Structure

Physi-Chem Properties

Molecular Weight:  104.06
Volume:  97.382
LogP:  -3.615
LogD:  -1.73
LogS:  -0.905
# Rotatable Bonds:  2
TPSA:  89.34
# H-Bond Aceptor:  4
# H-Bond Donor:  5
# Rings:  0
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.392
Synthetic Accessibility Score:  2.984
Fsp3:  0.667
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:  -6.28
MDCK Permeability:  0.009403782896697521
Pgp-inhibitor:  0.001
Pgp-substrate:  0.018
Human Intestinal Absorption (HIA):  0.017
20% Bioavailability (F20%):  0.003
30% Bioavailability (F30%):  0.001

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.266
Plasma Protein Binding (PPB):  8.721380233764648%
Volume Distribution (VD):  0.68
Pgp-substrate:  91.67742156982422%

ADMET: Metabolism

CYP1A2-inhibitor:  0.009
CYP1A2-substrate:  0.037
CYP2C19-inhibitor:  0.037
CYP2C19-substrate:  0.054
CYP2C9-inhibitor:  0.025
CYP2C9-substrate:  0.254
CYP2D6-inhibitor:  0.011
CYP2D6-substrate:  0.243
CYP3A4-inhibitor:  0.011
CYP3A4-substrate:  0.028

ADMET: Excretion

Clearance (CL):  6.505
Half-life (T1/2):  0.664

ADMET: Toxicity

hERG Blockers:  0.028
Human Hepatotoxicity (H-HT):  0.059
Drug-inuced Liver Injury (DILI):  0.01
AMES Toxicity:  0.429
Rat Oral Acute Toxicity:  0.096
Maximum Recommended Daily Dose:  0.009
Skin Sensitization:  0.436
Carcinogencity:  0.079
Eye Corrosion:  0.061
Eye Irritation:  0.101
Respiratory Toxicity:  0.246

Download Data

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

  Natural Product: NPC326212

Natural Product ID:  NPC326212
Common Name*:   Dl-2,3-Diaminopropionic Acid
IUPAC Name:   2-amino-3-azaniumylpropanoate
Synonyms:   DL-2,3-diaminopropionic acid
Standard InCHIKey:  PECYZEOJVXMISF-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)
SMILES:  NC(C(=O)O)CN
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL596011
PubChem CID:   25201556
364
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0000013] Amino acids, peptides, and analogues
          • [CHEMONTID:0000347] Amino acids and derivatives
            • [CHEMONTID:0000060] Alpha amino acids and derivatives
              • [CHEMONTID:0002404] Alpha amino acids

*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
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. DOI[10.1016/0006-291X(79)91731-5]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. DOI[10.1093/emboj/18.8.2021]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[1091286]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[10977898]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[1100617]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[11745165]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[11750815]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[12369847]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[12467448]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[12805358]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. ChEBI[131529]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[13610867]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[13831814]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[14973046]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[15031653]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[15292242]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[15610037]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[1644759]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[16630633]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[170247]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[17765195]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[179975]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[19026742]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[19514719]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[19561621]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[21437340]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[21988831]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[22289691]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[22855027]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[23537328]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[23676670]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[241475]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24206068]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24783849]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24831709]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24939187]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24966042]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[24967680]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[2543976]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[25867074]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[26195826]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[26337258]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[26670289]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[26826371]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[29897754]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[30302998]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[318639]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[3283102]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[398096]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[4877125]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[4879561]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[4908789]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[5332408]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[6102982]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[6284709]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[6338507]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[7042909]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[7601837]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[8852895]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria n.a. n.a. n.a. PMID[9470222]
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria 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
NPT35 Others n.a. Activity = 98.0 % PMID[523562]
NPT35 Others n.a. Activity = 20.0 % PMID[523562]
NPT808 Individual Protein GABA transporter 1 Homo sapiens IC50 > 1000000.0 nM PMID[523563]
NPT811 Individual Protein Betaine transporter Homo sapiens IC50 = 630957.34 nM PMID[523563]
NPT817 Individual Protein GABA transporter 2 Homo sapiens IC50 = 39810.72 nM PMID[523563]
NPT810 Individual Protein GABA transporter 3 Homo sapiens IC50 = 31622.78 nM PMID[523563]

☑ 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 NPC326212 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 NPC237525
0.8421 Intermediate Similarity NPC272614
0.8421 Intermediate Similarity NPC116709
0.8421 Intermediate Similarity NPC21290
0.8205 Intermediate Similarity NPC63621
0.8182 Intermediate Similarity NPC316168
0.8108 Intermediate Similarity NPC114517
0.8049 Intermediate Similarity NPC53449
0.8049 Intermediate Similarity NPC121517
0.8049 Intermediate Similarity NPC168375
0.8049 Intermediate Similarity NPC66043
0.8049 Intermediate Similarity NPC326992
0.7778 Intermediate Similarity NPC136159
0.7727 Intermediate Similarity NPC329263
0.7727 Intermediate Similarity NPC285322
0.7727 Intermediate Similarity NPC208793
0.7674 Intermediate Similarity NPC167986
0.7674 Intermediate Similarity NPC291186
0.7609 Intermediate Similarity NPC153370
0.7556 Intermediate Similarity NPC213876
0.7556 Intermediate Similarity NPC297220
0.7556 Intermediate Similarity NPC185755
0.75 Intermediate Similarity NPC198301
0.75 Intermediate Similarity NPC325097
0.75 Intermediate Similarity NPC132307
0.75 Intermediate Similarity NPC126925
0.7442 Intermediate Similarity NPC326808
0.7442 Intermediate Similarity NPC110533
0.7442 Intermediate Similarity NPC254482
0.7442 Intermediate Similarity NPC226265
0.7442 Intermediate Similarity NPC219143
0.7442 Intermediate Similarity NPC317691
0.74 Intermediate Similarity NPC10915
0.7391 Intermediate Similarity NPC181588
0.7333 Intermediate Similarity NPC118459
0.7333 Intermediate Similarity NPC327698
0.7234 Intermediate Similarity NPC140872
0.7234 Intermediate Similarity NPC93081
0.7174 Intermediate Similarity NPC49952
0.7174 Intermediate Similarity NPC309658
0.7174 Intermediate Similarity NPC136476
0.7083 Intermediate Similarity NPC324825
0.7083 Intermediate Similarity NPC112890
0.7083 Intermediate Similarity NPC316231
0.7073 Intermediate Similarity NPC9294
0.7059 Intermediate Similarity NPC327831
0.7027 Intermediate Similarity NPC126681
0.7021 Intermediate Similarity NPC204364
0.6939 Remote Similarity NPC114990
0.6939 Remote Similarity NPC125736
0.6863 Remote Similarity NPC60672
0.6863 Remote Similarity NPC322091
0.6809 Remote Similarity NPC228932
0.6744 Remote Similarity NPC18188
0.6735 Remote Similarity NPC226027
0.6735 Remote Similarity NPC286989
0.6735 Remote Similarity NPC174246
0.6735 Remote Similarity NPC93888
0.6735 Remote Similarity NPC193989
0.6735 Remote Similarity NPC84636
0.6735 Remote Similarity NPC270805
0.6735 Remote Similarity NPC62045
0.6735 Remote Similarity NPC170739
0.6735 Remote Similarity NPC43204
0.6735 Remote Similarity NPC328378
0.6735 Remote Similarity NPC245027
0.6735 Remote Similarity NPC162620
0.6735 Remote Similarity NPC152451
0.6667 Remote Similarity NPC118187
0.6667 Remote Similarity NPC329495
0.6667 Remote Similarity NPC197087
0.6667 Remote Similarity NPC190184
0.66 Remote Similarity NPC315977
0.66 Remote Similarity NPC273330
0.66 Remote Similarity NPC137958
0.66 Remote Similarity NPC319175
0.6538 Remote Similarity NPC316889
0.6538 Remote Similarity NPC321118
0.6531 Remote Similarity NPC318523
0.6512 Remote Similarity NPC69179
0.64 Remote Similarity NPC17244
0.6346 Remote Similarity NPC317815
0.6316 Remote Similarity NPC322206
0.6316 Remote Similarity NPC273037
0.6296 Remote Similarity NPC38463
0.6296 Remote Similarity NPC325985
0.625 Remote Similarity NPC191136
0.6226 Remote Similarity NPC279661
0.6226 Remote Similarity NPC145235
0.6226 Remote Similarity NPC183845
0.62 Remote Similarity NPC227850
0.6182 Remote Similarity NPC278209
0.617 Remote Similarity NPC107645
0.617 Remote Similarity NPC276294
0.6154 Remote Similarity NPC155156
0.6154 Remote Similarity NPC200550
0.6122 Remote Similarity NPC198196
0.6111 Remote Similarity NPC102815
0.6111 Remote Similarity NPC2801
0.6098 Remote Similarity NPC145217
0.6098 Remote Similarity NPC84444
0.6071 Remote Similarity NPC190385
0.6071 Remote Similarity NPC176164
0.6071 Remote Similarity NPC93861
0.6071 Remote Similarity NPC189301
0.6071 Remote Similarity NPC112224
0.6071 Remote Similarity NPC327895
0.6071 Remote Similarity NPC43169
0.6047 Remote Similarity NPC134570
0.6042 Remote Similarity NPC323974
0.5965 Remote Similarity NPC321536
0.5965 Remote Similarity NPC320598
0.5965 Remote Similarity NPC321468
0.5965 Remote Similarity NPC254541
0.5965 Remote Similarity NPC317143
0.5965 Remote Similarity NPC316826
0.5965 Remote Similarity NPC327748
0.5893 Remote Similarity NPC317147
0.5893 Remote Similarity NPC283786
0.5893 Remote Similarity NPC82239
0.5893 Remote Similarity NPC318260
0.5882 Remote Similarity NPC327542
0.5862 Remote Similarity NPC177191
0.5862 Remote Similarity NPC327170
0.5862 Remote Similarity NPC68974
0.5862 Remote Similarity NPC329564
0.5862 Remote Similarity NPC143722
0.5862 Remote Similarity NPC321419
0.5818 Remote Similarity NPC322573
0.58 Remote Similarity NPC248970
0.58 Remote Similarity NPC306238
0.5789 Remote Similarity NPC245346
0.5789 Remote Similarity NPC302003
0.5789 Remote Similarity NPC11433
0.5778 Remote Similarity NPC216443
0.5778 Remote Similarity NPC124886
0.5763 Remote Similarity NPC118429
0.569 Remote Similarity NPC64250
0.569 Remote Similarity NPC268927
0.569 Remote Similarity NPC276928
0.5686 Remote Similarity NPC101249
0.5606 Remote Similarity NPC126293

  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 NPC326212 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
0.8421 Intermediate Similarity NPD8211 Approved
0.8421 Intermediate Similarity NPD8210 Phase 3
0.8182 Intermediate Similarity NPD8209 Phase 2
0.8182 Intermediate Similarity NPD8208 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD8610 Approved
0.7674 Intermediate Similarity NPD8804 Approved
0.7674 Intermediate Similarity NPD8805 Approved
0.7609 Intermediate Similarity NPD8614 Approved
0.7556 Intermediate Similarity NPD8982 Approved
0.75 Intermediate Similarity NPD8798 Approved
0.7442 Intermediate Similarity NPD8214 Approved
0.7442 Intermediate Similarity NPD8216 Approved
0.7442 Intermediate Similarity NPD8215 Approved
0.7442 Intermediate Similarity NPD8217 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD8810 Clinical (unspecified phase)
0.7234 Intermediate Similarity NPD8809 Approved
0.7234 Intermediate Similarity NPD8808 Approved
0.7083 Intermediate Similarity NPD9044 Approved
0.7045 Intermediate Similarity NPD8609 Approved
0.7027 Intermediate Similarity NPD7371 Approved
0.6875 Remote Similarity NPD8873 Approved
0.6809 Remote Similarity NPD8801 Approved
0.6744 Remote Similarity NPD8623 Phase 1
0.6735 Remote Similarity NPD9018 Approved
0.6735 Remote Similarity NPD8624 Approved
0.6735 Remote Similarity NPD9017 Approved
0.6735 Remote Similarity NPD8802 Approved
0.6735 Remote Similarity NPD8803 Clinical (unspecified phase)
0.6735 Remote Similarity NPD9021 Approved
0.6735 Remote Similarity NPD9016 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8785 Approved
0.66 Remote Similarity NPD8871 Approved
0.66 Remote Similarity NPD9025 Approved
0.66 Remote Similarity NPD8872 Phase 3
0.6486 Remote Similarity NPD51 Approved
0.6486 Remote Similarity NPD7368 Approved
0.6486 Remote Similarity NPD7367 Approved
0.64 Remote Similarity NPD9230 Discontinued
0.6346 Remote Similarity NPD8851 Phase 1
0.6346 Remote Similarity NPD8849 Clinical (unspecified phase)
0.6122 Remote Similarity NPD9020 Approved
0.6071 Remote Similarity NPD9433 Approved
0.6071 Remote Similarity NPD9023 Clinical (unspecified phase)
0.6042 Remote Similarity NPD9019 Approved
0.6 Remote Similarity NPD8980 Approved
0.6 Remote Similarity NPD8979 Approved
0.6 Remote Similarity NPD8981 Clinical (unspecified phase)
0.5806 Remote Similarity NPD1429 Clinical (unspecified phase)
0.58 Remote Similarity NPD8870 Approved
0.5789 Remote Similarity NPD8865 Approved
0.5763 Remote Similarity NPD9014 Approved
0.5686 Remote Similarity NPD8867 Approved
0.5686 Remote Similarity NPD8850 Approved
0.5686 Remote Similarity NPD8866 Approved
0.566 Remote Similarity NPD329 Discontinued
0.5606 Remote Similarity NPD9354 Clinical (unspecified phase)
0.5606 Remote Similarity NPD9432 Discontinued
0.5606 Remote Similarity NPD9355 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