Structure

Physi-Chem Properties

Molecular Weight:  282.15
Volume:  281.005
LogP:  1.963
LogD:  1.543
LogS:  -2.897
# Rotatable Bonds:  0
TPSA:  75.99
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.646
Synthetic Accessibility Score:  5.448
Fsp3:  0.8
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.687
MDCK Permeability:  1.3946843864687253e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.028
Human Intestinal Absorption (HIA):  0.015
20% Bioavailability (F20%):  0.71
30% Bioavailability (F30%):  0.976

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.824
Plasma Protein Binding (PPB):  47.24595642089844%
Volume Distribution (VD):  0.744
Pgp-substrate:  60.52694320678711%

ADMET: Metabolism

CYP1A2-inhibitor:  0.016
CYP1A2-substrate:  0.938
CYP2C19-inhibitor:  0.019
CYP2C19-substrate:  0.821
CYP2C9-inhibitor:  0.009
CYP2C9-substrate:  0.007
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.163
CYP3A4-inhibitor:  0.015
CYP3A4-substrate:  0.472

ADMET: Excretion

Clearance (CL):  9.126
Half-life (T1/2):  0.593

ADMET: Toxicity

hERG Blockers:  0.011
Human Hepatotoxicity (H-HT):  0.397
Drug-inuced Liver Injury (DILI):  0.868
AMES Toxicity:  0.93
Rat Oral Acute Toxicity:  0.806
Maximum Recommended Daily Dose:  0.195
Skin Sensitization:  0.755
Carcinogencity:  0.952
Eye Corrosion:  0.234
Eye Irritation:  0.431
Respiratory Toxicity:  0.95

Download Data

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

  Natural Product: NPC305085

Natural Product ID:  NPC305085
Common Name*:   Pleurospiroketal B
IUPAC Name:   (2S,3aR,6S,7R,7aS)-6,7-dihydroxy-5',5',6-trimethyl-3-methylidenespiro[4,5,7,7a-tetrahydro-3aH-1-benzofuran-2,2'-oxolane]-3'-one
Synonyms:   Pleurospiroketal B
Standard InCHIKey:  CGGUBAHKCIBSDD-OGGHUHLFSA-N
Standard InCHI:  InChI=1S/C15H22O5/c1-8-9-5-6-14(4,18)12(17)11(9)19-15(8)10(16)7-13(2,3)20-15/h9,11-12,17-18H,1,5-7H2,2-4H3/t9-,11+,12-,14+,15+/m1/s1
SMILES:  O[C@@H]1[C@H]2O[C@@]3(C(=C)[C@H]2CC[C@]1(C)O)OC(CC3=O)(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL2337991
PubChem CID:   71521884
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000301] Benzofurans

*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
NPO14786 Pleurotus cornucopiae Species Pleurotaceae Eukaryota n.a. n.a. n.a. PMID[23294419]
NPO14786 Pleurotus cornucopiae Species Pleurotaceae 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
NPT165 Cell Line HeLa Homo sapiens IC50 = 32800.0 nM PMID[485720]
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 12600.0 nM PMID[485720]

☑ 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 NPC305085 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 NPC84042
0.8288 Intermediate Similarity NPC317635
0.8288 Intermediate Similarity NPC329008
0.8125 Intermediate Similarity NPC142882
0.7941 Intermediate Similarity NPC218064
0.789 Intermediate Similarity NPC157476
0.78 Intermediate Similarity NPC469627
0.7778 Intermediate Similarity NPC217901
0.7719 Intermediate Similarity NPC476107
0.7712 Intermediate Similarity NPC475273
0.7712 Intermediate Similarity NPC168849
0.767 Intermediate Similarity NPC476009
0.767 Intermediate Similarity NPC470883
0.767 Intermediate Similarity NPC158416
0.767 Intermediate Similarity NPC39859
0.767 Intermediate Similarity NPC76862
0.7653 Intermediate Similarity NPC262026
0.7647 Intermediate Similarity NPC190294
0.7647 Intermediate Similarity NPC476078
0.7647 Intermediate Similarity NPC476091
0.7611 Intermediate Similarity NPC207217
0.7583 Intermediate Similarity NPC162495
0.7576 Intermediate Similarity NPC186148
0.7573 Intermediate Similarity NPC475900
0.757 Intermediate Similarity NPC72842
0.7542 Intermediate Similarity NPC470922
0.7525 Intermediate Similarity NPC206614
0.7525 Intermediate Similarity NPC65359
0.7525 Intermediate Similarity NPC474323
0.7522 Intermediate Similarity NPC117712
0.7521 Intermediate Similarity NPC251564
0.7521 Intermediate Similarity NPC475389
0.7521 Intermediate Similarity NPC475606
0.7521 Intermediate Similarity NPC477189
0.7521 Intermediate Similarity NPC475314
0.7521 Intermediate Similarity NPC473838
0.75 Intermediate Similarity NPC112038
0.75 Intermediate Similarity NPC188291
0.75 Intermediate Similarity NPC58219
0.75 Intermediate Similarity NPC177629
0.7478 Intermediate Similarity NPC188667
0.7478 Intermediate Similarity NPC297179
0.7478 Intermediate Similarity NPC204552
0.7459 Intermediate Similarity NPC473485
0.7459 Intermediate Similarity NPC475139
0.7459 Intermediate Similarity NPC474508
0.7459 Intermediate Similarity NPC180902
0.7455 Intermediate Similarity NPC208461
0.7455 Intermediate Similarity NPC289702
0.7455 Intermediate Similarity NPC37628
0.7429 Intermediate Similarity NPC328562
0.7429 Intermediate Similarity NPC323421
0.7429 Intermediate Similarity NPC236176
0.7429 Intermediate Similarity NPC111348
0.7429 Intermediate Similarity NPC134454
0.7429 Intermediate Similarity NPC17326
0.7426 Intermediate Similarity NPC92974
0.7426 Intermediate Similarity NPC173926
0.7417 Intermediate Similarity NPC470780
0.7407 Intermediate Similarity NPC99510
0.7407 Intermediate Similarity NPC61442
0.7407 Intermediate Similarity NPC472750
0.7407 Intermediate Similarity NPC472747
0.7398 Intermediate Similarity NPC168879
0.7395 Intermediate Similarity NPC24651
0.7391 Intermediate Similarity NPC476713
0.7391 Intermediate Similarity NPC477116
0.7391 Intermediate Similarity NPC27999
0.7391 Intermediate Similarity NPC476712
0.7391 Intermediate Similarity NPC473590
0.7387 Intermediate Similarity NPC42662
0.7383 Intermediate Similarity NPC308824
0.7383 Intermediate Similarity NPC472753
0.7383 Intermediate Similarity NPC201718
0.7383 Intermediate Similarity NPC46998
0.7383 Intermediate Similarity NPC133907
0.7383 Intermediate Similarity NPC128733
0.7383 Intermediate Similarity NPC185141
0.7383 Intermediate Similarity NPC110443
0.7373 Intermediate Similarity NPC312833
0.7368 Intermediate Similarity NPC299849
0.7364 Intermediate Similarity NPC78966
0.7364 Intermediate Similarity NPC469558
0.7364 Intermediate Similarity NPC284732
0.7364 Intermediate Similarity NPC474716
0.735 Intermediate Similarity NPC107338
0.735 Intermediate Similarity NPC109607
0.7345 Intermediate Similarity NPC473877
0.7339 Intermediate Similarity NPC472748
0.7339 Intermediate Similarity NPC100017
0.7339 Intermediate Similarity NPC475500
0.7339 Intermediate Similarity NPC223356
0.7339 Intermediate Similarity NPC242486
0.7339 Intermediate Similarity NPC475154
0.7339 Intermediate Similarity NPC283850
0.7339 Intermediate Similarity NPC182266
0.7339 Intermediate Similarity NPC471137
0.7339 Intermediate Similarity NPC471136
0.7339 Intermediate Similarity NPC258532
0.7339 Intermediate Similarity NPC15215
0.7339 Intermediate Similarity NPC473548
0.7333 Intermediate Similarity NPC181999
0.7333 Intermediate Similarity NPC225049
0.7333 Intermediate Similarity NPC31645
0.7333 Intermediate Similarity NPC21302
0.7333 Intermediate Similarity NPC11396
0.7328 Intermediate Similarity NPC17772
0.7328 Intermediate Similarity NPC470776
0.7321 Intermediate Similarity NPC100908
0.7321 Intermediate Similarity NPC46407
0.7315 Intermediate Similarity NPC474747
0.7315 Intermediate Similarity NPC472754
0.7311 Intermediate Similarity NPC67251
0.7311 Intermediate Similarity NPC91693
0.7311 Intermediate Similarity NPC18945
0.7311 Intermediate Similarity NPC105926
0.7311 Intermediate Similarity NPC265557
0.7304 Intermediate Similarity NPC235539
0.7304 Intermediate Similarity NPC190185
0.7304 Intermediate Similarity NPC474046
0.7304 Intermediate Similarity NPC476711
0.7304 Intermediate Similarity NPC134869
0.7304 Intermediate Similarity NPC152199
0.7304 Intermediate Similarity NPC259306
0.7304 Intermediate Similarity NPC476710
0.7304 Intermediate Similarity NPC213084
0.7304 Intermediate Similarity NPC270478
0.7304 Intermediate Similarity NPC470628
0.73 Intermediate Similarity NPC469626
0.73 Intermediate Similarity NPC475491
0.7297 Intermediate Similarity NPC55973
0.7297 Intermediate Similarity NPC29827
0.7297 Intermediate Similarity NPC189663
0.7297 Intermediate Similarity NPC89860
0.7297 Intermediate Similarity NPC475960
0.729 Intermediate Similarity NPC469551
0.7288 Intermediate Similarity NPC102822
0.7288 Intermediate Similarity NPC477046
0.7288 Intermediate Similarity NPC470779
0.7282 Intermediate Similarity NPC8729
0.7282 Intermediate Similarity NPC208886
0.7282 Intermediate Similarity NPC12172
0.7282 Intermediate Similarity NPC122057
0.7282 Intermediate Similarity NPC329952
0.7281 Intermediate Similarity NPC477126
0.7281 Intermediate Similarity NPC94509
0.7281 Intermediate Similarity NPC51978
0.7273 Intermediate Similarity NPC130511
0.7273 Intermediate Similarity NPC307660
0.7273 Intermediate Similarity NPC472749
0.7273 Intermediate Similarity NPC472751
0.7265 Intermediate Similarity NPC469488
0.7265 Intermediate Similarity NPC476529
0.7265 Intermediate Similarity NPC475775
0.7264 Intermediate Similarity NPC474395
0.7264 Intermediate Similarity NPC474313
0.7257 Intermediate Similarity NPC122339
0.7257 Intermediate Similarity NPC94650
0.7257 Intermediate Similarity NPC201992
0.7257 Intermediate Similarity NPC63244
0.7255 Intermediate Similarity NPC474951
0.725 Intermediate Similarity NPC476729
0.7248 Intermediate Similarity NPC156681
0.7248 Intermediate Similarity NPC475945
0.7248 Intermediate Similarity NPC475871
0.7248 Intermediate Similarity NPC472755
0.7241 Intermediate Similarity NPC296822
0.7241 Intermediate Similarity NPC176513
0.7241 Intermediate Similarity NPC470854
0.7241 Intermediate Similarity NPC97908
0.7241 Intermediate Similarity NPC470778
0.7241 Intermediate Similarity NPC122033
0.7241 Intermediate Similarity NPC287343
0.7241 Intermediate Similarity NPC470775
0.7241 Intermediate Similarity NPC146432
0.7241 Intermediate Similarity NPC474654
0.7238 Intermediate Similarity NPC227494
0.7232 Intermediate Similarity NPC118721
0.7232 Intermediate Similarity NPC252679
0.7232 Intermediate Similarity NPC38154
0.7232 Intermediate Similarity NPC471250
0.7228 Intermediate Similarity NPC190753
0.7222 Intermediate Similarity NPC475958
0.7222 Intermediate Similarity NPC68282
0.7222 Intermediate Similarity NPC476270
0.7222 Intermediate Similarity NPC67296
0.7222 Intermediate Similarity NPC47880
0.7217 Intermediate Similarity NPC470919
0.7217 Intermediate Similarity NPC474906
0.7217 Intermediate Similarity NPC469877
0.7217 Intermediate Similarity NPC18547
0.7212 Intermediate Similarity NPC81419
0.7212 Intermediate Similarity NPC475788
0.7212 Intermediate Similarity NPC179746
0.7207 Intermediate Similarity NPC471461
0.7207 Intermediate Similarity NPC67745
0.7203 Intermediate Similarity NPC472004
0.72 Intermediate Similarity NPC478111
0.7193 Intermediate Similarity NPC474516
0.7193 Intermediate Similarity NPC11252

  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 NPC305085 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
0.7455 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD6059 Approved
0.7203 Intermediate Similarity NPD6054 Approved
0.7143 Intermediate Similarity NPD6016 Approved
0.7143 Intermediate Similarity NPD6015 Approved
0.7083 Intermediate Similarity NPD5988 Approved
0.7083 Intermediate Similarity NPD6370 Approved
0.6967 Remote Similarity NPD7492 Approved
0.6911 Remote Similarity NPD6616 Approved
0.686 Remote Similarity NPD8516 Approved
0.686 Remote Similarity NPD8517 Approved
0.686 Remote Similarity NPD8515 Approved
0.686 Remote Similarity NPD8513 Phase 3
0.6855 Remote Similarity NPD8293 Discontinued
0.6855 Remote Similarity NPD7078 Approved
0.68 Remote Similarity NPD7736 Approved
0.6757 Remote Similarity NPD1700 Approved
0.6746 Remote Similarity NPD7319 Approved
0.6721 Remote Similarity NPD6921 Approved
0.6667 Remote Similarity NPD6033 Approved
0.6667 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6639 Remote Similarity NPD6319 Approved
0.6613 Remote Similarity NPD8328 Phase 3
0.6609 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6587 Remote Similarity NPD8074 Phase 3
0.6585 Remote Similarity NPD8268 Approved
0.6585 Remote Similarity NPD8269 Approved
0.6585 Remote Similarity NPD8266 Approved
0.6585 Remote Similarity NPD8267 Approved
0.6555 Remote Similarity NPD8133 Approved
0.6529 Remote Similarity NPD6009 Approved
0.6514 Remote Similarity NPD5282 Discontinued
0.6508 Remote Similarity NPD7507 Approved
0.6496 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6481 Remote Similarity NPD7983 Approved
0.6455 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6389 Remote Similarity NPD6698 Approved
0.6389 Remote Similarity NPD46 Approved
0.6333 Remote Similarity NPD6882 Approved
0.6316 Remote Similarity NPD5344 Discontinued
0.6303 Remote Similarity NPD4634 Approved
0.6283 Remote Similarity NPD4225 Approved
0.6281 Remote Similarity NPD4632 Approved
0.6271 Remote Similarity NPD6686 Approved
0.6271 Remote Similarity NPD7320 Approved
0.6239 Remote Similarity NPD5739 Approved
0.6239 Remote Similarity NPD6675 Approved
0.6239 Remote Similarity NPD6402 Approved
0.6239 Remote Similarity NPD7128 Approved
0.6226 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6218 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6198 Remote Similarity NPD8297 Approved
0.6194 Remote Similarity NPD8387 Clinical (unspecified phase)
0.619 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6186 Remote Similarity NPD6412 Phase 2
0.6186 Remote Similarity NPD5697 Approved
0.6186 Remote Similarity NPD5701 Approved
0.6167 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6167 Remote Similarity NPD6371 Approved
0.616 Remote Similarity NPD7516 Approved
0.6154 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6148 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6142 Remote Similarity NPD8080 Discontinued
0.6134 Remote Similarity NPD6881 Approved
0.6134 Remote Similarity NPD6899 Approved
0.6129 Remote Similarity NPD7115 Discovery
0.6126 Remote Similarity NPD5778 Approved
0.6126 Remote Similarity NPD5779 Approved
0.6122 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6119 Remote Similarity NPD8415 Approved
0.6083 Remote Similarity NPD6373 Approved
0.6083 Remote Similarity NPD6012 Approved
0.6083 Remote Similarity NPD6014 Approved
0.6083 Remote Similarity NPD6372 Approved
0.6083 Remote Similarity NPD6013 Approved
0.608 Remote Similarity NPD7328 Approved
0.608 Remote Similarity NPD7327 Approved
0.6063 Remote Similarity NPD5983 Phase 2
0.6061 Remote Similarity NPD5956 Approved
0.6053 Remote Similarity NPD4755 Approved
0.6033 Remote Similarity NPD7102 Approved
0.6033 Remote Similarity NPD6883 Approved
0.6033 Remote Similarity NPD7290 Approved
0.6022 Remote Similarity NPD1145 Discontinued
0.6017 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6 Remote Similarity NPD6011 Approved
0.5984 Remote Similarity NPD8130 Phase 1
0.5984 Remote Similarity NPD6650 Approved
0.5984 Remote Similarity NPD6617 Approved
0.5984 Remote Similarity NPD6847 Approved
0.5984 Remote Similarity NPD6649 Approved
0.5984 Remote Similarity NPD6869 Approved
0.5983 Remote Similarity NPD5211 Phase 2
0.5969 Remote Similarity NPD7604 Phase 2
0.5966 Remote Similarity NPD6008 Approved
0.5965 Remote Similarity NPD7839 Suspended
0.5948 Remote Similarity NPD6648 Approved
0.5948 Remote Similarity NPD4700 Approved
0.5948 Remote Similarity NPD5286 Approved
0.5948 Remote Similarity NPD5285 Approved
0.5948 Remote Similarity NPD4696 Approved
0.5946 Remote Similarity NPD3168 Discontinued
0.5938 Remote Similarity NPD8380 Approved
0.5938 Remote Similarity NPD8444 Approved
0.5938 Remote Similarity NPD8379 Approved
0.5938 Remote Similarity NPD8033 Approved
0.5938 Remote Similarity NPD8296 Approved
0.5938 Remote Similarity NPD8335 Approved
0.5938 Remote Similarity NPD8378 Approved
0.5935 Remote Similarity NPD6053 Discontinued
0.5917 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5882 Remote Similarity NPD5141 Approved
0.5878 Remote Similarity NPD6336 Discontinued
0.5878 Remote Similarity NPD8451 Approved
0.5873 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5862 Remote Similarity NPD7638 Approved
0.5862 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5859 Remote Similarity NPD8377 Approved
0.5859 Remote Similarity NPD8294 Approved
0.5856 Remote Similarity NPD1695 Approved
0.5856 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5856 Remote Similarity NPD6101 Approved
0.5854 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5847 Remote Similarity NPD5226 Approved
0.5847 Remote Similarity NPD4633 Approved
0.5847 Remote Similarity NPD5225 Approved
0.5847 Remote Similarity NPD5224 Approved
0.5846 Remote Similarity NPD7642 Approved
0.5846 Remote Similarity NPD6067 Discontinued
0.5833 Remote Similarity NPD371 Approved
0.5833 Remote Similarity NPD8448 Approved
0.5812 Remote Similarity NPD7640 Approved
0.5812 Remote Similarity NPD7639 Approved
0.5804 Remote Similarity NPD7838 Discovery
0.5798 Remote Similarity NPD5175 Approved
0.5798 Remote Similarity NPD5174 Approved
0.5794 Remote Similarity NPD6274 Approved
0.5763 Remote Similarity NPD5223 Approved
0.5752 Remote Similarity NPD6411 Approved
0.5741 Remote Similarity NPD6110 Phase 1
0.5725 Remote Similarity NPD7829 Approved
0.5725 Remote Similarity NPD7830 Approved
0.5704 Remote Similarity NPD8390 Approved
0.5704 Remote Similarity NPD8392 Approved
0.5704 Remote Similarity NPD8391 Approved
0.5702 Remote Similarity NPD4768 Approved
0.5702 Remote Similarity NPD4767 Approved
0.569 Remote Similarity NPD5221 Approved
0.569 Remote Similarity NPD4697 Phase 3
0.569 Remote Similarity NPD5222 Approved
0.569 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5682 Remote Similarity NPD8340 Approved
0.5682 Remote Similarity NPD8341 Approved
0.5682 Remote Similarity NPD8342 Approved
0.5682 Remote Similarity NPD8299 Approved
0.5676 Remote Similarity NPD7524 Approved
0.5667 Remote Similarity NPD4754 Approved
0.5659 Remote Similarity NPD7100 Approved
0.5659 Remote Similarity NPD7101 Approved
0.5648 Remote Similarity NPD6435 Approved
0.5641 Remote Similarity NPD6083 Phase 2
0.5641 Remote Similarity NPD6084 Phase 2
0.5641 Remote Similarity NPD5173 Approved
0.5636 Remote Similarity NPD1694 Approved
0.5625 Remote Similarity NPD6317 Approved
0.5614 Remote Similarity NPD8034 Phase 2
0.5614 Remote Similarity NPD8035 Phase 2
0.561 Remote Similarity NPD4729 Approved
0.561 Remote Similarity NPD5128 Approved
0.561 Remote Similarity NPD4730 Approved
0.5603 Remote Similarity NPD5695 Phase 3

  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