Structure

Physi-Chem Properties

Molecular Weight:  528.31
Volume:  556.219
LogP:  2.729
LogD:  2.959
LogS:  -4.665
# Rotatable Bonds:  7
TPSA:  114.81
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.507
Synthetic Accessibility Score:  5.05
Fsp3:  0.774
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:  -5.108
MDCK Permeability:  2.1313171600922942e-05
Pgp-inhibitor:  0.995
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.005
20% Bioavailability (F20%):  0.063
30% Bioavailability (F30%):  0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.973
Plasma Protein Binding (PPB):  74.1261978149414%
Volume Distribution (VD):  0.363
Pgp-substrate:  19.682594299316406%

ADMET: Metabolism

CYP1A2-inhibitor:  0.006
CYP1A2-substrate:  0.62
CYP2C19-inhibitor:  0.253
CYP2C19-substrate:  0.918
CYP2C9-inhibitor:  0.197
CYP2C9-substrate:  0.075
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.094
CYP3A4-inhibitor:  0.897
CYP3A4-substrate:  0.832

ADMET: Excretion

Clearance (CL):  7.307
Half-life (T1/2):  0.754

ADMET: Toxicity

hERG Blockers:  0.041
Human Hepatotoxicity (H-HT):  0.202
Drug-inuced Liver Injury (DILI):  0.256
AMES Toxicity:  0.028
Rat Oral Acute Toxicity:  0.492
Maximum Recommended Daily Dose:  0.925
Skin Sensitization:  0.262
Carcinogencity:  0.388
Eye Corrosion:  0.004
Eye Irritation:  0.011
Respiratory Toxicity:  0.96

Download Data

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

  Natural Product: NPC125622

Natural Product ID:  NPC125622
Common Name*:   Methyl Ganoderate J
IUPAC Name:   methyl (6R)-6-[(5R,10S,13R,14R,15S,17R)-15-hydroxy-4,4,10,13,14-pentamethyl-3,7,11-trioxo-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoate
Synonyms:   Methyl Ganoderate J
Standard InCHIKey:  CLSQDKKKSJPJCC-CTGWKFNOSA-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/h16-17,19,22,24,36H,9-15H2,1-8H3/t16-,17?,19-,22+,24+,29+,30-,31+/m1/s1
SMILES:  COC(=O)C(CC(=O)C[C@H]([C@H]1C[C@@H]([C@@]2([C@]1(C)CC(=O)C1=C2C(=O)C[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)O)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2337652
PubChem CID:   21636085
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
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 9200.0 nM PMID[472791]

☑ 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 NPC125622 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
0.9888 High Similarity NPC241156
0.9663 High Similarity NPC25750
0.9348 High Similarity NPC95565
0.9255 High Similarity NPC88198
0.9255 High Similarity NPC205899
0.9247 High Similarity NPC106557
0.9239 High Similarity NPC255809
0.9149 High Similarity NPC10364
0.914 High Similarity NPC3772
0.914 High Similarity NPC243525
0.914 High Similarity NPC40765
0.9062 High Similarity NPC56498
0.9053 High Similarity NPC157787
0.9043 High Similarity NPC121339
0.9043 High Similarity NPC18319
0.9032 High Similarity NPC37646
0.8969 High Similarity NPC236390
0.8969 High Similarity NPC70967
0.8969 High Similarity NPC33973
0.8958 High Similarity NPC124211
0.8878 High Similarity NPC216245
0.8878 High Similarity NPC135854
0.8878 High Similarity NPC470251
0.8878 High Similarity NPC2436
0.8878 High Similarity NPC28656
0.8876 High Similarity NPC473038
0.8866 High Similarity NPC195290
0.8866 High Similarity NPC53222
0.8866 High Similarity NPC204450
0.8854 High Similarity NPC51370
0.8842 High Similarity NPC43747
0.883 High Similarity NPC470016
0.883 High Similarity NPC317586
0.8817 High Similarity NPC206810
0.8817 High Similarity NPC470254
0.8776 High Similarity NPC55872
0.8764 High Similarity NPC209882
0.875 High Similarity NPC197386
0.8737 High Similarity NPC328371
0.8723 High Similarity NPC166906
0.8723 High Similarity NPC184870
0.871 High Similarity NPC107690
0.8696 High Similarity NPC54689
0.866 High Similarity NPC144660
0.866 High Similarity NPC287833
0.866 High Similarity NPC299971
0.8652 High Similarity NPC271784
0.8652 High Similarity NPC469561
0.8646 High Similarity NPC216904
0.8632 High Similarity NPC173875
0.8632 High Similarity NPC318282
0.8632 High Similarity NPC174948
0.8632 High Similarity NPC469995
0.8632 High Similarity NPC469599
0.86 High Similarity NPC51452
0.8586 High Similarity NPC251017
0.8557 High Similarity NPC112753
0.8557 High Similarity NPC16021
0.8557 High Similarity NPC275439
0.8542 High Similarity NPC328162
0.8542 High Similarity NPC305483
0.8542 High Similarity NPC96859
0.8542 High Similarity NPC42042
0.8515 High Similarity NPC473037
0.8511 High Similarity NPC150383
0.8511 High Similarity NPC154101
0.8495 Intermediate Similarity NPC473039
0.8495 Intermediate Similarity NPC477943
0.8485 Intermediate Similarity NPC281702
0.8478 Intermediate Similarity NPC99909
0.8469 Intermediate Similarity NPC307954
0.8469 Intermediate Similarity NPC316964
0.8462 Intermediate Similarity NPC94531
0.8462 Intermediate Similarity NPC311702
0.8462 Intermediate Similarity NPC123319
0.8454 Intermediate Similarity NPC122294
0.8454 Intermediate Similarity NPC23680
0.8438 Intermediate Similarity NPC48330
0.8438 Intermediate Similarity NPC472932
0.8431 Intermediate Similarity NPC295244
0.8421 Intermediate Similarity NPC66429
0.8421 Intermediate Similarity NPC152897
0.8421 Intermediate Similarity NPC243866
0.8404 Intermediate Similarity NPC289213
0.8387 Intermediate Similarity NPC294480
0.8387 Intermediate Similarity NPC183546
0.837 Intermediate Similarity NPC212843
0.8367 Intermediate Similarity NPC147954
0.8367 Intermediate Similarity NPC166745
0.8367 Intermediate Similarity NPC235464
0.8365 Intermediate Similarity NPC115303
0.8352 Intermediate Similarity NPC320801
0.8351 Intermediate Similarity NPC173272
0.8351 Intermediate Similarity NPC456
0.8351 Intermediate Similarity NPC472941
0.835 Intermediate Similarity NPC77947
0.835 Intermediate Similarity NPC286174
0.8317 Intermediate Similarity NPC235889
0.8316 Intermediate Similarity NPC23434
0.8316 Intermediate Similarity NPC297265
0.83 Intermediate Similarity NPC119601
0.83 Intermediate Similarity NPC234892
0.83 Intermediate Similarity NPC308726
0.8283 Intermediate Similarity NPC218383
0.828 Intermediate Similarity NPC312215
0.8269 Intermediate Similarity NPC272898
0.8269 Intermediate Similarity NPC473036
0.8269 Intermediate Similarity NPC129689
0.8261 Intermediate Similarity NPC11711
0.8247 Intermediate Similarity NPC297199
0.8247 Intermediate Similarity NPC263347
0.8247 Intermediate Similarity NPC69548
0.8247 Intermediate Similarity NPC184848
0.8242 Intermediate Similarity NPC168188
0.8242 Intermediate Similarity NPC470015
0.8235 Intermediate Similarity NPC181265
0.8211 Intermediate Similarity NPC477147
0.8211 Intermediate Similarity NPC20388
0.8211 Intermediate Similarity NPC477149
0.8208 Intermediate Similarity NPC472929
0.82 Intermediate Similarity NPC302537
0.82 Intermediate Similarity NPC474327
0.82 Intermediate Similarity NPC99411
0.82 Intermediate Similarity NPC163372
0.8191 Intermediate Similarity NPC143767
0.8191 Intermediate Similarity NPC131470
0.8191 Intermediate Similarity NPC242864
0.8182 Intermediate Similarity NPC471717
0.8173 Intermediate Similarity NPC241927
0.8173 Intermediate Similarity NPC258543
0.8173 Intermediate Similarity NPC304495
0.8163 Intermediate Similarity NPC7124
0.8163 Intermediate Similarity NPC155676
0.8155 Intermediate Similarity NPC220974
0.8152 Intermediate Similarity NPC473246
0.8152 Intermediate Similarity NPC109512
0.8144 Intermediate Similarity NPC318332
0.8137 Intermediate Similarity NPC119493
0.8137 Intermediate Similarity NPC96268
0.8132 Intermediate Similarity NPC327969
0.8132 Intermediate Similarity NPC321289
0.8119 Intermediate Similarity NPC293753
0.8113 Intermediate Similarity NPC221144
0.8105 Intermediate Similarity NPC215029
0.8105 Intermediate Similarity NPC476733
0.8105 Intermediate Similarity NPC155479
0.8105 Intermediate Similarity NPC214387
0.8105 Intermediate Similarity NPC86319
0.8105 Intermediate Similarity NPC275740
0.81 Intermediate Similarity NPC474720
0.81 Intermediate Similarity NPC476274
0.8095 Intermediate Similarity NPC197428
0.8095 Intermediate Similarity NPC470496
0.8081 Intermediate Similarity NPC320306
0.8081 Intermediate Similarity NPC107243
0.8081 Intermediate Similarity NPC57416
0.8081 Intermediate Similarity NPC475894
0.8081 Intermediate Similarity NPC226986
0.8065 Intermediate Similarity NPC469948
0.8065 Intermediate Similarity NPC474218
0.8061 Intermediate Similarity NPC162001
0.8061 Intermediate Similarity NPC473648
0.8061 Intermediate Similarity NPC222845
0.8061 Intermediate Similarity NPC200702
0.8061 Intermediate Similarity NPC45324
0.8041 Intermediate Similarity NPC107674
0.8041 Intermediate Similarity NPC170220
0.8041 Intermediate Similarity NPC109414
0.8041 Intermediate Similarity NPC141497
0.8041 Intermediate Similarity NPC470375
0.8041 Intermediate Similarity NPC470376
0.8041 Intermediate Similarity NPC472930
0.8041 Intermediate Similarity NPC233118
0.8041 Intermediate Similarity NPC250575
0.8039 Intermediate Similarity NPC140723
0.8039 Intermediate Similarity NPC159442
0.8039 Intermediate Similarity NPC111323
0.8021 Intermediate Similarity NPC183283
0.8021 Intermediate Similarity NPC123854
0.8021 Intermediate Similarity NPC46281
0.802 Intermediate Similarity NPC476223
0.802 Intermediate Similarity NPC224720
0.802 Intermediate Similarity NPC476240
0.802 Intermediate Similarity NPC472924
0.802 Intermediate Similarity NPC473514
0.8019 Intermediate Similarity NPC472928
0.8019 Intermediate Similarity NPC43775
0.8019 Intermediate Similarity NPC214797
0.8019 Intermediate Similarity NPC118860
0.8019 Intermediate Similarity NPC231589
0.8 Intermediate Similarity NPC247406
0.8 Intermediate Similarity NPC48866
0.8 Intermediate Similarity NPC114274
0.8 Intermediate Similarity NPC471722
0.8 Intermediate Similarity NPC477854
0.8 Intermediate Similarity NPC477813
0.8 Intermediate Similarity NPC176845
0.7982 Intermediate Similarity NPC472934
0.7981 Intermediate Similarity NPC185
0.7979 Intermediate Similarity NPC195640

  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 NPC125622 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
0.8229 Intermediate Similarity NPD6399 Phase 3
0.8182 Intermediate Similarity NPD5696 Approved
0.8173 Intermediate Similarity NPD6372 Approved
0.8173 Intermediate Similarity NPD6373 Approved
0.8081 Intermediate Similarity NPD6083 Phase 2
0.8081 Intermediate Similarity NPD6084 Phase 2
0.8061 Intermediate Similarity NPD5695 Phase 3
0.8058 Intermediate Similarity NPD6675 Approved
0.8058 Intermediate Similarity NPD5739 Approved
0.8058 Intermediate Similarity NPD6402 Approved
0.8058 Intermediate Similarity NPD7128 Approved
0.8019 Intermediate Similarity NPD6650 Approved
0.8019 Intermediate Similarity NPD6649 Approved
0.7979 Intermediate Similarity NPD7146 Approved
0.7979 Intermediate Similarity NPD7521 Approved
0.7979 Intermediate Similarity NPD7334 Approved
0.7979 Intermediate Similarity NPD6409 Approved
0.7979 Intermediate Similarity NPD6684 Approved
0.7979 Intermediate Similarity NPD5330 Approved
0.7957 Intermediate Similarity NPD3665 Phase 1
0.7957 Intermediate Similarity NPD3666 Approved
0.7957 Intermediate Similarity NPD3133 Approved
0.7938 Intermediate Similarity NPD5284 Approved
0.7938 Intermediate Similarity NPD5281 Approved
0.7917 Intermediate Similarity NPD5328 Approved
0.7905 Intermediate Similarity NPD6899 Approved
0.7905 Intermediate Similarity NPD6881 Approved
0.7905 Intermediate Similarity NPD7320 Approved
0.7879 Intermediate Similarity NPD5210 Approved
0.7879 Intermediate Similarity NPD4629 Approved
0.7812 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD6903 Approved
0.781 Intermediate Similarity NPD5701 Approved
0.781 Intermediate Similarity NPD5697 Approved
0.78 Intermediate Similarity NPD4697 Phase 3
0.7766 Intermediate Similarity NPD4786 Approved
0.7757 Intermediate Similarity NPD7290 Approved
0.7757 Intermediate Similarity NPD6883 Approved
0.7757 Intermediate Similarity NPD7102 Approved
0.7755 Intermediate Similarity NPD6079 Approved
0.7736 Intermediate Similarity NPD6011 Approved
0.7732 Intermediate Similarity NPD4753 Phase 2
0.7723 Intermediate Similarity NPD4755 Approved
0.7685 Intermediate Similarity NPD6847 Approved
0.7685 Intermediate Similarity NPD8130 Phase 1
0.7685 Intermediate Similarity NPD6869 Approved
0.7685 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7685 Intermediate Similarity NPD6617 Approved
0.7664 Intermediate Similarity NPD6013 Approved
0.7664 Intermediate Similarity NPD6012 Approved
0.7664 Intermediate Similarity NPD6014 Approved
0.7629 Intermediate Similarity NPD6672 Approved
0.7629 Intermediate Similarity NPD5737 Approved
0.7615 Intermediate Similarity NPD6882 Approved
0.7615 Intermediate Similarity NPD8297 Approved
0.7604 Intermediate Similarity NPD3618 Phase 1
0.7604 Intermediate Similarity NPD5279 Phase 3
0.7576 Intermediate Similarity NPD6050 Approved
0.7573 Intermediate Similarity NPD5285 Approved
0.7573 Intermediate Similarity NPD5286 Approved
0.7573 Intermediate Similarity NPD4700 Approved
0.7573 Intermediate Similarity NPD4696 Approved
0.7553 Intermediate Similarity NPD4223 Phase 3
0.7553 Intermediate Similarity NPD4221 Approved
0.7553 Intermediate Similarity NPD3667 Approved
0.7551 Intermediate Similarity NPD6904 Approved
0.7551 Intermediate Similarity NPD6673 Approved
0.7551 Intermediate Similarity NPD6080 Approved
0.7547 Intermediate Similarity NPD6008 Approved
0.7525 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5223 Approved
0.75 Intermediate Similarity NPD5329 Approved
0.75 Intermediate Similarity NPD4202 Approved
0.7475 Intermediate Similarity NPD5692 Phase 3
0.7475 Intermediate Similarity NPD5207 Approved
0.7451 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD5222 Approved
0.7451 Intermediate Similarity NPD5221 Approved
0.7447 Intermediate Similarity NPD4692 Approved
0.7447 Intermediate Similarity NPD4139 Approved
0.7429 Intermediate Similarity NPD4633 Approved
0.7429 Intermediate Similarity NPD5225 Approved
0.7429 Intermediate Similarity NPD5224 Approved
0.7429 Intermediate Similarity NPD5226 Approved
0.7429 Intermediate Similarity NPD5211 Phase 2
0.7423 Intermediate Similarity NPD5690 Phase 2
0.7423 Intermediate Similarity NPD5280 Approved
0.7423 Intermediate Similarity NPD4694 Approved
0.74 Intermediate Similarity NPD7515 Phase 2
0.74 Intermediate Similarity NPD5694 Approved
0.7396 Intermediate Similarity NPD4197 Approved
0.7387 Intermediate Similarity NPD4632 Approved
0.7379 Intermediate Similarity NPD7902 Approved
0.7379 Intermediate Similarity NPD5173 Approved
0.7358 Intermediate Similarity NPD4754 Approved
0.7358 Intermediate Similarity NPD5175 Approved
0.7358 Intermediate Similarity NPD5174 Approved
0.7312 Intermediate Similarity NPD3617 Approved
0.7292 Intermediate Similarity NPD4788 Approved
0.729 Intermediate Similarity NPD5141 Approved
0.7281 Intermediate Similarity NPD6335 Approved
0.7273 Intermediate Similarity NPD5208 Approved
0.7257 Intermediate Similarity NPD6274 Approved
0.7255 Intermediate Similarity NPD7748 Approved
0.7245 Intermediate Similarity NPD6098 Approved
0.7245 Intermediate Similarity NPD4138 Approved
0.7245 Intermediate Similarity NPD4690 Approved
0.7245 Intermediate Similarity NPD4693 Phase 3
0.7245 Intermediate Similarity NPD5205 Approved
0.7245 Intermediate Similarity NPD4689 Approved
0.7245 Intermediate Similarity NPD4688 Approved
0.7245 Intermediate Similarity NPD5786 Approved
0.7245 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD8034 Phase 2
0.7228 Intermediate Similarity NPD6411 Approved
0.7228 Intermediate Similarity NPD5693 Phase 1
0.7228 Intermediate Similarity NPD8035 Phase 2
0.7222 Intermediate Similarity NPD4768 Approved
0.7222 Intermediate Similarity NPD4767 Approved
0.7217 Intermediate Similarity NPD7100 Approved
0.7217 Intermediate Similarity NPD7101 Approved
0.72 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD6317 Approved
0.7193 Intermediate Similarity NPD6009 Approved
0.7184 Intermediate Similarity NPD5654 Approved
0.7156 Intermediate Similarity NPD6412 Phase 2
0.7143 Intermediate Similarity NPD6053 Discontinued
0.7143 Intermediate Similarity NPD7638 Approved
0.7143 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD6313 Approved
0.713 Intermediate Similarity NPD6314 Approved
0.7129 Intermediate Similarity NPD5785 Approved
0.7115 Intermediate Similarity NPD7614 Phase 1
0.7105 Intermediate Similarity NPD6868 Approved
0.7094 Intermediate Similarity NPD6909 Approved
0.7094 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7094 Intermediate Similarity NPD6908 Approved
0.7091 Intermediate Similarity NPD4729 Approved
0.7091 Intermediate Similarity NPD5128 Approved
0.7091 Intermediate Similarity NPD4730 Approved
0.7087 Intermediate Similarity NPD7900 Approved
0.7087 Intermediate Similarity NPD6001 Approved
0.7087 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5369 Approved
0.7075 Intermediate Similarity NPD7639 Approved
0.7075 Intermediate Similarity NPD7640 Approved
0.7048 Intermediate Similarity NPD5959 Approved
0.7043 Intermediate Similarity NPD7115 Discovery
0.7041 Intermediate Similarity NPD3668 Phase 3
0.7033 Intermediate Similarity NPD6081 Approved
0.703 Intermediate Similarity NPD6101 Approved
0.703 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD6435 Approved
0.7009 Intermediate Similarity NPD6319 Approved
0.7 Intermediate Similarity NPD6614 Approved
0.699 Remote Similarity NPD5133 Approved
0.6989 Remote Similarity NPD3702 Approved
0.6979 Remote Similarity NPD5368 Approved
0.6979 Remote Similarity NPD4748 Discontinued
0.6975 Remote Similarity NPD7604 Phase 2
0.697 Remote Similarity NPD5363 Approved
0.6964 Remote Similarity NPD4634 Approved
0.6964 Remote Similarity NPD5247 Approved
0.6964 Remote Similarity NPD5135 Approved
0.6964 Remote Similarity NPD5248 Approved
0.6964 Remote Similarity NPD5169 Approved
0.6964 Remote Similarity NPD5250 Approved
0.6964 Remote Similarity NPD5249 Phase 3
0.6964 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6964 Remote Similarity NPD5251 Approved
0.6961 Remote Similarity NPD4096 Approved
0.6952 Remote Similarity NPD7732 Phase 3
0.6949 Remote Similarity NPD5983 Phase 2
0.6944 Remote Similarity NPD7632 Discontinued
0.6944 Remote Similarity NPD5091 Approved
0.6939 Remote Similarity NPD5362 Discontinued
0.6931 Remote Similarity NPD4518 Approved
0.6923 Remote Similarity NPD4244 Approved
0.6923 Remote Similarity NPD4245 Approved
0.6917 Remote Similarity NPD7492 Approved
0.6915 Remote Similarity NPD6117 Approved
0.6915 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6903 Remote Similarity NPD5217 Approved
0.6903 Remote Similarity NPD5216 Approved
0.6903 Remote Similarity NPD5127 Approved
0.6903 Remote Similarity NPD5215 Approved
0.6882 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6881 Remote Similarity NPD6052 Approved
0.6875 Remote Similarity NPD4195 Approved
0.6864 Remote Similarity NPD6054 Approved
0.6864 Remote Similarity NPD6059 Approved
0.686 Remote Similarity NPD6616 Approved
0.686 Remote Similarity NPD6336 Discontinued
0.6848 Remote Similarity NPD5777 Approved
0.6842 Remote Similarity NPD6116 Phase 1
0.6837 Remote Similarity NPD4269 Approved
0.6837 Remote Similarity NPD4270 Approved
0.6813 Remote Similarity NPD3698 Phase 2
0.6809 Remote Similarity NPD7339 Approved
0.6809 Remote Similarity NPD6942 Approved

  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