Structure

Physi-Chem Properties

Molecular Weight:  194.04
Volume:  162.671
LogP:  -2.253
LogD:  -1.718
LogS:  -0.053
# Rotatable Bonds:  1
TPSA:  127.45
# H-Bond Aceptor:  7
# H-Bond Donor:  5
# Rings:  1
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.298
Synthetic Accessibility Score:  3.702
Fsp3:  0.833
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:  -6.212
MDCK Permeability:  0.0007292071240954101
Pgp-inhibitor:  0.0
Pgp-substrate:  0.05
Human Intestinal Absorption (HIA):  0.83
20% Bioavailability (F20%):  0.008
30% Bioavailability (F30%):  0.952

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.402
Plasma Protein Binding (PPB):  12.046350479125977%
Volume Distribution (VD):  0.271
Pgp-substrate:  80.0458755493164%

ADMET: Metabolism

CYP1A2-inhibitor:  0.011
CYP1A2-substrate:  0.033
CYP2C19-inhibitor:  0.027
CYP2C19-substrate:  0.052
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.478
CYP2D6-inhibitor:  0.021
CYP2D6-substrate:  0.114
CYP3A4-inhibitor:  0.007
CYP3A4-substrate:  0.002

ADMET: Excretion

Clearance (CL):  1.481
Half-life (T1/2):  0.9

ADMET: Toxicity

hERG Blockers:  0.036
Human Hepatotoxicity (H-HT):  0.05
Drug-inuced Liver Injury (DILI):  0.353
AMES Toxicity:  0.033
Rat Oral Acute Toxicity:  0.067
Maximum Recommended Daily Dose:  0.001
Skin Sensitization:  0.055
Carcinogencity:  0.006
Eye Corrosion:  0.003
Eye Irritation:  0.182
Respiratory Toxicity:  0.039

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

  Natural Product: NPC258690

Natural Product ID:  NPC258690
Common Name*:   (2S,3S,4S,5R)-3,4,5,6-Tetrahydroxyoxane-2-Carboxylic Acid
IUPAC Name:   (2S,3S,4S,5R)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid
Synonyms:  
Standard InCHIKey:  AEMOLEFTQBMNLQ-AQKNRBDQSA-N
Standard InCHI:  InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4-,6?/m0/s1
SMILES:  [C@@H]1([C@@H]([C@@H](C(=O)O)OC([C@@H]1O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL496672
PubChem CID:   94715
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates
          • [CHEMONTID:0000215] Sugar acids and derivatives
            • [CHEMONTID:0002094] Glucuronic acid derivatives

*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
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota Flowers Tantempango, Hidalgo, Mexico 2019-May DOI[10.1007/s11130-020-00822-2]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. PMID[16297615]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. leaf n.a. PMID[18409045]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. whole plant n.a. PMID[18543151]
NPO29141 Panax ginseng Species Araliaceae Eukaryota flower buds n.a. n.a. PMID[19926279]
NPO4011 Chlamydomonas reinhardtii Species Chlamydomonadaceae Eukaryota n.a. n.a. n.a. PMID[20581114]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. root n.a. PMID[2092947]
NPO29141 Panax ginseng Species Araliaceae Eukaryota berry n.a. n.a. PMID[21216145]
NPO29141 Panax ginseng Species Araliaceae Eukaryota leaves n.a. n.a. PMID[24290061]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. PMID[24358188]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[24968750]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[25152999]
NPO4011 Chlamydomonas reinhardtii Species Chlamydomonadaceae Eukaryota n.a. n.a. n.a. PMID[25515814]
NPO29141 Panax ginseng Species Araliaceae Eukaryota stems-leaves n.a. n.a. PMID[26420067]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. stem n.a. PMID[27914541]
NPO29141 Panax ginseng Species Araliaceae Eukaryota Flower Buds n.a. n.a. PMID[28345906]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[32129622]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. PMID[8778246]
NPO4011 Chlamydomonas reinhardtii Species Chlamydomonadaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4011 Chlamydomonas reinhardtii Species Chlamydomonadaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2837 Aloe spicata Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2997 Aloe africana Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4011 Chlamydomonas reinhardtii Species Chlamydomonadaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2997 Aloe africana Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11578 Aloe vera Species Xanthorrhoeaceae 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
NPT3638 Organism BK polyomavirus BK polyomavirus EC50 > 100000.0 nM PMID[484342]
NPT27 Others Unspecified CC50 > 100000.0 nM PMID[484342]

☑ 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 NPC258690 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 NPC317651
0.9138 High Similarity NPC220922
0.9048 High Similarity NPC32148
0.85 High Similarity NPC293692
0.8276 Intermediate Similarity NPC277878
0.8136 Intermediate Similarity NPC196612
0.7846 Intermediate Similarity NPC268243
0.7778 Intermediate Similarity NPC320032
0.7576 Intermediate Similarity NPC325773
0.75 Intermediate Similarity NPC322855
0.7385 Intermediate Similarity NPC323945
0.7353 Intermediate Similarity NPC76881
0.7353 Intermediate Similarity NPC12040
0.7288 Intermediate Similarity NPC247546
0.7288 Intermediate Similarity NPC172086
0.7273 Intermediate Similarity NPC320296
0.7241 Intermediate Similarity NPC176017
0.7241 Intermediate Similarity NPC285364
0.7241 Intermediate Similarity NPC69445
0.7241 Intermediate Similarity NPC199857
0.7241 Intermediate Similarity NPC92246
0.7241 Intermediate Similarity NPC165846
0.7241 Intermediate Similarity NPC21209
0.7241 Intermediate Similarity NPC73906
0.7241 Intermediate Similarity NPC255377
0.7241 Intermediate Similarity NPC289758
0.7167 Intermediate Similarity NPC46254
0.7143 Intermediate Similarity NPC206601
0.7119 Intermediate Similarity NPC321087
0.7119 Intermediate Similarity NPC277475
0.7042 Intermediate Similarity NPC50228
0.7042 Intermediate Similarity NPC97736
0.7042 Intermediate Similarity NPC250619
0.7 Intermediate Similarity NPC14144
0.6944 Remote Similarity NPC241265
0.6944 Remote Similarity NPC211428
0.6944 Remote Similarity NPC285003
0.6897 Remote Similarity NPC70756
0.6897 Remote Similarity NPC320240
0.6885 Remote Similarity NPC157193
0.6885 Remote Similarity NPC299781
0.6885 Remote Similarity NPC282143
0.6885 Remote Similarity NPC42503
0.6818 Remote Similarity NPC61567
0.678 Remote Similarity NPC242655
0.678 Remote Similarity NPC38891
0.6774 Remote Similarity NPC323574
0.6757 Remote Similarity NPC185419
0.6757 Remote Similarity NPC184550
0.6724 Remote Similarity NPC213159
0.6724 Remote Similarity NPC86191
0.6724 Remote Similarity NPC298699
0.6724 Remote Similarity NPC134252
0.6724 Remote Similarity NPC317182
0.6724 Remote Similarity NPC291502
0.6719 Remote Similarity NPC19676
0.6719 Remote Similarity NPC323401
0.6667 Remote Similarity NPC23134
0.6667 Remote Similarity NPC124963
0.6667 Remote Similarity NPC225748
0.6667 Remote Similarity NPC198377
0.6667 Remote Similarity NPC206823
0.6667 Remote Similarity NPC326533
0.6667 Remote Similarity NPC233726
0.6667 Remote Similarity NPC163812
0.6667 Remote Similarity NPC9763
0.6667 Remote Similarity NPC308096
0.6667 Remote Similarity NPC169085
0.6667 Remote Similarity NPC291228
0.6667 Remote Similarity NPC39266
0.6618 Remote Similarity NPC17935
0.6615 Remote Similarity NPC6883
0.6552 Remote Similarity NPC35661
0.65 Remote Similarity NPC270088
0.6471 Remote Similarity NPC179624
0.6462 Remote Similarity NPC157514
0.6462 Remote Similarity NPC269166
0.6462 Remote Similarity NPC65985
0.6462 Remote Similarity NPC130683
0.6462 Remote Similarity NPC314821
0.6462 Remote Similarity NPC107914
0.6462 Remote Similarity NPC246558
0.6462 Remote Similarity NPC89145
0.6462 Remote Similarity NPC317626
0.6462 Remote Similarity NPC67660
0.6462 Remote Similarity NPC317501
0.6462 Remote Similarity NPC242073
0.6462 Remote Similarity NPC323361
0.6462 Remote Similarity NPC145112
0.6462 Remote Similarity NPC58629
0.6462 Remote Similarity NPC165198
0.6441 Remote Similarity NPC228782
0.6441 Remote Similarity NPC259982
0.6441 Remote Similarity NPC313565
0.6438 Remote Similarity NPC57788
0.6438 Remote Similarity NPC53879
0.642 Remote Similarity NPC476087
0.642 Remote Similarity NPC475270
0.642 Remote Similarity NPC477347
0.642 Remote Similarity NPC173328
0.642 Remote Similarity NPC238056
0.642 Remote Similarity NPC297768
0.642 Remote Similarity NPC475327
0.642 Remote Similarity NPC269318
0.642 Remote Similarity NPC475667
0.642 Remote Similarity NPC186992
0.6418 Remote Similarity NPC3547
0.641 Remote Similarity NPC477350
0.6389 Remote Similarity NPC190418
0.6389 Remote Similarity NPC471760
0.6389 Remote Similarity NPC471761
0.6379 Remote Similarity NPC266553
0.6364 Remote Similarity NPC125164
0.6364 Remote Similarity NPC303727
0.6333 Remote Similarity NPC29721
0.6329 Remote Similarity NPC476783
0.6329 Remote Similarity NPC476782
0.6329 Remote Similarity NPC216883
0.6329 Remote Similarity NPC474003
0.6329 Remote Similarity NPC110813
0.6329 Remote Similarity NPC476781
0.6316 Remote Similarity NPC96322
0.6304 Remote Similarity NPC324667
0.6282 Remote Similarity NPC473948
0.6271 Remote Similarity NPC100742
0.6271 Remote Similarity NPC192402
0.6271 Remote Similarity NPC97444
0.6271 Remote Similarity NPC19044
0.6271 Remote Similarity NPC24751
0.6271 Remote Similarity NPC121018
0.6269 Remote Similarity NPC60830
0.6269 Remote Similarity NPC68743
0.6265 Remote Similarity NPC60849
0.6265 Remote Similarity NPC472352
0.6265 Remote Similarity NPC477332
0.625 Remote Similarity NPC477323
0.625 Remote Similarity NPC281563
0.625 Remote Similarity NPC109887
0.625 Remote Similarity NPC477326
0.625 Remote Similarity NPC475425
0.625 Remote Similarity NPC477325
0.625 Remote Similarity NPC477320
0.625 Remote Similarity NPC477329
0.625 Remote Similarity NPC477330
0.625 Remote Similarity NPC113745
0.625 Remote Similarity NPC133377
0.625 Remote Similarity NPC146380
0.625 Remote Similarity NPC477328
0.6176 Remote Similarity NPC148424
0.6173 Remote Similarity NPC146992
0.6173 Remote Similarity NPC85759
0.6173 Remote Similarity NPC294748
0.6173 Remote Similarity NPC477346
0.6173 Remote Similarity NPC158302
0.6173 Remote Similarity NPC22742
0.6173 Remote Similarity NPC477344
0.6167 Remote Similarity NPC320189
0.6133 Remote Similarity NPC67099
0.6119 Remote Similarity NPC469937
0.6119 Remote Similarity NPC23155
0.6119 Remote Similarity NPC320588
0.6119 Remote Similarity NPC53463
0.6098 Remote Similarity NPC267592
0.6094 Remote Similarity NPC293378
0.6087 Remote Similarity NPC472025
0.6087 Remote Similarity NPC219040
0.6047 Remote Similarity NPC470657
0.6032 Remote Similarity NPC252918
0.6032 Remote Similarity NPC230789
0.6024 Remote Similarity NPC472202
0.6024 Remote Similarity NPC236649
0.6024 Remote Similarity NPC119583
0.6024 Remote Similarity NPC183888
0.6024 Remote Similarity NPC477331
0.6024 Remote Similarity NPC307400
0.6024 Remote Similarity NPC472200
0.6024 Remote Similarity NPC477319
0.6024 Remote Similarity NPC472204
0.6024 Remote Similarity NPC290012
0.6024 Remote Similarity NPC89843
0.6024 Remote Similarity NPC184915
0.6024 Remote Similarity NPC115013
0.6024 Remote Similarity NPC143421
0.6024 Remote Similarity NPC477318
0.6024 Remote Similarity NPC21693
0.6024 Remote Similarity NPC472203
0.6024 Remote Similarity NPC27289
0.6024 Remote Similarity NPC126685
0.6024 Remote Similarity NPC44782
0.6024 Remote Similarity NPC472201
0.6024 Remote Similarity NPC472205
0.6024 Remote Similarity NPC123204
0.6024 Remote Similarity NPC259294
0.6024 Remote Similarity NPC169345
0.6024 Remote Similarity NPC477317
0.6024 Remote Similarity NPC224953
0.6 Remote Similarity NPC290179
0.6 Remote Similarity NPC34877
0.6 Remote Similarity NPC317023
0.6 Remote Similarity NPC469925

  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 NPC258690 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
1.0 High Similarity NPD8961 Approved
0.9138 High Similarity NPD8959 Approved
0.9048 High Similarity NPD897 Approved
0.9048 High Similarity NPD898 Approved
0.9048 High Similarity NPD896 Approved
0.8276 Intermediate Similarity NPD9011 Approved
0.8276 Intermediate Similarity NPD9007 Approved
0.8276 Intermediate Similarity NPD72 Approved
0.8276 Intermediate Similarity NPD65 Approved
0.8276 Intermediate Similarity NPD9010 Approved
0.8276 Intermediate Similarity NPD9008 Approved
0.8276 Intermediate Similarity NPD64 Approved
0.8276 Intermediate Similarity NPD66 Approved
0.8276 Intermediate Similarity NPD8960 Approved
0.8276 Intermediate Similarity NPD9009 Approved
0.7945 Intermediate Similarity NPD7329 Approved
0.7857 Intermediate Similarity NPD3181 Approved
0.7742 Intermediate Similarity NPD73 Approved
0.75 Intermediate Similarity NPD9002 Approved
0.75 Intermediate Similarity NPD9001 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD9005 Phase 3
0.7288 Intermediate Similarity NPD9004 Approved
0.7288 Intermediate Similarity NPD9003 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD9000 Phase 3
0.7241 Intermediate Similarity NPD8993 Phase 1
0.7241 Intermediate Similarity NPD8997 Approved
0.7241 Intermediate Similarity NPD8999 Phase 3
0.7241 Intermediate Similarity NPD8998 Phase 2
0.7 Intermediate Similarity NPD8966 Approved
0.7 Intermediate Similarity NPD8965 Approved
0.6744 Remote Similarity NPD1446 Phase 3
0.6744 Remote Similarity NPD1447 Phase 3
0.6724 Remote Similarity NPD8788 Approved
0.6711 Remote Similarity NPD11 Approved
0.6711 Remote Similarity NPD376 Approved
0.6667 Remote Similarity NPD905 Approved
0.6667 Remote Similarity NPD904 Phase 3
0.6613 Remote Similarity NPD8964 Approved
0.6462 Remote Similarity NPD888 Phase 3
0.6462 Remote Similarity NPD889 Approved
0.6462 Remote Similarity NPD895 Approved
0.6462 Remote Similarity NPD9035 Clinical (unspecified phase)
0.6462 Remote Similarity NPD891 Phase 3
0.6462 Remote Similarity NPD890 Clinical (unspecified phase)
0.6462 Remote Similarity NPD887 Approved
0.6462 Remote Similarity NPD892 Phase 3
0.6462 Remote Similarity NPD893 Approved
0.6462 Remote Similarity NPD9036 Phase 3
0.6462 Remote Similarity NPD894 Approved
0.6444 Remote Similarity NPD881 Approved
0.6374 Remote Similarity NPD2255 Approved
0.6333 Remote Similarity NPD9006 Approved
0.6308 Remote Similarity NPD2269 Approved
0.6286 Remote Similarity NPD9120 Clinical (unspecified phase)
0.6271 Remote Similarity NPD8605 Approved
0.6271 Remote Similarity NPD8598 Approved
0.6271 Remote Similarity NPD8601 Approved
0.6271 Remote Similarity NPD8599 Approved
0.6271 Remote Similarity NPD8602 Approved
0.6271 Remote Similarity NPD8600 Approved
0.6271 Remote Similarity NPD8603 Approved
0.6271 Remote Similarity NPD8604 Approved
0.617 Remote Similarity NPD7139 Approved
0.617 Remote Similarity NPD7141 Clinical (unspecified phase)
0.617 Remote Similarity NPD7140 Approved
0.6119 Remote Similarity NPD3728 Approved
0.6119 Remote Similarity NPD3730 Approved
0.6094 Remote Similarity NPD71 Approved
0.6094 Remote Similarity NPD9126 Approved
0.6094 Remote Similarity NPD9129 Approved
0.5938 Remote Similarity NPD9130 Phase 3
0.5938 Remote Similarity NPD9125 Approved
0.5938 Remote Similarity NPD9123 Approved
0.5938 Remote Similarity NPD9124 Approved
0.5938 Remote Similarity NPD9128 Approved
0.5938 Remote Similarity NPD109 Approved
0.5938 Remote Similarity NPD9121 Approved
0.5938 Remote Similarity NPD9127 Approved
0.5938 Remote Similarity NPD9122 Approved
0.5938 Remote Similarity NPD108 Approved
0.5938 Remote Similarity NPD70 Approved
0.5909 Remote Similarity NPD618 Clinical (unspecified phase)
0.5873 Remote Similarity NPD8994 Approved
0.5833 Remote Similarity NPD6123 Approved
0.5714 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5714 Remote Similarity NPD2267 Suspended
0.5714 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5676 Remote Similarity NPD847 Phase 1
0.567 Remote Similarity NPD8084 Approved
0.567 Remote Similarity NPD8138 Approved
0.567 Remote Similarity NPD8139 Approved
0.567 Remote Similarity NPD8086 Approved
0.567 Remote Similarity NPD8082 Approved
0.567 Remote Similarity NPD8083 Approved
0.567 Remote Similarity NPD8085 Approved
0.5645 Remote Similarity NPD8957 Approved
0.5612 Remote Similarity NPD8276 Approved
0.5612 Remote Similarity NPD8275 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