Structure

Physi-Chem Properties

Molecular Weight:  814.67
Volume:  904.128
LogP:  12.36
LogD:  7.504
LogS:  -6.412
# Rotatable Bonds:  25
TPSA:  105.45
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.051
Synthetic Accessibility Score:  5.303
Fsp3:  0.941
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:  -4.901
MDCK Permeability:  6.432985173887573e-06
Pgp-inhibitor:  0.265
Pgp-substrate:  0.062
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  1.0
30% Bioavailability (F30%):  0.84

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.005
Plasma Protein Binding (PPB):  95.78153228759766%
Volume Distribution (VD):  1.416
Pgp-substrate:  1.2674692869186401%

ADMET: Metabolism

CYP1A2-inhibitor:  0.01
CYP1A2-substrate:  0.163
CYP2C19-inhibitor:  0.063
CYP2C19-substrate:  0.068
CYP2C9-inhibitor:  0.044
CYP2C9-substrate:  0.308
CYP2D6-inhibitor:  0.026
CYP2D6-substrate:  0.024
CYP3A4-inhibitor:  0.263
CYP3A4-substrate:  0.153

ADMET: Excretion

Clearance (CL):  3.955
Half-life (T1/2):  0.01

ADMET: Toxicity

hERG Blockers:  0.986
Human Hepatotoxicity (H-HT):  0.104
Drug-inuced Liver Injury (DILI):  0.608
AMES Toxicity:  0.017
Rat Oral Acute Toxicity:  0.002
Maximum Recommended Daily Dose:  0.135
Skin Sensitization:  0.977
Carcinogencity:  0.065
Eye Corrosion:  0.004
Eye Irritation:  0.02
Respiratory Toxicity:  0.821

Download Data

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

  Natural Product: NPC295389

Natural Product ID:  NPC295389
Common Name*:   6-O-Palmitoyl-Beta-D-Glucosyl-Beta-Sitosterol
IUPAC Name:   [(2R,3S,4S,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl hexadecanoate
Synonyms:  
Standard InCHIKey:  JCLYMCVRBRHEHI-FLBTYZGGSA-N
Standard InCHI:  InChI=1S/C51H90O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-45(52)56-34-44-46(53)47(54)48(55)49(58-44)57-39-29-31-50(6)38(33-39)25-26-40-42-28-27-41(51(42,7)32-30-43(40)50)36(5)23-24-37(9-2)35(3)4/h25,35-37,39-44,46-49,53-55H,8-24,26-34H2,1-7H3/t36-,37+,39+,40+,41-,42+,43+,44-,46-,47+,48-,49-,50+,51-/m1/s1
SMILES:  CCCCCCCCCCCCCCCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O[C@H]2CC[C@@]3(C)C(=CC[C@H]4[C@@H]5CC[C@H]([C@H](C)CC[C@H](CC)C(C)C)[C@@]5(C)CC[C@H]34)C2)O1)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL499385
PubChem CID:   44593507
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0002031] Stigmastanes and derivatives

*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
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. n.a. PMID[11473446]
NPO33450 aplinia officinarum Species n.a. n.a. n.a. n.a. n.a. PMID[12350154]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota Latex Exudate n.a. n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota Fruits n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22234 Ficus carica Species Moraceae 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
NPT673 Organism Gallus gallus Gallus gallus Inhibition = 50.9 % PMID[525549]

☑ 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 NPC295389 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
0.9515 High Similarity NPC263827
0.9515 High Similarity NPC250481
0.9515 High Similarity NPC285410
0.9429 High Similarity NPC473882
0.9417 High Similarity NPC154856
0.9417 High Similarity NPC475317
0.9417 High Similarity NPC52241
0.9417 High Similarity NPC129340
0.9406 High Similarity NPC162033
0.9333 High Similarity NPC251309
0.932 High Similarity NPC265655
0.932 High Similarity NPC246205
0.932 High Similarity NPC118225
0.9307 High Similarity NPC223741
0.93 High Similarity NPC154452
0.9238 High Similarity NPC210420
0.9238 High Similarity NPC474265
0.9238 High Similarity NPC233003
0.9238 High Similarity NPC130427
0.9231 High Similarity NPC101450
0.9223 High Similarity NPC195708
0.9216 High Similarity NPC210178
0.92 High Similarity NPC21064
0.92 High Similarity NPC121072
0.9159 High Similarity NPC244127
0.9143 High Similarity NPC269466
0.9143 High Similarity NPC292196
0.9135 High Similarity NPC477070
0.9135 High Similarity NPC477069
0.9109 High Similarity NPC94919
0.9091 High Similarity NPC473890
0.9091 High Similarity NPC243728
0.9065 High Similarity NPC74727
0.9065 High Similarity NPC474557
0.9048 High Similarity NPC114961
0.9048 High Similarity NPC27551
0.9048 High Similarity NPC274507
0.9038 High Similarity NPC295980
0.9029 High Similarity NPC95243
0.9029 High Similarity NPC63023
0.9 High Similarity NPC471406
0.9 High Similarity NPC158088
0.8981 High Similarity NPC279638
0.8972 High Similarity NPC200944
0.8972 High Similarity NPC73455
0.8972 High Similarity NPC260665
0.8962 High Similarity NPC108748
0.8962 High Similarity NPC297208
0.8962 High Similarity NPC30397
0.8962 High Similarity NPC211798
0.8962 High Similarity NPC235841
0.8962 High Similarity NPC191763
0.8962 High Similarity NPC473481
0.8962 High Similarity NPC477073
0.8952 High Similarity NPC167383
0.8952 High Similarity NPC204407
0.8952 High Similarity NPC57362
0.8952 High Similarity NPC306746
0.8952 High Similarity NPC137917
0.8952 High Similarity NPC237503
0.8942 High Similarity NPC293512
0.8942 High Similarity NPC283849
0.8932 High Similarity NPC100955
0.8932 High Similarity NPC121566
0.8919 High Similarity NPC475182
0.8911 High Similarity NPC167974
0.8911 High Similarity NPC282669
0.8909 High Similarity NPC477071
0.8889 High Similarity NPC116024
0.8889 High Similarity NPC165439
0.8889 High Similarity NPC220293
0.8879 High Similarity NPC37739
0.8879 High Similarity NPC116794
0.8879 High Similarity NPC256798
0.8879 High Similarity NPC128925
0.8879 High Similarity NPC46388
0.8868 High Similarity NPC220984
0.8868 High Similarity NPC199457
0.8868 High Similarity NPC476885
0.8868 High Similarity NPC476884
0.8868 High Similarity NPC59804
0.8868 High Similarity NPC127056
0.8868 High Similarity NPC68419
0.8868 High Similarity NPC279554
0.8868 High Similarity NPC90856
0.8868 High Similarity NPC75747
0.8868 High Similarity NPC474589
0.8868 High Similarity NPC476887
0.8868 High Similarity NPC108709
0.8868 High Similarity NPC110139
0.8868 High Similarity NPC475296
0.8868 High Similarity NPC269095
0.8868 High Similarity NPC56713
0.8868 High Similarity NPC476883
0.8868 High Similarity NPC78046
0.8868 High Similarity NPC136877
0.8868 High Similarity NPC270667
0.8868 High Similarity NPC476882
0.8868 High Similarity NPC476886
0.8868 High Similarity NPC164194
0.8868 High Similarity NPC476881
0.8868 High Similarity NPC174679
0.8868 High Similarity NPC476880
0.8868 High Similarity NPC29069
0.8868 High Similarity NPC7870
0.8868 High Similarity NPC102914
0.8857 High Similarity NPC88744
0.8857 High Similarity NPC476123
0.8857 High Similarity NPC284807
0.8857 High Similarity NPC28198
0.8857 High Similarity NPC177246
0.8846 High Similarity NPC473199
0.8839 High Similarity NPC156789
0.8824 High Similarity NPC470434
0.8824 High Similarity NPC267510
0.8818 High Similarity NPC239293
0.8818 High Similarity NPC86020
0.8818 High Similarity NPC45475
0.8818 High Similarity NPC475632
0.88 High Similarity NPC207617
0.8796 High Similarity NPC47063
0.8796 High Similarity NPC477074
0.8796 High Similarity NPC138334
0.8796 High Similarity NPC271138
0.8796 High Similarity NPC258885
0.8796 High Similarity NPC189884
0.8796 High Similarity NPC124296
0.8796 High Similarity NPC204458
0.8796 High Similarity NPC477944
0.8796 High Similarity NPC269315
0.8785 High Similarity NPC164419
0.8785 High Similarity NPC179434
0.8785 High Similarity NPC470748
0.8785 High Similarity NPC190837
0.8785 High Similarity NPC31839
0.8785 High Similarity NPC114188
0.8774 High Similarity NPC127853
0.8774 High Similarity NPC240125
0.8774 High Similarity NPC91583
0.8774 High Similarity NPC473844
0.8774 High Similarity NPC218853
0.8774 High Similarity NPC51947
0.8762 High Similarity NPC234160
0.8762 High Similarity NPC473538
0.8762 High Similarity NPC287269
0.8761 High Similarity NPC256983
0.8761 High Similarity NPC160084
0.875 High Similarity NPC85593
0.875 High Similarity NPC31430
0.875 High Similarity NPC202051
0.8739 High Similarity NPC161738
0.8738 High Similarity NPC272015
0.8725 High Similarity NPC469942
0.8716 High Similarity NPC475633
0.8716 High Similarity NPC472274
0.8704 High Similarity NPC471967
0.8704 High Similarity NPC125923
0.8704 High Similarity NPC80843
0.8704 High Similarity NPC471383
0.8704 High Similarity NPC104400
0.8704 High Similarity NPC292677
0.8704 High Similarity NPC139044
0.8704 High Similarity NPC473383
0.8704 High Similarity NPC276093
0.8704 High Similarity NPC65590
0.8704 High Similarity NPC477253
0.8704 High Similarity NPC257468
0.8704 High Similarity NPC101744
0.8704 High Similarity NPC212968
0.8704 High Similarity NPC473373
0.8704 High Similarity NPC475504
0.8704 High Similarity NPC102439
0.8704 High Similarity NPC104071
0.8704 High Similarity NPC109079
0.8704 High Similarity NPC48249
0.8704 High Similarity NPC10320
0.8704 High Similarity NPC79718
0.8704 High Similarity NPC475516
0.8704 High Similarity NPC1046
0.8704 High Similarity NPC161434
0.8704 High Similarity NPC469946
0.8704 High Similarity NPC139894
0.8704 High Similarity NPC324875
0.8704 High Similarity NPC195132
0.8704 High Similarity NPC64106
0.8692 High Similarity NPC127153
0.8692 High Similarity NPC242611
0.8684 High Similarity NPC473474
0.8684 High Similarity NPC248202
0.8684 High Similarity NPC318135
0.8679 High Similarity NPC230888
0.8679 High Similarity NPC472988
0.8679 High Similarity NPC258323
0.8679 High Similarity NPC224414
0.8679 High Similarity NPC38217
0.8679 High Similarity NPC285576
0.8667 High Similarity NPC475611
0.8661 High Similarity NPC129393
0.8661 High Similarity NPC475187
0.8661 High Similarity NPC470312

  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 NPC295389 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
0.8942 High Similarity NPD6412 Phase 2
0.8426 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD6686 Approved
0.8288 Intermediate Similarity NPD8133 Approved
0.8137 Intermediate Similarity NPD6399 Phase 3
0.8136 Intermediate Similarity NPD7507 Approved
0.807 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7736 Approved
0.7966 Intermediate Similarity NPD8328 Phase 3
0.7949 Intermediate Similarity NPD8033 Approved
0.7934 Intermediate Similarity NPD7319 Approved
0.7917 Intermediate Similarity NPD8293 Discontinued
0.7863 Intermediate Similarity NPD8377 Approved
0.7863 Intermediate Similarity NPD8294 Approved
0.7845 Intermediate Similarity NPD7328 Approved
0.7845 Intermediate Similarity NPD7327 Approved
0.7797 Intermediate Similarity NPD8380 Approved
0.7797 Intermediate Similarity NPD8296 Approved
0.7797 Intermediate Similarity NPD8378 Approved
0.7797 Intermediate Similarity NPD8379 Approved
0.7797 Intermediate Similarity NPD8335 Approved
0.7778 Intermediate Similarity NPD7516 Approved
0.7731 Intermediate Similarity NPD6370 Approved
0.77 Intermediate Similarity NPD4786 Approved
0.7647 Intermediate Similarity NPD7503 Approved
0.7607 Intermediate Similarity NPD6009 Approved
0.7603 Intermediate Similarity NPD7492 Approved
0.7565 Intermediate Similarity NPD6882 Approved
0.7565 Intermediate Similarity NPD8297 Approved
0.7563 Intermediate Similarity NPD6059 Approved
0.7563 Intermediate Similarity NPD6054 Approved
0.7541 Intermediate Similarity NPD6616 Approved
0.7524 Intermediate Similarity NPD8034 Phase 2
0.7524 Intermediate Similarity NPD8035 Phase 2
0.75 Intermediate Similarity NPD6083 Phase 2
0.75 Intermediate Similarity NPD5739 Approved
0.75 Intermediate Similarity NPD7128 Approved
0.75 Intermediate Similarity NPD4632 Approved
0.75 Intermediate Similarity NPD3667 Approved
0.75 Intermediate Similarity NPD6084 Phase 2
0.75 Intermediate Similarity NPD6675 Approved
0.75 Intermediate Similarity NPD6402 Approved
0.748 Intermediate Similarity NPD7078 Approved
0.7458 Intermediate Similarity NPD7115 Discovery
0.7431 Intermediate Similarity NPD7638 Approved
0.7417 Intermediate Similarity NPD6319 Approved
0.7411 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD7748 Approved
0.7377 Intermediate Similarity NPD6067 Discontinued
0.7368 Intermediate Similarity NPD7320 Approved
0.7368 Intermediate Similarity NPD6899 Approved
0.7368 Intermediate Similarity NPD6881 Approved
0.7364 Intermediate Similarity NPD7640 Approved
0.7364 Intermediate Similarity NPD7639 Approved
0.7355 Intermediate Similarity NPD6016 Approved
0.7355 Intermediate Similarity NPD8515 Approved
0.7355 Intermediate Similarity NPD8513 Phase 3
0.7355 Intermediate Similarity NPD6015 Approved
0.7355 Intermediate Similarity NPD8516 Approved
0.7355 Intermediate Similarity NPD8517 Approved
0.7339 Intermediate Similarity NPD7902 Approved
0.7328 Intermediate Similarity NPD8130 Phase 1
0.7304 Intermediate Similarity NPD6373 Approved
0.7304 Intermediate Similarity NPD6372 Approved
0.7295 Intermediate Similarity NPD5988 Approved
0.7282 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7281 Intermediate Similarity NPD5697 Approved
0.7281 Intermediate Similarity NPD5701 Approved
0.7241 Intermediate Similarity NPD7102 Approved
0.7241 Intermediate Similarity NPD7290 Approved
0.7241 Intermediate Similarity NPD6883 Approved
0.7238 Intermediate Similarity NPD5737 Approved
0.7238 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7238 Intermediate Similarity NPD6672 Approved
0.7212 Intermediate Similarity NPD6409 Approved
0.7212 Intermediate Similarity NPD6684 Approved
0.7212 Intermediate Similarity NPD7146 Approved
0.7212 Intermediate Similarity NPD5330 Approved
0.7212 Intermediate Similarity NPD7521 Approved
0.7212 Intermediate Similarity NPD7334 Approved
0.7196 Intermediate Similarity NPD7515 Phase 2
0.7193 Intermediate Similarity NPD6008 Approved
0.7179 Intermediate Similarity NPD6869 Approved
0.7179 Intermediate Similarity NPD6847 Approved
0.7179 Intermediate Similarity NPD6649 Approved
0.7179 Intermediate Similarity NPD6650 Approved
0.7179 Intermediate Similarity NPD6617 Approved
0.7179 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD5328 Approved
0.7156 Intermediate Similarity NPD5695 Phase 3
0.7155 Intermediate Similarity NPD6012 Approved
0.7155 Intermediate Similarity NPD6013 Approved
0.7155 Intermediate Similarity NPD6014 Approved
0.7155 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD5696 Approved
0.7097 Intermediate Similarity NPD7604 Phase 2
0.7075 Intermediate Similarity NPD6903 Approved
0.7073 Intermediate Similarity NPD5983 Phase 2
0.7069 Intermediate Similarity NPD6011 Approved
0.7064 Intermediate Similarity NPD7900 Approved
0.7064 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD3618 Phase 1
0.7037 Intermediate Similarity NPD6411 Approved
0.7037 Intermediate Similarity NPD6079 Approved
0.7037 Intermediate Similarity NPD7637 Suspended
0.7034 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD4755 Approved
0.7019 Intermediate Similarity NPD3666 Approved
0.7019 Intermediate Similarity NPD3668 Phase 3
0.7019 Intermediate Similarity NPD3133 Approved
0.7019 Intermediate Similarity NPD3665 Phase 1
0.7009 Intermediate Similarity NPD4753 Phase 2
0.7008 Intermediate Similarity NPD6033 Approved
0.6984 Remote Similarity NPD6336 Discontinued
0.6981 Remote Similarity NPD7524 Approved
0.6975 Remote Similarity NPD6053 Discontinued
0.6972 Remote Similarity NPD8171 Discontinued
0.6972 Remote Similarity NPD4202 Approved
0.697 Remote Similarity NPD6942 Approved
0.697 Remote Similarity NPD7339 Approved
0.6949 Remote Similarity NPD4634 Approved
0.6944 Remote Similarity NPD6698 Approved
0.6944 Remote Similarity NPD46 Approved
0.6942 Remote Similarity NPD6940 Discontinued
0.6923 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6923 Remote Similarity NPD8449 Approved
0.6903 Remote Similarity NPD5285 Approved
0.6903 Remote Similarity NPD4696 Approved
0.6903 Remote Similarity NPD5286 Approved
0.6903 Remote Similarity NPD4700 Approved
0.6887 Remote Similarity NPD6098 Approved
0.687 Remote Similarity NPD8450 Suspended
0.6857 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6852 Remote Similarity NPD6080 Approved
0.6852 Remote Similarity NPD6101 Approved
0.6852 Remote Similarity NPD6673 Approved
0.6852 Remote Similarity NPD6904 Approved
0.6852 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6814 Remote Similarity NPD4225 Approved
0.6807 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6803 Remote Similarity NPD6274 Approved
0.6796 Remote Similarity NPD7525 Registered
0.6786 Remote Similarity NPD5221 Approved
0.6786 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6786 Remote Similarity NPD5222 Approved
0.6786 Remote Similarity NPD4697 Phase 3
0.6783 Remote Similarity NPD5224 Approved
0.6783 Remote Similarity NPD5226 Approved
0.6783 Remote Similarity NPD7632 Discontinued
0.6783 Remote Similarity NPD4633 Approved
0.6783 Remote Similarity NPD5225 Approved
0.6783 Remote Similarity NPD5211 Phase 2
0.6774 Remote Similarity NPD7101 Approved
0.6774 Remote Similarity NPD7100 Approved
0.6769 Remote Similarity NPD5956 Approved
0.6765 Remote Similarity NPD6115 Approved
0.6765 Remote Similarity NPD6697 Approved
0.6765 Remote Similarity NPD6118 Approved
0.6765 Remote Similarity NPD6114 Approved
0.6762 Remote Similarity NPD6695 Phase 3
0.6744 Remote Similarity NPD8336 Approved
0.6744 Remote Similarity NPD8337 Approved
0.6733 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6729 Remote Similarity NPD5279 Phase 3
0.6727 Remote Similarity NPD7983 Approved
0.6727 Remote Similarity NPD5284 Approved
0.6727 Remote Similarity NPD5281 Approved
0.6726 Remote Similarity NPD5173 Approved
0.6724 Remote Similarity NPD5174 Approved
0.6724 Remote Similarity NPD5175 Approved
0.6696 Remote Similarity NPD5223 Approved
0.6696 Remote Similarity NPD5210 Approved
0.6696 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6696 Remote Similarity NPD4629 Approved
0.6694 Remote Similarity NPD6335 Approved
0.6693 Remote Similarity NPD7122 Discontinued
0.6667 Remote Similarity NPD6868 Approved
0.6667 Remote Similarity NPD4223 Phase 3
0.6667 Remote Similarity NPD4221 Approved
0.6667 Remote Similarity NPD5778 Approved
0.6667 Remote Similarity NPD8074 Phase 3
0.6667 Remote Similarity NPD5141 Approved
0.6667 Remote Similarity NPD6908 Approved
0.6667 Remote Similarity NPD6116 Phase 1
0.6667 Remote Similarity NPD7750 Discontinued
0.6667 Remote Similarity NPD5779 Approved
0.6667 Remote Similarity NPD6909 Approved
0.6636 Remote Similarity NPD5329 Approved
0.6613 Remote Similarity NPD6317 Approved
0.661 Remote Similarity NPD4767 Approved
0.661 Remote Similarity NPD4768 Approved
0.6606 Remote Similarity NPD5208 Approved
0.6581 Remote Similarity NPD4754 Approved
0.6577 Remote Similarity NPD5693 Phase 1
0.6577 Remote Similarity NPD6050 Approved
0.6569 Remote Similarity NPD6933 Approved
0.6569 Remote Similarity NPD6117 Approved
0.656 Remote Similarity NPD6313 Approved
0.656 Remote Similarity NPD6314 Approved
0.6555 Remote Similarity NPD5954 Clinical (unspecified phase)

  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