Structure

Physi-Chem Properties

Molecular Weight:  584.3
Volume:  603.119
LogP:  2.75
LogD:  2.306
LogS:  -4.631
# Rotatable Bonds:  9
TPSA:  137.95
# H-Bond Aceptor:  9
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.403
Synthetic Accessibility Score:  5.264
Fsp3:  0.727
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:  -5.14
MDCK Permeability:  2.335667704755906e-05
Pgp-inhibitor:  0.999
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.013
20% Bioavailability (F20%):  0.216
30% Bioavailability (F30%):  0.981

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.769
Plasma Protein Binding (PPB):  72.58623504638672%
Volume Distribution (VD):  0.305
Pgp-substrate:  22.098604202270508%

ADMET: Metabolism

CYP1A2-inhibitor:  0.006
CYP1A2-substrate:  0.499
CYP2C19-inhibitor:  0.268
CYP2C19-substrate:  0.901
CYP2C9-inhibitor:  0.295
CYP2C9-substrate:  0.064
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.056
CYP3A4-inhibitor:  0.847
CYP3A4-substrate:  0.88

ADMET: Excretion

Clearance (CL):  5.483
Half-life (T1/2):  0.774

ADMET: Toxicity

hERG Blockers:  0.001
Human Hepatotoxicity (H-HT):  0.178
Drug-inuced Liver Injury (DILI):  0.477
AMES Toxicity:  0.05
Rat Oral Acute Toxicity:  0.106
Maximum Recommended Daily Dose:  0.126
Skin Sensitization:  0.078
Carcinogencity:  0.014
Eye Corrosion:  0.004
Eye Irritation:  0.023
Respiratory Toxicity:  0.741

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

  Natural Product: NPC112753

Natural Product ID:  NPC112753
Common Name*:   Methyl Ganoderate F
IUPAC Name:   methyl (6R)-6-[(5R,10S,12S,13R,14R,17R)-12-acetyloxy-4,4,10,13,14-pentamethyl-3,7,11,15-tetraoxo-2,5,6,12,16,17-hexahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoate
Synonyms:   Methyl Ganoderate F
Standard InCHIKey:  ICIQEEKXLSGEHH-HIQIEUSPSA-N
Standard InCHI:  InChI=1S/C33H44O9/c1-16(12-19(35)13-17(2)29(40)41-9)20-14-24(38)33(8)25-21(36)15-22-30(4,5)23(37)10-11-31(22,6)26(25)27(39)28(32(20,33)7)42-18(3)34/h16-17,20,22,28H,10-15H2,1-9H3/t16-,17?,20-,22+,28-,31+,32+,33+/m1/s1
SMILES:  COC(=O)C(CC(=O)C[C@H]([C@H]1CC(=O)[C@@]2([C@]1(C)[C@H](OC(=O)C)C(=O)C1=C2C(=O)C[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL451031
PubChem CID:   21633081
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
NPT80 Cell Line Raji Homo sapiens Activity = 70.0 % PMID[547001]
NPT2 Others Unspecified Activity = 2.3 % PMID[547001]
NPT2 Others Unspecified Activity = 26.4 % PMID[547001]
NPT2 Others Unspecified Activity = 75.3 % PMID[547001]
NPT2 Others Unspecified Activity = 100.0 % PMID[547001]
NPT2 Others Unspecified IC50 = 289.0 molar ratio PMID[547001]

☑ 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 NPC112753 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 NPC275439
0.989 High Similarity NPC216904
0.9681 High Similarity NPC53222
0.9574 High Similarity NPC124211
0.9479 High Similarity NPC2436
0.9479 High Similarity NPC216245
0.9479 High Similarity NPC470251
0.9479 High Similarity NPC135854
0.9375 High Similarity NPC70967
0.9375 High Similarity NPC33973
0.9062 High Similarity NPC88198
0.9062 High Similarity NPC157787
0.8922 High Similarity NPC115303
0.8854 High Similarity NPC23680
0.8824 High Similarity NPC129689
0.875 High Similarity NPC472929
0.8725 High Similarity NPC286174
0.8725 High Similarity NPC77947
0.866 High Similarity NPC43747
0.8646 High Similarity NPC255809
0.8614 High Similarity NPC51452
0.8557 High Similarity NPC125622
0.8511 High Similarity NPC473039
0.8469 Intermediate Similarity NPC226986
0.8462 Intermediate Similarity NPC271784
0.8462 Intermediate Similarity NPC469561
0.8454 Intermediate Similarity NPC241156
0.8447 Intermediate Similarity NPC295244
0.8416 Intermediate Similarity NPC251017
0.8367 Intermediate Similarity NPC96859
0.8367 Intermediate Similarity NPC305483
0.8367 Intermediate Similarity NPC95565
0.8367 Intermediate Similarity NPC328162
0.8333 Intermediate Similarity NPC472927
0.8333 Intermediate Similarity NPC472934
0.8317 Intermediate Similarity NPC281702
0.8286 Intermediate Similarity NPC272898
0.8286 Intermediate Similarity NPC473036
0.8283 Intermediate Similarity NPC121339
0.8283 Intermediate Similarity NPC106557
0.8265 Intermediate Similarity NPC470016
0.8265 Intermediate Similarity NPC317586
0.8247 Intermediate Similarity NPC25750
0.8182 Intermediate Similarity NPC472933
0.8182 Intermediate Similarity NPC243525
0.8182 Intermediate Similarity NPC3772
0.8182 Intermediate Similarity NPC40765
0.8173 Intermediate Similarity NPC473037
0.8172 Intermediate Similarity NPC109512
0.8172 Intermediate Similarity NPC320801
0.8163 Intermediate Similarity NPC166906
0.8163 Intermediate Similarity NPC477439
0.8137 Intermediate Similarity NPC56498
0.8137 Intermediate Similarity NPC308351
0.8137 Intermediate Similarity NPC271266
0.8131 Intermediate Similarity NPC264634
0.8131 Intermediate Similarity NPC147180
0.8119 Intermediate Similarity NPC144660
0.8119 Intermediate Similarity NPC307954
0.8119 Intermediate Similarity NPC299971
0.81 Intermediate Similarity NPC292133
0.8095 Intermediate Similarity NPC470269
0.8085 Intermediate Similarity NPC473038
0.8081 Intermediate Similarity NPC473648
0.8081 Intermediate Similarity NPC477437
0.8081 Intermediate Similarity NPC477438
0.8081 Intermediate Similarity NPC37646
0.8077 Intermediate Similarity NPC475571
0.8077 Intermediate Similarity NPC470267
0.8061 Intermediate Similarity NPC79117
0.8056 Intermediate Similarity NPC472926
0.8039 Intermediate Similarity NPC473514
0.8037 Intermediate Similarity NPC472928
0.802 Intermediate Similarity NPC16021
0.7981 Intermediate Similarity NPC28656
0.7981 Intermediate Similarity NPC119493
0.798 Intermediate Similarity NPC184870
0.798 Intermediate Similarity NPC56525
0.7979 Intermediate Similarity NPC209882
0.7961 Intermediate Similarity NPC119601
0.7961 Intermediate Similarity NPC308726
0.7959 Intermediate Similarity NPC26888
0.7957 Intermediate Similarity NPC327969
0.7957 Intermediate Similarity NPC321289
0.7941 Intermediate Similarity NPC104861
0.7941 Intermediate Similarity NPC205899
0.7941 Intermediate Similarity NPC51370
0.7941 Intermediate Similarity NPC316964
0.7938 Intermediate Similarity NPC474889
0.7921 Intermediate Similarity NPC122294
0.7909 Intermediate Similarity NPC270958
0.7905 Intermediate Similarity NPC475494
0.789 Intermediate Similarity NPC202889
0.7885 Intermediate Similarity NPC36321
0.7885 Intermediate Similarity NPC55872
0.7879 Intermediate Similarity NPC470254
0.7879 Intermediate Similarity NPC477435
0.7879 Intermediate Similarity NPC477436
0.787 Intermediate Similarity NPC43775
0.7864 Intermediate Similarity NPC302537
0.7864 Intermediate Similarity NPC163372
0.7857 Intermediate Similarity NPC175628
0.7857 Intermediate Similarity NPC20388
0.7857 Intermediate Similarity NPC111585
0.7857 Intermediate Similarity NPC148414
0.785 Intermediate Similarity NPC304495
0.7843 Intermediate Similarity NPC176845
0.7843 Intermediate Similarity NPC10364
0.783 Intermediate Similarity NPC220974
0.783 Intermediate Similarity NPC475294
0.7822 Intermediate Similarity NPC7124
0.7822 Intermediate Similarity NPC328371
0.7822 Intermediate Similarity NPC42042
0.7812 Intermediate Similarity NPC264127
0.781 Intermediate Similarity NPC189616
0.78 Intermediate Similarity NPC159410
0.7798 Intermediate Similarity NPC221144
0.7798 Intermediate Similarity NPC475524
0.7798 Intermediate Similarity NPC100267
0.7798 Intermediate Similarity NPC71348
0.7798 Intermediate Similarity NPC170487
0.7788 Intermediate Similarity NPC234892
0.7788 Intermediate Similarity NPC80781
0.7788 Intermediate Similarity NPC475558
0.7788 Intermediate Similarity NPC473788
0.7778 Intermediate Similarity NPC470496
0.7778 Intermediate Similarity NPC297265
0.7778 Intermediate Similarity NPC218301
0.7778 Intermediate Similarity NPC107690
0.7768 Intermediate Similarity NPC118638
0.7767 Intermediate Similarity NPC287833
0.7767 Intermediate Similarity NPC327431
0.7767 Intermediate Similarity NPC476274
0.7766 Intermediate Similarity NPC240302
0.7755 Intermediate Similarity NPC305039
0.7755 Intermediate Similarity NPC11611
0.7745 Intermediate Similarity NPC18319
0.7736 Intermediate Similarity NPC196528
0.7736 Intermediate Similarity NPC181357
0.7736 Intermediate Similarity NPC181265
0.7723 Intermediate Similarity NPC173875
0.7723 Intermediate Similarity NPC469599
0.7723 Intermediate Similarity NPC297199
0.7723 Intermediate Similarity NPC69548
0.7723 Intermediate Similarity NPC274417
0.7723 Intermediate Similarity NPC318282
0.7723 Intermediate Similarity NPC469995
0.7723 Intermediate Similarity NPC184848
0.7723 Intermediate Similarity NPC174948
0.7714 Intermediate Similarity NPC236390
0.7714 Intermediate Similarity NPC275583
0.7708 Intermediate Similarity NPC123319
0.7708 Intermediate Similarity NPC311702
0.7708 Intermediate Similarity NPC94531
0.7706 Intermediate Similarity NPC214797
0.7706 Intermediate Similarity NPC34315
0.7706 Intermediate Similarity NPC231589
0.7706 Intermediate Similarity NPC118860
0.7692 Intermediate Similarity NPC224720
0.7692 Intermediate Similarity NPC476223
0.7692 Intermediate Similarity NPC476240
0.7685 Intermediate Similarity NPC258543
0.7685 Intermediate Similarity NPC241927
0.7679 Intermediate Similarity NPC471854
0.7677 Intermediate Similarity NPC471896
0.7664 Intermediate Similarity NPC472925
0.7664 Intermediate Similarity NPC44063
0.7653 Intermediate Similarity NPC472220
0.7653 Intermediate Similarity NPC131470
0.7653 Intermediate Similarity NPC143767
0.7653 Intermediate Similarity NPC475001
0.7653 Intermediate Similarity NPC80335
0.7653 Intermediate Similarity NPC97884
0.7653 Intermediate Similarity NPC185059
0.7653 Intermediate Similarity NPC242864
0.7647 Intermediate Similarity NPC192428
0.7647 Intermediate Similarity NPC120708
0.7647 Intermediate Similarity NPC111684
0.7647 Intermediate Similarity NPC58052
0.7642 Intermediate Similarity NPC235889
0.7642 Intermediate Similarity NPC96268
0.7636 Intermediate Similarity NPC280782
0.7636 Intermediate Similarity NPC285956
0.7629 Intermediate Similarity NPC195640
0.7629 Intermediate Similarity NPC471042
0.7624 Intermediate Similarity NPC269729
0.7619 Intermediate Similarity NPC195290
0.7619 Intermediate Similarity NPC136289
0.7619 Intermediate Similarity NPC293753
0.7619 Intermediate Similarity NPC204450
0.7619 Intermediate Similarity NPC163249
0.7615 Intermediate Similarity NPC473627
0.7615 Intermediate Similarity NPC197428
0.7611 Intermediate Similarity NPC311554
0.7611 Intermediate Similarity NPC257457
0.7604 Intermediate Similarity NPC100391
0.76 Intermediate Similarity NPC168027
0.76 Intermediate Similarity NPC248913
0.76 Intermediate Similarity NPC185936
0.76 Intermediate Similarity NPC150383

  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 NPC112753 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
0.8211 Intermediate Similarity NPD6672 Approved
0.8211 Intermediate Similarity NPD5737 Approved
0.819 Intermediate Similarity NPD6372 Approved
0.819 Intermediate Similarity NPD6373 Approved
0.8037 Intermediate Similarity NPD6649 Approved
0.8037 Intermediate Similarity NPD6650 Approved
0.7905 Intermediate Similarity NPD5739 Approved
0.7905 Intermediate Similarity NPD6675 Approved
0.7905 Intermediate Similarity NPD7128 Approved
0.7905 Intermediate Similarity NPD6402 Approved
0.7879 Intermediate Similarity NPD6399 Phase 3
0.7843 Intermediate Similarity NPD5696 Approved
0.7798 Intermediate Similarity NPD8297 Approved
0.7778 Intermediate Similarity NPD6050 Approved
0.7757 Intermediate Similarity NPD7320 Approved
0.7757 Intermediate Similarity NPD6881 Approved
0.7757 Intermediate Similarity NPD6899 Approved
0.7755 Intermediate Similarity NPD6080 Approved
0.7755 Intermediate Similarity NPD6673 Approved
0.7755 Intermediate Similarity NPD6904 Approved
0.7723 Intermediate Similarity NPD5695 Phase 3
0.7706 Intermediate Similarity NPD8130 Phase 1
0.7677 Intermediate Similarity NPD5692 Phase 3
0.7664 Intermediate Similarity NPD5697 Approved
0.7664 Intermediate Similarity NPD5701 Approved
0.7647 Intermediate Similarity NPD4697 Phase 3
0.7636 Intermediate Similarity NPD6882 Approved
0.7629 Intermediate Similarity NPD7334 Approved
0.7629 Intermediate Similarity NPD5330 Approved
0.7629 Intermediate Similarity NPD7146 Approved
0.7629 Intermediate Similarity NPD7521 Approved
0.7629 Intermediate Similarity NPD6409 Approved
0.7629 Intermediate Similarity NPD6684 Approved
0.7624 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD7900 Approved
0.7615 Intermediate Similarity NPD7290 Approved
0.7615 Intermediate Similarity NPD6883 Approved
0.7615 Intermediate Similarity NPD7102 Approved
0.76 Intermediate Similarity NPD5694 Approved
0.7593 Intermediate Similarity NPD6011 Approved
0.7573 Intermediate Similarity NPD6084 Phase 2
0.7573 Intermediate Similarity NPD6083 Phase 2
0.757 Intermediate Similarity NPD6008 Approved
0.7545 Intermediate Similarity NPD6617 Approved
0.7545 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD6847 Approved
0.7545 Intermediate Similarity NPD6869 Approved
0.7523 Intermediate Similarity NPD6014 Approved
0.7523 Intermediate Similarity NPD6013 Approved
0.7523 Intermediate Similarity NPD6012 Approved
0.7475 Intermediate Similarity NPD6903 Approved
0.7475 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7449 Intermediate Similarity NPD6098 Approved
0.7426 Intermediate Similarity NPD5693 Phase 1
0.7404 Intermediate Similarity NPD7902 Approved
0.74 Intermediate Similarity NPD5328 Approved
0.7379 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD5654 Approved
0.7308 Intermediate Similarity NPD5222 Approved
0.7308 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD5221 Approved
0.7282 Intermediate Similarity NPD7748 Approved
0.7281 Intermediate Similarity NPD6868 Approved
0.7255 Intermediate Similarity NPD8035 Phase 2
0.7255 Intermediate Similarity NPD8034 Phase 2
0.7255 Intermediate Similarity NPD6079 Approved
0.7238 Intermediate Similarity NPD5173 Approved
0.7238 Intermediate Similarity NPD5959 Approved
0.7238 Intermediate Similarity NPD4755 Approved
0.7182 Intermediate Similarity NPD6614 Approved
0.7157 Intermediate Similarity NPD5207 Approved
0.7155 Intermediate Similarity NPD6335 Approved
0.713 Intermediate Similarity NPD6274 Approved
0.7103 Intermediate Similarity NPD5286 Approved
0.7103 Intermediate Similarity NPD4700 Approved
0.7103 Intermediate Similarity NPD4696 Approved
0.7103 Intermediate Similarity NPD5285 Approved
0.71 Intermediate Similarity NPD3618 Phase 1
0.71 Intermediate Similarity NPD5279 Phase 3
0.7094 Intermediate Similarity NPD7100 Approved
0.7094 Intermediate Similarity NPD7101 Approved
0.7071 Intermediate Similarity NPD4786 Approved
0.7069 Intermediate Similarity NPD6317 Approved
0.7048 Intermediate Similarity NPD4629 Approved
0.7048 Intermediate Similarity NPD5210 Approved
0.7037 Intermediate Similarity NPD5223 Approved
0.7034 Intermediate Similarity NPD6319 Approved
0.703 Intermediate Similarity NPD3573 Approved
0.7009 Intermediate Similarity NPD6313 Approved
0.7009 Intermediate Similarity NPD6314 Approved
0.6981 Remote Similarity NPD7732 Phase 3
0.6979 Remote Similarity NPD3617 Approved
0.6975 Remote Similarity NPD6909 Approved
0.6975 Remote Similarity NPD6908 Approved
0.6972 Remote Similarity NPD4633 Approved
0.6972 Remote Similarity NPD5211 Phase 2
0.6972 Remote Similarity NPD5224 Approved
0.6972 Remote Similarity NPD5225 Approved
0.6972 Remote Similarity NPD5226 Approved
0.6961 Remote Similarity NPD5208 Approved
0.6957 Remote Similarity NPD4632 Approved
0.6952 Remote Similarity NPD6001 Approved
0.6937 Remote Similarity NPD4768 Approved
0.6937 Remote Similarity NPD4767 Approved
0.6923 Remote Similarity NPD5284 Approved
0.6923 Remote Similarity NPD7515 Phase 2
0.6923 Remote Similarity NPD5281 Approved
0.6923 Remote Similarity NPD6009 Approved
0.6909 Remote Similarity NPD4754 Approved
0.6909 Remote Similarity NPD5175 Approved
0.6909 Remote Similarity NPD5174 Approved
0.69 Remote Similarity NPD3668 Phase 3
0.6893 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6893 Remote Similarity NPD4753 Phase 2
0.6869 Remote Similarity NPD3667 Approved
0.686 Remote Similarity NPD7604 Phase 2
0.6847 Remote Similarity NPD5141 Approved
0.6833 Remote Similarity NPD5983 Phase 2
0.6833 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6832 Remote Similarity NPD5329 Approved
0.6832 Remote Similarity NPD1694 Approved
0.6829 Remote Similarity NPD8293 Discontinued
0.6814 Remote Similarity NPD4729 Approved
0.6814 Remote Similarity NPD4730 Approved
0.6803 Remote Similarity NPD7492 Approved
0.678 Remote Similarity NPD7115 Discovery
0.678 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7736 Approved
0.6765 Remote Similarity NPD5280 Approved
0.6765 Remote Similarity NPD5690 Phase 2
0.6765 Remote Similarity NPD4694 Approved
0.6762 Remote Similarity NPD6411 Approved
0.6754 Remote Similarity NPD8132 Clinical (unspecified phase)
0.675 Remote Similarity NPD6054 Approved
0.675 Remote Similarity NPD6059 Approved
0.6748 Remote Similarity NPD6336 Discontinued
0.6748 Remote Similarity NPD6616 Approved
0.6733 Remote Similarity NPD3665 Phase 1
0.6733 Remote Similarity NPD4197 Approved
0.6733 Remote Similarity NPD3666 Approved
0.6733 Remote Similarity NPD3133 Approved
0.6726 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6721 Remote Similarity NPD8328 Phase 3
0.6698 Remote Similarity NPD4202 Approved
0.6697 Remote Similarity NPD7638 Approved
0.6696 Remote Similarity NPD5248 Approved
0.6696 Remote Similarity NPD5249 Phase 3
0.6696 Remote Similarity NPD5247 Approved
0.6696 Remote Similarity NPD5250 Approved
0.6696 Remote Similarity NPD5251 Approved
0.6694 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5128 Approved
0.6667 Remote Similarity NPD5168 Approved
0.6639 Remote Similarity NPD6370 Approved
0.6636 Remote Similarity NPD7640 Approved
0.6636 Remote Similarity NPD7639 Approved
0.6614 Remote Similarity NPD7260 Phase 2
0.6607 Remote Similarity NPD6052 Approved
0.6602 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6571 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6571 Remote Similarity NPD6101 Approved
0.6562 Remote Similarity NPD5733 Approved
0.6562 Remote Similarity NPD6845 Suspended
0.6557 Remote Similarity NPD6016 Approved
0.6557 Remote Similarity NPD6015 Approved
0.6552 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6552 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6552 Remote Similarity NPD5169 Approved
0.6552 Remote Similarity NPD5135 Approved
0.6552 Remote Similarity NPD4634 Approved
0.6535 Remote Similarity NPD4223 Phase 3
0.6535 Remote Similarity NPD4221 Approved
0.6535 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6526 Remote Similarity NPD5777 Approved
0.6518 Remote Similarity NPD7632 Discontinued
0.6514 Remote Similarity NPD7614 Phase 1
0.6504 Remote Similarity NPD5988 Approved
0.65 Remote Similarity NPD4695 Discontinued
0.6496 Remote Similarity NPD5127 Approved
0.6496 Remote Similarity NPD5215 Approved
0.6496 Remote Similarity NPD5217 Approved
0.6496 Remote Similarity NPD5216 Approved
0.6436 Remote Similarity NPD4692 Approved
0.6436 Remote Similarity NPD4139 Approved
0.6429 Remote Similarity NPD6117 Approved
0.6421 Remote Similarity NPD4747 Approved
0.6415 Remote Similarity NPD6051 Approved
0.6392 Remote Similarity NPD4687 Approved
0.6392 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6389 Remote Similarity NPD5133 Approved
0.6378 Remote Similarity NPD6033 Approved
0.6372 Remote Similarity NPD5091 Approved
0.6364 Remote Similarity NPD6116 Phase 1
0.6354 Remote Similarity NPD6081 Approved
0.6354 Remote Similarity NPD5276 Approved
0.6337 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6333 Remote Similarity NPD5167 Approved
0.6316 Remote Similarity NPD4137 Phase 3
0.6303 Remote Similarity NPD6053 Discontinued

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data