Structure

Physi-Chem Properties

Molecular Weight:  135.03
Volume:  130.547
LogP:  1.203
LogD:  1.518
LogS:  -1.841
# Rotatable Bonds:  0
TPSA:  46.0
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.588
Synthetic Accessibility Score:  2.021
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.726
MDCK Permeability:  2.9958302548038773e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.064
Human Intestinal Absorption (HIA):  0.007
20% Bioavailability (F20%):  0.102
30% Bioavailability (F30%):  0.97

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.219
Plasma Protein Binding (PPB):  55.11986541748047%
Volume Distribution (VD):  0.542
Pgp-substrate:  29.5965518951416%

ADMET: Metabolism

CYP1A2-inhibitor:  0.95
CYP1A2-substrate:  0.914
CYP2C19-inhibitor:  0.334
CYP2C19-substrate:  0.062
CYP2C9-inhibitor:  0.013
CYP2C9-substrate:  0.044
CYP2D6-inhibitor:  0.098
CYP2D6-substrate:  0.092
CYP3A4-inhibitor:  0.024
CYP3A4-substrate:  0.239

ADMET: Excretion

Clearance (CL):  8.538
Half-life (T1/2):  0.866

ADMET: Toxicity

hERG Blockers:  0.01
Human Hepatotoxicity (H-HT):  0.473
Drug-inuced Liver Injury (DILI):  0.968
AMES Toxicity:  0.015
Rat Oral Acute Toxicity:  0.064
Maximum Recommended Daily Dose:  0.013
Skin Sensitization:  0.433
Carcinogencity:  0.815
Eye Corrosion:  0.032
Eye Irritation:  0.981
Respiratory Toxicity:  0.038

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

  Natural Product: NPC286195

Natural Product ID:  NPC286195
Common Name*:   Benzoxazolinone
IUPAC Name:   3H-1,3-benzoxazol-2-one
Synonyms:   Benzoxazolinone; Benzo[D]Oxazol-2(3H)-One
Standard InCHIKey:  ASSKVPFEZFQQNQ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)
SMILES:  Oc1nc2c(o1)cccc2
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL280323
PubChem CID:   6043
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000302] Benzoxazoles
        • [CHEMONTID:0001973] Benzoxazolones

*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
NPO33369.1 coix lachryma-jobi Under-species n.a. n.a. Roots n.a. n.a. PMID[2453615]
NPO11504 Lethariella cladonioides Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11504 Lethariella cladonioides Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8137 Polygonum spectabile Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11504 Lethariella cladonioides Species Parmeliaceae 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
NPT208 Individual Protein Cytochrome P450 1A2 Homo sapiens IC50 = 370000.0 nM PMID[474607]
NPT1136 Cell Line mast cells Mus musculus Inhibition = 14.3 % PMID[474608]
NPT56 Individual Protein Beta-lactamase AmpC Escherichia coli K-12 Potency = 562.3 nM PMID[474610]
NPT532 Individual Protein Lysine-specific demethylase 4A Homo sapiens Potency n.a. 31622.8 nM PMID[474610]
NPT65 Cell Line HepG2 Homo sapiens Potency n.a. 35481.3 nM PMID[474610]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 290.9 nM PMID[474610]
NPT1078 Individual Protein Indoleamine 2,3-dioxygenase Homo sapiens Inhibition = 4.0 % PMID[474611]
NPT105 Individual Protein Muscleblind-like protein 1 Homo sapiens Potency n.a. 100000.0 nM PMID[474610]
NPT5696 Individual Protein UDP-N-acetylglucosamine--peptide N-acetylglucosaminyltransferase 110 kDa subunit Homo sapiens IC50 = 11900.0 nM PMID[474612]
NPT645 Individual Protein D-amino-acid oxidase Homo sapiens Inhibition = 26.0 % PMID[474613]
NPT522 Organism Abutilon theophrasti Abutilon theophrasti Activity = 14.0 % PMID[474609]
NPT522 Organism Abutilon theophrasti Abutilon theophrasti Activity = 111.0 % PMID[474609]
NPT522 Organism Abutilon theophrasti Abutilon theophrasti Activity = 75.0 % PMID[474609]
NPT522 Organism Abutilon theophrasti Abutilon theophrasti Activity = 118.0 % PMID[474609]
NPT522 Organism Abutilon theophrasti Abutilon theophrasti Activity = 116.0 % PMID[474609]
NPT522 Organism Abutilon theophrasti Abutilon theophrasti Activity = 125.0 % PMID[474609]
NPT2 Others Unspecified Inhibition > 20.0 % PMID[474612]
NPT2 Others Unspecified Activity > 20.0 % PMID[474612]
NPT2 Others Unspecified Activity = 80.0 % PMID[474612]

☑ 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 NPC286195 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
0.9235 High Similarity NPC469961
0.892 High Similarity NPC220408
0.754 Intermediate Similarity NPC230403
0.7402 Intermediate Similarity NPC314633
0.7259 Intermediate Similarity NPC321428
0.7196 Intermediate Similarity NPC144381
0.7143 Intermediate Similarity NPC85443
0.7114 Intermediate Similarity NPC146418
0.7088 Intermediate Similarity NPC253810
0.7079 Intermediate Similarity NPC474428
0.7073 Intermediate Similarity NPC184408
0.7044 Intermediate Similarity NPC39500
0.7 Intermediate Similarity NPC161801
0.699 Remote Similarity NPC174576
0.6946 Remote Similarity NPC187501
0.6912 Remote Similarity NPC38237
0.6906 Remote Similarity NPC118511
0.6897 Remote Similarity NPC302159
0.6895 Remote Similarity NPC241025
0.6889 Remote Similarity NPC322644
0.6875 Remote Similarity NPC288987
0.6866 Remote Similarity NPC477587
0.6866 Remote Similarity NPC477589
0.6857 Remote Similarity NPC257142
0.6837 Remote Similarity NPC102593
0.6837 Remote Similarity NPC196718
0.6827 Remote Similarity NPC131885
0.6804 Remote Similarity NPC477590
0.6804 Remote Similarity NPC477585
0.6804 Remote Similarity NPC477588
0.6804 Remote Similarity NPC477586
0.6796 Remote Similarity NPC324361
0.6793 Remote Similarity NPC1527
0.6778 Remote Similarity NPC116573
0.6777 Remote Similarity NPC144452
0.6776 Remote Similarity NPC274640
0.6763 Remote Similarity NPC118228
0.6745 Remote Similarity NPC205372
0.6742 Remote Similarity NPC284348
0.6723 Remote Similarity NPC13432
0.6719 Remote Similarity NPC42591
0.6714 Remote Similarity NPC208084
0.6703 Remote Similarity NPC470894
0.67 Remote Similarity NPC472287
0.67 Remote Similarity NPC472286
0.6686 Remote Similarity NPC297584
0.6684 Remote Similarity NPC194040
0.6682 Remote Similarity NPC225279
0.6667 Remote Similarity NPC257763
0.665 Remote Similarity NPC269367
0.6649 Remote Similarity NPC303225
0.6636 Remote Similarity NPC179287
0.6636 Remote Similarity NPC240384
0.6632 Remote Similarity NPC295158
0.6618 Remote Similarity NPC87413
0.6618 Remote Similarity NPC300156
0.6604 Remote Similarity NPC54066
0.6585 Remote Similarity NPC4687
0.6575 Remote Similarity NPC298288
0.6574 Remote Similarity NPC140296
0.6566 Remote Similarity NPC475190
0.6562 Remote Similarity NPC118776
0.656 Remote Similarity NPC474688
0.6544 Remote Similarity NPC194740
0.6542 Remote Similarity NPC216612
0.6538 Remote Similarity NPC142688
0.6531 Remote Similarity NPC110741
0.6531 Remote Similarity NPC242928
0.6529 Remote Similarity NPC208022
0.6526 Remote Similarity NPC323969
0.6524 Remote Similarity NPC16066
0.6517 Remote Similarity NPC472284
0.6512 Remote Similarity NPC51388
0.6505 Remote Similarity NPC193238
0.6505 Remote Similarity NPC283117
0.6504 Remote Similarity NPC72715
0.6491 Remote Similarity NPC165964
0.6485 Remote Similarity NPC280714
0.6485 Remote Similarity NPC128823
0.6484 Remote Similarity NPC33229
0.6477 Remote Similarity NPC474798
0.6476 Remote Similarity NPC232225
0.6473 Remote Similarity NPC475844
0.6473 Remote Similarity NPC287208
0.6462 Remote Similarity NPC223189
0.6456 Remote Similarity NPC471736
0.6456 Remote Similarity NPC45190
0.6442 Remote Similarity NPC325297
0.6429 Remote Similarity NPC26872
0.6425 Remote Similarity NPC249583
0.6422 Remote Similarity NPC257851
0.6409 Remote Similarity NPC260434
0.6408 Remote Similarity NPC472259
0.6408 Remote Similarity NPC132539
0.6406 Remote Similarity NPC97746
0.6402 Remote Similarity NPC298436
0.64 Remote Similarity NPC148889
0.6398 Remote Similarity NPC177404
0.6398 Remote Similarity NPC79911
0.6394 Remote Similarity NPC39679
0.639 Remote Similarity NPC295898
0.6383 Remote Similarity NPC282346
0.6383 Remote Similarity NPC41717
0.6381 Remote Similarity NPC294375
0.6381 Remote Similarity NPC220337
0.638 Remote Similarity NPC473186
0.6374 Remote Similarity NPC109158
0.6372 Remote Similarity NPC124300
0.6372 Remote Similarity NPC174760
0.6368 Remote Similarity NPC50562
0.6368 Remote Similarity NPC153452
0.6368 Remote Similarity NPC116238
0.6367 Remote Similarity NPC196449
0.6367 Remote Similarity NPC314222
0.6359 Remote Similarity NPC317572
0.6359 Remote Similarity NPC475774
0.6356 Remote Similarity NPC209981
0.6355 Remote Similarity NPC309919
0.6348 Remote Similarity NPC470394
0.6348 Remote Similarity NPC470404
0.6348 Remote Similarity NPC470403
0.6344 Remote Similarity NPC208364
0.6344 Remote Similarity NPC291609
0.6344 Remote Similarity NPC120798
0.6343 Remote Similarity NPC476475
0.6341 Remote Similarity NPC470586
0.6338 Remote Similarity NPC67658
0.6335 Remote Similarity NPC474701
0.6327 Remote Similarity NPC320394
0.6324 Remote Similarity NPC26850
0.6324 Remote Similarity NPC18487
0.6323 Remote Similarity NPC34770
0.6323 Remote Similarity NPC182222
0.6323 Remote Similarity NPC39370
0.6321 Remote Similarity NPC315631
0.6319 Remote Similarity NPC52110
0.6318 Remote Similarity NPC473821
0.6313 Remote Similarity NPC206186
0.6313 Remote Similarity NPC478141
0.6308 Remote Similarity NPC206201
0.6308 Remote Similarity NPC169402
0.6294 Remote Similarity NPC20249
0.6292 Remote Similarity NPC168750
0.6288 Remote Similarity NPC310618
0.6287 Remote Similarity NPC93390
0.6284 Remote Similarity NPC94842
0.6283 Remote Similarity NPC273532
0.6281 Remote Similarity NPC221873
0.6279 Remote Similarity NPC247803
0.6278 Remote Similarity NPC172222
0.6278 Remote Similarity NPC470395
0.6278 Remote Similarity NPC329631
0.6276 Remote Similarity NPC470042
0.6274 Remote Similarity NPC310211
0.6274 Remote Similarity NPC308137
0.6272 Remote Similarity NPC160100
0.6269 Remote Similarity NPC84347
0.6268 Remote Similarity NPC270918
0.6257 Remote Similarity NPC285635
0.6256 Remote Similarity NPC77061
0.625 Remote Similarity NPC168209
0.6244 Remote Similarity NPC207851
0.6244 Remote Similarity NPC89508
0.6244 Remote Similarity NPC250448
0.6244 Remote Similarity NPC476287
0.6243 Remote Similarity NPC220523
0.6238 Remote Similarity NPC308392
0.6234 Remote Similarity NPC173250
0.6233 Remote Similarity NPC293151
0.6225 Remote Similarity NPC141454
0.6225 Remote Similarity NPC473814
0.6225 Remote Similarity NPC267928
0.6225 Remote Similarity NPC74153
0.6225 Remote Similarity NPC78767
0.6224 Remote Similarity NPC266551
0.6224 Remote Similarity NPC270301
0.6224 Remote Similarity NPC161887
0.6224 Remote Similarity NPC219963
0.6221 Remote Similarity NPC473987
0.6221 Remote Similarity NPC150239
0.6217 Remote Similarity NPC58209
0.6212 Remote Similarity NPC282103
0.621 Remote Similarity NPC122436
0.6204 Remote Similarity NPC303658
0.6201 Remote Similarity NPC316224
0.6193 Remote Similarity NPC280799
0.6193 Remote Similarity NPC90019
0.6186 Remote Similarity NPC3207
0.6186 Remote Similarity NPC8467
0.6186 Remote Similarity NPC322064
0.6186 Remote Similarity NPC258048
0.6186 Remote Similarity NPC288943
0.6181 Remote Similarity NPC160381
0.6181 Remote Similarity NPC204385
0.6179 Remote Similarity NPC470020
0.6168 Remote Similarity NPC236668
0.6164 Remote Similarity NPC243633
0.6164 Remote Similarity NPC175150
0.6161 Remote Similarity NPC470280
0.6158 Remote Similarity NPC226202

  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 NPC286195 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
0.9235 High Similarity NPD9243 Approved
0.8864 High Similarity NPD772 Phase 3
0.7968 Intermediate Similarity NPD2779 Approved
0.7959 Intermediate Similarity NPD5850 Phase 3
0.7903 Intermediate Similarity NPD2778 Approved
0.7846 Intermediate Similarity NPD2433 Clinical (unspecified phase)
0.7817 Intermediate Similarity NPD2785 Clinical (unspecified phase)
0.7772 Intermediate Similarity NPD1166 Clinical (unspecified phase)
0.7653 Intermediate Similarity NPD3945 Discontinued
0.7621 Intermediate Similarity NPD4460 Clinical (unspecified phase)
0.7512 Intermediate Similarity NPD4368 Phase 2
0.744 Intermediate Similarity NPD1467 Approved
0.744 Intermediate Similarity NPD1867 Approved
0.744 Intermediate Similarity NPD1466 Phase 3
0.7437 Intermediate Similarity NPD4667 Clinical (unspecified phase)
0.7411 Intermediate Similarity NPD3392 Approved
0.7291 Intermediate Similarity NPD6974 Phase 3
0.7282 Intermediate Similarity NPD6247 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1505 Phase 2
0.7264 Intermediate Similarity NPD1638 Discovery
0.7255 Intermediate Similarity NPD7180 Phase 3
0.7233 Intermediate Similarity NPD7547 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD4394 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD2951 Discontinued
0.713 Intermediate Similarity NPD7022 Phase 2
0.7065 Intermediate Similarity NPD2081 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD7853 Phase 2
0.7024 Intermediate Similarity NPD5443 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6393 Clinical (unspecified phase)
0.6977 Remote Similarity NPD3250 Phase 1
0.6912 Remote Similarity NPD5866 Approved
0.6837 Remote Similarity NPD5512 Phase 3
0.6822 Remote Similarity NPD4898 Clinical (unspecified phase)
0.6822 Remote Similarity NPD5924 Discontinued
0.6816 Remote Similarity NPD1936 Clinical (unspecified phase)
0.6699 Remote Similarity NPD7703 Clinical (unspecified phase)
0.6699 Remote Similarity NPD5416 Discontinued
0.6698 Remote Similarity NPD6160 Clinical (unspecified phase)
0.6637 Remote Similarity NPD6495 Clinical (unspecified phase)
0.6603 Remote Similarity NPD5417 Clinical (unspecified phase)
0.6603 Remote Similarity NPD7538 Clinical (unspecified phase)
0.6574 Remote Similarity NPD3259 Approved
0.656 Remote Similarity NPD7284 Clinical (unspecified phase)
0.6557 Remote Similarity NPD3258 Approved
0.6556 Remote Similarity NPD9596 Approved
0.6556 Remote Similarity NPD9595 Approved
0.6553 Remote Similarity NPD7467 Discontinued
0.6542 Remote Similarity NPD6209 Approved
0.6524 Remote Similarity NPD3257 Approved
0.6514 Remote Similarity NPD5479 Discontinued
0.6509 Remote Similarity NPD7395 Discontinued
0.6509 Remote Similarity NPD5632 Approved
0.6509 Remote Similarity NPD4429 Discontinued
0.6498 Remote Similarity NPD7994 Phase 2
0.6471 Remote Similarity NPD3074 Discontinued
0.6465 Remote Similarity NPD2285 Clinical (unspecified phase)
0.6452 Remote Similarity NPD1631 Approved
0.6444 Remote Similarity NPD6716 Phase 1
0.6438 Remote Similarity NPD1659 Phase 1
0.6435 Remote Similarity NPD5857 Phase 3
0.6432 Remote Similarity NPD5817 Discontinued
0.6425 Remote Similarity NPD5429 Discontinued
0.6422 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6407 Remote Similarity NPD6252 Clinical (unspecified phase)
0.6407 Remote Similarity NPD5532 Phase 2
0.6402 Remote Similarity NPD5320 Approved
0.6402 Remote Similarity NPD5319 Approved
0.6402 Remote Similarity NPD565 Phase 2
0.6385 Remote Similarity NPD3326 Clinical (unspecified phase)
0.638 Remote Similarity NPD7031 Phase 1
0.6378 Remote Similarity NPD1630 Approved
0.6376 Remote Similarity NPD3263 Phase 3
0.6373 Remote Similarity NPD4496 Clinical (unspecified phase)
0.6372 Remote Similarity NPD8479 Phase 2
0.6364 Remote Similarity NPD5022 Discontinued
0.6364 Remote Similarity NPD2792 Approved
0.6347 Remote Similarity NPD4328 Approved
0.6327 Remote Similarity NPD5083 Clinical (unspecified phase)
0.6316 Remote Similarity NPD1575 Approved
0.6316 Remote Similarity NPD1573 Approved
0.6311 Remote Similarity NPD1897 Discontinued
0.631 Remote Similarity NPD513 Approved
0.6305 Remote Similarity NPD6988 Phase 1
0.6303 Remote Similarity NPD6567 Clinical (unspecified phase)
0.6301 Remote Similarity NPD5640 Discontinued
0.628 Remote Similarity NPD5513 Phase 2
0.6278 Remote Similarity NPD6741 Clinical (unspecified phase)
0.6269 Remote Similarity NPD5603 Clinical (unspecified phase)
0.6256 Remote Similarity NPD6550 Discontinued
0.625 Remote Similarity NPD3946 Clinical (unspecified phase)
0.6222 Remote Similarity NPD3006 Discontinued
0.622 Remote Similarity NPD3507 Phase 2
0.6216 Remote Similarity NPD5801 Clinical (unspecified phase)
0.6211 Remote Similarity NPD2921 Clinical (unspecified phase)
0.6211 Remote Similarity NPD1927 Discontinued
0.6205 Remote Similarity NPD6223 Clinical (unspecified phase)
0.6205 Remote Similarity NPD4373 Phase 2
0.6195 Remote Similarity NPD4958 Clinical (unspecified phase)
0.6193 Remote Similarity NPD4923 Phase 1
0.619 Remote Similarity NPD3328 Phase 2
0.6188 Remote Similarity NPD6962 Phase 2
0.6179 Remote Similarity NPD5420 Discontinued
0.6172 Remote Similarity NPD6138 Clinical (unspecified phase)
0.617 Remote Similarity NPD9705 Discontinued
0.617 Remote Similarity NPD112 Approved
0.6164 Remote Similarity NPD4887 Discontinued
0.6164 Remote Similarity NPD6824 Clinical (unspecified phase)
0.6157 Remote Similarity NPD4322 Discontinued
0.6154 Remote Similarity NPD2114 Discontinued
0.615 Remote Similarity NPD3779 Clinical (unspecified phase)
0.6148 Remote Similarity NPD5499 Approved
0.6147 Remote Similarity NPD6242 Discontinued
0.6143 Remote Similarity NPD4952 Phase 3
0.614 Remote Similarity NPD5293 Phase 2
0.614 Remote Similarity NPD2547 Discontinued
0.6135 Remote Similarity NPD4491 Clinical (unspecified phase)
0.6127 Remote Similarity NPD4418 Discontinued
0.6122 Remote Similarity NPD1587 Approved
0.6114 Remote Similarity NPD7417 Discontinued
0.6114 Remote Similarity NPD1393 Approved
0.6104 Remote Similarity NPD5483 Clinical (unspecified phase)
0.6098 Remote Similarity NPD774 Phase 3
0.6093 Remote Similarity NPD3243 Approved
0.6091 Remote Similarity NPD8356 Approved
0.6089 Remote Similarity NPD4081 Clinical (unspecified phase)
0.6087 Remote Similarity NPD4548 Discontinued
0.6087 Remote Similarity NPD8116 Phase 3
0.6087 Remote Similarity NPD8117 Approved
0.6085 Remote Similarity NPD6366 Clinical (unspecified phase)
0.6085 Remote Similarity NPD9478 Approved
0.6085 Remote Similarity NPD3853 Clinical (unspecified phase)
0.6085 Remote Similarity NPD9479 Approved
0.6083 Remote Similarity NPD4989 Phase 2
0.6075 Remote Similarity NPD2540 Clinical (unspecified phase)
0.6075 Remote Similarity NPD7468 Clinical (unspecified phase)
0.6073 Remote Similarity NPD1568 Clinical (unspecified phase)
0.607 Remote Similarity NPD1033 Clinical (unspecified phase)
0.607 Remote Similarity NPD4515 Suspended
0.607 Remote Similarity NPD1034 Phase 3
0.6061 Remote Similarity NPD3178 Discontinued
0.6059 Remote Similarity NPD5871 Discontinued
0.6059 Remote Similarity NPD8463 Approved
0.6058 Remote Similarity NPD5228 Phase 3
0.6054 Remote Similarity NPD8430 Approved
0.6054 Remote Similarity NPD8330 Clinical (unspecified phase)
0.6053 Remote Similarity NPD946 Discontinued
0.6053 Remote Similarity NPD5805 Approved
0.6051 Remote Similarity NPD1586 Approved
0.6051 Remote Similarity NPD158 Discontinued
0.6049 Remote Similarity NPD6590 Discontinued
0.6041 Remote Similarity NPD5922 Phase 3
0.604 Remote Similarity NPD1898 Discontinued
0.604 Remote Similarity NPD2542 Clinical (unspecified phase)
0.6029 Remote Similarity NPD4372 Phase 1
0.6028 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6028 Remote Similarity NPD648 Clinical (unspecified phase)
0.602 Remote Similarity NPD9542 Approved
0.6019 Remote Similarity NPD7571 Clinical (unspecified phase)
0.6019 Remote Similarity NPD6722 Clinical (unspecified phase)
0.6019 Remote Similarity NPD2314 Clinical (unspecified phase)
0.6019 Remote Similarity NPD2130 Discontinued
0.6019 Remote Similarity NPD2772 Clinical (unspecified phase)
0.6018 Remote Similarity NPD1961 Clinical (unspecified phase)
0.6011 Remote Similarity NPD2366 Approved
0.601 Remote Similarity NPD1768 Approved
0.6 Remote Similarity NPD5482 Discontinued
0.6 Remote Similarity NPD1096 Discontinued
0.6 Remote Similarity NPD1038 Approved
0.5992 Remote Similarity NPD1480 Clinical (unspecified phase)
0.599 Remote Similarity NPD5003 Discontinued
0.599 Remote Similarity NPD1212 Approved
0.5989 Remote Similarity NPD180 Clinical (unspecified phase)
0.5982 Remote Similarity NPD3354 Phase 2
0.5982 Remote Similarity NPD2011 Clinical (unspecified phase)
0.5982 Remote Similarity NPD6568 Discontinued
0.5981 Remote Similarity NPD484 Approved
0.598 Remote Similarity NPD4204 Approved
0.598 Remote Similarity NPD4203 Approved
0.5979 Remote Similarity NPD9574 Clinical (unspecified phase)
0.5974 Remote Similarity NPD6790 Phase 1
0.5972 Remote Similarity NPD2121 Clinical (unspecified phase)
0.597 Remote Similarity NPD4889 Approved
0.5969 Remote Similarity NPD9690 Approved
0.5969 Remote Similarity NPD4736 Clinical (unspecified phase)
0.5959 Remote Similarity NPD9474 Approved
0.5958 Remote Similarity NPD3801 Clinical (unspecified phase)
0.5957 Remote Similarity NPD8324 Phase 2
0.5956 Remote Similarity NPD7710 Clinical (unspecified phase)
0.5952 Remote Similarity NPD6321 Discontinued
0.5952 Remote Similarity NPD7566 Clinical (unspecified phase)
0.5943 Remote Similarity NPD3947 Discontinued
0.5943 Remote Similarity NPD4467 Phase 2
0.5943 Remote Similarity NPD4465 Phase 2
0.5942 Remote Similarity NPD3478 Clinical (unspecified phase)
0.5942 Remote Similarity NPD3477 Phase 2
0.5941 Remote Similarity NPD5256 Discontinued
0.5936 Remote Similarity NPD1678 Clinical (unspecified phase)
0.5931 Remote Similarity NPD2564 Approved
0.5931 Remote Similarity NPD2565 Phase 2
0.593 Remote Similarity NPD6654 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