Structure

Physi-Chem Properties

Molecular Weight:  570.28
Volume:  585.823
LogP:  2.534
LogD:  1.489
LogS:  -4.344
# Rotatable Bonds:  8
TPSA:  148.95
# H-Bond Aceptor:  9
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.447
Synthetic Accessibility Score:  5.258
Fsp3:  0.719
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:  -5.34
MDCK Permeability:  2.300155938428361e-05
Pgp-inhibitor:  0.782
Pgp-substrate:  0.002
Human Intestinal Absorption (HIA):  0.021
20% Bioavailability (F20%):  0.013
30% Bioavailability (F30%):  0.951

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.721
Plasma Protein Binding (PPB):  76.85594940185547%
Volume Distribution (VD):  0.315
Pgp-substrate:  18.576358795166016%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.408
CYP2C19-inhibitor:  0.021
CYP2C19-substrate:  0.841
CYP2C9-inhibitor:  0.058
CYP2C9-substrate:  0.376
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.062
CYP3A4-inhibitor:  0.087
CYP3A4-substrate:  0.567

ADMET: Excretion

Clearance (CL):  3.825
Half-life (T1/2):  0.86

ADMET: Toxicity

hERG Blockers:  0.001
Human Hepatotoxicity (H-HT):  0.128
Drug-inuced Liver Injury (DILI):  0.645
AMES Toxicity:  0.043
Rat Oral Acute Toxicity:  0.113
Maximum Recommended Daily Dose:  0.056
Skin Sensitization:  0.104
Carcinogencity:  0.02
Eye Corrosion:  0.018
Eye Irritation:  0.028
Respiratory Toxicity:  0.667

Download Data

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

  Natural Product: NPC53222

Natural Product ID:  NPC53222
Common Name*:   Ganoderic Acid F
IUPAC Name:   (6R)-6-[(5R,10S,12S,13R,14R,17R)-12-acetyloxy-4,4,10,13,14-pentamethyl-3,7,11,15-tetraoxo-2,5,6,12,16,17-hexahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoic acid
Synonyms:   Ganoderic Acid F
Standard InCHIKey:  BWCNWXLKMWWVBT-AIMUVTGPSA-N
Standard InCHI:  InChI=1S/C32H42O9/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/h15-16,19,21,27H,9-14H2,1-8H3,(H,39,40)/t15-,16?,19-,21+,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)CCC(=O)C2(C)C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL453981
PubChem CID:   23247895
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]
NPO16609 Ganoderma sinense Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25269 Ganoderma lucidum 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
NPT80 Cell Line Raji Homo sapiens Activity = 70.0 % PMID[560190]
NPT515 Cell Line SGC-7901 Homo sapiens IC50 = 7250.0 nM PMID[560191]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 7250.0 nM PMID[560191]
NPT168 Cell Line P388 Mus musculus IC50 = 7250.0 nM PMID[560191]
NPT165 Cell Line HeLa Homo sapiens IC50 > 300000.0 nM PMID[560191]
NPT516 Individual Protein TNF-alpha Homo sapiens Kd = 2.69 nM PMID[560192]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 19600.0 nM PMID[560192]
NPT2 Others Unspecified Activity = 3.6 % PMID[560190]
NPT2 Others Unspecified Activity = 28.5 % PMID[560190]
NPT2 Others Unspecified Activity = 77.1 % PMID[560190]
NPT2 Others Unspecified Activity = 98.7 % PMID[560190]
NPT2 Others Unspecified IC50 = 293.0 molar ratio PMID[560190]
NPT35 Others n.a. Retention_time = 54.4 min PMID[560192]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 24130.0 nM PMID[560193]
NPT27 Others Unspecified Activity = 90.6 % PMID[560193]

☑ 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 NPC53222 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
0.9894 High Similarity NPC124211
0.9792 High Similarity NPC470251
0.9792 High Similarity NPC2436
0.9792 High Similarity NPC216245
0.9792 High Similarity NPC135854
0.9688 High Similarity NPC70967
0.9688 High Similarity NPC33973
0.9681 High Similarity NPC112753
0.9681 High Similarity NPC275439
0.9574 High Similarity NPC216904
0.9375 High Similarity NPC88198
0.9375 High Similarity NPC157787
0.9216 High Similarity NPC115303
0.9118 High Similarity NPC129689
0.9038 High Similarity NPC472929
0.902 High Similarity NPC77947
0.902 High Similarity NPC286174
0.8969 High Similarity NPC43747
0.8958 High Similarity NPC255809
0.8911 High Similarity NPC51452
0.8866 High Similarity NPC125622
0.8763 High Similarity NPC241156
0.8738 High Similarity NPC295244
0.8713 High Similarity NPC251017
0.8673 High Similarity NPC95565
0.8673 High Similarity NPC305483
0.8673 High Similarity NPC96859
0.8673 High Similarity NPC328162
0.8614 High Similarity NPC281702
0.8611 High Similarity NPC472934
0.8611 High Similarity NPC472927
0.8586 High Similarity NPC106557
0.8586 High Similarity NPC121339
0.8586 High Similarity NPC23680
0.8571 High Similarity NPC317586
0.8571 High Similarity NPC272898
0.8571 High Similarity NPC470016
0.8571 High Similarity NPC473036
0.8557 High Similarity NPC25750
0.8485 Intermediate Similarity NPC40765
0.8485 Intermediate Similarity NPC243525
0.8485 Intermediate Similarity NPC3772
0.8469 Intermediate Similarity NPC477439
0.8469 Intermediate Similarity NPC166906
0.8462 Intermediate Similarity NPC473037
0.8455 Intermediate Similarity NPC472933
0.8431 Intermediate Similarity NPC56498
0.8416 Intermediate Similarity NPC144660
0.8416 Intermediate Similarity NPC307954
0.8416 Intermediate Similarity NPC299971
0.8411 Intermediate Similarity NPC147180
0.8411 Intermediate Similarity NPC264634
0.8404 Intermediate Similarity NPC473038
0.8384 Intermediate Similarity NPC37646
0.8384 Intermediate Similarity NPC477437
0.8384 Intermediate Similarity NPC477438
0.8384 Intermediate Similarity NPC473648
0.8333 Intermediate Similarity NPC472926
0.8333 Intermediate Similarity NPC473514
0.8318 Intermediate Similarity NPC472928
0.8317 Intermediate Similarity NPC16021
0.8298 Intermediate Similarity NPC209882
0.8283 Intermediate Similarity NPC184870
0.8269 Intermediate Similarity NPC28656
0.8265 Intermediate Similarity NPC26888
0.8252 Intermediate Similarity NPC308726
0.8252 Intermediate Similarity NPC119601
0.8247 Intermediate Similarity NPC473039
0.8247 Intermediate Similarity NPC474889
0.8235 Intermediate Similarity NPC205899
0.8235 Intermediate Similarity NPC51370
0.8235 Intermediate Similarity NPC316964
0.8218 Intermediate Similarity NPC226986
0.8218 Intermediate Similarity NPC122294
0.8191 Intermediate Similarity NPC271784
0.8191 Intermediate Similarity NPC469561
0.819 Intermediate Similarity NPC475494
0.8182 Intermediate Similarity NPC270958
0.8182 Intermediate Similarity NPC470254
0.8182 Intermediate Similarity NPC477435
0.8182 Intermediate Similarity NPC477436
0.8173 Intermediate Similarity NPC55872
0.8165 Intermediate Similarity NPC202889
0.8163 Intermediate Similarity NPC111585
0.8163 Intermediate Similarity NPC20388
0.8163 Intermediate Similarity NPC148414
0.8163 Intermediate Similarity NPC175628
0.8155 Intermediate Similarity NPC302537
0.8155 Intermediate Similarity NPC163372
0.8148 Intermediate Similarity NPC43775
0.8137 Intermediate Similarity NPC10364
0.8131 Intermediate Similarity NPC304495
0.8119 Intermediate Similarity NPC328371
0.8119 Intermediate Similarity NPC42042
0.8119 Intermediate Similarity NPC7124
0.8113 Intermediate Similarity NPC220974
0.8113 Intermediate Similarity NPC475294
0.81 Intermediate Similarity NPC159410
0.8081 Intermediate Similarity NPC107690
0.8081 Intermediate Similarity NPC297265
0.8077 Intermediate Similarity NPC475558
0.8077 Intermediate Similarity NPC473788
0.8077 Intermediate Similarity NPC234892
0.8077 Intermediate Similarity NPC80781
0.8073 Intermediate Similarity NPC475524
0.8073 Intermediate Similarity NPC71348
0.8073 Intermediate Similarity NPC170487
0.8073 Intermediate Similarity NPC100267
0.8073 Intermediate Similarity NPC221144
0.8058 Intermediate Similarity NPC287833
0.8058 Intermediate Similarity NPC327431
0.8058 Intermediate Similarity NPC476274
0.8056 Intermediate Similarity NPC470496
0.8039 Intermediate Similarity NPC18319
0.8036 Intermediate Similarity NPC118638
0.8021 Intermediate Similarity NPC123319
0.8021 Intermediate Similarity NPC94531
0.8021 Intermediate Similarity NPC311702
0.802 Intermediate Similarity NPC184848
0.802 Intermediate Similarity NPC297199
0.802 Intermediate Similarity NPC173875
0.802 Intermediate Similarity NPC174948
0.802 Intermediate Similarity NPC69548
0.802 Intermediate Similarity NPC469599
0.802 Intermediate Similarity NPC318282
0.802 Intermediate Similarity NPC469995
0.8019 Intermediate Similarity NPC181265
0.8019 Intermediate Similarity NPC196528
0.8019 Intermediate Similarity NPC181357
0.8 Intermediate Similarity NPC236390
0.8 Intermediate Similarity NPC275583
0.7982 Intermediate Similarity NPC34315
0.7982 Intermediate Similarity NPC231589
0.7982 Intermediate Similarity NPC214797
0.7982 Intermediate Similarity NPC118860
0.7981 Intermediate Similarity NPC476240
0.7981 Intermediate Similarity NPC224720
0.7981 Intermediate Similarity NPC476223
0.798 Intermediate Similarity NPC471896
0.7963 Intermediate Similarity NPC258543
0.7963 Intermediate Similarity NPC241927
0.7959 Intermediate Similarity NPC185059
0.7959 Intermediate Similarity NPC242864
0.7959 Intermediate Similarity NPC131470
0.7959 Intermediate Similarity NPC475001
0.7959 Intermediate Similarity NPC143767
0.7946 Intermediate Similarity NPC471854
0.7944 Intermediate Similarity NPC472925
0.7944 Intermediate Similarity NPC44063
0.7941 Intermediate Similarity NPC192428
0.7941 Intermediate Similarity NPC120708
0.7925 Intermediate Similarity NPC96268
0.7925 Intermediate Similarity NPC235889
0.7917 Intermediate Similarity NPC320801
0.7917 Intermediate Similarity NPC109512
0.7909 Intermediate Similarity NPC285956
0.7909 Intermediate Similarity NPC280782
0.7905 Intermediate Similarity NPC204450
0.7905 Intermediate Similarity NPC195290
0.7905 Intermediate Similarity NPC308351
0.7905 Intermediate Similarity NPC271266
0.7905 Intermediate Similarity NPC163249
0.7905 Intermediate Similarity NPC136289
0.7905 Intermediate Similarity NPC293753
0.79 Intermediate Similarity NPC168027
0.79 Intermediate Similarity NPC185936
0.79 Intermediate Similarity NPC248913
0.79 Intermediate Similarity NPC150383
0.789 Intermediate Similarity NPC473627
0.789 Intermediate Similarity NPC197428
0.7885 Intermediate Similarity NPC472972
0.7879 Intermediate Similarity NPC275740
0.7879 Intermediate Similarity NPC86319
0.7876 Intermediate Similarity NPC257457
0.7876 Intermediate Similarity NPC311554
0.787 Intermediate Similarity NPC470269
0.787 Intermediate Similarity NPC94529
0.7864 Intermediate Similarity NPC292133
0.7864 Intermediate Similarity NPC320306
0.7857 Intermediate Similarity NPC99909
0.7857 Intermediate Similarity NPC148458
0.785 Intermediate Similarity NPC475571
0.785 Intermediate Similarity NPC472935
0.785 Intermediate Similarity NPC470267
0.7843 Intermediate Similarity NPC200702
0.7843 Intermediate Similarity NPC48330
0.7838 Intermediate Similarity NPC52634
0.7835 Intermediate Similarity NPC11711
0.7835 Intermediate Similarity NPC90287
0.783 Intermediate Similarity NPC159442
0.783 Intermediate Similarity NPC264048
0.7822 Intermediate Similarity NPC170220
0.7822 Intermediate Similarity NPC107674
0.7822 Intermediate Similarity NPC79117
0.7822 Intermediate Similarity NPC109414
0.7822 Intermediate Similarity NPC141497
0.7822 Intermediate Similarity NPC206810
0.7812 Intermediate Similarity NPC168188
0.7812 Intermediate Similarity NPC470015
0.781 Intermediate Similarity NPC81530

  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 NPC53222 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
0.8476 Intermediate Similarity NPD6373 Approved
0.8476 Intermediate Similarity NPD6372 Approved
0.8318 Intermediate Similarity NPD6650 Approved
0.8318 Intermediate Similarity NPD6649 Approved
0.819 Intermediate Similarity NPD6402 Approved
0.819 Intermediate Similarity NPD7128 Approved
0.819 Intermediate Similarity NPD6675 Approved
0.819 Intermediate Similarity NPD5739 Approved
0.8182 Intermediate Similarity NPD6399 Phase 3
0.8137 Intermediate Similarity NPD5696 Approved
0.8073 Intermediate Similarity NPD8297 Approved
0.8037 Intermediate Similarity NPD7320 Approved
0.8037 Intermediate Similarity NPD6881 Approved
0.8037 Intermediate Similarity NPD6899 Approved
0.802 Intermediate Similarity NPD5695 Phase 3
0.7982 Intermediate Similarity NPD8130 Phase 1
0.7959 Intermediate Similarity NPD6672 Approved
0.7959 Intermediate Similarity NPD5737 Approved
0.7944 Intermediate Similarity NPD5701 Approved
0.7944 Intermediate Similarity NPD5697 Approved
0.7941 Intermediate Similarity NPD4697 Phase 3
0.7909 Intermediate Similarity NPD6882 Approved
0.789 Intermediate Similarity NPD7102 Approved
0.789 Intermediate Similarity NPD6883 Approved
0.789 Intermediate Similarity NPD7290 Approved
0.787 Intermediate Similarity NPD6011 Approved
0.7864 Intermediate Similarity NPD6084 Phase 2
0.7864 Intermediate Similarity NPD6083 Phase 2
0.7818 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7818 Intermediate Similarity NPD6869 Approved
0.7818 Intermediate Similarity NPD6617 Approved
0.7818 Intermediate Similarity NPD6847 Approved
0.7798 Intermediate Similarity NPD6013 Approved
0.7798 Intermediate Similarity NPD6012 Approved
0.7798 Intermediate Similarity NPD6014 Approved
0.77 Intermediate Similarity NPD5328 Approved
0.7692 Intermediate Similarity NPD7902 Approved
0.7596 Intermediate Similarity NPD5222 Approved
0.7596 Intermediate Similarity NPD5221 Approved
0.7596 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7573 Intermediate Similarity NPD7748 Approved
0.7549 Intermediate Similarity NPD8035 Phase 2
0.7549 Intermediate Similarity NPD8034 Phase 2
0.7549 Intermediate Similarity NPD6079 Approved
0.7549 Intermediate Similarity NPD6050 Approved
0.7544 Intermediate Similarity NPD6868 Approved
0.7525 Intermediate Similarity NPD6673 Approved
0.7525 Intermediate Similarity NPD6080 Approved
0.7525 Intermediate Similarity NPD6904 Approved
0.7524 Intermediate Similarity NPD5173 Approved
0.7524 Intermediate Similarity NPD4755 Approved
0.7451 Intermediate Similarity NPD5692 Phase 3
0.7414 Intermediate Similarity NPD6335 Approved
0.7404 Intermediate Similarity NPD7900 Approved
0.7404 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD6684 Approved
0.74 Intermediate Similarity NPD7334 Approved
0.74 Intermediate Similarity NPD7146 Approved
0.74 Intermediate Similarity NPD7521 Approved
0.74 Intermediate Similarity NPD6409 Approved
0.74 Intermediate Similarity NPD5279 Phase 3
0.74 Intermediate Similarity NPD3618 Phase 1
0.74 Intermediate Similarity NPD5330 Approved
0.7391 Intermediate Similarity NPD6274 Approved
0.7383 Intermediate Similarity NPD5286 Approved
0.7383 Intermediate Similarity NPD5285 Approved
0.7383 Intermediate Similarity NPD4700 Approved
0.7383 Intermediate Similarity NPD4696 Approved
0.7379 Intermediate Similarity NPD5694 Approved
0.7374 Intermediate Similarity NPD4786 Approved
0.7364 Intermediate Similarity NPD6008 Approved
0.735 Intermediate Similarity NPD7100 Approved
0.735 Intermediate Similarity NPD7101 Approved
0.7333 Intermediate Similarity NPD5210 Approved
0.7333 Intermediate Similarity NPD4629 Approved
0.7328 Intermediate Similarity NPD6317 Approved
0.7315 Intermediate Similarity NPD5223 Approved
0.7292 Intermediate Similarity NPD3617 Approved
0.7288 Intermediate Similarity NPD6319 Approved
0.7265 Intermediate Similarity NPD6313 Approved
0.7265 Intermediate Similarity NPD6314 Approved
0.7255 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD6903 Approved
0.7248 Intermediate Similarity NPD5226 Approved
0.7248 Intermediate Similarity NPD5224 Approved
0.7248 Intermediate Similarity NPD5211 Phase 2
0.7248 Intermediate Similarity NPD5225 Approved
0.7248 Intermediate Similarity NPD4633 Approved
0.7228 Intermediate Similarity NPD6098 Approved
0.7227 Intermediate Similarity NPD6909 Approved
0.7227 Intermediate Similarity NPD6908 Approved
0.7217 Intermediate Similarity NPD4632 Approved
0.7212 Intermediate Similarity NPD5281 Approved
0.7212 Intermediate Similarity NPD7515 Phase 2
0.7212 Intermediate Similarity NPD5693 Phase 1
0.7212 Intermediate Similarity NPD5284 Approved
0.7207 Intermediate Similarity NPD4768 Approved
0.7207 Intermediate Similarity NPD4767 Approved
0.7184 Intermediate Similarity NPD4753 Phase 2
0.7184 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD4754 Approved
0.7182 Intermediate Similarity NPD5174 Approved
0.7182 Intermediate Similarity NPD5175 Approved
0.7179 Intermediate Similarity NPD6009 Approved
0.7172 Intermediate Similarity NPD3667 Approved
0.717 Intermediate Similarity NPD5654 Approved
0.717 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD5329 Approved
0.7117 Intermediate Similarity NPD5141 Approved
0.7107 Intermediate Similarity NPD7604 Phase 2
0.7083 Intermediate Similarity NPD5983 Phase 2
0.7083 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD4730 Approved
0.708 Intermediate Similarity NPD4729 Approved
0.7073 Intermediate Similarity NPD8293 Discontinued
0.7059 Intermediate Similarity NPD5690 Phase 2
0.7059 Intermediate Similarity NPD5280 Approved
0.7059 Intermediate Similarity NPD4694 Approved
0.7049 Intermediate Similarity NPD7492 Approved
0.7048 Intermediate Similarity NPD6411 Approved
0.7037 Intermediate Similarity NPD5959 Approved
0.7034 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD7115 Discovery
0.703 Intermediate Similarity NPD3666 Approved
0.703 Intermediate Similarity NPD3133 Approved
0.703 Intermediate Similarity NPD4197 Approved
0.703 Intermediate Similarity NPD3665 Phase 1
0.7018 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD7736 Approved
0.7 Intermediate Similarity NPD6059 Approved
0.7 Intermediate Similarity NPD6054 Approved
0.6992 Remote Similarity NPD6616 Approved
0.6992 Remote Similarity NPD6336 Discontinued
0.6991 Remote Similarity NPD6614 Approved
0.6981 Remote Similarity NPD4202 Approved
0.6972 Remote Similarity NPD7638 Approved
0.6967 Remote Similarity NPD8328 Phase 3
0.6961 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6957 Remote Similarity NPD5251 Approved
0.6957 Remote Similarity NPD5250 Approved
0.6957 Remote Similarity NPD5249 Phase 3
0.6957 Remote Similarity NPD5248 Approved
0.6957 Remote Similarity NPD5247 Approved
0.6952 Remote Similarity NPD5207 Approved
0.6935 Remote Similarity NPD7078 Approved
0.693 Remote Similarity NPD5168 Approved
0.693 Remote Similarity NPD5128 Approved
0.6909 Remote Similarity NPD7640 Approved
0.6909 Remote Similarity NPD7639 Approved
0.6893 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6885 Remote Similarity NPD6370 Approved
0.6863 Remote Similarity NPD3668 Phase 3
0.6857 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6857 Remote Similarity NPD6101 Approved
0.685 Remote Similarity NPD7260 Phase 2
0.6832 Remote Similarity NPD4221 Approved
0.6832 Remote Similarity NPD4223 Phase 3
0.6827 Remote Similarity NPD3573 Approved
0.681 Remote Similarity NPD5135 Approved
0.681 Remote Similarity NPD4634 Approved
0.681 Remote Similarity NPD5169 Approved
0.681 Remote Similarity NPD5134 Clinical (unspecified phase)
0.681 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6803 Remote Similarity NPD6016 Approved
0.6803 Remote Similarity NPD6015 Approved
0.68 Remote Similarity NPD4695 Discontinued
0.6797 Remote Similarity NPD6845 Suspended
0.6789 Remote Similarity NPD7614 Phase 1
0.6789 Remote Similarity NPD7732 Phase 3
0.6786 Remote Similarity NPD7632 Discontinued
0.6762 Remote Similarity NPD5208 Approved
0.6759 Remote Similarity NPD6001 Approved
0.6752 Remote Similarity NPD5217 Approved
0.6752 Remote Similarity NPD5216 Approved
0.6752 Remote Similarity NPD5215 Approved
0.6752 Remote Similarity NPD5127 Approved
0.6748 Remote Similarity NPD5988 Approved
0.6735 Remote Similarity NPD6117 Approved
0.6733 Remote Similarity NPD4692 Approved
0.6733 Remote Similarity NPD4139 Approved
0.6701 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6081 Approved
0.6667 Remote Similarity NPD5133 Approved
0.6667 Remote Similarity NPD6116 Phase 1
0.6637 Remote Similarity NPD5091 Approved
0.6635 Remote Similarity NPD1694 Approved
0.6634 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6614 Remote Similarity NPD6033 Approved
0.66 Remote Similarity NPD6114 Approved
0.66 Remote Similarity NPD6115 Approved
0.66 Remote Similarity NPD6118 Approved
0.66 Remote Similarity NPD6697 Approved
0.6583 Remote Similarity NPD5167 Approved
0.6571 Remote Similarity NPD4690 Approved
0.6571 Remote Similarity NPD4689 Approved
0.6571 Remote Similarity NPD4138 Approved
0.6571 Remote Similarity NPD4688 Approved
0.6571 Remote Similarity NPD5205 Approved
0.6571 Remote Similarity NPD4693 Phase 3
0.6555 Remote Similarity NPD6053 Discontinued

  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