Structure

Physi-Chem Properties

Molecular Weight:  532.34
Volume:  561.492
LogP:  3.198
LogD:  3.113
LogS:  -3.685
# Rotatable Bonds:  7
TPSA:  117.97
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.493
Synthetic Accessibility Score:  5.215
Fsp3:  0.871
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:  3.061533425352536e-05
Pgp-inhibitor:  0.994
Pgp-substrate:  0.28
Human Intestinal Absorption (HIA):  0.008
20% Bioavailability (F20%):  0.268
30% Bioavailability (F30%):  0.982

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.901
Plasma Protein Binding (PPB):  49.716331481933594%
Volume Distribution (VD):  0.371
Pgp-substrate:  51.690704345703125%

ADMET: Metabolism

CYP1A2-inhibitor:  0.003
CYP1A2-substrate:  0.173
CYP2C19-inhibitor:  0.021
CYP2C19-substrate:  0.915
CYP2C9-inhibitor:  0.06
CYP2C9-substrate:  0.066
CYP2D6-inhibitor:  0.002
CYP2D6-substrate:  0.144
CYP3A4-inhibitor:  0.716
CYP3A4-substrate:  0.671

ADMET: Excretion

Clearance (CL):  9.646
Half-life (T1/2):  0.675

ADMET: Toxicity

hERG Blockers:  0.024
Human Hepatotoxicity (H-HT):  0.362
Drug-inuced Liver Injury (DILI):  0.107
AMES Toxicity:  0.012
Rat Oral Acute Toxicity:  0.825
Maximum Recommended Daily Dose:  0.934
Skin Sensitization:  0.081
Carcinogencity:  0.038
Eye Corrosion:  0.007
Eye Irritation:  0.01
Respiratory Toxicity:  0.955

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

  Natural Product: NPC28656

Natural Product ID:  NPC28656
Common Name*:   Methyl (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]Heptanoate
IUPAC Name:   methyl (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]heptanoate
Synonyms:  
Standard InCHIKey:  UEEGPTLRKRDHLY-WULFLCIASA-N
Standard InCHI:  InChI=1S/C31H48O7/c1-16(11-18(32)12-17(2)27(37)38-8)19-13-24(36)31(7)26-20(33)14-22-28(3,4)23(35)9-10-29(22,5)25(26)21(34)15-30(19,31)6/h16-17,19-20,22-24,33,35-36H,9-15H2,1-8H3/t16-,17-,19-,20+,22+,23+,24+,29+,30-,31+/m1/s1
SMILES:  COC(=O)[C@@H](CC(=O)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)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1922182
PubChem CID:   57398539
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
NPT41 Individual Protein Aldose reductase Homo sapiens IC50 > 183900.0 nM PMID[490789]

☑ 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 NPC28656 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 NPC55872
0.9583 High Similarity NPC205899
0.9479 High Similarity NPC10364
0.9388 High Similarity NPC56498
0.9375 High Similarity NPC18319
0.9293 High Similarity NPC236390
0.9271 High Similarity NPC95565
0.9192 High Similarity NPC195290
0.9192 High Similarity NPC204450
0.9184 High Similarity NPC144660
0.9184 High Similarity NPC299971
0.9109 High Similarity NPC51452
0.91 High Similarity NPC251017
0.9082 High Similarity NPC16021
0.9072 High Similarity NPC7124
0.902 High Similarity NPC473037
0.9 High Similarity NPC281702
0.899 High Similarity NPC307954
0.898 High Similarity NPC320306
0.898 High Similarity NPC122294
0.898 High Similarity NPC106557
0.8958 High Similarity NPC25750
0.8958 High Similarity NPC470254
0.8942 High Similarity NPC272898
0.8942 High Similarity NPC473036
0.8922 High Similarity NPC323834
0.8878 High Similarity NPC3772
0.8878 High Similarity NPC243525
0.8878 High Similarity NPC125622
0.8878 High Similarity NPC328371
0.8878 High Similarity NPC40765
0.8866 High Similarity NPC184870
0.8857 High Similarity NPC115303
0.8854 High Similarity NPC107690
0.8846 High Similarity NPC77947
0.8846 High Similarity NPC286174
0.8812 High Similarity NPC119601
0.8812 High Similarity NPC308726
0.8812 High Similarity NPC234892
0.88 High Similarity NPC88198
0.88 High Similarity NPC327431
0.8788 High Similarity NPC121339
0.8776 High Similarity NPC318282
0.8776 High Similarity NPC297199
0.8776 High Similarity NPC173875
0.8776 High Similarity NPC37646
0.8776 High Similarity NPC470016
0.8776 High Similarity NPC317586
0.8776 High Similarity NPC255809
0.8776 High Similarity NPC48330
0.8776 High Similarity NPC241156
0.8776 High Similarity NPC469995
0.8776 High Similarity NPC174948
0.8762 High Similarity NPC129689
0.875 High Similarity NPC65941
0.8713 High Similarity NPC163372
0.8713 High Similarity NPC302537
0.87 High Similarity NPC197386
0.8692 High Similarity NPC962
0.8692 High Similarity NPC250109
0.8687 High Similarity NPC173272
0.8673 High Similarity NPC166906
0.8654 High Similarity NPC472925
0.8654 High Similarity NPC475060
0.8654 High Similarity NPC220229
0.8641 High Similarity NPC96268
0.8627 High Similarity NPC136289
0.8627 High Similarity NPC293753
0.8614 High Similarity NPC157787
0.8614 High Similarity NPC218383
0.8614 High Similarity NPC154072
0.8614 High Similarity NPC476274
0.8614 High Similarity NPC51370
0.8585 High Similarity NPC197428
0.8571 High Similarity NPC217201
0.8571 High Similarity NPC206810
0.8571 High Similarity NPC295244
0.8558 High Similarity NPC97202
0.8558 High Similarity NPC296945
0.8558 High Similarity NPC49958
0.8558 High Similarity NPC302607
0.8558 High Similarity NPC202167
0.8558 High Similarity NPC214264
0.8558 High Similarity NPC150531
0.8558 High Similarity NPC149047
0.8558 High Similarity NPC171137
0.8558 High Similarity NPC152695
0.8558 High Similarity NPC260268
0.8558 High Similarity NPC476027
0.8558 High Similarity NPC48733
0.8558 High Similarity NPC50692
0.8558 High Similarity NPC85829
0.8558 High Similarity NPC319077
0.8544 High Similarity NPC70967
0.8544 High Similarity NPC33973
0.8544 High Similarity NPC159442
0.8532 High Similarity NPC49492
0.8532 High Similarity NPC266728
0.8529 High Similarity NPC472924
0.8529 High Similarity NPC476223
0.8529 High Similarity NPC81530
0.8529 High Similarity NPC476240
0.8529 High Similarity NPC224720
0.8515 High Similarity NPC48647
0.8505 High Similarity NPC472928
0.85 High Similarity NPC305483
0.85 High Similarity NPC328162
0.85 High Similarity NPC96859
0.8491 Intermediate Similarity NPC11710
0.8476 Intermediate Similarity NPC83744
0.8469 Intermediate Similarity NPC23434
0.8469 Intermediate Similarity NPC63748
0.8469 Intermediate Similarity NPC233116
0.8468 Intermediate Similarity NPC475041
0.8462 Intermediate Similarity NPC216245
0.8462 Intermediate Similarity NPC135854
0.8462 Intermediate Similarity NPC209502
0.8462 Intermediate Similarity NPC204833
0.8462 Intermediate Similarity NPC2436
0.8462 Intermediate Similarity NPC470251
0.8462 Intermediate Similarity NPC477812
0.8447 Intermediate Similarity NPC473424
0.8431 Intermediate Similarity NPC287833
0.8431 Intermediate Similarity NPC316964
0.8426 Intermediate Similarity NPC71348
0.84 Intermediate Similarity NPC200702
0.84 Intermediate Similarity NPC69548
0.84 Intermediate Similarity NPC472932
0.84 Intermediate Similarity NPC184848
0.8396 Intermediate Similarity NPC329417
0.8384 Intermediate Similarity NPC69454
0.8384 Intermediate Similarity NPC243866
0.8381 Intermediate Similarity NPC278628
0.8381 Intermediate Similarity NPC231530
0.8367 Intermediate Similarity NPC477147
0.8367 Intermediate Similarity NPC477149
0.8365 Intermediate Similarity NPC140723
0.835 Intermediate Similarity NPC124211
0.8349 Intermediate Similarity NPC52634
0.8349 Intermediate Similarity NPC472926
0.8333 Intermediate Similarity NPC186810
0.8333 Intermediate Similarity NPC188738
0.8333 Intermediate Similarity NPC235464
0.8333 Intermediate Similarity NPC471717
0.8333 Intermediate Similarity NPC166745
0.8333 Intermediate Similarity NPC114274
0.8333 Intermediate Similarity NPC477854
0.8317 Intermediate Similarity NPC42042
0.8317 Intermediate Similarity NPC249954
0.8302 Intermediate Similarity NPC477916
0.83 Intermediate Similarity NPC111015
0.8288 Intermediate Similarity NPC472927
0.8286 Intermediate Similarity NPC119493
0.8283 Intermediate Similarity NPC73457
0.8283 Intermediate Similarity NPC297265
0.8269 Intermediate Similarity NPC22388
0.8269 Intermediate Similarity NPC477915
0.8269 Intermediate Similarity NPC53222
0.8265 Intermediate Similarity NPC54689
0.8265 Intermediate Similarity NPC214387
0.8257 Intermediate Similarity NPC207251
0.8257 Intermediate Similarity NPC476163
0.8246 Intermediate Similarity NPC269642
0.8246 Intermediate Similarity NPC222688
0.8241 Intermediate Similarity NPC76084
0.8235 Intermediate Similarity NPC23680
0.8235 Intermediate Similarity NPC107243
0.8235 Intermediate Similarity NPC108078
0.8235 Intermediate Similarity NPC43747
0.8235 Intermediate Similarity NPC190554
0.823 Intermediate Similarity NPC109973
0.8224 Intermediate Similarity NPC94529
0.8218 Intermediate Similarity NPC259286
0.8218 Intermediate Similarity NPC222845
0.8218 Intermediate Similarity NPC271195
0.8218 Intermediate Similarity NPC45324
0.8218 Intermediate Similarity NPC469599
0.8218 Intermediate Similarity NPC162001
0.8208 Intermediate Similarity NPC257353
0.82 Intermediate Similarity NPC472930
0.82 Intermediate Similarity NPC470376
0.82 Intermediate Similarity NPC470375
0.8198 Intermediate Similarity NPC270958
0.8198 Intermediate Similarity NPC148458
0.8198 Intermediate Similarity NPC190286
0.819 Intermediate Similarity NPC471208
0.8182 Intermediate Similarity NPC202889
0.8182 Intermediate Similarity NPC20388
0.8182 Intermediate Similarity NPC289213
0.8182 Intermediate Similarity NPC108721
0.8182 Intermediate Similarity NPC469400
0.8182 Intermediate Similarity NPC73300
0.8182 Intermediate Similarity NPC317210
0.8182 Intermediate Similarity NPC472929
0.8173 Intermediate Similarity NPC121218
0.8173 Intermediate Similarity NPC253886
0.8173 Intermediate Similarity NPC99411
0.8163 Intermediate Similarity NPC143767
0.8163 Intermediate Similarity NPC131470
0.8163 Intermediate Similarity NPC242864

  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 NPC28656 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
0.8318 Intermediate Similarity NPD6372 Approved
0.8318 Intermediate Similarity NPD6373 Approved
0.8208 Intermediate Similarity NPD6402 Approved
0.8208 Intermediate Similarity NPD6675 Approved
0.8208 Intermediate Similarity NPD5739 Approved
0.8208 Intermediate Similarity NPD7128 Approved
0.8165 Intermediate Similarity NPD6649 Approved
0.8165 Intermediate Similarity NPD6650 Approved
0.8056 Intermediate Similarity NPD6881 Approved
0.8056 Intermediate Similarity NPD7320 Approved
0.8056 Intermediate Similarity NPD6899 Approved
0.8037 Intermediate Similarity NPD6008 Approved
0.802 Intermediate Similarity NPD6399 Phase 3
0.7963 Intermediate Similarity NPD5697 Approved
0.7963 Intermediate Similarity NPD5701 Approved
0.7925 Intermediate Similarity NPD5211 Phase 2
0.7909 Intermediate Similarity NPD6883 Approved
0.7909 Intermediate Similarity NPD7102 Approved
0.7909 Intermediate Similarity NPD7290 Approved
0.7905 Intermediate Similarity NPD7639 Approved
0.7905 Intermediate Similarity NPD7640 Approved
0.79 Intermediate Similarity NPD5328 Approved
0.789 Intermediate Similarity NPD6011 Approved
0.7885 Intermediate Similarity NPD4755 Approved
0.7857 Intermediate Similarity NPD4632 Approved
0.7838 Intermediate Similarity NPD6869 Approved
0.7838 Intermediate Similarity NPD6617 Approved
0.7838 Intermediate Similarity NPD6847 Approved
0.7838 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD8130 Phase 1
0.7818 Intermediate Similarity NPD6012 Approved
0.7818 Intermediate Similarity NPD6014 Approved
0.7818 Intermediate Similarity NPD6013 Approved
0.781 Intermediate Similarity NPD7638 Approved
0.7788 Intermediate Similarity NPD4697 Phase 3
0.7778 Intermediate Similarity NPD5141 Approved
0.7768 Intermediate Similarity NPD6882 Approved
0.7768 Intermediate Similarity NPD8297 Approved
0.7757 Intermediate Similarity NPD7632 Discontinued
0.7745 Intermediate Similarity NPD6079 Approved
0.7736 Intermediate Similarity NPD4700 Approved
0.7736 Intermediate Similarity NPD4696 Approved
0.7736 Intermediate Similarity NPD5285 Approved
0.7736 Intermediate Similarity NPD5286 Approved
0.767 Intermediate Similarity NPD4202 Approved
0.7664 Intermediate Similarity NPD5223 Approved
0.7652 Intermediate Similarity NPD6009 Approved
0.76 Intermediate Similarity NPD3618 Phase 1
0.7593 Intermediate Similarity NPD5224 Approved
0.7593 Intermediate Similarity NPD5225 Approved
0.7593 Intermediate Similarity NPD4633 Approved
0.7593 Intermediate Similarity NPD5226 Approved
0.7573 Intermediate Similarity NPD5284 Approved
0.7573 Intermediate Similarity NPD5281 Approved
0.7547 Intermediate Similarity NPD7902 Approved
0.7547 Intermediate Similarity NPD6083 Phase 2
0.7547 Intermediate Similarity NPD6084 Phase 2
0.7524 Intermediate Similarity NPD5695 Phase 3
0.7523 Intermediate Similarity NPD5174 Approved
0.7523 Intermediate Similarity NPD5175 Approved
0.7523 Intermediate Similarity NPD4754 Approved
0.75 Intermediate Similarity NPD7115 Discovery
0.7458 Intermediate Similarity NPD6319 Approved
0.7456 Intermediate Similarity NPD6053 Discontinued
0.7453 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD5221 Approved
0.7453 Intermediate Similarity NPD5222 Approved
0.7436 Intermediate Similarity NPD6335 Approved
0.7434 Intermediate Similarity NPD4634 Approved
0.7426 Intermediate Similarity NPD6409 Approved
0.7426 Intermediate Similarity NPD6684 Approved
0.7426 Intermediate Similarity NPD5330 Approved
0.7426 Intermediate Similarity NPD7334 Approved
0.7426 Intermediate Similarity NPD7146 Approved
0.7426 Intermediate Similarity NPD7521 Approved
0.7417 Intermediate Similarity NPD7604 Phase 2
0.7414 Intermediate Similarity NPD6274 Approved
0.7404 Intermediate Similarity NPD7515 Phase 2
0.7404 Intermediate Similarity NPD8034 Phase 2
0.7404 Intermediate Similarity NPD8035 Phase 2
0.74 Intermediate Similarity NPD3665 Phase 1
0.74 Intermediate Similarity NPD3133 Approved
0.74 Intermediate Similarity NPD3666 Approved
0.74 Intermediate Similarity NPD4786 Approved
0.7395 Intermediate Similarity NPD5983 Phase 2
0.7387 Intermediate Similarity NPD4767 Approved
0.7387 Intermediate Similarity NPD4768 Approved
0.7383 Intermediate Similarity NPD5173 Approved
0.7373 Intermediate Similarity NPD7101 Approved
0.7373 Intermediate Similarity NPD7100 Approved
0.7358 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD7492 Approved
0.735 Intermediate Similarity NPD6317 Approved
0.7315 Intermediate Similarity NPD5696 Approved
0.7311 Intermediate Similarity NPD6054 Approved
0.7311 Intermediate Similarity NPD6059 Approved
0.7295 Intermediate Similarity NPD6336 Discontinued
0.7295 Intermediate Similarity NPD7507 Approved
0.7295 Intermediate Similarity NPD6616 Approved
0.7288 Intermediate Similarity NPD6314 Approved
0.7288 Intermediate Similarity NPD6313 Approved
0.7282 Intermediate Similarity NPD6903 Approved
0.7282 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7281 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD7900 Approved
0.7264 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD7748 Approved
0.7257 Intermediate Similarity NPD5128 Approved
0.7257 Intermediate Similarity NPD4730 Approved
0.7257 Intermediate Similarity NPD4729 Approved
0.7255 Intermediate Similarity NPD5786 Approved
0.725 Intermediate Similarity NPD6908 Approved
0.725 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD6909 Approved
0.7236 Intermediate Similarity NPD8293 Discontinued
0.7236 Intermediate Similarity NPD7078 Approved
0.7212 Intermediate Similarity NPD4753 Phase 2
0.72 Intermediate Similarity NPD3667 Approved
0.7193 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD6370 Approved
0.7177 Intermediate Similarity NPD7736 Approved
0.717 Intermediate Similarity NPD5779 Approved
0.717 Intermediate Similarity NPD5778 Approved
0.7168 Intermediate Similarity NPD6412 Phase 2
0.7157 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6115 Approved
0.7143 Intermediate Similarity NPD6697 Approved
0.7143 Intermediate Similarity NPD6118 Approved
0.7143 Intermediate Similarity NPD6114 Approved
0.7143 Intermediate Similarity NPD5785 Approved
0.713 Intermediate Similarity NPD5249 Phase 3
0.713 Intermediate Similarity NPD5251 Approved
0.713 Intermediate Similarity NPD5250 Approved
0.713 Intermediate Similarity NPD5169 Approved
0.713 Intermediate Similarity NPD5247 Approved
0.713 Intermediate Similarity NPD5248 Approved
0.713 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD5135 Approved
0.712 Intermediate Similarity NPD7319 Approved
0.7119 Intermediate Similarity NPD6868 Approved
0.7115 Intermediate Similarity NPD5737 Approved
0.7115 Intermediate Similarity NPD6672 Approved
0.7107 Intermediate Similarity NPD6016 Approved
0.7107 Intermediate Similarity NPD6015 Approved
0.7087 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD5279 Phase 3
0.7075 Intermediate Similarity NPD6050 Approved
0.7069 Intermediate Similarity NPD5216 Approved
0.7069 Intermediate Similarity NPD5215 Approved
0.7069 Intermediate Similarity NPD5127 Approved
0.7069 Intermediate Similarity NPD5217 Approved
0.7049 Intermediate Similarity NPD5988 Approved
0.7048 Intermediate Similarity NPD6673 Approved
0.7048 Intermediate Similarity NPD6904 Approved
0.7048 Intermediate Similarity NPD6080 Approved
0.7041 Intermediate Similarity NPD6116 Phase 1
0.7037 Intermediate Similarity NPD4629 Approved
0.7037 Intermediate Similarity NPD5210 Approved
0.703 Intermediate Similarity NPD4223 Phase 3
0.703 Intermediate Similarity NPD4221 Approved
0.7018 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.699 Remote Similarity NPD5363 Approved
0.699 Remote Similarity NPD5329 Approved
0.6981 Remote Similarity NPD5207 Approved
0.6981 Remote Similarity NPD5692 Phase 3
0.6961 Remote Similarity NPD5362 Discontinued
0.6944 Remote Similarity NPD6001 Approved
0.6939 Remote Similarity NPD6117 Approved
0.6931 Remote Similarity NPD4692 Approved
0.6931 Remote Similarity NPD4139 Approved
0.6923 Remote Similarity NPD5690 Phase 2
0.6923 Remote Similarity NPD4694 Approved
0.6923 Remote Similarity NPD5280 Approved
0.6916 Remote Similarity NPD5694 Approved
0.6916 Remote Similarity NPD6411 Approved
0.6916 Remote Similarity NPD5693 Phase 1
0.6905 Remote Similarity NPD6033 Approved
0.6893 Remote Similarity NPD4197 Approved
0.6891 Remote Similarity NPD5167 Approved
0.6863 Remote Similarity NPD4270 Approved
0.6863 Remote Similarity NPD4269 Approved
0.6857 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6847 Remote Similarity NPD4225 Approved
0.6837 Remote Similarity NPD3703 Phase 2
0.6832 Remote Similarity NPD4748 Discontinued
0.6827 Remote Similarity NPD1694 Approved
0.681 Remote Similarity NPD5168 Approved
0.68 Remote Similarity NPD3617 Approved
0.68 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6796 Remote Similarity NPD4788 Approved
0.6792 Remote Similarity NPD5208 Approved
0.6777 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6762 Remote Similarity NPD4690 Approved
0.6762 Remote Similarity NPD4689 Approved
0.6762 Remote Similarity NPD5205 Approved
0.6762 Remote Similarity NPD4693 Phase 3
0.6762 Remote Similarity NPD4138 Approved
0.6762 Remote Similarity NPD4688 Approved
0.6762 Remote Similarity NPD6098 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