Structure

Physi-Chem Properties

Molecular Weight:  528.31
Volume:  556.219
LogP:  3.141
LogD:  2.788
LogS:  -4.045
# Rotatable Bonds:  7
TPSA:  111.65
# H-Bond Aceptor:  7
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.464
Synthetic Accessibility Score:  5.128
Fsp3:  0.806
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:  2.9134267606423236e-05
Pgp-inhibitor:  0.878
Pgp-substrate:  0.004
Human Intestinal Absorption (HIA):  0.013
20% Bioavailability (F20%):  0.007
30% Bioavailability (F30%):  0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.888
Plasma Protein Binding (PPB):  62.59590148925781%
Volume Distribution (VD):  0.397
Pgp-substrate:  35.80043029785156%

ADMET: Metabolism

CYP1A2-inhibitor:  0.004
CYP1A2-substrate:  0.448
CYP2C19-inhibitor:  0.149
CYP2C19-substrate:  0.944
CYP2C9-inhibitor:  0.094
CYP2C9-substrate:  0.116
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.119
CYP3A4-inhibitor:  0.887
CYP3A4-substrate:  0.875

ADMET: Excretion

Clearance (CL):  10.637
Half-life (T1/2):  0.789

ADMET: Toxicity

hERG Blockers:  0.002
Human Hepatotoxicity (H-HT):  0.223
Drug-inuced Liver Injury (DILI):  0.202
AMES Toxicity:  0.018
Rat Oral Acute Toxicity:  0.795
Maximum Recommended Daily Dose:  0.088
Skin Sensitization:  0.025
Carcinogencity:  0.038
Eye Corrosion:  0.04
Eye Irritation:  0.048
Respiratory Toxicity:  0.793

Download Data

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

  Natural Product: NPC106557

Natural Product ID:  NPC106557
Common Name*:   Methyl Ganoderate D
IUPAC Name:   methyl (6R)-6-[(5R,7S,10S,13R,14R,17R)-7-hydroxy-4,4,10,13,14-pentamethyl-3,11,15-trioxo-1,2,5,6,7,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoate
Synonyms:   Ganoderic Acid D Methyl Ester; Methyl Ganoderate D
Standard InCHIKey:  UVKCTPQUWRXRPX-HFDOMTCZSA-N
Standard InCHI:  InChI=1S/C31H44O7/c1-16(11-18(32)12-17(2)27(37)38-8)19-13-24(36)31(7)26-20(33)14-22-28(3,4)23(35)9-10-29(22,5)25(26)21(34)15-30(19,31)6/h16-17,19-20,22,33H,9-15H2,1-8H3/t16-,17?,19-,20+,22+,29+,30-,31+/m1/s1
SMILES:  COC(=O)C(CC(=O)C[C@H]([C@H]1CC(=O)[C@@]2([C@]1(C)CC(=O)C1=C2[C@@H](O)C[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1087439
PubChem CID:   21632958
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]
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
NPT520 Cell Line 3T3-L1 Mus musculus Inhibition = 22.0 % PMID[482817]
NPT515 Cell Line SGC-7901 Homo sapiens IC50 = 7250.0 nM PMID[482819]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 7250.0 nM PMID[482819]
NPT168 Cell Line P388 Mus musculus IC50 = 7250.0 nM PMID[482819]

☑ 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 NPC106557 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
0.9889 High Similarity NPC3772
0.9889 High Similarity NPC40765
0.9889 High Similarity NPC243525
0.978 High Similarity NPC121339
0.9778 High Similarity NPC37646
0.957 High Similarity NPC51370
0.9556 High Similarity NPC470254
0.9451 High Similarity NPC184870
0.9444 High Similarity NPC107690
0.9362 High Similarity NPC299971
0.9362 High Similarity NPC287833
0.9362 High Similarity NPC205899
0.9362 High Similarity NPC144660
0.9348 High Similarity NPC255809
0.9255 High Similarity NPC10364
0.9255 High Similarity NPC16021
0.9247 High Similarity NPC125622
0.9247 High Similarity NPC328371
0.9184 High Similarity NPC473037
0.9167 High Similarity NPC56498
0.9167 High Similarity NPC281702
0.9158 High Similarity NPC88198
0.9158 High Similarity NPC307954
0.9149 High Similarity NPC18319
0.9149 High Similarity NPC122294
0.914 High Similarity NPC469995
0.914 High Similarity NPC241156
0.914 High Similarity NPC173875
0.914 High Similarity NPC174948
0.914 High Similarity NPC318282
0.9082 High Similarity NPC51452
0.9072 High Similarity NPC251017
0.9072 High Similarity NPC236390
0.9043 High Similarity NPC456
0.9043 High Similarity NPC472941
0.898 High Similarity NPC28656
0.8969 High Similarity NPC234892
0.8969 High Similarity NPC195290
0.8969 High Similarity NPC204450
0.8958 High Similarity NPC157787
0.8936 High Similarity NPC297199
0.8925 High Similarity NPC25750
0.8913 High Similarity NPC477147
0.8913 High Similarity NPC477149
0.89 High Similarity NPC295244
0.8878 High Similarity NPC70967
0.8878 High Similarity NPC33973
0.8878 High Similarity NPC55872
0.8842 High Similarity NPC7124
0.8842 High Similarity NPC95565
0.8824 High Similarity NPC115303
0.8812 High Similarity NPC77947
0.8812 High Similarity NPC286174
0.8804 High Similarity NPC214387
0.8788 High Similarity NPC470251
0.8788 High Similarity NPC2436
0.8788 High Similarity NPC216245
0.8788 High Similarity NPC135854
0.8778 High Similarity NPC473038
0.8776 High Similarity NPC308726
0.8776 High Similarity NPC119601
0.8776 High Similarity NPC293753
0.8737 High Similarity NPC470016
0.8737 High Similarity NPC317586
0.8725 High Similarity NPC272898
0.8725 High Similarity NPC473036
0.8725 High Similarity NPC129689
0.8723 High Similarity NPC472930
0.8673 High Similarity NPC124211
0.8673 High Similarity NPC472924
0.8673 High Similarity NPC302537
0.8673 High Similarity NPC163372
0.8667 High Similarity NPC209882
0.866 High Similarity NPC471717
0.866 High Similarity NPC197386
0.8632 High Similarity NPC166906
0.8617 High Similarity NPC63748
0.8586 High Similarity NPC53222
0.8571 High Similarity NPC476274
0.8557 High Similarity NPC320306
0.8557 High Similarity NPC43747
0.8556 High Similarity NPC271784
0.8556 High Similarity NPC469561
0.8526 High Similarity NPC69454
0.8485 Intermediate Similarity NPC476240
0.8485 Intermediate Similarity NPC476223
0.8485 Intermediate Similarity NPC224720
0.8476 Intermediate Similarity NPC472929
0.8462 Intermediate Similarity NPC472928
0.8454 Intermediate Similarity NPC328162
0.8454 Intermediate Similarity NPC96859
0.8454 Intermediate Similarity NPC305483
0.8454 Intermediate Similarity NPC249954
0.8421 Intermediate Similarity NPC297265
0.8404 Intermediate Similarity NPC473039
0.8404 Intermediate Similarity NPC123912
0.84 Intermediate Similarity NPC136289
0.8387 Intermediate Similarity NPC99909
0.8384 Intermediate Similarity NPC198880
0.8384 Intermediate Similarity NPC316964
0.8384 Intermediate Similarity NPC327431
0.8381 Intermediate Similarity NPC285956
0.8367 Intermediate Similarity NPC216904
0.8367 Intermediate Similarity NPC23680
0.8365 Intermediate Similarity NPC470496
0.8351 Intermediate Similarity NPC472932
0.8351 Intermediate Similarity NPC259286
0.8333 Intermediate Similarity NPC243866
0.8333 Intermediate Similarity NPC323834
0.8316 Intermediate Similarity NPC289213
0.8316 Intermediate Similarity NPC20388
0.8316 Intermediate Similarity NPC469400
0.83 Intermediate Similarity NPC81530
0.8298 Intermediate Similarity NPC143767
0.8298 Intermediate Similarity NPC131470
0.8283 Intermediate Similarity NPC275439
0.8283 Intermediate Similarity NPC112753
0.8283 Intermediate Similarity NPC166745
0.8283 Intermediate Similarity NPC235464
0.828 Intermediate Similarity NPC322159
0.8252 Intermediate Similarity NPC472925
0.8247 Intermediate Similarity NPC471720
0.8247 Intermediate Similarity NPC469406
0.8241 Intermediate Similarity NPC472934
0.8241 Intermediate Similarity NPC472927
0.8229 Intermediate Similarity NPC233116
0.8211 Intermediate Similarity NPC86319
0.8211 Intermediate Similarity NPC275740
0.8211 Intermediate Similarity NPC54689
0.82 Intermediate Similarity NPC218383
0.819 Intermediate Similarity NPC37116
0.8182 Intermediate Similarity NPC475894
0.8182 Intermediate Similarity NPC253826
0.8182 Intermediate Similarity NPC107243
0.8172 Intermediate Similarity NPC123319
0.8172 Intermediate Similarity NPC11711
0.8172 Intermediate Similarity NPC94531
0.8172 Intermediate Similarity NPC474083
0.8172 Intermediate Similarity NPC311702
0.8163 Intermediate Similarity NPC476174
0.8163 Intermediate Similarity NPC473648
0.8155 Intermediate Similarity NPC472935
0.8144 Intermediate Similarity NPC107674
0.8144 Intermediate Similarity NPC141497
0.8144 Intermediate Similarity NPC206810
0.8144 Intermediate Similarity NPC170220
0.8125 Intermediate Similarity NPC48010
0.8125 Intermediate Similarity NPC183283
0.8119 Intermediate Similarity NPC99411
0.8105 Intermediate Similarity NPC242864
0.8105 Intermediate Similarity NPC476796
0.81 Intermediate Similarity NPC478056
0.81 Intermediate Similarity NPC48647
0.8091 Intermediate Similarity NPC472933
0.8085 Intermediate Similarity NPC55309
0.8085 Intermediate Similarity NPC72133
0.8085 Intermediate Similarity NPC28252
0.8081 Intermediate Similarity NPC471463
0.8081 Intermediate Similarity NPC155676
0.8077 Intermediate Similarity NPC91034
0.8077 Intermediate Similarity NPC185
0.8065 Intermediate Similarity NPC109512
0.8065 Intermediate Similarity NPC320801
0.8065 Intermediate Similarity NPC473246
0.8065 Intermediate Similarity NPC165064
0.8061 Intermediate Similarity NPC318332
0.8058 Intermediate Similarity NPC119493
0.8041 Intermediate Similarity NPC23434
0.8041 Intermediate Similarity NPC212301
0.8041 Intermediate Similarity NPC86266
0.8041 Intermediate Similarity NPC110657
0.8041 Intermediate Similarity NPC473998
0.8041 Intermediate Similarity NPC154101
0.8041 Intermediate Similarity NPC150383
0.8039 Intermediate Similarity NPC473424
0.8039 Intermediate Similarity NPC477915
0.8037 Intermediate Similarity NPC264634
0.8037 Intermediate Similarity NPC147180
0.8021 Intermediate Similarity NPC473999
0.8021 Intermediate Similarity NPC477943
0.8021 Intermediate Similarity NPC309603
0.8021 Intermediate Similarity NPC155479
0.8021 Intermediate Similarity NPC474889
0.802 Intermediate Similarity NPC477521
0.8019 Intermediate Similarity NPC286880
0.8 Intermediate Similarity NPC136948
0.8 Intermediate Similarity NPC57416
0.8 Intermediate Similarity NPC159046
0.8 Intermediate Similarity NPC187376
0.8 Intermediate Similarity NPC233836
0.8 Intermediate Similarity NPC226986
0.798 Intermediate Similarity NPC184848
0.798 Intermediate Similarity NPC48330
0.798 Intermediate Similarity NPC200702
0.798 Intermediate Similarity NPC469599
0.798 Intermediate Similarity NPC271195
0.798 Intermediate Similarity NPC69548
0.7979 Intermediate Similarity NPC471224
0.7979 Intermediate Similarity NPC472940
0.7979 Intermediate Similarity NPC472931

  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 NPC106557 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
0.8021 Intermediate Similarity NPD5328 Approved
0.7959 Intermediate Similarity NPD6399 Phase 3
0.7925 Intermediate Similarity NPD6372 Approved
0.7925 Intermediate Similarity NPD6373 Approved
0.79 Intermediate Similarity NPD4697 Phase 3
0.7857 Intermediate Similarity NPD6079 Approved
0.781 Intermediate Similarity NPD5739 Approved
0.781 Intermediate Similarity NPD6675 Approved
0.781 Intermediate Similarity NPD6402 Approved
0.781 Intermediate Similarity NPD7128 Approved
0.7778 Intermediate Similarity NPD6650 Approved
0.7778 Intermediate Similarity NPD6649 Approved
0.7745 Intermediate Similarity NPD5696 Approved
0.7708 Intermediate Similarity NPD3618 Phase 1
0.7664 Intermediate Similarity NPD6881 Approved
0.7664 Intermediate Similarity NPD7320 Approved
0.7664 Intermediate Similarity NPD6899 Approved
0.7647 Intermediate Similarity NPD6083 Phase 2
0.7647 Intermediate Similarity NPD6084 Phase 2
0.7624 Intermediate Similarity NPD5695 Phase 3
0.757 Intermediate Similarity NPD5697 Approved
0.757 Intermediate Similarity NPD5701 Approved
0.7551 Intermediate Similarity NPD6672 Approved
0.7551 Intermediate Similarity NPD5737 Approved
0.7549 Intermediate Similarity NPD5222 Approved
0.7549 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7549 Intermediate Similarity NPD5221 Approved
0.7526 Intermediate Similarity NPD6684 Approved
0.7526 Intermediate Similarity NPD7334 Approved
0.7526 Intermediate Similarity NPD5330 Approved
0.7526 Intermediate Similarity NPD7521 Approved
0.7526 Intermediate Similarity NPD6409 Approved
0.7526 Intermediate Similarity NPD7146 Approved
0.7526 Intermediate Similarity NPD5279 Phase 3
0.7524 Intermediate Similarity NPD5211 Phase 2
0.7523 Intermediate Similarity NPD7102 Approved
0.7523 Intermediate Similarity NPD7290 Approved
0.7523 Intermediate Similarity NPD6883 Approved
0.75 Intermediate Similarity NPD7515 Phase 2
0.75 Intermediate Similarity NPD5281 Approved
0.75 Intermediate Similarity NPD3665 Phase 1
0.75 Intermediate Similarity NPD3133 Approved
0.75 Intermediate Similarity NPD3666 Approved
0.75 Intermediate Similarity NPD4786 Approved
0.75 Intermediate Similarity NPD5284 Approved
0.75 Intermediate Similarity NPD6011 Approved
0.75 Intermediate Similarity NPD7640 Approved
0.75 Intermediate Similarity NPD7639 Approved
0.7476 Intermediate Similarity NPD4755 Approved
0.7476 Intermediate Similarity NPD5173 Approved
0.7476 Intermediate Similarity NPD7902 Approved
0.7455 Intermediate Similarity NPD8130 Phase 1
0.7455 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD6617 Approved
0.7455 Intermediate Similarity NPD6869 Approved
0.7455 Intermediate Similarity NPD6847 Approved
0.7451 Intermediate Similarity NPD4629 Approved
0.7451 Intermediate Similarity NPD5210 Approved
0.7434 Intermediate Similarity NPD7115 Discovery
0.7431 Intermediate Similarity NPD6014 Approved
0.7431 Intermediate Similarity NPD6012 Approved
0.7431 Intermediate Similarity NPD6013 Approved
0.7404 Intermediate Similarity NPD7638 Approved
0.7387 Intermediate Similarity NPD6882 Approved
0.7387 Intermediate Similarity NPD8297 Approved
0.7383 Intermediate Similarity NPD5141 Approved
0.7374 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD6903 Approved
0.7358 Intermediate Similarity NPD7632 Discontinued
0.7353 Intermediate Similarity NPD7748 Approved
0.7333 Intermediate Similarity NPD5285 Approved
0.7333 Intermediate Similarity NPD5286 Approved
0.7333 Intermediate Similarity NPD4700 Approved
0.7333 Intermediate Similarity NPD4696 Approved
0.7327 Intermediate Similarity NPD8034 Phase 2
0.7327 Intermediate Similarity NPD8035 Phase 2
0.73 Intermediate Similarity NPD4753 Phase 2
0.7292 Intermediate Similarity NPD3667 Approved
0.7282 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD5223 Approved
0.7255 Intermediate Similarity NPD4202 Approved
0.7245 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD3617 Approved
0.7234 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD4633 Approved
0.7196 Intermediate Similarity NPD5224 Approved
0.7196 Intermediate Similarity NPD5225 Approved
0.7196 Intermediate Similarity NPD5226 Approved
0.7193 Intermediate Similarity NPD6868 Approved
0.7184 Intermediate Similarity NPD7900 Approved
0.7184 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD5786 Approved
0.7172 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD4632 Approved
0.7157 Intermediate Similarity NPD6050 Approved
0.7156 Intermediate Similarity NPD6008 Approved
0.713 Intermediate Similarity NPD4754 Approved
0.713 Intermediate Similarity NPD5174 Approved
0.713 Intermediate Similarity NPD5175 Approved
0.7129 Intermediate Similarity NPD6904 Approved
0.7129 Intermediate Similarity NPD6673 Approved
0.7129 Intermediate Similarity NPD6080 Approved
0.7113 Intermediate Similarity NPD4221 Approved
0.7113 Intermediate Similarity NPD4223 Phase 3
0.7071 Intermediate Similarity NPD1694 Approved
0.7071 Intermediate Similarity NPD5329 Approved
0.7069 Intermediate Similarity NPD6335 Approved
0.7059 Intermediate Similarity NPD5785 Approved
0.7059 Intermediate Similarity NPD5207 Approved
0.7059 Intermediate Similarity NPD5692 Phase 3
0.7048 Intermediate Similarity NPD7614 Phase 1
0.7043 Intermediate Similarity NPD6274 Approved
0.7021 Intermediate Similarity NPD6117 Approved
0.701 Intermediate Similarity NPD4692 Approved
0.701 Intermediate Similarity NPD4139 Approved
0.7009 Intermediate Similarity NPD6404 Discontinued
0.7009 Intermediate Similarity NPD7101 Approved
0.7009 Intermediate Similarity NPD7100 Approved
0.7 Intermediate Similarity NPD5690 Phase 2
0.7 Intermediate Similarity NPD5280 Approved
0.7 Intermediate Similarity NPD4767 Approved
0.7 Intermediate Similarity NPD4694 Approved
0.7 Intermediate Similarity NPD4768 Approved
0.699 Remote Similarity NPD6411 Approved
0.699 Remote Similarity NPD5693 Phase 1
0.699 Remote Similarity NPD5694 Approved
0.6983 Remote Similarity NPD6317 Approved
0.6983 Remote Similarity NPD6009 Approved
0.697 Remote Similarity NPD4197 Approved
0.6961 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6957 Remote Similarity NPD6081 Approved
0.6947 Remote Similarity NPD6116 Phase 1
0.693 Remote Similarity NPD6053 Discontinued
0.6923 Remote Similarity NPD6314 Approved
0.6923 Remote Similarity NPD5778 Approved
0.6923 Remote Similarity NPD6313 Approved
0.6923 Remote Similarity NPD5779 Approved
0.6903 Remote Similarity NPD5955 Clinical (unspecified phase)
0.69 Remote Similarity NPD5363 Approved
0.6891 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6891 Remote Similarity NPD6908 Approved
0.6891 Remote Similarity NPD6909 Approved
0.6887 Remote Similarity NPD7732 Phase 3
0.6875 Remote Similarity NPD5168 Approved
0.6875 Remote Similarity NPD6115 Approved
0.6875 Remote Similarity NPD6697 Approved
0.6875 Remote Similarity NPD4729 Approved
0.6875 Remote Similarity NPD4730 Approved
0.6875 Remote Similarity NPD6118 Approved
0.6875 Remote Similarity NPD6114 Approved
0.6875 Remote Similarity NPD5128 Approved
0.6869 Remote Similarity NPD4788 Approved
0.6869 Remote Similarity NPD5362 Discontinued
0.6863 Remote Similarity NPD5208 Approved
0.6857 Remote Similarity NPD6001 Approved
0.6832 Remote Similarity NPD4693 Phase 3
0.6832 Remote Similarity NPD4689 Approved
0.6832 Remote Similarity NPD4623 Approved
0.6832 Remote Similarity NPD6098 Approved
0.6832 Remote Similarity NPD4519 Discontinued
0.6832 Remote Similarity NPD4688 Approved
0.6832 Remote Similarity NPD5205 Approved
0.6832 Remote Similarity NPD4690 Approved
0.6832 Remote Similarity NPD4138 Approved
0.6814 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6814 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6809 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6319 Approved
0.68 Remote Similarity NPD3668 Phase 3
0.68 Remote Similarity NPD7260 Phase 2
0.6796 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6796 Remote Similarity NPD6101 Approved
0.6792 Remote Similarity NPD5654 Approved
0.6786 Remote Similarity NPD6412 Phase 2
0.6777 Remote Similarity NPD7604 Phase 2
0.6768 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6768 Remote Similarity NPD4270 Approved
0.6768 Remote Similarity NPD4269 Approved
0.6765 Remote Similarity NPD3573 Approved
0.6759 Remote Similarity NPD4225 Approved
0.6754 Remote Similarity NPD5249 Phase 3
0.6754 Remote Similarity NPD4634 Approved
0.6754 Remote Similarity NPD5247 Approved
0.6754 Remote Similarity NPD5169 Approved
0.6754 Remote Similarity NPD5135 Approved
0.6754 Remote Similarity NPD5250 Approved
0.6754 Remote Similarity NPD5251 Approved
0.6754 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6754 Remote Similarity NPD5248 Approved
0.675 Remote Similarity NPD5983 Phase 2
0.6746 Remote Similarity NPD6845 Suspended
0.6721 Remote Similarity NPD7492 Approved
0.6696 Remote Similarity NPD5217 Approved
0.6696 Remote Similarity NPD5215 Approved
0.6696 Remote Similarity NPD5216 Approved
0.6696 Remote Similarity NPD5127 Approved
0.6667 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD5959 Approved
0.6667 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD6336 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