediate Similarity NPC253995
0.7386 Intermediate Similarity NPC77756
0.7361 Intermediate Similarity NPC84218
0.7361 Intermediate Similarity NPC478126
0.7349 Intermediate Similarity NPC58631
0.7333 Intermediate Similarity NPC268736
0.7333 Intermediate Similarity NPC477931
0.7333 Intermediate Similarity NPC42060
0.7326 Intermediate Similarity NPC476726
0.7326 Intermediate Similarity NPC476727
0.7317 Intermediate Similarity NPC320144
0.7317 Intermediate Similarity NPC201276
0.7317 Intermediate Similarity NPC472310
0.7317 Intermediate Similarity NPC80891
0.7303 Intermediate Similarity NPC52756
0.7297 Intermediate Similarity NPC128608
0.7284 Intermediate Similarity NPC180199
0.7284 Intermediate Similarity NPC477919
0.7284 Intermediate Similarity NPC207010
0.7284 Intermediate Similarity NPC474404
0.7284 Intermediate Similarity NPC317913
0.7284 Intermediate Similarity NPC74685
0.7273 Intermediate Similarity NPC475062
0.7262 Intermediate Similarity NPC121121
0.725 Intermediate Similarity NPC212733
0.725 Intermediate Similarity NPC21220
0.725 Intermediate Similarity NPC159789
0.725 Intermediate Similarity NPC125767
0.7241 Intermediate Similarity NPC239938
0.7237 Intermediate Similarity NPC474221
0.7237 Intermediate Similarity NPC41542
0.7237 Intermediate Similarity NPC130459
0.7237 Intermediate Similarity NPC478180
0.7229 Intermediate Similarity NPC134227
0.7222 Intermediate Similarity NPC472237
0.7222 Intermediate Similarity NPC472238
0.7209 Intermediate Similarity NPC473350
0.7195 Intermediate Similarity NPC185465
0.7195 Intermediate Similarity NPC476732
0.7195 Intermediate Similarity NPC471045
0.7195 Intermediate Similarity NPC199965
0.7188 Intermediate Similarity NPC327093
0.7179 Intermediate Similarity NPC108131
0.7176 Intermediate Similarity NPC69953
0.7176 Intermediate Similarity NPC327451
0.7176 Intermediate Similarity NPC29342
0.7176 Intermediate Similarity NPC2572
0.7176 Intermediate Similarity NPC472847
0.7176 Intermediate Similarity NPC157328
0.7176 Intermediate Similarity NPC15091
0.7174 Intermediate Similarity NPC116683
0.716 Intermediate Similarity NPC472486
0.716 Intermediate Similarity NPC4209
0.716 Intermediate Similarity NPC472487
0.7159 Intermediate Similarity NPC33398
0.7158 Intermediate Similarity NPC244969
0.7158 Intermediate Similarity NPC213528
0.7143 Intermediate Similarity NPC470423
0.7143 Intermediate Similarity NPC469745
0.7126 Intermediate Similarity NPC302111
0.7125 Intermediate Similarity NPC477867
0.7125 Intermediate Similarity NPC215030
0.7125 Intermediate Similarity NPC280026
0.7125 Intermediate Similarity NPC167702
0.7108 Intermediate Similarity NPC476176
0.7105 Intermediate Similarity NPC84562
0.7097 Intermediate Similarity NPC471241
0.7093 Intermediate Similarity NPC50438
0.7089 Intermediate Similarity NPC472309
0.7089 Intermediate Similarity NPC197701
0.7079 Intermediate Similarity NPC24705
0.7079 Intermediate Similarity NPC56962
0.7073 Intermediate Similarity NPC214030
0.7073 Intermediate Similarity NPC112463
0.7073 Intermediate Similarity NPC298168
0.7073 Intermediate Similarity NPC83108
0.7073 Intermediate Similarity NPC143250
0.7073 Intermediate Similarity NPC143133
0.7073 Intermediate Similarity NPC307865
0.7059 Intermediate Similarity NPC148740
0.7059 Intermediate Similarity NPC100366
0.7059 Intermediate Similarity NPC242771
0.7059 Intermediate Similarity NPC268040
0.7059 Intermediate Similarity NPC317066
0.7059 Intermediate Similarity NPC102156
0.7059 Intermediate Similarity NPC164289
0.7059 Intermediate Similarity NPC311642
0.7053 Intermediate Similarity NPC298266
0.7053 Intermediate Similarity NPC259654
0.7051 Intermediate Similarity NPC64466
0.7051 Intermediate Similarity NPC474962
0.7051 Intermediate Similarity NPC469941
0.7051 Intermediate Similarity NPC319671
0.7051 Intermediate Similarity NPC252032
0.7051 Intermediate Similarity NPC476734
0.7042 Intermediate Similarity NPC3025
0.7037 Intermediate Similarity NPC472311
0.7033 Intermediate Similarity NPC472232
0.7033 Intermediate Similarity NPC161035
0.7033 Intermediate Similarity NPC472231
0.7027 Intermediate Similarity NPC83088
0.7024 Intermediate Similarity NPC470609
0.7024 Intermediate Similarity NPC125366
0.7024 Intermediate Similarity NPC474714
0.7024 Intermediate Similarity NPC472853
0.7021 Intermediate Similarity NPC211087
0.701 Intermediate Similarity NPC88469
0.701 Intermediate Similarity NPC328737
0.701 Intermediate Similarity NPC100078
0.701 Intermediate Similarity NPC473526
0.701 Intermediate Similarity NPC473701
0.7 Intermediate Similarity NPC32222
0.7 Intermediate Similarity NPC248567
0.7 Intermediate Similarity NPC202146
0.6989 Remote Similarity NPC193785
0.6989 Remote Similarity NPC477853
0.6989 Remote Similarity NPC476728
0.6974 Remote Similarity NPC469791
0.697 Remote Similarity NPC469508
0.6966 Remote Similarity NPC477614
0.6966 Remote Similarity NPC471941
0.6966 Remote Similarity NPC226491
0.6962 Remote Similarity NPC477929
0.6962 Remote Similarity NPC477850
0.6957 Remote Similarity NPC477495
0.6951 Remote Similarity NPC471046
0.6941 Remote Similarity NPC476071
0.6941 Remote Similarity NPC472230
0.6941 Remote Similarity NPC472229
0.6941 Remote Similarity NPC232625
0.6941 Remote Similarity NPC12933
0.6941 Remote Similarity NPC475743
0.6939 Remote Similarity NPC306776
0.6939 Remote Similarity NPC166079
0.6932 Remote Similarity NPC64862
0.6932 Remote Similarity NPC80700
0.6932 Remote Similarity NPC131365
0.6923 Remote Similarity NPC473225
0.6914 Remote Similarity NPC472854
0.6914 Remote Similarity NPC55508
0.6907 Remote Similarity NPC471253
0.6907 Remote Similarity NPC140723
0.6897 Remote Similarity NPC471044
0.6897 Remote Similarity NPC473336
0.6897 Remote Similarity NPC477434
0.6892 Remote Similarity NPC66145
0.6889 Remote Similarity NPC61688
0.6882 Remote Similarity NPC48330
0.6882 Remote Similarity NPC305808
0.6882 Remote Similarity NPC62407
0.6882 Remote Similarity NPC287354
0.6875 Remote Similarity NPC39683
0.6875 Remote Similarity NPC89310
0.6875 Remote Similarity NPC469940
0.6867 Remote Similarity NPC23884
0.6867 Remote Similarity NPC66105
0.6867 Remote Similarity NPC475031
0.6867 Remote Similarity NPC221420
0.6867 Remote Similarity NPC70996
0.686 Remote Similarity NPC477935
0.686 Remote Similarity NPC30583
0.686 Remote Similarity NPC61107
0.686 Remote Similarity NPC289486
0.686 Remote Similarity NPC477936
0.6854 Remote Similarity NPC5943
0.6854 Remote Similarity NPC263802
0.6848 Remote Similarity NPC244356
0.6848 Remote Similarity NPC224060
0.6842 Remote Similarity NPC477854
0.6835 Remote Similarity NPC324607
0.6835 Remote Similarity NPC321732
0.6829 Remote Similarity NPC186851
0.6829 Remote Similarity NPC24014
0.6829 Remote Similarity NPC131584
0.6829 Remote Similarity NPC27349
0.6829 Remote Similarity NPC139765
0.6824 Remote Similarity NPC261616

  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 NPC155441 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
0.7692 Intermediate Similarity NPD3702 Approved
0.7407 Intermediate Similarity NPD6118 Approved
0.7407 Intermediate Similarity NPD6115 Approved
0.7407 Intermediate Similarity NPD6114 Approved
0.7407 Intermediate Similarity NPD6697 Approved
0.7333 Intermediate Similarity NPD4224 Phase 2
0.7284 Intermediate Similarity NPD6116 Phase 1
0.725 Intermediate Similarity NPD3703 Phase 2
0.7234 Intermediate Similarity NPD1700 Approved
0.716 Intermediate Similarity NPD6117 Approved
0.7143 Intermediate Similarity NPD5360 Phase 3
0.7143 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD6081 Approved
0.6974 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4758 Discontinued
0.6835 Remote Similarity NPD3698 Phase 2
0.6761 Remote Similarity NPD615 Clinical (unspecified phase)
0.675 Remote Similarity NPD4245 Approved
0.675 Remote Similarity NPD4244 Approved
0.6667 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5777 Approved
0.6667 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6625 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6625 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6559 Remote Similarity NPD5284 Approved
0.6559 Remote Similarity NPD5281 Approved
0.6543 Remote Similarity NPD4789 Approved
0.6533 Remote Similarity NPD3198 Approved
0.6471 Remote Similarity NPD7320 Approved
0.6444 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6436 Remote Similarity NPD6008 Approved
0.6395 Remote Similarity NPD5364 Discontinued
0.6383 Remote Similarity NPD8034 Phase 2
0.6383 Remote Similarity NPD8035 Phase 2
0.6364 Remote Similarity NPD4139 Approved
0.6364 Remote Similarity NPD4692 Approved
0.6292 Remote Similarity NPD4223 Phase 3
0.6292 Remote Similarity NPD4221 Approved
0.6275 Remote Similarity NPD6402 Approved
0.6275 Remote Similarity NPD5739 Approved
0.6275 Remote Similarity NPD7128 Approved
0.6275 Remote Similarity NPD6675 Approved
0.625 Remote Similarity NPD6373 Approved
0.625 Remote Similarity NPD6001 Approved
0.625 Remote Similarity NPD6372 Approved
0.6224 Remote Similarity NPD4755 Approved
0.6222 Remote Similarity NPD4788 Approved
0.6214 Remote Similarity NPD5697 Approved
0.6214 Remote Similarity NPD5701 Approved
0.6207 Remote Similarity NPD4802 Phase 2
0.6207 Remote Similarity NPD4238 Approved
0.6196 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6186 Remote Similarity NPD6356 Clinical (unspecified phase)
0.618 Remote Similarity NPD1780 Approved
0.618 Remote Similarity NPD1779 Approved
0.6176 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6168 Remote Similarity NPD4632 Approved
0.6154 Remote Similarity NPD6881 Approved
0.6154 Remote Similarity NPD6899 Approved
0.6154 Remote Similarity NPD6011 Approved
0.6154 Remote Similarity NPD4197 Approved
0.6146 Remote Similarity NPD4202 Approved
0.6132 Remote Similarity NPD6650 Approved
0.6132 Remote Similarity NPD6649 Approved
0.6105 Remote Similarity NPD5207 Approved
0.61 Remote Similarity NPD5286 Approved
0.61 Remote Similarity NPD5285 Approved
0.61 Remote Similarity NPD4700 Approved
0.61 Remote Similarity NPD4696 Approved
0.6095 Remote Similarity NPD6012 Approved
0.6095 Remote Similarity NPD6013 Approved
0.6095 Remote Similarity NPD6014 Approved
0.6087 Remote Similarity NPD634 Phase 3
0.6087 Remote Similarity NPD5329 Approved
0.6067 Remote Similarity NPD6928 Phase 2
0.6049 Remote Similarity NPD375 Phase 2
0.604 Remote Similarity NPD5223 Approved
0.6038 Remote Similarity NPD7102 Approved
0.6038 Remote Similarity NPD6883 Approved
0.6038 Remote Similarity NPD7290 Approved
0.6023 Remote Similarity NPD3671 Phase 1
0.6022 Remote Similarity NPD4689 Approved
0.6022 Remote Similarity NPD4688 Approved
0.6022 Remote Similarity NPD4694 Approved
0.6022 Remote Similarity NPD6098 Approved
0.6022 Remote Similarity NPD5280 Approved
0.6022 Remote Similarity NPD4693 Phase 3
0.6022 Remote Similarity NPD5690 Phase 2
0.6022 Remote Similarity NPD4690 Approved
0.6022 Remote Similarity NPD4138 Approved
0.6022 Remote Similarity NPD5205 Approved
0.602 Remote Similarity NPD5695 Phase 3
0.6019 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6019 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6 Remote Similarity NPD5696 Approved
0.6 Remote Similarity NPD345 Approved
0.6 Remote Similarity NPD5328 Approved
0.6 Remote Similarity NPD344 Approved
0.6 Remote Similarity NPD6009 Approved
0.6 Remote Similarity NPD343 Approved
0.5981 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5981 Remote Similarity NPD8130 Phase 1
0.5981 Remote Similarity NPD6617 Approved
0.5981 Remote Similarity NPD6847 Approved
0.5981 Remote Similarity NPD6869 Approved
0.598 Remote Similarity NPD4633 Approved
0.598 Remote Similarity NPD5211 Phase 2
0.598 Remote Similarity NPD5225 Approved
0.598 Remote Similarity NPD5226 Approved
0.598 Remote Similarity NPD5224 Approved
0.5979 Remote Similarity NPD6399 Phase 3
0.5952 Remote Similarity NPD4787 Phase 1
0.5941 Remote Similarity NPD8418 Phase 2
0.5926 Remote Similarity NPD8297 Approved
0.5926 Remote Similarity NPD6882 Approved
0.5922 Remote Similarity NPD5174 Approved
0.5922 Remote Similarity NPD5175 Approved
0.5922 Remote Similarity NPD4754 Approved
0.5904 Remote Similarity NPD229 Approved
0.59 Remote Similarity NPD6084 Phase 2
0.59 Remote Similarity NPD6083 Phase 2
0.5895 Remote Similarity NPD5208 Approved
0.5895 Remote Similarity NPD6903 Approved
0.5888 Remote Similarity NPD4634 Approved
0.5876 Remote Similarity NPD6079 Approved
0.587 Remote Similarity NPD3670 Clinical (unspecified phase)
0.587 Remote Similarity NPD3669 Approved
0.5865 Remote Similarity NPD5141 Approved
0.5857 Remote Similarity NPD386 Approved
0.5857 Remote Similarity NPD388 Approved
0.5851 Remote Similarity NPD3618 Phase 1
0.5843 Remote Similarity NPD3617 Approved
0.5841 Remote Similarity NPD6319 Approved
0.5833 Remote Similarity NPD6080 Approved
0.5833 Remote Similarity NPD6673 Approved
0.5833 Remote Similarity NPD6904 Approved
0.5833 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4753 Phase 2
0.5812 Remote Similarity NPD7078 Approved
0.581 Remote Similarity NPD4767 Approved
0.581 Remote Similarity NPD4768 Approved
0.5806 Remote Similarity NPD3666 Approved
0.5806 Remote Similarity NPD3133 Approved
0.5806 Remote Similarity NPD3665 Phase 1
0.58 Remote Similarity NPD4697 Phase 3
0.5789 Remote Similarity NPD5983 Phase 2
0.5789 Remote Similarity NPD6291 Clinical (unspecified phase)
0.578 Remote Similarity NPD6053 Discontinued
0.5776 Remote Similarity NPD7492 Approved
0.5773 Remote Similarity NPD5692 Phase 3
0.5766 Remote Similarity NPD6274 Approved
0.5726 Remote Similarity NPD7507 Approved
0.5726 Remote Similarity NPD6616 Approved
0.5714 Remote Similarity NPD6050 Approved
0.5714 Remote Similarity NPD5694 Approved
0.5714 Remote Similarity NPD6317 Approved
0.5714 Remote Similarity NPD5693 Phase 1
0.5714 Remote Similarity NPD5368 Approved
0.5702 Remote Similarity NPD6059 Approved
0.5702 Remote Similarity NPD6054 Approved
0.5701 Remote Similarity NPD4730 Approved
0.5701 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5701 Remote Similarity NPD4729 Approved
0.5701 Remote Similarity NPD5128 Approved
0.57 Remote Similarity NPD5210 Approved
0.57 Remote Similarity NPD4629 Approved
0.569 Remote Similarity NPD7604 Phase 2
0.5686 Remote Similarity NPD7638 Approved
0.5684 Remote Similarity NPD5330 Approved
0.5684 Remote Similarity NPD6409 Approved
0.5684 Remote Similarity NPD6684 Approved
0.5684 Remote Similarity NPD7146 Approved
0.5684 Remote Similarity NPD7521 Approved
0.5684 Remote Similarity NPD7334 Approved
0.5678 Remote Similarity NPD8293 Discontinued
0.5664 Remote Similarity NPD6313 Approved
0.5664 Remote Similarity NPD6335 Approved
0.5664 Remote Similarity NPD6314 Approved
0.5658 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5657 Remote Similarity NPD5133 Approved
0.5652 Remote Similarity NPD6016 Approved
0.5652 Remote Similarity NPD387 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6015 Approved
0.5644 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5644 Remote Similarity NPD5221 Approved
0.5644 Remote Similarity NPD5222 Approved
0.5638 Remote Similarity NPD4786 Approved
0.5631 Remote Similarity NPD7639 Approved
0.5631 Remote Similarity NPD7640 Approved
0.563 Remote Similarity NPD7736 Approved
0.5625 Remote Similarity NPD3573 Approved
0.5614 Remote Similarity NPD7100 Approved
0.5614 Remote Similarity NPD7101 Approved
0.5612 Remote Similarity NPD4096 Approved
0.561 Remote Similarity NPD7909 Approved
0.5604 Remote Similarity NPD4195 Approved
0.5603 Remote Similarity NPD6370 Approved
0.5603 Remote Similarity NPD5988 Approved
0.56 Remote Similarity NPD3186 Phase 1

  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