Structure

Physi-Chem Properties

Molecular Weight:  332.16
Volume:  336.36
LogP:  2.839
LogD:  2.117
LogS:  -4.281
# Rotatable Bonds:  1
TPSA:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.745
Synthetic Accessibility Score:  4.977
Fsp3:  0.684
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:  -5.372
MDCK Permeability:  1.692073783488013e-05
Pgp-inhibitor:  0.991
Pgp-substrate:  0.117
Human Intestinal Absorption (HIA):  0.01
20% Bioavailability (F20%):  0.991
30% Bioavailability (F30%):  0.947

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.221
Plasma Protein Binding (PPB):  70.80284881591797%
Volume Distribution (VD):  1.44
Pgp-substrate:  30.778234481811523%

ADMET: Metabolism

CYP1A2-inhibitor:  0.034
CYP1A2-substrate:  0.803
CYP2C19-inhibitor:  0.258
CYP2C19-substrate:  0.839
CYP2C9-inhibitor:  0.4
CYP2C9-substrate:  0.064
CYP2D6-inhibitor:  0.007
CYP2D6-substrate:  0.065
CYP3A4-inhibitor:  0.846
CYP3A4-substrate:  0.654

ADMET: Excretion

Clearance (CL):  8.951
Half-life (T1/2):  0.132

ADMET: Toxicity

hERG Blockers:  0.059
Human Hepatotoxicity (H-HT):  0.718
Drug-inuced Liver Injury (DILI):  0.142
AMES Toxicity:  0.501
Rat Oral Acute Toxicity:  0.919
Maximum Recommended Daily Dose:  0.964
Skin Sensitization:  0.872
Carcinogencity:  0.916
Eye Corrosion:  0.006
Eye Irritation:  0.012
Respiratory Toxicity:  0.934

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Structure MOL file  
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Similar NPs/Drugs  

  Natural Product: NPC31058

Natural Product ID:  NPC31058
Common Name*:   KEXSMNABMQFSDY-DEIJXFBXSA-N
IUPAC Name:   n.a.
Synonyms:   2-Alpha-Hydroxynagilactone; 2-Hydroxy Nagilactone F
Standard InCHIKey:  KEXSMNABMQFSDY-DEIJXFBXSA-N
Standard InCHI:  InChI=1S/C19H24O5/c1-9(2)15-11-5-13-16-18(3,12(11)6-14(21)24-15)7-10(20)8-19(16,4)17(22)23-13/h5-6,9-10,13,15-16,20H,7-8H2,1-4H3/t10-,13-,15-,16-,18-,19+/m1/s1
SMILES:  CC(C)[C@@H]1C2=C[C@@H]3[C@@H]4[C@](C)(C[C@H](C[C@]4(C)C(=O)O3)O)C2=CC(=O)O1
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL519703
PubChem CID:   14507409
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0001640] Naphthopyrans

*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
NPO32568 ileostylus micranthus Species Loranthaceae Eukaryota n.a. n.a. n.a. PMID[1800635]

☑ 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
NPT168 Cell Line P388 Mus musculus IC50 = 0.06 ug.mL-1 PMID[520802]
NPT312 Organism Saccharomyces cerevisiae Saccharomyces cerevisiae MIC = 800.0 ug.mL-1 PMID[520803]

☑ 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 NPC31058 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 NPC273005
1.0 High Similarity NPC469606
0.9691 High Similarity NPC469607
0.91 High Similarity NPC478208
0.899 High Similarity NPC235369
0.8936 High Similarity NPC469595
0.8936 High Similarity NPC212679
0.8936 High Similarity NPC220454
0.8922 High Similarity NPC189075
0.8922 High Similarity NPC275539
0.8878 High Similarity NPC216478
0.8854 High Similarity NPC250075
0.8835 High Similarity NPC478210
0.8824 High Similarity NPC110496
0.8788 High Similarity NPC47024
0.8785 High Similarity NPC53396
0.8785 High Similarity NPC98249
0.8763 High Similarity NPC183012
0.875 High Similarity NPC478209
0.875 High Similarity NPC478211
0.8737 High Similarity NPC158488
0.8704 High Similarity NPC284707
0.87 High Similarity NPC244456
0.87 High Similarity NPC469657
0.8687 High Similarity NPC23364
0.8667 High Similarity NPC188738
0.8667 High Similarity NPC97939
0.8667 High Similarity NPC247031
0.8667 High Similarity NPC132790
0.8667 High Similarity NPC100329
0.866 High Similarity NPC477129
0.866 High Similarity NPC477130
0.8646 High Similarity NPC233345
0.8646 High Similarity NPC186363
0.8614 High Similarity NPC137430
0.8614 High Similarity NPC165250
0.8614 High Similarity NPC476081
0.86 High Similarity NPC476299
0.86 High Similarity NPC474012
0.8585 High Similarity NPC12046
0.8585 High Similarity NPC194951
0.8557 High Similarity NPC475657
0.8544 High Similarity NPC252296
0.8544 High Similarity NPC34768
0.8542 High Similarity NPC469372
0.8529 High Similarity NPC8196
0.8529 High Similarity NPC254202
0.8529 High Similarity NPC99266
0.8529 High Similarity NPC36688
0.8515 High Similarity NPC472637
0.8505 High Similarity NPC475966
0.8505 High Similarity NPC478212
0.8505 High Similarity NPC157441
0.8505 High Similarity NPC25909
0.8491 Intermediate Similarity NPC474846
0.8491 Intermediate Similarity NPC469655
0.8491 Intermediate Similarity NPC469656
0.8485 Intermediate Similarity NPC112654
0.8469 Intermediate Similarity NPC57117
0.8462 Intermediate Similarity NPC184512
0.8462 Intermediate Similarity NPC302788
0.844 Intermediate Similarity NPC469684
0.8438 Intermediate Similarity NPC168131
0.8416 Intermediate Similarity NPC476767
0.84 Intermediate Similarity NPC175351
0.84 Intermediate Similarity NPC121402
0.84 Intermediate Similarity NPC132753
0.84 Intermediate Similarity NPC151681
0.84 Intermediate Similarity NPC224356
0.84 Intermediate Similarity NPC91695
0.84 Intermediate Similarity NPC70145
0.84 Intermediate Similarity NPC474343
0.8396 Intermediate Similarity NPC210005
0.8384 Intermediate Similarity NPC157686
0.8384 Intermediate Similarity NPC259042
0.8381 Intermediate Similarity NPC476802
0.8381 Intermediate Similarity NPC89171
0.8365 Intermediate Similarity NPC102352
0.8365 Intermediate Similarity NPC477125
0.8351 Intermediate Similarity NPC221111
0.8351 Intermediate Similarity NPC280149
0.835 Intermediate Similarity NPC471208
0.835 Intermediate Similarity NPC159533
0.835 Intermediate Similarity NPC120321
0.835 Intermediate Similarity NPC134270
0.8349 Intermediate Similarity NPC478216
0.8333 Intermediate Similarity NPC469496
0.8333 Intermediate Similarity NPC277771
0.8333 Intermediate Similarity NPC471204
0.8333 Intermediate Similarity NPC477128
0.8333 Intermediate Similarity NPC469454
0.8333 Intermediate Similarity NPC471412
0.8333 Intermediate Similarity NPC97435
0.8333 Intermediate Similarity NPC469463
0.8318 Intermediate Similarity NPC474315
0.8318 Intermediate Similarity NPC304180
0.8318 Intermediate Similarity NPC179798
0.8316 Intermediate Similarity NPC250981
0.8316 Intermediate Similarity NPC6979
0.8302 Intermediate Similarity NPC228477
0.8302 Intermediate Similarity NPC137911
0.8302 Intermediate Similarity NPC469370
0.83 Intermediate Similarity NPC472363
0.83 Intermediate Similarity NPC472362
0.83 Intermediate Similarity NPC202833
0.83 Intermediate Similarity NPC284518
0.83 Intermediate Similarity NPC134072
0.83 Intermediate Similarity NPC234993
0.83 Intermediate Similarity NPC154526
0.8286 Intermediate Similarity NPC187435
0.8286 Intermediate Similarity NPC144854
0.8286 Intermediate Similarity NPC179380
0.8286 Intermediate Similarity NPC3316
0.8286 Intermediate Similarity NPC143609
0.8286 Intermediate Similarity NPC230541
0.8286 Intermediate Similarity NPC133422
0.8286 Intermediate Similarity NPC67321
0.8283 Intermediate Similarity NPC225474
0.8283 Intermediate Similarity NPC469596
0.8283 Intermediate Similarity NPC148000
0.8273 Intermediate Similarity NPC478204
0.8269 Intermediate Similarity NPC146731
0.8269 Intermediate Similarity NPC470321
0.8269 Intermediate Similarity NPC264867
0.8269 Intermediate Similarity NPC473207
0.8269 Intermediate Similarity NPC81567
0.8269 Intermediate Similarity NPC222161
0.8269 Intermediate Similarity NPC296950
0.8269 Intermediate Similarity NPC201880
0.8265 Intermediate Similarity NPC72845
0.8265 Intermediate Similarity NPC477574
0.8252 Intermediate Similarity NPC114540
0.8252 Intermediate Similarity NPC471363
0.8252 Intermediate Similarity NPC295791
0.8252 Intermediate Similarity NPC32577
0.8252 Intermediate Similarity NPC162973
0.8252 Intermediate Similarity NPC475320
0.8252 Intermediate Similarity NPC58329
0.8252 Intermediate Similarity NPC155332
0.8252 Intermediate Similarity NPC238397
0.8247 Intermediate Similarity NPC50488
0.8247 Intermediate Similarity NPC474396
0.8247 Intermediate Similarity NPC116620
0.8247 Intermediate Similarity NPC5509
0.8241 Intermediate Similarity NPC269530
0.8241 Intermediate Similarity NPC236217
0.8235 Intermediate Similarity NPC471413
0.8235 Intermediate Similarity NPC251680
0.8229 Intermediate Similarity NPC312561
0.8224 Intermediate Similarity NPC472666
0.8224 Intermediate Similarity NPC119550
0.8224 Intermediate Similarity NPC286880
0.8224 Intermediate Similarity NPC5103
0.8218 Intermediate Similarity NPC208094
0.8218 Intermediate Similarity NPC473963
0.8208 Intermediate Similarity NPC277017
0.8208 Intermediate Similarity NPC325054
0.8208 Intermediate Similarity NPC151393
0.8208 Intermediate Similarity NPC476479
0.8208 Intermediate Similarity NPC154608
0.8208 Intermediate Similarity NPC192813
0.8208 Intermediate Similarity NPC322903
0.82 Intermediate Similarity NPC295347
0.8198 Intermediate Similarity NPC478205
0.8198 Intermediate Similarity NPC108581
0.8198 Intermediate Similarity NPC478206
0.819 Intermediate Similarity NPC111952
0.819 Intermediate Similarity NPC172867
0.819 Intermediate Similarity NPC266570
0.819 Intermediate Similarity NPC127609
0.8182 Intermediate Similarity NPC139692
0.8182 Intermediate Similarity NPC99653
0.8182 Intermediate Similarity NPC166346
0.8173 Intermediate Similarity NPC478057
0.8173 Intermediate Similarity NPC475889
0.8173 Intermediate Similarity NPC7644
0.8173 Intermediate Similarity NPC95899
0.8173 Intermediate Similarity NPC127933
0.8173 Intermediate Similarity NPC7613
0.8165 Intermediate Similarity NPC56448
0.8165 Intermediate Similarity NPC474271
0.8163 Intermediate Similarity NPC232202
0.8163 Intermediate Similarity NPC281942
0.8163 Intermediate Similarity NPC232426
0.8155 Intermediate Similarity NPC81530
0.8155 Intermediate Similarity NPC63249
0.8144 Intermediate Similarity NPC477302
0.8144 Intermediate Similarity NPC226863
0.8144 Intermediate Similarity NPC24816
0.8137 Intermediate Similarity NPC478056
0.8137 Intermediate Similarity NPC108368
0.8137 Intermediate Similarity NPC57079
0.8137 Intermediate Similarity NPC222303
0.8131 Intermediate Similarity NPC141350
0.8131 Intermediate Similarity NPC112457
0.8131 Intermediate Similarity NPC474243
0.8125 Intermediate Similarity NPC471219
0.8125 Intermediate Similarity NPC473226
0.8125 Intermediate Similarity NPC475041
0.8125 Intermediate Similarity NPC329692

  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 NPC31058 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
0.8317 Intermediate Similarity NPD7638 Approved
0.8235 Intermediate Similarity NPD7639 Approved
0.8235 Intermediate Similarity NPD7640 Approved
0.7822 Intermediate Similarity NPD6399 Phase 3
0.7798 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7788 Intermediate Similarity NPD4225 Approved
0.7727 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7706 Intermediate Similarity NPD6686 Approved
0.7692 Intermediate Similarity NPD7902 Approved
0.7685 Intermediate Similarity NPD6008 Approved
0.7653 Intermediate Similarity NPD1694 Approved
0.7632 Intermediate Similarity NPD7115 Discovery
0.7589 Intermediate Similarity NPD6053 Discontinued
0.7576 Intermediate Similarity NPD3618 Phase 1
0.7573 Intermediate Similarity NPD7748 Approved
0.757 Intermediate Similarity NPD7632 Discontinued
0.7549 Intermediate Similarity NPD7515 Phase 2
0.7526 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7476 Intermediate Similarity NPD5779 Approved
0.7476 Intermediate Similarity NPD5778 Approved
0.7455 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD7900 Approved
0.7379 Intermediate Similarity NPD5281 Approved
0.7379 Intermediate Similarity NPD5284 Approved
0.7379 Intermediate Similarity NPD6411 Approved
0.7364 Intermediate Similarity NPD6402 Approved
0.7364 Intermediate Similarity NPD6675 Approved
0.7364 Intermediate Similarity NPD7128 Approved
0.7364 Intermediate Similarity NPD5739 Approved
0.7347 Intermediate Similarity NPD3667 Approved
0.7321 Intermediate Similarity NPD6372 Approved
0.7321 Intermediate Similarity NPD6373 Approved
0.7297 Intermediate Similarity NPD5697 Approved
0.7297 Intermediate Similarity NPD5701 Approved
0.7282 Intermediate Similarity NPD46 Approved
0.7282 Intermediate Similarity NPD6698 Approved
0.7232 Intermediate Similarity NPD6881 Approved
0.7232 Intermediate Similarity NPD6011 Approved
0.7232 Intermediate Similarity NPD7320 Approved
0.7232 Intermediate Similarity NPD6899 Approved
0.7228 Intermediate Similarity NPD5330 Approved
0.7228 Intermediate Similarity NPD6684 Approved
0.7228 Intermediate Similarity NPD5279 Phase 3
0.7228 Intermediate Similarity NPD7334 Approved
0.7228 Intermediate Similarity NPD7521 Approved
0.7228 Intermediate Similarity NPD7146 Approved
0.7228 Intermediate Similarity NPD6409 Approved
0.7227 Intermediate Similarity NPD8513 Phase 3
0.7217 Intermediate Similarity NPD4632 Approved
0.72 Intermediate Similarity NPD3665 Phase 1
0.72 Intermediate Similarity NPD3133 Approved
0.72 Intermediate Similarity NPD3666 Approved
0.72 Intermediate Similarity NPD4786 Approved
0.7196 Intermediate Similarity NPD6084 Phase 2
0.7196 Intermediate Similarity NPD6083 Phase 2
0.7193 Intermediate Similarity NPD6649 Approved
0.7193 Intermediate Similarity NPD6650 Approved
0.7184 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD6101 Approved
0.7184 Intermediate Similarity NPD5328 Approved
0.717 Intermediate Similarity NPD5695 Phase 3
0.717 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD6013 Approved
0.7168 Intermediate Similarity NPD6014 Approved
0.7168 Intermediate Similarity NPD6012 Approved
0.7143 Intermediate Similarity NPD6412 Phase 2
0.7143 Intermediate Similarity NPD4202 Approved
0.7131 Intermediate Similarity NPD7507 Approved
0.713 Intermediate Similarity NPD5696 Approved
0.7115 Intermediate Similarity NPD5207 Approved
0.7105 Intermediate Similarity NPD6883 Approved
0.7105 Intermediate Similarity NPD7290 Approved
0.7105 Intermediate Similarity NPD7102 Approved
0.7103 Intermediate Similarity NPD4697 Phase 3
0.7087 Intermediate Similarity NPD5737 Approved
0.7087 Intermediate Similarity NPD6672 Approved
0.7087 Intermediate Similarity NPD6903 Approved
0.7087 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD8517 Approved
0.7083 Intermediate Similarity NPD8516 Approved
0.7083 Intermediate Similarity NPD8515 Approved
0.7083 Intermediate Similarity NPD7503 Approved
0.7048 Intermediate Similarity NPD8034 Phase 2
0.7048 Intermediate Similarity NPD8035 Phase 2
0.7048 Intermediate Similarity NPD5693 Phase 1
0.7048 Intermediate Similarity NPD6079 Approved
0.7048 Intermediate Similarity NPD7637 Suspended
0.7043 Intermediate Similarity NPD6869 Approved
0.7043 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD6847 Approved
0.7043 Intermediate Similarity NPD8130 Phase 1
0.7043 Intermediate Similarity NPD6617 Approved
0.7037 Intermediate Similarity NPD4755 Approved
0.7034 Intermediate Similarity NPD6009 Approved
0.7019 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6319 Approved
0.6984 Remote Similarity NPD7260 Phase 2
0.6983 Remote Similarity NPD8297 Approved
0.6983 Remote Similarity NPD6882 Approved
0.6972 Remote Similarity NPD8029 Clinical (unspecified phase)
0.696 Remote Similarity NPD7319 Approved
0.6957 Remote Similarity NPD6371 Approved
0.6952 Remote Similarity NPD7838 Discovery
0.6952 Remote Similarity NPD5785 Approved
0.6952 Remote Similarity NPD5692 Phase 3
0.6944 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6944 Remote Similarity NPD5221 Approved
0.6944 Remote Similarity NPD5222 Approved
0.6942 Remote Similarity NPD5983 Phase 2
0.6937 Remote Similarity NPD5211 Phase 2
0.693 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6916 Remote Similarity NPD5282 Discontinued
0.6911 Remote Similarity NPD7492 Approved
0.6909 Remote Similarity NPD4696 Approved
0.6909 Remote Similarity NPD5285 Approved
0.6909 Remote Similarity NPD6648 Approved
0.6909 Remote Similarity NPD5286 Approved
0.6909 Remote Similarity NPD4700 Approved
0.6897 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6887 Remote Similarity NPD5694 Approved
0.6887 Remote Similarity NPD6050 Approved
0.6881 Remote Similarity NPD5173 Approved
0.687 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6863 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6863 Remote Similarity NPD3668 Phase 3
0.686 Remote Similarity NPD6054 Approved
0.686 Remote Similarity NPD6059 Approved
0.6857 Remote Similarity NPD4753 Phase 2
0.6855 Remote Similarity NPD6616 Approved
0.6847 Remote Similarity NPD5223 Approved
0.6847 Remote Similarity NPD5344 Discontinued
0.6842 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6833 Remote Similarity NPD7328 Approved
0.6833 Remote Similarity NPD7327 Approved
0.6829 Remote Similarity NPD8328 Phase 3
0.6829 Remote Similarity NPD7604 Phase 2
0.6827 Remote Similarity NPD3573 Approved
0.6814 Remote Similarity NPD5141 Approved
0.6807 Remote Similarity NPD6274 Approved
0.6804 Remote Similarity NPD8039 Approved
0.6803 Remote Similarity NPD6016 Approved
0.6803 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6803 Remote Similarity NPD6015 Approved
0.6803 Remote Similarity NPD8033 Approved
0.68 Remote Similarity NPD4695 Discontinued
0.68 Remote Similarity NPD8293 Discontinued
0.68 Remote Similarity NPD7078 Approved
0.68 Remote Similarity NPD8074 Phase 3
0.6797 Remote Similarity NPD6845 Suspended
0.6796 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6786 Remote Similarity NPD5225 Approved
0.6786 Remote Similarity NPD5224 Approved
0.6786 Remote Similarity NPD5226 Approved
0.6786 Remote Similarity NPD4633 Approved
0.678 Remote Similarity NPD8133 Approved
0.6777 Remote Similarity NPD7516 Approved
0.6759 Remote Similarity NPD6001 Approved
0.675 Remote Similarity NPD6317 Approved
0.6748 Remote Similarity NPD6370 Approved
0.6748 Remote Similarity NPD5988 Approved
0.6746 Remote Similarity NPD7736 Approved
0.6731 Remote Similarity NPD4694 Approved
0.6731 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5280 Approved
0.6731 Remote Similarity NPD4623 Approved
0.6731 Remote Similarity NPD4519 Discontinued
0.6729 Remote Similarity NPD7983 Approved
0.6726 Remote Similarity NPD4754 Approved
0.6726 Remote Similarity NPD5174 Approved
0.6726 Remote Similarity NPD5175 Approved
0.6721 Remote Similarity NPD8377 Approved
0.6721 Remote Similarity NPD8294 Approved
0.672 Remote Similarity NPD6336 Discontinued
0.6699 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6698 Remote Similarity NPD6080 Approved
0.6698 Remote Similarity NPD6051 Approved
0.6698 Remote Similarity NPD6673 Approved
0.6698 Remote Similarity NPD6904 Approved
0.6698 Remote Similarity NPD1695 Approved
0.6697 Remote Similarity NPD5210 Approved
0.6697 Remote Similarity NPD4629 Approved
0.6694 Remote Similarity NPD6335 Approved
0.6694 Remote Similarity NPD6313 Approved
0.6694 Remote Similarity NPD6067 Discontinued
0.6694 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD8380 Approved
0.6667 Remote Similarity NPD8335 Approved
0.6667 Remote Similarity NPD4634 Approved
0.6667 Remote Similarity NPD8379 Approved
0.6667 Remote Similarity NPD8296 Approved
0.6667 Remote Similarity NPD6868 Approved
0.6667 Remote Similarity NPD4223 Phase 3
0.6667 Remote Similarity NPD4221 Approved
0.6667 Remote Similarity NPD8378 Approved
0.6639 Remote Similarity NPD7101 Approved
0.6639 Remote Similarity NPD7100 Approved
0.6635 Remote Similarity NPD1696 Phase 3
0.6634 Remote Similarity NPD8259 Clinical (unspecified phase)

  Bioactivity similarity: Similar Natural Products in NPASS

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

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

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