Structure

Physi-Chem Properties

Molecular Weight:  572.3
Volume:  588.459
LogP:  2.669
LogD:  1.669
LogS:  -4.256
# Rotatable Bonds:  8
TPSA:  152.11
# H-Bond Aceptor:  9
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.433
Synthetic Accessibility Score:  5.297
Fsp3:  0.75
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.328
MDCK Permeability:  2.0963743736501783e-05
Pgp-inhibitor:  0.973
Pgp-substrate:  0.019
Human Intestinal Absorption (HIA):  0.014
20% Bioavailability (F20%):  0.021
30% Bioavailability (F30%):  0.958

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.807
Plasma Protein Binding (PPB):  76.19940948486328%
Volume Distribution (VD):  0.219
Pgp-substrate:  20.542112350463867%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.14
CYP2C19-inhibitor:  0.016
CYP2C19-substrate:  0.785
CYP2C9-inhibitor:  0.051
CYP2C9-substrate:  0.143
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.063
CYP3A4-inhibitor:  0.058
CYP3A4-substrate:  0.428

ADMET: Excretion

Clearance (CL):  4.81
Half-life (T1/2):  0.806

ADMET: Toxicity

hERG Blockers:  0.005
Human Hepatotoxicity (H-HT):  0.173
Drug-inuced Liver Injury (DILI):  0.289
AMES Toxicity:  0.031
Rat Oral Acute Toxicity:  0.248
Maximum Recommended Daily Dose:  0.914
Skin Sensitization:  0.272
Carcinogencity:  0.042
Eye Corrosion:  0.004
Eye Irritation:  0.012
Respiratory Toxicity:  0.925

Download Data

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

  Natural Product: NPC2436

Natural Product ID:  NPC2436
Common Name*:   Ganoderic Acid H
IUPAC Name:   (6R)-6-[(3S,5R,10S,12S,13R,14R,17R)-12-acetyloxy-3-hydroxy-4,4,10,13,14-pentamethyl-7,11,15-trioxo-1,2,3,5,6,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoic acid
Synonyms:   Ganoderic Acid H
Standard InCHIKey:  YCXUCEXEMJPDRZ-YIRLAGBYSA-N
Standard InCHI:  InChI=1S/C32H44O9/c1-15(11-18(34)12-16(2)28(39)40)19-13-23(37)32(8)24-20(35)14-21-29(4,5)22(36)9-10-30(21,6)25(24)26(38)27(31(19,32)7)41-17(3)33/h15-16,19,21-22,27,36H,9-14H2,1-8H3,(H,39,40)/t15-,16?,19-,21+,22+,27-,30+,31+,32+/m1/s1
SMILES:  O=C(CC(C(=O)O)C)C[C@H]([C@H]1CC(=O)[C@@]2([C@]1(C)[C@H](OC(=O)C)C(=O)C1=C2C(=O)C[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1922178
PubChem CID:   20055989
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
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.phytochem.2005.10.025]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[11520245]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[12045343]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[14695801]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[1791484]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. spore n.a. PMID[18827358]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies Nagano, Japan 2008-MAY PMID[20039640]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[20384295]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies n.a. n.a. PMID[20702092]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting bodies n.a. n.a. PMID[21924611]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[22014750]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[22044278]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota fruiting body n.a. n.a. PMID[22047696]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[26222905]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[9635497]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16609 Ganoderma sinense Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25269 Ganoderma lucidum Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16609 Ganoderma sinense Species Ganodermataceae 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
NPT41 Individual Protein Aldose reductase Homo sapiens IC50 > 174700.0 nM PMID[475098]
NPT515 Cell Line SGC-7901 Homo sapiens IC50 = 7250.0 nM PMID[475099]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 7250.0 nM PMID[475099]
NPT168 Cell Line P388 Mus musculus IC50 = 7250.0 nM PMID[475099]
NPT165 Cell Line HeLa Homo sapiens IC50 > 300000.0 nM PMID[475099]
NPT516 Individual Protein TNF-alpha Homo sapiens Kd = 2.45 nM PMID[475101]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 70300.0 nM PMID[475101]
NPT2 Others Unspecified IC50 > 600000.0 nM PMID[475100]
NPT35 Others n.a. Retention_time = 51.1 min PMID[475101]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 12570.0 nM PMID[475102]
NPT27 Others Unspecified Activity = 90.4 % PMID[475102]

☑ 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 NPC2436 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
1.0 High Similarity NPC135854
1.0 High Similarity NPC216245
1.0 High Similarity NPC470251
0.9896 High Similarity NPC70967
0.9896 High Similarity NPC33973
0.9792 High Similarity NPC53222
0.9688 High Similarity NPC124211
0.9583 High Similarity NPC88198
0.9583 High Similarity NPC157787
0.9479 High Similarity NPC112753
0.9479 High Similarity NPC275439
0.9412 High Similarity NPC115303
0.9375 High Similarity NPC216904
0.9314 High Similarity NPC129689
0.9216 High Similarity NPC286174
0.9216 High Similarity NPC77947
0.9167 High Similarity NPC255809
0.9109 High Similarity NPC51452
0.9048 High Similarity NPC472929
0.898 High Similarity NPC43747
0.8932 High Similarity NPC295244
0.8911 High Similarity NPC251017
0.8878 High Similarity NPC95565
0.8878 High Similarity NPC125622
0.8878 High Similarity NPC96859
0.8878 High Similarity NPC305483
0.8878 High Similarity NPC328162
0.8812 High Similarity NPC281702
0.8796 High Similarity NPC472927
0.8788 High Similarity NPC121339
0.8788 High Similarity NPC106557
0.8776 High Similarity NPC470016
0.8776 High Similarity NPC317586
0.8776 High Similarity NPC241156
0.8762 High Similarity NPC272898
0.8762 High Similarity NPC473036
0.8687 High Similarity NPC243525
0.8687 High Similarity NPC3772
0.8687 High Similarity NPC40765
0.8673 High Similarity NPC166906
0.8654 High Similarity NPC473037
0.8636 High Similarity NPC472933
0.8627 High Similarity NPC56498
0.8624 High Similarity NPC472934
0.8614 High Similarity NPC299971
0.8614 High Similarity NPC307954
0.8614 High Similarity NPC144660
0.86 High Similarity NPC23680
0.8586 High Similarity NPC37646
0.8586 High Similarity NPC477437
0.8586 High Similarity NPC477438
0.8571 High Similarity NPC25750
0.8519 High Similarity NPC472926
0.8515 High Similarity NPC16021
0.8505 High Similarity NPC472928
0.8485 Intermediate Similarity NPC477439
0.8485 Intermediate Similarity NPC184870
0.8462 Intermediate Similarity NPC28656
0.8447 Intermediate Similarity NPC308726
0.8447 Intermediate Similarity NPC119601
0.8431 Intermediate Similarity NPC51370
0.8431 Intermediate Similarity NPC205899
0.8431 Intermediate Similarity NPC316964
0.8426 Intermediate Similarity NPC264634
0.8426 Intermediate Similarity NPC147180
0.8416 Intermediate Similarity NPC122294
0.84 Intermediate Similarity NPC473648
0.8384 Intermediate Similarity NPC477436
0.8384 Intermediate Similarity NPC470254
0.8384 Intermediate Similarity NPC477435
0.8381 Intermediate Similarity NPC475494
0.8367 Intermediate Similarity NPC20388
0.8365 Intermediate Similarity NPC55872
0.8364 Intermediate Similarity NPC270958
0.835 Intermediate Similarity NPC473514
0.835 Intermediate Similarity NPC163372
0.835 Intermediate Similarity NPC302537
0.8349 Intermediate Similarity NPC202889
0.8333 Intermediate Similarity NPC10364
0.8333 Intermediate Similarity NPC43775
0.8317 Intermediate Similarity NPC7124
0.8317 Intermediate Similarity NPC328371
0.8283 Intermediate Similarity NPC107690
0.8283 Intermediate Similarity NPC297265
0.8283 Intermediate Similarity NPC26888
0.8269 Intermediate Similarity NPC473788
0.8269 Intermediate Similarity NPC475558
0.8269 Intermediate Similarity NPC234892
0.8265 Intermediate Similarity NPC474889
0.8257 Intermediate Similarity NPC71348
0.8252 Intermediate Similarity NPC327431
0.8252 Intermediate Similarity NPC287833
0.8241 Intermediate Similarity NPC470496
0.8235 Intermediate Similarity NPC226986
0.8235 Intermediate Similarity NPC18319
0.8229 Intermediate Similarity NPC473038
0.8218 Intermediate Similarity NPC173875
0.8218 Intermediate Similarity NPC297199
0.8218 Intermediate Similarity NPC184848
0.8218 Intermediate Similarity NPC318282
0.8218 Intermediate Similarity NPC69548
0.8218 Intermediate Similarity NPC174948
0.8218 Intermediate Similarity NPC469995
0.8214 Intermediate Similarity NPC118638
0.8208 Intermediate Similarity NPC181357
0.819 Intermediate Similarity NPC236390
0.819 Intermediate Similarity NPC275583
0.8182 Intermediate Similarity NPC148414
0.8182 Intermediate Similarity NPC175628
0.8182 Intermediate Similarity NPC111585
0.8165 Intermediate Similarity NPC34315
0.8163 Intermediate Similarity NPC242864
0.8163 Intermediate Similarity NPC143767
0.8163 Intermediate Similarity NPC131470
0.8148 Intermediate Similarity NPC304495
0.8137 Intermediate Similarity NPC120708
0.8137 Intermediate Similarity NPC192428
0.8131 Intermediate Similarity NPC220974
0.8131 Intermediate Similarity NPC44063
0.8131 Intermediate Similarity NPC475294
0.8131 Intermediate Similarity NPC472925
0.8125 Intermediate Similarity NPC471854
0.8125 Intermediate Similarity NPC209882
0.8119 Intermediate Similarity NPC159410
0.8113 Intermediate Similarity NPC96268
0.81 Intermediate Similarity NPC168027
0.81 Intermediate Similarity NPC185936
0.8095 Intermediate Similarity NPC136289
0.8095 Intermediate Similarity NPC293753
0.8095 Intermediate Similarity NPC195290
0.8095 Intermediate Similarity NPC80781
0.8095 Intermediate Similarity NPC204450
0.8091 Intermediate Similarity NPC475524
0.8091 Intermediate Similarity NPC100267
0.8091 Intermediate Similarity NPC170487
0.8091 Intermediate Similarity NPC285956
0.8091 Intermediate Similarity NPC221144
0.8091 Intermediate Similarity NPC280782
0.8081 Intermediate Similarity NPC86319
0.8081 Intermediate Similarity NPC473039
0.8081 Intermediate Similarity NPC275740
0.8077 Intermediate Similarity NPC472972
0.8077 Intermediate Similarity NPC476274
0.8073 Intermediate Similarity NPC197428
0.8058 Intermediate Similarity NPC320306
0.8056 Intermediate Similarity NPC94529
0.8053 Intermediate Similarity NPC257457
0.8053 Intermediate Similarity NPC311554
0.8039 Intermediate Similarity NPC48330
0.8039 Intermediate Similarity NPC200702
0.8039 Intermediate Similarity NPC469599
0.8037 Intermediate Similarity NPC181265
0.8037 Intermediate Similarity NPC196528
0.8021 Intermediate Similarity NPC469561
0.8021 Intermediate Similarity NPC271784
0.802 Intermediate Similarity NPC107674
0.802 Intermediate Similarity NPC170220
0.802 Intermediate Similarity NPC141497
0.8019 Intermediate Similarity NPC159442
0.8019 Intermediate Similarity NPC264048
0.8018 Intermediate Similarity NPC52634
0.8 Intermediate Similarity NPC183283
0.8 Intermediate Similarity NPC471896
0.8 Intermediate Similarity NPC81530
0.8 Intermediate Similarity NPC231589
0.8 Intermediate Similarity NPC224720
0.8 Intermediate Similarity NPC476223
0.8 Intermediate Similarity NPC476240
0.8 Intermediate Similarity NPC469327
0.8 Intermediate Similarity NPC214797
0.8 Intermediate Similarity NPC118860
0.7982 Intermediate Similarity NPC258543
0.7982 Intermediate Similarity NPC241927
0.7982 Intermediate Similarity NPC2766
0.7981 Intermediate Similarity NPC114274
0.7981 Intermediate Similarity NPC477813
0.798 Intermediate Similarity NPC471722
0.7961 Intermediate Similarity NPC42042
0.7961 Intermediate Similarity NPC472941
0.7961 Intermediate Similarity NPC456
0.7961 Intermediate Similarity NPC173272
0.7959 Intermediate Similarity NPC55309
0.7959 Intermediate Similarity NPC72133
0.7959 Intermediate Similarity NPC28252
0.7944 Intermediate Similarity NPC137657
0.7944 Intermediate Similarity NPC235889
0.7941 Intermediate Similarity NPC245972
0.7941 Intermediate Similarity NPC471720
0.7941 Intermediate Similarity NPC196485
0.7925 Intermediate Similarity NPC296879
0.7925 Intermediate Similarity NPC471119
0.7925 Intermediate Similarity NPC163249
0.7921 Intermediate Similarity NPC63748
0.7921 Intermediate Similarity NPC86266
0.7921 Intermediate Similarity NPC23434
0.7921 Intermediate Similarity NPC248913
0.7921 Intermediate Similarity NPC110657
0.7921 Intermediate Similarity NPC212301
0.7913 Intermediate Similarity NPC109973
0.7909 Intermediate Similarity NPC210005

  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 NPC2436 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
0.8667 High Similarity NPD6372 Approved
0.8667 High Similarity NPD6373 Approved
0.8505 High Similarity NPD6649 Approved
0.8505 High Similarity NPD6650 Approved
0.8381 Intermediate Similarity NPD6675 Approved
0.8381 Intermediate Similarity NPD7128 Approved
0.8381 Intermediate Similarity NPD5739 Approved
0.8381 Intermediate Similarity NPD6402 Approved
0.8257 Intermediate Similarity NPD8297 Approved
0.8224 Intermediate Similarity NPD6899 Approved
0.8224 Intermediate Similarity NPD6881 Approved
0.8224 Intermediate Similarity NPD7320 Approved
0.8165 Intermediate Similarity NPD8130 Phase 1
0.8137 Intermediate Similarity NPD4697 Phase 3
0.8131 Intermediate Similarity NPD5701 Approved
0.8131 Intermediate Similarity NPD5697 Approved
0.8091 Intermediate Similarity NPD6882 Approved
0.8073 Intermediate Similarity NPD7290 Approved
0.8073 Intermediate Similarity NPD7102 Approved
0.8073 Intermediate Similarity NPD6883 Approved
0.8056 Intermediate Similarity NPD6011 Approved
0.802 Intermediate Similarity NPD6399 Phase 3
0.8 Intermediate Similarity NPD6869 Approved
0.8 Intermediate Similarity NPD6617 Approved
0.8 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD6847 Approved
0.7982 Intermediate Similarity NPD6013 Approved
0.7982 Intermediate Similarity NPD6014 Approved
0.7982 Intermediate Similarity NPD6012 Approved
0.7981 Intermediate Similarity NPD5696 Approved
0.79 Intermediate Similarity NPD5328 Approved
0.7885 Intermediate Similarity NPD6084 Phase 2
0.7885 Intermediate Similarity NPD6083 Phase 2
0.7864 Intermediate Similarity NPD5695 Phase 3
0.78 Intermediate Similarity NPD6672 Approved
0.78 Intermediate Similarity NPD5737 Approved
0.7788 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7788 Intermediate Similarity NPD5222 Approved
0.7788 Intermediate Similarity NPD5221 Approved
0.7745 Intermediate Similarity NPD6079 Approved
0.7719 Intermediate Similarity NPD6868 Approved
0.7714 Intermediate Similarity NPD4755 Approved
0.7714 Intermediate Similarity NPD5173 Approved
0.7714 Intermediate Similarity NPD7902 Approved
0.76 Intermediate Similarity NPD3618 Phase 1
0.7596 Intermediate Similarity NPD7748 Approved
0.7586 Intermediate Similarity NPD6335 Approved
0.7573 Intermediate Similarity NPD8034 Phase 2
0.7573 Intermediate Similarity NPD8035 Phase 2
0.757 Intermediate Similarity NPD5286 Approved
0.757 Intermediate Similarity NPD4696 Approved
0.757 Intermediate Similarity NPD4700 Approved
0.757 Intermediate Similarity NPD5285 Approved
0.7565 Intermediate Similarity NPD6274 Approved
0.7521 Intermediate Similarity NPD7101 Approved
0.7521 Intermediate Similarity NPD7100 Approved
0.75 Intermediate Similarity NPD5223 Approved
0.75 Intermediate Similarity NPD6317 Approved
0.7458 Intermediate Similarity NPD6319 Approved
0.7436 Intermediate Similarity NPD6314 Approved
0.7436 Intermediate Similarity NPD6313 Approved
0.7431 Intermediate Similarity NPD5224 Approved
0.7431 Intermediate Similarity NPD5226 Approved
0.7431 Intermediate Similarity NPD5211 Phase 2
0.7431 Intermediate Similarity NPD4633 Approved
0.7431 Intermediate Similarity NPD5225 Approved
0.7429 Intermediate Similarity NPD7900 Approved
0.7429 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD5279 Phase 3
0.7404 Intermediate Similarity NPD7515 Phase 2
0.7404 Intermediate Similarity NPD6050 Approved
0.74 Intermediate Similarity NPD4786 Approved
0.7395 Intermediate Similarity NPD6909 Approved
0.7395 Intermediate Similarity NPD6908 Approved
0.7391 Intermediate Similarity NPD4632 Approved
0.7387 Intermediate Similarity NPD4767 Approved
0.7387 Intermediate Similarity NPD6008 Approved
0.7387 Intermediate Similarity NPD4768 Approved
0.7379 Intermediate Similarity NPD6673 Approved
0.7379 Intermediate Similarity NPD6904 Approved
0.7379 Intermediate Similarity NPD6080 Approved
0.7364 Intermediate Similarity NPD5175 Approved
0.7364 Intermediate Similarity NPD4754 Approved
0.7364 Intermediate Similarity NPD5174 Approved
0.7358 Intermediate Similarity NPD4629 Approved
0.7358 Intermediate Similarity NPD5210 Approved
0.735 Intermediate Similarity NPD6009 Approved
0.7308 Intermediate Similarity NPD5692 Phase 3
0.7297 Intermediate Similarity NPD5141 Approved
0.7273 Intermediate Similarity NPD7604 Phase 2
0.7257 Intermediate Similarity NPD4730 Approved
0.7257 Intermediate Similarity NPD4729 Approved
0.7255 Intermediate Similarity NPD7334 Approved
0.7255 Intermediate Similarity NPD6409 Approved
0.7255 Intermediate Similarity NPD5330 Approved
0.7255 Intermediate Similarity NPD6684 Approved
0.7255 Intermediate Similarity NPD7146 Approved
0.7255 Intermediate Similarity NPD7521 Approved
0.725 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD5983 Phase 2
0.7238 Intermediate Similarity NPD5694 Approved
0.7236 Intermediate Similarity NPD8293 Discontinued
0.7213 Intermediate Similarity NPD7492 Approved
0.7212 Intermediate Similarity NPD4753 Phase 2
0.7203 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD7115 Discovery
0.72 Intermediate Similarity NPD3667 Approved
0.7196 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD7736 Approved
0.717 Intermediate Similarity NPD4202 Approved
0.7167 Intermediate Similarity NPD6054 Approved
0.7167 Intermediate Similarity NPD6059 Approved
0.7157 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD7638 Approved
0.7154 Intermediate Similarity NPD6336 Discontinued
0.7154 Intermediate Similarity NPD6616 Approved
0.7143 Intermediate Similarity NPD3617 Approved
0.7131 Intermediate Similarity NPD8328 Phase 3
0.713 Intermediate Similarity NPD5249 Phase 3
0.713 Intermediate Similarity NPD5251 Approved
0.713 Intermediate Similarity NPD5250 Approved
0.713 Intermediate Similarity NPD5247 Approved
0.713 Intermediate Similarity NPD5248 Approved
0.7115 Intermediate Similarity NPD6903 Approved
0.7115 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD5128 Approved
0.7105 Intermediate Similarity NPD5168 Approved
0.7097 Intermediate Similarity NPD7078 Approved
0.7091 Intermediate Similarity NPD7640 Approved
0.7091 Intermediate Similarity NPD7639 Approved
0.7087 Intermediate Similarity NPD6098 Approved
0.7075 Intermediate Similarity NPD5693 Phase 1
0.7075 Intermediate Similarity NPD6411 Approved
0.7075 Intermediate Similarity NPD5281 Approved
0.7075 Intermediate Similarity NPD5284 Approved
0.7059 Intermediate Similarity NPD3666 Approved
0.7059 Intermediate Similarity NPD3133 Approved
0.7059 Intermediate Similarity NPD3665 Phase 1
0.7049 Intermediate Similarity NPD6370 Approved
0.7048 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD5654 Approved
0.699 Remote Similarity NPD5329 Approved
0.6983 Remote Similarity NPD5169 Approved
0.6983 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6983 Remote Similarity NPD4634 Approved
0.6983 Remote Similarity NPD5135 Approved
0.6967 Remote Similarity NPD6016 Approved
0.6967 Remote Similarity NPD6015 Approved
0.6964 Remote Similarity NPD7632 Discontinued
0.6939 Remote Similarity NPD6117 Approved
0.6923 Remote Similarity NPD4694 Approved
0.6923 Remote Similarity NPD5690 Phase 2
0.6923 Remote Similarity NPD5127 Approved
0.6923 Remote Similarity NPD5215 Approved
0.6923 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5217 Approved
0.6923 Remote Similarity NPD5280 Approved
0.6923 Remote Similarity NPD5216 Approved
0.6911 Remote Similarity NPD5988 Approved
0.6909 Remote Similarity NPD5959 Approved
0.6893 Remote Similarity NPD4197 Approved
0.6887 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6887 Remote Similarity NPD6101 Approved
0.6875 Remote Similarity NPD7260 Phase 2
0.687 Remote Similarity NPD6614 Approved
0.6869 Remote Similarity NPD6116 Phase 1
0.6857 Remote Similarity NPD3573 Approved
0.6838 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6822 Remote Similarity NPD6845 Suspended
0.6822 Remote Similarity NPD5207 Approved
0.68 Remote Similarity NPD6114 Approved
0.68 Remote Similarity NPD6115 Approved
0.68 Remote Similarity NPD6118 Approved
0.68 Remote Similarity NPD6697 Approved
0.6789 Remote Similarity NPD6001 Approved
0.6772 Remote Similarity NPD6033 Approved
0.675 Remote Similarity NPD5167 Approved
0.6735 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6731 Remote Similarity NPD3668 Phase 3
0.6699 Remote Similarity NPD4223 Phase 3
0.6699 Remote Similarity NPD4221 Approved
0.6667 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4695 Discontinued
0.6667 Remote Similarity NPD7614 Phase 1
0.6667 Remote Similarity NPD1694 Approved
0.6667 Remote Similarity NPD7732 Phase 3
0.6636 Remote Similarity NPD5208 Approved
0.6614 Remote Similarity NPD7507 Approved
0.661 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6602 Remote Similarity NPD4139 Approved
0.6602 Remote Similarity NPD4692 Approved
0.6583 Remote Similarity NPD6053 Discontinued
0.6581 Remote Similarity NPD6412 Phase 2
0.6581 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6549 Remote Similarity NPD4225 Approved
0.6545 Remote Similarity NPD5133 Approved
0.6545 Remote Similarity NPD5779 Approved
0.6545 Remote Similarity NPD5778 Approved
0.6531 Remote Similarity NPD4809 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