Structure

Physi-Chem Properties

Molecular Weight:  518.32
Volume:  544.196
LogP:  2.891
LogD:  2.069
LogS:  -3.344
# Rotatable Bonds:  6
TPSA:  128.97
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.483
Synthetic Accessibility Score:  5.21
Fsp3:  0.867
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:  -5.333
MDCK Permeability:  1.4341647329274565e-05
Pgp-inhibitor:  0.787
Pgp-substrate:  0.744
Human Intestinal Absorption (HIA):  0.015
20% Bioavailability (F20%):  0.007
30% Bioavailability (F30%):  0.954

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.87
Plasma Protein Binding (PPB):  57.84625244140625%
Volume Distribution (VD):  0.316
Pgp-substrate:  27.021154403686523%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.131
CYP2C19-inhibitor:  0.004
CYP2C19-substrate:  0.816
CYP2C9-inhibitor:  0.018
CYP2C9-substrate:  0.286
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.13
CYP3A4-inhibitor:  0.029
CYP3A4-substrate:  0.189

ADMET: Excretion

Clearance (CL):  11.675
Half-life (T1/2):  0.823

ADMET: Toxicity

hERG Blockers:  0.017
Human Hepatotoxicity (H-HT):  0.283
Drug-inuced Liver Injury (DILI):  0.032
AMES Toxicity:  0.011
Rat Oral Acute Toxicity:  0.861
Maximum Recommended Daily Dose:  0.937
Skin Sensitization:  0.109
Carcinogencity:  0.062
Eye Corrosion:  0.013
Eye Irritation:  0.012
Respiratory Toxicity:  0.923

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

  Natural Product: NPC55872

Natural Product ID:  NPC55872
Common Name*:   Ganoderic Acid C2
IUPAC Name:   (2R,6R)-2-methyl-4-oxo-6-[(3S,5R,7S,10S,13R,14R,15S,17R)-3,7,15-trihydroxy-4,4,10,13,14-pentamethyl-11-oxo-1,2,3,5,6,7,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]heptanoic acid
Synonyms:   Ganoderic Acid C2
Standard InCHIKey:  RERVSJVGWKIGTJ-RQLZKMEDSA-N
Standard InCHI:  InChI=1S/C30H46O7/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/h15-16,18-19,21-23,32,34-35H,8-14H2,1-7H3,(H,36,37)/t15-,16-,18-,19+,21+,22+,23+,28+,29-,30+/m1/s1
SMILES:  O=C(C[C@H](C(=O)O)C)C[C@H]([C@H]1C[C@@H]([C@@]2([C@]1(C)CC(=O)C1=C2[C@@H](O)C[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1922174
PubChem CID:   57396771
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]
NPO16609 Ganoderma sinense Species Ganodermataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
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
NPT41 Individual Protein Aldose reductase Homo sapiens IC50 = 43800.0 nM PMID[561329]
NPT515 Cell Line SGC-7901 Homo sapiens IC50 = 7250.0 nM PMID[561330]
NPT181 Cell Line Bel-7402 Homo sapiens IC50 = 7250.0 nM PMID[561330]
NPT168 Cell Line P388 Mus musculus IC50 = 7250.0 nM PMID[561330]
NPT516 Individual Protein TNF-alpha Homo sapiens Kd = 8.39 nM PMID[561332]
NPT65 Cell Line HepG2 Homo sapiens IC50 > 100000.0 nM PMID[561332]
NPT2 Others Unspecified IC50 > 600000.0 nM PMID[561331]
NPT35 Others n.a. Retention_time = 49.8 min PMID[561332]
NPT27 Others Unspecified Tmax = 0.065 hr PMID[561333]

☑ 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 NPC55872 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
0.9896 High Similarity NPC28656
0.9579 High Similarity NPC10364
0.9479 High Similarity NPC205899
0.9368 High Similarity NPC95565
0.9286 High Similarity NPC56498
0.9286 High Similarity NPC204450
0.9286 High Similarity NPC195290
0.9271 High Similarity NPC18319
0.92 High Similarity NPC51452
0.9192 High Similarity NPC236390
0.9192 High Similarity NPC251017
0.9175 High Similarity NPC16021
0.9082 High Similarity NPC144660
0.9082 High Similarity NPC299971
0.9072 High Similarity NPC122294
0.9072 High Similarity NPC320306
0.9053 High Similarity NPC25750
0.901 High Similarity NPC323834
0.8969 High Similarity NPC243525
0.8969 High Similarity NPC7124
0.8969 High Similarity NPC40765
0.8947 High Similarity NPC107690
0.8922 High Similarity NPC473037
0.89 High Similarity NPC234892
0.89 High Similarity NPC281702
0.8889 High Similarity NPC327431
0.8889 High Similarity NPC307954
0.8878 High Similarity NPC106557
0.8866 High Similarity NPC173875
0.8866 High Similarity NPC318282
0.8866 High Similarity NPC174948
0.8866 High Similarity NPC48330
0.8866 High Similarity NPC469995
0.8866 High Similarity NPC241156
0.8866 High Similarity NPC255809
0.8866 High Similarity NPC297199
0.8866 High Similarity NPC37646
0.8854 High Similarity NPC470254
0.8846 High Similarity NPC473036
0.8846 High Similarity NPC272898
0.8835 High Similarity NPC65941
0.88 High Similarity NPC302537
0.88 High Similarity NPC163372
0.8788 High Similarity NPC197386
0.8776 High Similarity NPC3772
0.8776 High Similarity NPC328371
0.8776 High Similarity NPC173272
0.8776 High Similarity NPC125622
0.8763 High Similarity NPC166906
0.8763 High Similarity NPC184870
0.8762 High Similarity NPC115303
0.875 High Similarity NPC286174
0.875 High Similarity NPC77947
0.8738 High Similarity NPC472925
0.8738 High Similarity NPC220229
0.8738 High Similarity NPC475060
0.8713 High Similarity NPC119601
0.8713 High Similarity NPC308726
0.8713 High Similarity NPC293753
0.87 High Similarity NPC157787
0.87 High Similarity NPC51370
0.87 High Similarity NPC88198
0.87 High Similarity NPC154072
0.8687 High Similarity NPC121339
0.8673 High Similarity NPC470016
0.8673 High Similarity NPC317586
0.8667 High Similarity NPC129689
0.866 High Similarity NPC206810
0.8654 High Similarity NPC217201
0.8654 High Similarity NPC295244
0.8641 High Similarity NPC97202
0.8641 High Similarity NPC85829
0.8641 High Similarity NPC150531
0.8641 High Similarity NPC50692
0.8641 High Similarity NPC149047
0.8641 High Similarity NPC214264
0.8641 High Similarity NPC319077
0.8641 High Similarity NPC476027
0.8641 High Similarity NPC260268
0.8641 High Similarity NPC49958
0.8641 High Similarity NPC302607
0.8641 High Similarity NPC48733
0.8641 High Similarity NPC171137
0.8641 High Similarity NPC152695
0.8641 High Similarity NPC202167
0.8641 High Similarity NPC296945
0.8614 High Similarity NPC472924
0.86 High Similarity NPC48647
0.8598 High Similarity NPC962
0.8598 High Similarity NPC250109
0.8586 High Similarity NPC328162
0.8586 High Similarity NPC96859
0.8586 High Similarity NPC305483
0.8585 High Similarity NPC472928
0.8571 High Similarity NPC11710
0.8558 High Similarity NPC83744
0.8557 High Similarity NPC63748
0.8557 High Similarity NPC23434
0.8557 High Similarity NPC233116
0.8544 High Similarity NPC209502
0.8544 High Similarity NPC204833
0.8544 High Similarity NPC477812
0.8544 High Similarity NPC96268
0.8529 High Similarity NPC136289
0.8529 High Similarity NPC473424
0.8515 High Similarity NPC218383
0.8515 High Similarity NPC476274
0.8515 High Similarity NPC287833
0.8515 High Similarity NPC316964
0.8491 Intermediate Similarity NPC197428
0.8485 Intermediate Similarity NPC472932
0.8485 Intermediate Similarity NPC200702
0.8476 Intermediate Similarity NPC329417
0.8469 Intermediate Similarity NPC69454
0.8469 Intermediate Similarity NPC243866
0.8447 Intermediate Similarity NPC70967
0.8447 Intermediate Similarity NPC33973
0.8447 Intermediate Similarity NPC159442
0.844 Intermediate Similarity NPC266728
0.844 Intermediate Similarity NPC49492
0.8431 Intermediate Similarity NPC224720
0.8431 Intermediate Similarity NPC81530
0.8431 Intermediate Similarity NPC476240
0.8431 Intermediate Similarity NPC476223
0.8416 Intermediate Similarity NPC114274
0.8416 Intermediate Similarity NPC471717
0.8416 Intermediate Similarity NPC235464
0.8416 Intermediate Similarity NPC166745
0.8416 Intermediate Similarity NPC186810
0.84 Intermediate Similarity NPC249954
0.8384 Intermediate Similarity NPC111015
0.8381 Intermediate Similarity NPC477916
0.8378 Intermediate Similarity NPC475041
0.8367 Intermediate Similarity NPC73457
0.8365 Intermediate Similarity NPC216245
0.8365 Intermediate Similarity NPC470251
0.8365 Intermediate Similarity NPC2436
0.8365 Intermediate Similarity NPC135854
0.8351 Intermediate Similarity NPC54689
0.8351 Intermediate Similarity NPC214387
0.835 Intermediate Similarity NPC477915
0.8333 Intermediate Similarity NPC71348
0.8317 Intermediate Similarity NPC190554
0.8317 Intermediate Similarity NPC43747
0.8317 Intermediate Similarity NPC108078
0.83 Intermediate Similarity NPC162001
0.83 Intermediate Similarity NPC259286
0.83 Intermediate Similarity NPC222845
0.83 Intermediate Similarity NPC271195
0.83 Intermediate Similarity NPC69548
0.83 Intermediate Similarity NPC45324
0.83 Intermediate Similarity NPC184848
0.8286 Intermediate Similarity NPC231530
0.8286 Intermediate Similarity NPC257353
0.8286 Intermediate Similarity NPC278628
0.8283 Intermediate Similarity NPC470376
0.8283 Intermediate Similarity NPC470375
0.8283 Intermediate Similarity NPC472930
0.8269 Intermediate Similarity NPC140723
0.8265 Intermediate Similarity NPC469400
0.8265 Intermediate Similarity NPC289213
0.8265 Intermediate Similarity NPC477147
0.8265 Intermediate Similarity NPC477149
0.8257 Intermediate Similarity NPC472926
0.8257 Intermediate Similarity NPC73300
0.8257 Intermediate Similarity NPC52634
0.8257 Intermediate Similarity NPC108721
0.8252 Intermediate Similarity NPC124211
0.8247 Intermediate Similarity NPC242864
0.8247 Intermediate Similarity NPC131470
0.8247 Intermediate Similarity NPC143767
0.8241 Intermediate Similarity NPC188738
0.8235 Intermediate Similarity NPC477854
0.8218 Intermediate Similarity NPC456
0.8218 Intermediate Similarity NPC155676
0.8218 Intermediate Similarity NPC477853
0.8218 Intermediate Similarity NPC42042
0.8218 Intermediate Similarity NPC472941
0.8208 Intermediate Similarity NPC42847
0.8208 Intermediate Similarity NPC64844
0.82 Intermediate Similarity NPC469406
0.8198 Intermediate Similarity NPC472927
0.819 Intermediate Similarity NPC119493
0.8182 Intermediate Similarity NPC297265
0.8173 Intermediate Similarity NPC22388
0.8173 Intermediate Similarity NPC53222
0.8165 Intermediate Similarity NPC207251
0.8165 Intermediate Similarity NPC476163
0.8163 Intermediate Similarity NPC155479
0.8163 Intermediate Similarity NPC86319
0.8163 Intermediate Similarity NPC275740
0.8158 Intermediate Similarity NPC222688
0.8158 Intermediate Similarity NPC269642
0.8155 Intermediate Similarity NPC15390
0.8155 Intermediate Similarity NPC198880
0.8148 Intermediate Similarity NPC76084
0.8142 Intermediate Similarity NPC109973
0.8137 Intermediate Similarity NPC23680
0.8137 Intermediate Similarity NPC107243
0.8131 Intermediate Similarity NPC94529

  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 NPC55872 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
0.8224 Intermediate Similarity NPD6372 Approved
0.8224 Intermediate Similarity NPD6373 Approved
0.8113 Intermediate Similarity NPD5739 Approved
0.8113 Intermediate Similarity NPD6675 Approved
0.8113 Intermediate Similarity NPD6402 Approved
0.8113 Intermediate Similarity NPD7128 Approved
0.8073 Intermediate Similarity NPD6650 Approved
0.8073 Intermediate Similarity NPD6649 Approved
0.8 Intermediate Similarity NPD5211 Phase 2
0.798 Intermediate Similarity NPD5328 Approved
0.7963 Intermediate Similarity NPD7320 Approved
0.7963 Intermediate Similarity NPD6899 Approved
0.7963 Intermediate Similarity NPD6881 Approved
0.7961 Intermediate Similarity NPD4755 Approved
0.7944 Intermediate Similarity NPD6008 Approved
0.7921 Intermediate Similarity NPD6399 Phase 3
0.787 Intermediate Similarity NPD5701 Approved
0.787 Intermediate Similarity NPD5697 Approved
0.7864 Intermediate Similarity NPD4697 Phase 3
0.785 Intermediate Similarity NPD5141 Approved
0.7822 Intermediate Similarity NPD6079 Approved
0.7818 Intermediate Similarity NPD7290 Approved
0.7818 Intermediate Similarity NPD7102 Approved
0.7818 Intermediate Similarity NPD6883 Approved
0.781 Intermediate Similarity NPD4696 Approved
0.781 Intermediate Similarity NPD5285 Approved
0.781 Intermediate Similarity NPD7639 Approved
0.781 Intermediate Similarity NPD4700 Approved
0.781 Intermediate Similarity NPD5286 Approved
0.781 Intermediate Similarity NPD7640 Approved
0.7798 Intermediate Similarity NPD6011 Approved
0.7768 Intermediate Similarity NPD4632 Approved
0.7748 Intermediate Similarity NPD6847 Approved
0.7748 Intermediate Similarity NPD8130 Phase 1
0.7748 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7748 Intermediate Similarity NPD6617 Approved
0.7748 Intermediate Similarity NPD6869 Approved
0.7745 Intermediate Similarity NPD4202 Approved
0.7736 Intermediate Similarity NPD5223 Approved
0.7727 Intermediate Similarity NPD6012 Approved
0.7727 Intermediate Similarity NPD6014 Approved
0.7727 Intermediate Similarity NPD6013 Approved
0.7714 Intermediate Similarity NPD7638 Approved
0.7679 Intermediate Similarity NPD6882 Approved
0.7679 Intermediate Similarity NPD8297 Approved
0.7677 Intermediate Similarity NPD3618 Phase 1
0.7664 Intermediate Similarity NPD5226 Approved
0.7664 Intermediate Similarity NPD7632 Discontinued
0.7664 Intermediate Similarity NPD5224 Approved
0.7664 Intermediate Similarity NPD5225 Approved
0.7664 Intermediate Similarity NPD4633 Approved
0.7647 Intermediate Similarity NPD5284 Approved
0.7647 Intermediate Similarity NPD5281 Approved
0.7593 Intermediate Similarity NPD5174 Approved
0.7593 Intermediate Similarity NPD4754 Approved
0.7593 Intermediate Similarity NPD5175 Approved
0.7565 Intermediate Similarity NPD6009 Approved
0.7524 Intermediate Similarity NPD5221 Approved
0.7524 Intermediate Similarity NPD5222 Approved
0.7524 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4634 Approved
0.7476 Intermediate Similarity NPD7515 Phase 2
0.7475 Intermediate Similarity NPD3666 Approved
0.7475 Intermediate Similarity NPD4786 Approved
0.7475 Intermediate Similarity NPD3665 Phase 1
0.7475 Intermediate Similarity NPD3133 Approved
0.7455 Intermediate Similarity NPD4767 Approved
0.7455 Intermediate Similarity NPD4768 Approved
0.7453 Intermediate Similarity NPD6083 Phase 2
0.7453 Intermediate Similarity NPD6084 Phase 2
0.7453 Intermediate Similarity NPD5173 Approved
0.7453 Intermediate Similarity NPD7902 Approved
0.7429 Intermediate Similarity NPD5695 Phase 3
0.7414 Intermediate Similarity NPD7115 Discovery
0.7373 Intermediate Similarity NPD6319 Approved
0.7368 Intermediate Similarity NPD6053 Discontinued
0.735 Intermediate Similarity NPD6335 Approved
0.7333 Intermediate Similarity NPD7604 Phase 2
0.7328 Intermediate Similarity NPD6274 Approved
0.7327 Intermediate Similarity NPD6409 Approved
0.7327 Intermediate Similarity NPD6684 Approved
0.7327 Intermediate Similarity NPD7146 Approved
0.7327 Intermediate Similarity NPD7521 Approved
0.7327 Intermediate Similarity NPD7334 Approved
0.7327 Intermediate Similarity NPD5330 Approved
0.7321 Intermediate Similarity NPD5128 Approved
0.7321 Intermediate Similarity NPD4730 Approved
0.7321 Intermediate Similarity NPD4729 Approved
0.7311 Intermediate Similarity NPD5983 Phase 2
0.7308 Intermediate Similarity NPD8034 Phase 2
0.7308 Intermediate Similarity NPD8035 Phase 2
0.7288 Intermediate Similarity NPD7101 Approved
0.7288 Intermediate Similarity NPD7100 Approved
0.7282 Intermediate Similarity NPD4753 Phase 2
0.7273 Intermediate Similarity NPD3667 Approved
0.7273 Intermediate Similarity NPD7492 Approved
0.7265 Intermediate Similarity NPD6317 Approved
0.7264 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7227 Intermediate Similarity NPD6059 Approved
0.7227 Intermediate Similarity NPD6054 Approved
0.7222 Intermediate Similarity NPD5696 Approved
0.7216 Intermediate Similarity NPD6115 Approved
0.7216 Intermediate Similarity NPD6114 Approved
0.7216 Intermediate Similarity NPD6697 Approved
0.7216 Intermediate Similarity NPD6118 Approved
0.7213 Intermediate Similarity NPD7507 Approved
0.7213 Intermediate Similarity NPD6336 Discontinued
0.7213 Intermediate Similarity NPD6616 Approved
0.7203 Intermediate Similarity NPD6313 Approved
0.7203 Intermediate Similarity NPD6314 Approved
0.7193 Intermediate Similarity NPD5249 Phase 3
0.7193 Intermediate Similarity NPD5248 Approved
0.7193 Intermediate Similarity NPD5247 Approved
0.7193 Intermediate Similarity NPD5250 Approved
0.7193 Intermediate Similarity NPD5135 Approved
0.7193 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD5251 Approved
0.7193 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD5169 Approved
0.7184 Intermediate Similarity NPD6903 Approved
0.7184 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD7748 Approved
0.717 Intermediate Similarity NPD7900 Approved
0.7167 Intermediate Similarity NPD6908 Approved
0.7167 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD6909 Approved
0.7157 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD5786 Approved
0.7157 Intermediate Similarity NPD5279 Phase 3
0.7154 Intermediate Similarity NPD7078 Approved
0.7154 Intermediate Similarity NPD8293 Discontinued
0.713 Intermediate Similarity NPD5217 Approved
0.713 Intermediate Similarity NPD5216 Approved
0.713 Intermediate Similarity NPD5127 Approved
0.713 Intermediate Similarity NPD5215 Approved
0.7113 Intermediate Similarity NPD6116 Phase 1
0.7107 Intermediate Similarity NPD6370 Approved
0.7105 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD4629 Approved
0.7103 Intermediate Similarity NPD5210 Approved
0.71 Intermediate Similarity NPD4221 Approved
0.71 Intermediate Similarity NPD4223 Phase 3
0.7097 Intermediate Similarity NPD7736 Approved
0.708 Intermediate Similarity NPD6412 Phase 2
0.7075 Intermediate Similarity NPD5778 Approved
0.7075 Intermediate Similarity NPD5779 Approved
0.7059 Intermediate Similarity NPD5329 Approved
0.7059 Intermediate Similarity NPD5363 Approved
0.7048 Intermediate Similarity NPD5785 Approved
0.704 Intermediate Similarity NPD7319 Approved
0.7034 Intermediate Similarity NPD6868 Approved
0.7025 Intermediate Similarity NPD6016 Approved
0.7025 Intermediate Similarity NPD6015 Approved
0.7019 Intermediate Similarity NPD5737 Approved
0.7019 Intermediate Similarity NPD6672 Approved
0.701 Intermediate Similarity NPD6117 Approved
0.7 Intermediate Similarity NPD4692 Approved
0.7 Intermediate Similarity NPD4139 Approved
0.699 Remote Similarity NPD5280 Approved
0.699 Remote Similarity NPD5690 Phase 2
0.699 Remote Similarity NPD4694 Approved
0.6981 Remote Similarity NPD6050 Approved
0.6967 Remote Similarity NPD5988 Approved
0.6961 Remote Similarity NPD4197 Approved
0.6952 Remote Similarity NPD6904 Approved
0.6952 Remote Similarity NPD6673 Approved
0.6952 Remote Similarity NPD6080 Approved
0.6949 Remote Similarity NPD5167 Approved
0.6931 Remote Similarity NPD4269 Approved
0.6931 Remote Similarity NPD4270 Approved
0.693 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6923 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6907 Remote Similarity NPD3703 Phase 2
0.69 Remote Similarity NPD4748 Discontinued
0.6887 Remote Similarity NPD5207 Approved
0.6887 Remote Similarity NPD5692 Phase 3
0.687 Remote Similarity NPD5168 Approved
0.6869 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6869 Remote Similarity NPD3617 Approved
0.6863 Remote Similarity NPD4788 Approved
0.6863 Remote Similarity NPD5362 Discontinued
0.6852 Remote Similarity NPD6001 Approved
0.6827 Remote Similarity NPD4690 Approved
0.6827 Remote Similarity NPD4693 Phase 3
0.6827 Remote Similarity NPD4138 Approved
0.6827 Remote Similarity NPD4689 Approved
0.6827 Remote Similarity NPD4688 Approved
0.6827 Remote Similarity NPD5205 Approved
0.6825 Remote Similarity NPD6033 Approved
0.6822 Remote Similarity NPD6411 Approved
0.6822 Remote Similarity NPD5694 Approved
0.6822 Remote Similarity NPD5693 Phase 1
0.6804 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6796 Remote Similarity NPD3668 Phase 3
0.6792 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6757 Remote Similarity NPD4225 Approved
0.6733 Remote Similarity NPD5368 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