Structure

Physi-Chem Properties

Molecular Weight:  528.38
Volume:  578.503
LogP:  5.797
LogD:  4.266
LogS:  -4.961
# Rotatable Bonds:  8
TPSA:  83.83
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.267
Synthetic Accessibility Score:  5.099
Fsp3:  0.818
Lipinski Rule-of-5:  Rejected
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:  -5.228
MDCK Permeability:  1.58331840793835e-05
Pgp-inhibitor:  0.866
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.016
30% Bioavailability (F30%):  0.411

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.022
Plasma Protein Binding (PPB):  94.73456573486328%
Volume Distribution (VD):  0.924
Pgp-substrate:  3.5950331687927246%

ADMET: Metabolism

CYP1A2-inhibitor:  0.006
CYP1A2-substrate:  0.205
CYP2C19-inhibitor:  0.013
CYP2C19-substrate:  0.945
CYP2C9-inhibitor:  0.129
CYP2C9-substrate:  0.963
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.452
CYP3A4-inhibitor:  0.205
CYP3A4-substrate:  0.467

ADMET: Excretion

Clearance (CL):  2.775
Half-life (T1/2):  0.133

ADMET: Toxicity

hERG Blockers:  0.014
Human Hepatotoxicity (H-HT):  0.401
Drug-inuced Liver Injury (DILI):  0.043
AMES Toxicity:  0.004
Rat Oral Acute Toxicity:  0.081
Maximum Recommended Daily Dose:  0.697
Skin Sensitization:  0.082
Carcinogencity:  0.03
Eye Corrosion:  0.013
Eye Irritation:  0.034
Respiratory Toxicity:  0.936

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

  Natural Product: NPC69548

Natural Product ID:  NPC69548
Common Name*:   Tsugaric Acid B
IUPAC Name:   (2R)-2-[(3S,5R,10S,13R,14R,16R,17R)-3-acetyloxy-16-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-5,6-dimethylhept-6-enoic acid
Synonyms:   tsugaric acid B
Standard InCHIKey:  ZCMJUAGNOJTZBJ-LASPUHGRSA-N
Standard InCHI:  InChI=1S/C33H52O5/c1-19(2)20(3)10-11-22(29(36)37)28-25(35)18-33(9)24-12-13-26-30(5,6)27(38-21(4)34)15-16-31(26,7)23(24)14-17-32(28,33)8/h20,22,25-28,35H,1,10-18H2,2-9H3,(H,36,37)/t20?,22-,25-,26+,27+,28+,31-,32-,33+/m1/s1
SMILES:  C=C(C)C(C)CC[C@H]([C@H]1[C@@H](C[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@@H](C(C)(C)[C@@H]1CC3)OC(=O)C)O)C(=O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL501178
PubChem CID:   44583781
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]
NPO2085 Ganoderma tsugae Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[10785428]
NPO2085 Ganoderma tsugae Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[10785428]
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]
NPO2085 Ganoderma tsugae Species Ganodermataceae Eukaryota n.a. fruit body n.a. PMID[21939217]
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]
NPO2085 Ganoderma tsugae Species Ganodermataceae Eukaryota n.a. n.a. n.a. PMID[9584403]
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]
NPO2085 Ganoderma tsugae 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. ED50 = 10.3 ug ml-1 PMID[470714]

☑ 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 NPC69548 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 NPC184848
0.967 High Similarity NPC477813
0.9659 High Similarity NPC23434
0.9432 High Similarity NPC474889
0.9341 High Similarity NPC45324
0.9341 High Similarity NPC162001
0.9341 High Similarity NPC222845
0.9333 High Similarity NPC470375
0.9333 High Similarity NPC470376
0.9326 High Similarity NPC148414
0.9326 High Similarity NPC175628
0.9326 High Similarity NPC111585
0.9318 High Similarity NPC183546
0.9222 High Similarity NPC26888
0.9213 High Similarity NPC54689
0.9111 High Similarity NPC471896
0.9101 High Similarity NPC294480
0.9101 High Similarity NPC242864
0.9091 High Similarity NPC28252
0.9091 High Similarity NPC212843
0.9091 High Similarity NPC55309
0.9043 High Similarity NPC48647
0.9043 High Similarity NPC186810
0.9032 High Similarity NPC120708
0.9011 High Similarity NPC154101
0.9011 High Similarity NPC297265
0.8989 High Similarity NPC159046
0.8989 High Similarity NPC233836
0.8989 High Similarity NPC187376
0.8989 High Similarity NPC312215
0.8925 High Similarity NPC48330
0.8925 High Similarity NPC469599
0.8913 High Similarity NPC152897
0.8913 High Similarity NPC66429
0.8913 High Similarity NPC243866
0.8913 High Similarity NPC470224
0.8901 High Similarity NPC123854
0.8901 High Similarity NPC469400
0.8901 High Similarity NPC44240
0.883 High Similarity NPC173272
0.8817 High Similarity NPC159410
0.8804 High Similarity NPC150383
0.8791 High Similarity NPC77168
0.8791 High Similarity NPC474704
0.8791 High Similarity NPC475921
0.8791 High Similarity NPC84271
0.8791 High Similarity NPC102414
0.8791 High Similarity NPC155479
0.8778 High Similarity NPC474684
0.8778 High Similarity NPC142361
0.8776 High Similarity NPC472228
0.8776 High Similarity NPC472227
0.8723 High Similarity NPC470016
0.8723 High Similarity NPC317586
0.8723 High Similarity NPC279974
0.8723 High Similarity NPC473648
0.8723 High Similarity NPC263347
0.871 High Similarity NPC141497
0.871 High Similarity NPC107674
0.871 High Similarity NPC170220
0.8696 High Similarity NPC46281
0.8696 High Similarity NPC20388
0.8687 High Similarity NPC278628
0.8687 High Similarity NPC231530
0.8687 High Similarity NPC475494
0.8681 High Similarity NPC247406
0.8681 High Similarity NPC48866
0.8673 High Similarity NPC140723
0.8667 High Similarity NPC325594
0.866 High Similarity NPC473514
0.8632 High Similarity NPC95565
0.8632 High Similarity NPC42042
0.8632 High Similarity NPC155676
0.8617 High Similarity NPC471720
0.8617 High Similarity NPC7165
0.8617 High Similarity NPC166906
0.8617 High Similarity NPC469406
0.8602 High Similarity NPC86266
0.8602 High Similarity NPC189520
0.8602 High Similarity NPC110657
0.8602 High Similarity NPC160506
0.8602 High Similarity NPC212301
0.8587 High Similarity NPC474679
0.8586 High Similarity NPC477812
0.8586 High Similarity NPC96268
0.8571 High Similarity NPC56498
0.8571 High Similarity NPC473788
0.8571 High Similarity NPC167877
0.8571 High Similarity NPC475558
0.8571 High Similarity NPC22388
0.8542 High Similarity NPC57416
0.8542 High Similarity NPC475894
0.8542 High Similarity NPC107243
0.8529 High Similarity NPC197428
0.8526 High Similarity NPC20546
0.8526 High Similarity NPC205173
0.8515 High Similarity NPC94529
0.8511 High Similarity NPC206810
0.8485 Intermediate Similarity NPC236390
0.8485 Intermediate Similarity NPC159442
0.8478 Intermediate Similarity NPC4309
0.8469 Intermediate Similarity NPC474327
0.8462 Intermediate Similarity NPC155011
0.8462 Intermediate Similarity NPC474970
0.8462 Intermediate Similarity NPC6979
0.8462 Intermediate Similarity NPC73038
0.8462 Intermediate Similarity NPC94755
0.8462 Intermediate Similarity NPC72133
0.8454 Intermediate Similarity NPC477854
0.8454 Intermediate Similarity NPC119036
0.8438 Intermediate Similarity NPC253115
0.8438 Intermediate Similarity NPC7124
0.8438 Intermediate Similarity NPC96859
0.8438 Intermediate Similarity NPC304899
0.8438 Intermediate Similarity NPC305483
0.8438 Intermediate Similarity NPC327179
0.8438 Intermediate Similarity NPC327788
0.8438 Intermediate Similarity NPC328162
0.8421 Intermediate Similarity NPC111015
0.8421 Intermediate Similarity NPC49670
0.8416 Intermediate Similarity NPC220974
0.8404 Intermediate Similarity NPC45269
0.84 Intermediate Similarity NPC29705
0.84 Intermediate Similarity NPC28656
0.8387 Intermediate Similarity NPC474570
0.8387 Intermediate Similarity NPC476733
0.8387 Intermediate Similarity NPC215029
0.8384 Intermediate Similarity NPC136289
0.8384 Intermediate Similarity NPC473928
0.8384 Intermediate Similarity NPC281702
0.8384 Intermediate Similarity NPC204450
0.8384 Intermediate Similarity NPC195290
0.837 Intermediate Similarity NPC33768
0.8367 Intermediate Similarity NPC307954
0.8367 Intermediate Similarity NPC476274
0.8367 Intermediate Similarity NPC316964
0.8367 Intermediate Similarity NPC218383
0.8367 Intermediate Similarity NPC205899
0.8365 Intermediate Similarity NPC71348
0.8352 Intermediate Similarity NPC474218
0.8351 Intermediate Similarity NPC320306
0.8351 Intermediate Similarity NPC18319
0.8351 Intermediate Similarity NPC469432
0.8333 Intermediate Similarity NPC195708
0.8333 Intermediate Similarity NPC255809
0.8333 Intermediate Similarity NPC471037
0.8317 Intermediate Similarity NPC196528
0.8316 Intermediate Similarity NPC474436
0.8316 Intermediate Similarity NPC25750
0.8316 Intermediate Similarity NPC470254
0.8316 Intermediate Similarity NPC49776
0.8316 Intermediate Similarity NPC63118
0.8316 Intermediate Similarity NPC471902
0.8316 Intermediate Similarity NPC86368
0.8316 Intermediate Similarity NPC473690
0.8316 Intermediate Similarity NPC287118
0.83 Intermediate Similarity NPC55872
0.8298 Intermediate Similarity NPC113989
0.8298 Intermediate Similarity NPC227467
0.8298 Intermediate Similarity NPC210037
0.8298 Intermediate Similarity NPC477147
0.8298 Intermediate Similarity NPC290614
0.8298 Intermediate Similarity NPC273621
0.8298 Intermediate Similarity NPC477872
0.8298 Intermediate Similarity NPC7260
0.8298 Intermediate Similarity NPC120840
0.8298 Intermediate Similarity NPC18872
0.8298 Intermediate Similarity NPC120968
0.8298 Intermediate Similarity NPC477149
0.8286 Intermediate Similarity NPC52634
0.8286 Intermediate Similarity NPC202889
0.8283 Intermediate Similarity NPC224720
0.8283 Intermediate Similarity NPC476223
0.8283 Intermediate Similarity NPC476240
0.8283 Intermediate Similarity NPC99411
0.8283 Intermediate Similarity NPC81530
0.828 Intermediate Similarity NPC131470
0.828 Intermediate Similarity NPC471722
0.828 Intermediate Similarity NPC28227
0.828 Intermediate Similarity NPC474719
0.828 Intermediate Similarity NPC471724
0.828 Intermediate Similarity NPC143767
0.8265 Intermediate Similarity NPC10364
0.8265 Intermediate Similarity NPC164349
0.8261 Intermediate Similarity NPC2783
0.8261 Intermediate Similarity NPC12774
0.8261 Intermediate Similarity NPC264127
0.8252 Intermediate Similarity NPC265655
0.8247 Intermediate Similarity NPC328371
0.8247 Intermediate Similarity NPC477853
0.8247 Intermediate Similarity NPC125622
0.8242 Intermediate Similarity NPC82902
0.8242 Intermediate Similarity NPC165064
0.8242 Intermediate Similarity NPC100391
0.8235 Intermediate Similarity NPC42847
0.8235 Intermediate Similarity NPC64844
0.8235 Intermediate Similarity NPC44063
0.8229 Intermediate Similarity NPC184870
0.8229 Intermediate Similarity NPC303863
0.8229 Intermediate Similarity NPC474922

  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 NPC69548 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
0.871 High Similarity NPD6399 Phase 3
0.8602 High Similarity NPD8035 Phase 2
0.8602 High Similarity NPD8034 Phase 2
0.85 High Similarity NPD5739 Approved
0.85 High Similarity NPD6675 Approved
0.85 High Similarity NPD6402 Approved
0.85 High Similarity NPD7128 Approved
0.8431 Intermediate Similarity NPD6373 Approved
0.8431 Intermediate Similarity NPD6372 Approved
0.8333 Intermediate Similarity NPD6881 Approved
0.8333 Intermediate Similarity NPD7320 Approved
0.8333 Intermediate Similarity NPD6899 Approved
0.8269 Intermediate Similarity NPD8130 Phase 1
0.8269 Intermediate Similarity NPD6649 Approved
0.8269 Intermediate Similarity NPD6650 Approved
0.8235 Intermediate Similarity NPD5701 Approved
0.8235 Intermediate Similarity NPD5697 Approved
0.819 Intermediate Similarity NPD8297 Approved
0.8173 Intermediate Similarity NPD7290 Approved
0.8173 Intermediate Similarity NPD6883 Approved
0.8173 Intermediate Similarity NPD7102 Approved
0.8163 Intermediate Similarity NPD6084 Phase 2
0.8163 Intermediate Similarity NPD6083 Phase 2
0.8163 Intermediate Similarity NPD7902 Approved
0.8155 Intermediate Similarity NPD6011 Approved
0.8152 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8144 Intermediate Similarity NPD5695 Phase 3
0.8125 Intermediate Similarity NPD4202 Approved
0.8095 Intermediate Similarity NPD6617 Approved
0.8095 Intermediate Similarity NPD6847 Approved
0.8095 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD6869 Approved
0.8077 Intermediate Similarity NPD6012 Approved
0.8077 Intermediate Similarity NPD6013 Approved
0.8077 Intermediate Similarity NPD6014 Approved
0.8065 Intermediate Similarity NPD7334 Approved
0.8065 Intermediate Similarity NPD6684 Approved
0.8065 Intermediate Similarity NPD7146 Approved
0.8065 Intermediate Similarity NPD3618 Phase 1
0.8065 Intermediate Similarity NPD7521 Approved
0.8065 Intermediate Similarity NPD6409 Approved
0.8065 Intermediate Similarity NPD5330 Approved
0.8043 Intermediate Similarity NPD4786 Approved
0.8041 Intermediate Similarity NPD7748 Approved
0.8021 Intermediate Similarity NPD5281 Approved
0.8021 Intermediate Similarity NPD5284 Approved
0.8019 Intermediate Similarity NPD6882 Approved
0.8 Intermediate Similarity NPD5328 Approved
0.798 Intermediate Similarity NPD4755 Approved
0.7959 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.79 Intermediate Similarity NPD5696 Approved
0.79 Intermediate Similarity NPD7638 Approved
0.7895 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7895 Intermediate Similarity NPD6903 Approved
0.7857 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD7900 Approved
0.7849 Intermediate Similarity NPD3665 Phase 1
0.7849 Intermediate Similarity NPD3133 Approved
0.7849 Intermediate Similarity NPD3666 Approved
0.7835 Intermediate Similarity NPD6079 Approved
0.7835 Intermediate Similarity NPD7515 Phase 2
0.7826 Intermediate Similarity NPD3667 Approved
0.7822 Intermediate Similarity NPD5286 Approved
0.7822 Intermediate Similarity NPD5285 Approved
0.7822 Intermediate Similarity NPD4700 Approved
0.7822 Intermediate Similarity NPD4696 Approved
0.7822 Intermediate Similarity NPD7640 Approved
0.7822 Intermediate Similarity NPD7639 Approved
0.7788 Intermediate Similarity NPD6008 Approved
0.7745 Intermediate Similarity NPD5223 Approved
0.7708 Intermediate Similarity NPD6672 Approved
0.7708 Intermediate Similarity NPD5737 Approved
0.77 Intermediate Similarity NPD4697 Phase 3
0.7684 Intermediate Similarity NPD6098 Approved
0.767 Intermediate Similarity NPD5225 Approved
0.767 Intermediate Similarity NPD5211 Phase 2
0.767 Intermediate Similarity NPD4633 Approved
0.767 Intermediate Similarity NPD5224 Approved
0.767 Intermediate Similarity NPD5226 Approved
0.7667 Intermediate Similarity NPD6116 Phase 1
0.7658 Intermediate Similarity NPD6335 Approved
0.7653 Intermediate Similarity NPD6050 Approved
0.7636 Intermediate Similarity NPD6274 Approved
0.7629 Intermediate Similarity NPD6904 Approved
0.7629 Intermediate Similarity NPD6673 Approved
0.7629 Intermediate Similarity NPD6080 Approved
0.7629 Intermediate Similarity NPD4753 Phase 2
0.7615 Intermediate Similarity NPD4632 Approved
0.7609 Intermediate Similarity NPD7525 Registered
0.7596 Intermediate Similarity NPD5174 Approved
0.7596 Intermediate Similarity NPD4754 Approved
0.7596 Intermediate Similarity NPD5175 Approved
0.7589 Intermediate Similarity NPD7101 Approved
0.7589 Intermediate Similarity NPD7100 Approved
0.7568 Intermediate Similarity NPD6317 Approved
0.7556 Intermediate Similarity NPD6117 Approved
0.7551 Intermediate Similarity NPD5207 Approved
0.7551 Intermediate Similarity NPD5692 Phase 3
0.7525 Intermediate Similarity NPD5221 Approved
0.7525 Intermediate Similarity NPD5222 Approved
0.7525 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7524 Intermediate Similarity NPD5141 Approved
0.75 Intermediate Similarity NPD6313 Approved
0.75 Intermediate Similarity NPD6001 Approved
0.75 Intermediate Similarity NPD5279 Phase 3
0.75 Intermediate Similarity NPD6314 Approved
0.7475 Intermediate Similarity NPD5694 Approved
0.7475 Intermediate Similarity NPD6411 Approved
0.7456 Intermediate Similarity NPD6909 Approved
0.7456 Intermediate Similarity NPD6908 Approved
0.7456 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD4767 Approved
0.7453 Intermediate Similarity NPD4768 Approved
0.7451 Intermediate Similarity NPD5173 Approved
0.7447 Intermediate Similarity NPD4221 Approved
0.7447 Intermediate Similarity NPD4223 Phase 3
0.7426 Intermediate Similarity NPD5210 Approved
0.7426 Intermediate Similarity NPD4629 Approved
0.7411 Intermediate Similarity NPD6009 Approved
0.7411 Intermediate Similarity NPD7115 Discovery
0.7407 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD5329 Approved
0.7391 Intermediate Similarity NPD6118 Approved
0.7391 Intermediate Similarity NPD6115 Approved
0.7391 Intermediate Similarity NPD6114 Approved
0.7391 Intermediate Similarity NPD6697 Approved
0.7383 Intermediate Similarity NPD6412 Phase 2
0.7368 Intermediate Similarity NPD6319 Approved
0.7368 Intermediate Similarity NPD4788 Approved
0.7363 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD5208 Approved
0.734 Intermediate Similarity NPD4139 Approved
0.734 Intermediate Similarity NPD4692 Approved
0.7333 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7632 Discontinued
0.7328 Intermediate Similarity NPD7604 Phase 2
0.7321 Intermediate Similarity NPD6868 Approved
0.732 Intermediate Similarity NPD5690 Phase 2
0.732 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD5280 Approved
0.732 Intermediate Similarity NPD4694 Approved
0.7315 Intermediate Similarity NPD5128 Approved
0.7315 Intermediate Similarity NPD4730 Approved
0.7315 Intermediate Similarity NPD4729 Approved
0.7304 Intermediate Similarity NPD5983 Phase 2
0.73 Intermediate Similarity NPD5693 Phase 1
0.7292 Intermediate Similarity NPD4197 Approved
0.7292 Intermediate Similarity NPD3668 Phase 3
0.7288 Intermediate Similarity NPD8293 Discontinued
0.7273 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6051 Approved
0.7273 Intermediate Similarity NPD6101 Approved
0.7265 Intermediate Similarity NPD7492 Approved
0.7263 Intermediate Similarity NPD6435 Approved
0.7253 Intermediate Similarity NPD6942 Approved
0.7253 Intermediate Similarity NPD7339 Approved
0.7234 Intermediate Similarity NPD4748 Discontinued
0.7227 Intermediate Similarity NPD7736 Approved
0.7217 Intermediate Similarity NPD6054 Approved
0.7217 Intermediate Similarity NPD6059 Approved
0.7203 Intermediate Similarity NPD6336 Discontinued
0.7203 Intermediate Similarity NPD6616 Approved
0.7188 Intermediate Similarity NPD5362 Discontinued
0.7182 Intermediate Similarity NPD5249 Phase 3
0.7182 Intermediate Similarity NPD5251 Approved
0.7182 Intermediate Similarity NPD5247 Approved
0.7182 Intermediate Similarity NPD5250 Approved
0.7182 Intermediate Similarity NPD5135 Approved
0.7182 Intermediate Similarity NPD4634 Approved
0.7182 Intermediate Similarity NPD5169 Approved
0.7182 Intermediate Similarity NPD5248 Approved
0.7182 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD5369 Approved
0.7143 Intermediate Similarity NPD4690 Approved
0.7143 Intermediate Similarity NPD7078 Approved
0.7143 Intermediate Similarity NPD4693 Phase 3
0.7143 Intermediate Similarity NPD5205 Approved
0.7143 Intermediate Similarity NPD4138 Approved
0.7143 Intermediate Similarity NPD4688 Approved
0.7143 Intermediate Similarity NPD4689 Approved
0.7117 Intermediate Similarity NPD5217 Approved
0.7117 Intermediate Similarity NPD5216 Approved
0.7117 Intermediate Similarity NPD5127 Approved
0.7117 Intermediate Similarity NPD5215 Approved
0.7094 Intermediate Similarity NPD6370 Approved
0.7087 Intermediate Similarity NPD5654 Approved
0.7065 Intermediate Similarity NPD3702 Approved
0.7059 Intermediate Similarity NPD7507 Approved
0.7054 Intermediate Similarity NPD6053 Discontinued
0.7053 Intermediate Similarity NPD5368 Approved
0.7041 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6016 Approved
0.7009 Intermediate Similarity NPD6015 Approved
0.6991 Remote Similarity NPD8133 Approved
0.6952 Remote Similarity NPD5959 Approved
0.6949 Remote Similarity NPD5988 Approved
0.6947 Remote Similarity NPD7645 Phase 2
0.6944 Remote Similarity NPD6052 Approved
0.6937 Remote Similarity NPD4061 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