Structure

Physi-Chem Properties

Molecular Weight:  514.29
Volume:  538.923
LogP:  2.092
LogD:  1.216
LogS:  -3.665
# Rotatable Bonds:  5
TPSA:  125.81
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.527
Synthetic Accessibility Score:  5.274
Fsp3:  0.767
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:  -5.469
MDCK Permeability:  2.0561330529744737e-05
Pgp-inhibitor:  0.717
Pgp-substrate:  0.267
Human Intestinal Absorption (HIA):  0.022
20% Bioavailability (F20%):  0.003
30% Bioavailability (F30%):  0.606

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.979
Plasma Protein Binding (PPB):  74.47344970703125%
Volume Distribution (VD):  0.352
Pgp-substrate:  17.12467384338379%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.445
CYP2C19-inhibitor:  0.011
CYP2C19-substrate:  0.855
CYP2C9-inhibitor:  0.021
CYP2C9-substrate:  0.368
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.12
CYP3A4-inhibitor:  0.04
CYP3A4-substrate:  0.223

ADMET: Excretion

Clearance (CL):  13.324
Half-life (T1/2):  0.904

ADMET: Toxicity

hERG Blockers:  0.003
Human Hepatotoxicity (H-HT):  0.173
Drug-inuced Liver Injury (DILI):  0.04
AMES Toxicity:  0.012
Rat Oral Acute Toxicity:  0.492
Maximum Recommended Daily Dose:  0.925
Skin Sensitization:  0.093
Carcinogencity:  0.778
Eye Corrosion:  0.004
Eye Irritation:  0.012
Respiratory Toxicity:  0.911

Download Data

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

  Natural Product: NPC195290

Natural Product ID:  NPC195290
Common Name*:   Ganoderenic Acid A
IUPAC Name:   (Z)-6-[(5R,7S,10S,13R,14R,15S,17R)-7,15-dihydroxy-4,4,10,13,14-pentamethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxohept-5-enoic acid
Synonyms:  
Standard InCHIKey:  OVUOUFPIPZJGME-LMYMZFDYSA-N
Standard InCHI:  InChI=1S/C30H42O7/c1-15(10-17(31)11-16(2)26(36)37)18-12-23(35)30(7)25-19(32)13-21-27(3,4)22(34)8-9-28(21,5)24(25)20(33)14-29(18,30)6/h10,16,18-19,21,23,32,35H,8-9,11-14H2,1-7H3,(H,36,37)/b15-10-/t16?,18-,19+,21+,23+,28+,29-,30+/m1/s1
SMILES:  C/C(=C/C(=O)CC(C)C(=O)O)/[C@H]1C[C@@H]([C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@@H]1C[C@@H]3O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3827861
PubChem CID:   101600077
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
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 = 8730.0 nM PMID[464845]
NPT27 Others Unspecified Activity = 92.54 % PMID[464845]

☑ 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 NPC195290 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 NPC204450
0.9895 High Similarity NPC236390
0.9681 High Similarity NPC10364
0.9579 High Similarity NPC205899
0.9474 High Similarity NPC197386
0.9381 High Similarity NPC56498
0.9375 High Similarity NPC51370
0.9368 High Similarity NPC18319
0.9362 High Similarity NPC318282
0.9362 High Similarity NPC469995
0.9362 High Similarity NPC173875
0.9362 High Similarity NPC174948
0.9286 High Similarity NPC55872
0.9263 High Similarity NPC328371
0.9192 High Similarity NPC28656
0.9175 High Similarity NPC287833
0.9158 High Similarity NPC472932
0.9149 High Similarity NPC25750
0.9082 High Similarity NPC163372
0.9082 High Similarity NPC302537
0.9072 High Similarity NPC166745
0.9072 High Similarity NPC235464
0.9072 High Similarity NPC471717
0.9062 High Similarity NPC40765
0.9062 High Similarity NPC243525
0.9062 High Similarity NPC95565
0.9043 High Similarity NPC107690
0.899 High Similarity NPC119601
0.899 High Similarity NPC308726
0.8969 High Similarity NPC106557
0.8958 High Similarity NPC241156
0.8958 High Similarity NPC37646
0.8947 High Similarity NPC472930
0.8947 High Similarity NPC470254
0.8947 High Similarity NPC243866
0.8922 High Similarity NPC295244
0.8889 High Similarity NPC472924
0.8878 High Similarity NPC48647
0.8866 High Similarity NPC155676
0.8866 High Similarity NPC472941
0.8866 High Similarity NPC456
0.8866 High Similarity NPC3772
0.8866 High Similarity NPC125622
0.8854 High Similarity NPC184870
0.8854 High Similarity NPC166906
0.883 High Similarity NPC54689
0.883 High Similarity NPC214387
0.88 High Similarity NPC473424
0.88 High Similarity NPC136289
0.88 High Similarity NPC234892
0.8788 High Similarity NPC218383
0.8788 High Similarity NPC476274
0.8776 High Similarity NPC107243
0.8776 High Similarity NPC320306
0.8776 High Similarity NPC121339
0.8763 High Similarity NPC317586
0.8763 High Similarity NPC470016
0.875 High Similarity NPC66429
0.875 High Similarity NPC69454
0.875 High Similarity NPC206810
0.875 High Similarity NPC152897
0.8737 High Similarity NPC477149
0.8737 High Similarity NPC477147
0.8725 High Similarity NPC323834
0.8713 High Similarity NPC111323
0.87 High Similarity NPC476240
0.87 High Similarity NPC224720
0.87 High Similarity NPC81530
0.87 High Similarity NPC476223
0.87 High Similarity NPC99411
0.8687 High Similarity NPC186810
0.8673 High Similarity NPC249954
0.8673 High Similarity NPC305483
0.8673 High Similarity NPC173272
0.8673 High Similarity NPC96859
0.8673 High Similarity NPC328162
0.8646 High Similarity NPC63748
0.8646 High Similarity NPC154101
0.8646 High Similarity NPC23434
0.8641 High Similarity NPC475060
0.8641 High Similarity NPC472925
0.8641 High Similarity NPC220229
0.8632 High Similarity NPC477943
0.8632 High Similarity NPC155479
0.8632 High Similarity NPC123912
0.8617 High Similarity NPC312215
0.8614 High Similarity NPC293753
0.8614 High Similarity NPC87351
0.8614 High Similarity NPC477915
0.86 High Similarity NPC316964
0.86 High Similarity NPC327431
0.86 High Similarity NPC154072
0.8586 High Similarity NPC475894
0.8586 High Similarity NPC57416
0.8571 High Similarity NPC255809
0.8571 High Similarity NPC259286
0.8571 High Similarity NPC263347
0.8571 High Similarity NPC45324
0.8571 High Similarity NPC222845
0.8571 High Similarity NPC162001
0.8571 High Similarity NPC469599
0.8571 High Similarity NPC48330
0.8558 High Similarity NPC217201
0.8558 High Similarity NPC65941
0.8557 High Similarity NPC470376
0.8557 High Similarity NPC470375
0.8557 High Similarity NPC472942
0.8544 High Similarity NPC51452
0.8544 High Similarity NPC171137
0.8544 High Similarity NPC152695
0.8544 High Similarity NPC149047
0.8544 High Similarity NPC260268
0.8544 High Similarity NPC476027
0.8544 High Similarity NPC150531
0.8544 High Similarity NPC50692
0.8544 High Similarity NPC85829
0.8544 High Similarity NPC48733
0.8544 High Similarity NPC319077
0.8544 High Similarity NPC97202
0.8544 High Similarity NPC214264
0.8544 High Similarity NPC49958
0.8544 High Similarity NPC302607
0.8544 High Similarity NPC202167
0.8544 High Similarity NPC296945
0.8542 High Similarity NPC48010
0.8542 High Similarity NPC69622
0.8529 High Similarity NPC251017
0.8529 High Similarity NPC311612
0.8526 High Similarity NPC294480
0.8515 High Similarity NPC474327
0.8511 High Similarity NPC212843
0.8505 High Similarity NPC962
0.8505 High Similarity NPC250109
0.85 High Similarity NPC176845
0.85 High Similarity NPC16021
0.8491 Intermediate Similarity NPC472928
0.8476 Intermediate Similarity NPC11710
0.8469 Intermediate Similarity NPC469406
0.8462 Intermediate Similarity NPC185
0.8462 Intermediate Similarity NPC83744
0.8454 Intermediate Similarity NPC45269
0.8454 Intermediate Similarity NPC297265
0.8447 Intermediate Similarity NPC209502
0.8447 Intermediate Similarity NPC204833
0.8447 Intermediate Similarity NPC235889
0.8447 Intermediate Similarity NPC477812
0.8438 Intermediate Similarity NPC86319
0.8438 Intermediate Similarity NPC275740
0.8416 Intermediate Similarity NPC144660
0.8416 Intermediate Similarity NPC88198
0.8416 Intermediate Similarity NPC299971
0.8416 Intermediate Similarity NPC157787
0.8411 Intermediate Similarity NPC221144
0.8404 Intermediate Similarity NPC474083
0.84 Intermediate Similarity NPC43747
0.84 Intermediate Similarity NPC122294
0.8396 Intermediate Similarity NPC37116
0.8396 Intermediate Similarity NPC197428
0.8384 Intermediate Similarity NPC476174
0.8384 Intermediate Similarity NPC69548
0.8384 Intermediate Similarity NPC184848
0.8381 Intermediate Similarity NPC329417
0.8365 Intermediate Similarity NPC181265
0.8365 Intermediate Similarity NPC60681
0.8351 Intermediate Similarity NPC46281
0.8351 Intermediate Similarity NPC469400
0.835 Intermediate Similarity NPC140723
0.8349 Intermediate Similarity NPC266728
0.8349 Intermediate Similarity NPC49492
0.8333 Intermediate Similarity NPC471722
0.8333 Intermediate Similarity NPC183546
0.8333 Intermediate Similarity NPC472929
0.8333 Intermediate Similarity NPC242864
0.8333 Intermediate Similarity NPC48866
0.8333 Intermediate Similarity NPC247406
0.8333 Intermediate Similarity NPC143767
0.8333 Intermediate Similarity NPC131470
0.8317 Intermediate Similarity NPC477813
0.8317 Intermediate Similarity NPC478056
0.8317 Intermediate Similarity NPC114274
0.8316 Intermediate Similarity NPC469994
0.8302 Intermediate Similarity NPC241927
0.8302 Intermediate Similarity NPC258543
0.8302 Intermediate Similarity NPC214644
0.83 Intermediate Similarity NPC471463
0.83 Intermediate Similarity NPC42042
0.83 Intermediate Similarity NPC7124
0.83 Intermediate Similarity NPC235053
0.83 Intermediate Similarity NPC117133
0.8298 Intermediate Similarity NPC165064
0.8298 Intermediate Similarity NPC473246
0.8288 Intermediate Similarity NPC475041
0.8286 Intermediate Similarity NPC91034
0.8286 Intermediate Similarity NPC220974
0.8286 Intermediate Similarity NPC477916
0.8286 Intermediate Similarity NPC473037
0.8283 Intermediate Similarity NPC111015
0.8283 Intermediate Similarity NPC7165
0.8273 Intermediate Similarity NPC471854
0.8269 Intermediate Similarity NPC96268

  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 NPC195290 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
0.8367 Intermediate Similarity NPD6399 Phase 3
0.8365 Intermediate Similarity NPD5739 Approved
0.8365 Intermediate Similarity NPD7128 Approved
0.8365 Intermediate Similarity NPD6675 Approved
0.8365 Intermediate Similarity NPD6402 Approved
0.8318 Intermediate Similarity NPD6649 Approved
0.8318 Intermediate Similarity NPD6650 Approved
0.8265 Intermediate Similarity NPD5281 Approved
0.8265 Intermediate Similarity NPD5284 Approved
0.8252 Intermediate Similarity NPD5211 Phase 2
0.8247 Intermediate Similarity NPD5328 Approved
0.8218 Intermediate Similarity NPD4755 Approved
0.8208 Intermediate Similarity NPD7320 Approved
0.8208 Intermediate Similarity NPD6881 Approved
0.8208 Intermediate Similarity NPD6899 Approved
0.8119 Intermediate Similarity NPD4697 Phase 3
0.8113 Intermediate Similarity NPD5701 Approved
0.8113 Intermediate Similarity NPD5697 Approved
0.8105 Intermediate Similarity NPD3665 Phase 1
0.8105 Intermediate Similarity NPD3666 Approved
0.8105 Intermediate Similarity NPD3133 Approved
0.8095 Intermediate Similarity NPD5141 Approved
0.8081 Intermediate Similarity NPD6079 Approved
0.8058 Intermediate Similarity NPD5286 Approved
0.8058 Intermediate Similarity NPD5285 Approved
0.8058 Intermediate Similarity NPD4700 Approved
0.8058 Intermediate Similarity NPD4696 Approved
0.8056 Intermediate Similarity NPD7290 Approved
0.8056 Intermediate Similarity NPD6883 Approved
0.8056 Intermediate Similarity NPD7102 Approved
0.8039 Intermediate Similarity NPD6084 Phase 2
0.8039 Intermediate Similarity NPD6083 Phase 2
0.8037 Intermediate Similarity NPD6011 Approved
0.802 Intermediate Similarity NPD5695 Phase 3
0.8 Intermediate Similarity NPD4202 Approved
0.7982 Intermediate Similarity NPD6617 Approved
0.7982 Intermediate Similarity NPD6847 Approved
0.7982 Intermediate Similarity NPD8130 Phase 1
0.7982 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7982 Intermediate Similarity NPD6869 Approved
0.7981 Intermediate Similarity NPD5223 Approved
0.7963 Intermediate Similarity NPD6014 Approved
0.7963 Intermediate Similarity NPD6013 Approved
0.7963 Intermediate Similarity NPD6012 Approved
0.7938 Intermediate Similarity NPD6684 Approved
0.7938 Intermediate Similarity NPD7146 Approved
0.7938 Intermediate Similarity NPD6409 Approved
0.7938 Intermediate Similarity NPD7334 Approved
0.7938 Intermediate Similarity NPD3618 Phase 1
0.7938 Intermediate Similarity NPD5330 Approved
0.7938 Intermediate Similarity NPD7521 Approved
0.7917 Intermediate Similarity NPD4786 Approved
0.7909 Intermediate Similarity NPD8297 Approved
0.7909 Intermediate Similarity NPD6882 Approved
0.7905 Intermediate Similarity NPD5225 Approved
0.7905 Intermediate Similarity NPD5226 Approved
0.7905 Intermediate Similarity NPD4633 Approved
0.7905 Intermediate Similarity NPD5224 Approved
0.7879 Intermediate Similarity NPD4753 Phase 2
0.785 Intermediate Similarity NPD6008 Approved
0.783 Intermediate Similarity NPD5175 Approved
0.783 Intermediate Similarity NPD4754 Approved
0.783 Intermediate Similarity NPD5174 Approved
0.7788 Intermediate Similarity NPD5696 Approved
0.7778 Intermediate Similarity NPD6903 Approved
0.7778 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7767 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7767 Intermediate Similarity NPD5222 Approved
0.7767 Intermediate Similarity NPD5221 Approved
0.7755 Intermediate Similarity NPD5279 Phase 3
0.7755 Intermediate Similarity NPD5786 Approved
0.7723 Intermediate Similarity NPD7515 Phase 2
0.7714 Intermediate Similarity NPD7640 Approved
0.7714 Intermediate Similarity NPD7639 Approved
0.7708 Intermediate Similarity NPD4221 Approved
0.7708 Intermediate Similarity NPD4223 Phase 3
0.7708 Intermediate Similarity NPD3667 Approved
0.7692 Intermediate Similarity NPD5173 Approved
0.7692 Intermediate Similarity NPD7902 Approved
0.7685 Intermediate Similarity NPD4767 Approved
0.7685 Intermediate Similarity NPD4768 Approved
0.7679 Intermediate Similarity NPD4632 Approved
0.767 Intermediate Similarity NPD5210 Approved
0.767 Intermediate Similarity NPD4629 Approved
0.767 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7653 Intermediate Similarity NPD5329 Approved
0.7653 Intermediate Similarity NPD5363 Approved
0.7632 Intermediate Similarity NPD7115 Discovery
0.7624 Intermediate Similarity NPD5785 Approved
0.7619 Intermediate Similarity NPD7638 Approved
0.76 Intermediate Similarity NPD6672 Approved
0.76 Intermediate Similarity NPD5737 Approved
0.7589 Intermediate Similarity NPD6053 Discontinued
0.7576 Intermediate Similarity NPD4694 Approved
0.7576 Intermediate Similarity NPD5690 Phase 2
0.7576 Intermediate Similarity NPD5280 Approved
0.7565 Intermediate Similarity NPD6335 Approved
0.7551 Intermediate Similarity NPD4197 Approved
0.7549 Intermediate Similarity NPD6050 Approved
0.7545 Intermediate Similarity NPD4729 Approved
0.7545 Intermediate Similarity NPD5128 Approved
0.7545 Intermediate Similarity NPD4730 Approved
0.7544 Intermediate Similarity NPD6274 Approved
0.7526 Intermediate Similarity NPD4270 Approved
0.7526 Intermediate Similarity NPD4269 Approved
0.7525 Intermediate Similarity NPD6673 Approved
0.7525 Intermediate Similarity NPD6080 Approved
0.7525 Intermediate Similarity NPD6904 Approved
0.75 Intermediate Similarity NPD7101 Approved
0.75 Intermediate Similarity NPD7100 Approved
0.7478 Intermediate Similarity NPD6317 Approved
0.7478 Intermediate Similarity NPD6009 Approved
0.7474 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD5692 Phase 3
0.7451 Intermediate Similarity NPD5207 Approved
0.7449 Intermediate Similarity NPD5362 Discontinued
0.7414 Intermediate Similarity NPD6313 Approved
0.7414 Intermediate Similarity NPD6314 Approved
0.7411 Intermediate Similarity NPD4634 Approved
0.7411 Intermediate Similarity NPD5251 Approved
0.7411 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7411 Intermediate Similarity NPD5249 Phase 3
0.7411 Intermediate Similarity NPD5247 Approved
0.7411 Intermediate Similarity NPD5169 Approved
0.7411 Intermediate Similarity NPD5135 Approved
0.7411 Intermediate Similarity NPD5248 Approved
0.7411 Intermediate Similarity NPD5250 Approved
0.7404 Intermediate Similarity NPD7900 Approved
0.7404 Intermediate Similarity NPD7748 Approved
0.7404 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD4693 Phase 3
0.74 Intermediate Similarity NPD4690 Approved
0.74 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD5205 Approved
0.74 Intermediate Similarity NPD4689 Approved
0.74 Intermediate Similarity NPD4688 Approved
0.74 Intermediate Similarity NPD4138 Approved
0.7379 Intermediate Similarity NPD5693 Phase 1
0.7379 Intermediate Similarity NPD8035 Phase 2
0.7379 Intermediate Similarity NPD5694 Approved
0.7379 Intermediate Similarity NPD8034 Phase 2
0.7373 Intermediate Similarity NPD6908 Approved
0.7373 Intermediate Similarity NPD6909 Approved
0.7373 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD5216 Approved
0.7345 Intermediate Similarity NPD5217 Approved
0.7345 Intermediate Similarity NPD5127 Approved
0.7345 Intermediate Similarity NPD5215 Approved
0.732 Intermediate Similarity NPD5368 Approved
0.732 Intermediate Similarity NPD4252 Approved
0.73 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD6412 Phase 2
0.7288 Intermediate Similarity NPD6319 Approved
0.7273 Intermediate Similarity NPD4788 Approved
0.7255 Intermediate Similarity NPD5208 Approved
0.725 Intermediate Similarity NPD7604 Phase 2
0.7241 Intermediate Similarity NPD6868 Approved
0.7238 Intermediate Similarity NPD6001 Approved
0.7228 Intermediate Similarity NPD6098 Approved
0.7227 Intermediate Similarity NPD5983 Phase 2
0.7222 Intermediate Similarity NPD6404 Discontinued
0.7212 Intermediate Similarity NPD6411 Approved
0.72 Intermediate Similarity NPD3668 Phase 3
0.719 Intermediate Similarity NPD7492 Approved
0.7184 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD6435 Approved
0.7155 Intermediate Similarity NPD5167 Approved
0.7143 Intermediate Similarity NPD4820 Approved
0.7143 Intermediate Similarity NPD6054 Approved
0.7143 Intermediate Similarity NPD5779 Approved
0.7143 Intermediate Similarity NPD6059 Approved
0.7143 Intermediate Similarity NPD4822 Approved
0.7143 Intermediate Similarity NPD4819 Approved
0.7143 Intermediate Similarity NPD5778 Approved
0.7143 Intermediate Similarity NPD4821 Approved
0.7131 Intermediate Similarity NPD7507 Approved
0.7131 Intermediate Similarity NPD6616 Approved
0.7131 Intermediate Similarity NPD6336 Discontinued
0.7115 Intermediate Similarity NPD4096 Approved
0.7113 Intermediate Similarity NPD4268 Approved
0.7113 Intermediate Similarity NPD4271 Approved
0.71 Intermediate Similarity NPD5331 Approved
0.71 Intermediate Similarity NPD5332 Approved
0.7091 Intermediate Similarity NPD7632 Discontinued
0.7087 Intermediate Similarity NPD4518 Approved
0.7083 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD5168 Approved
0.7073 Intermediate Similarity NPD8293 Discontinued
0.7073 Intermediate Similarity NPD7078 Approved
0.7071 Intermediate Similarity NPD4139 Approved
0.7071 Intermediate Similarity NPD4692 Approved
0.7071 Intermediate Similarity NPD5369 Approved
0.7071 Intermediate Similarity NPD4790 Discontinued
0.7059 Intermediate Similarity NPD4623 Approved
0.7059 Intermediate Similarity NPD4519 Discontinued
0.7041 Intermediate Similarity NPD4195 Approved
0.7025 Intermediate Similarity NPD6370 Approved
0.7019 Intermediate Similarity NPD5764 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