Structure

Physi-Chem Properties

Molecular Weight:  117.08
Volume:  120.977
LogP:  -2.211
LogD:  -0.757
LogS:  -0.306
# Rotatable Bonds:  2
TPSA:  63.32
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  0
# Heavy Atoms:  3

MedChem Properties

QED Drug-Likeness Score:  0.537
Synthetic Accessibility Score:  2.527
Fsp3:  0.8
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:  -5.744
MDCK Permeability:  0.005683115217834711
Pgp-inhibitor:  0.001
Pgp-substrate:  0.053
Human Intestinal Absorption (HIA):  0.006
20% Bioavailability (F20%):  0.003
30% Bioavailability (F30%):  0.001

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.855
Plasma Protein Binding (PPB):  7.1862335205078125%
Volume Distribution (VD):  0.462
Pgp-substrate:  87.85030364990234%

ADMET: Metabolism

CYP1A2-inhibitor:  0.029
CYP1A2-substrate:  0.057
CYP2C19-inhibitor:  0.055
CYP2C19-substrate:  0.101
CYP2C9-inhibitor:  0.02
CYP2C9-substrate:  0.351
CYP2D6-inhibitor:  0.305
CYP2D6-substrate:  0.212
CYP3A4-inhibitor:  0.023
CYP3A4-substrate:  0.108

ADMET: Excretion

Clearance (CL):  9.184
Half-life (T1/2):  0.646

ADMET: Toxicity

hERG Blockers:  0.012
Human Hepatotoxicity (H-HT):  0.135
Drug-inuced Liver Injury (DILI):  0.032
AMES Toxicity:  0.023
Rat Oral Acute Toxicity:  0.487
Maximum Recommended Daily Dose:  0.009
Skin Sensitization:  0.183
Carcinogencity:  0.051
Eye Corrosion:  0.378
Eye Irritation:  0.445
Respiratory Toxicity:  0.515

Download Data

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

  Natural Product: NPC132307

Natural Product ID:  NPC132307
Common Name*:   D-Valine
IUPAC Name:   (2R)-2-azaniumyl-3-methylbutanoate
Synonyms:   D-Valine
Standard InCHIKey:  KZSNJWFQEVHDMF-SCSAIBSYSA-N
Standard InCHI:  InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m1/s1
SMILES:  N[C@@H](C(=O)O)C(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1232398
PubChem CID:   6971095
71563
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:0004310] Valine and 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]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. seed n.a. DOI[10.1007/s11418-005-0009-z]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(01)00320-X]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. DOI[10.3923/pjbs.2013.1138.1144]
NPO523 Tussilago farfara Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[10543912]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. root n.a. PMID[11374978]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. leaf n.a. PMID[11738417]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[15679317]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. PMID[16297615]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota roots purchased from Kiu Shun Trading Ltd., Vancouver, Canada 2000 PMID[16643021]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. leaf n.a. PMID[17262437]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. root n.a. PMID[17997069]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[18326559]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. whole plant n.a. PMID[18543151]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. fruit n.a. PMID[21462031]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Essential oil n.a. n.a. PMID[23163425]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[23865201]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. PMID[24358188]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. bulb n.a. PMID[24508058]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25538068]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[25650289]
NPO29007 Brassica juncea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[25700090]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota garlic skin n.a. n.a. PMID[25726329]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[27400088]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota Roots n.a. n.a. PMID[32004936]
NPO523 Tussilago farfara Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[32881525]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[8350088]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. PMID[8778246]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Bulb n.a. n.a. Database[FooDB]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO29007 Brassica juncea Species Brassicaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO29007 Brassica juncea Species Brassicaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO784 Sinapis alba Species Brassicaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO29007 Brassica juncea Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. Database[FooDB]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO523 Tussilago farfara Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29007 Brassica juncea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26785 Taraxacum mongolicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO26785 Taraxacum mongolicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29007 Brassica juncea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21845 Calvatia fenzlii Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO523 Tussilago farfara Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26785 Taraxacum mongolicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29007 Brassica juncea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO523 Tussilago farfara Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26622 Taraxacum officinale Species Asteraceae 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]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26293 Ginkgo biloba Species Ginkgoaceae 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]
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13668 Taraxacum platycarpum Species Asteraceae 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]
NPO29007 Brassica juncea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26785 Taraxacum mongolicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23327 Taraxacum coreanum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1596 Taraxacum borealisinense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO523 Tussilago farfara Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21845 Calvatia fenzlii Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14964 Calvatia gigantea Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2921 Angelica acutiloba Species Apiaceae 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]
NPO17030 Calvatia lilacina Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17030 Calvatia lilacina Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13668 Taraxacum platycarpum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14763 Aloe ferox Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26785 Taraxacum mongolicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11578 Aloe vera Species Xanthorrhoeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23327 Taraxacum coreanum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29007 Brassica juncea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4554 Isatis tinctoria Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO523 Tussilago farfara Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26622 Taraxacum officinale Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21845 Calvatia fenzlii Species Lycoperdaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2997 Aloe africana 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
NPT483 Individual Protein Prelamin-A/C Homo sapiens Potency = 19952.6 nM PMID[506704]
NPT1006 Individual Protein Proton-coupled amino acid transporter 1 Homo sapiens Ki = 100000000.0 nM PMID[506705]
NPT1006 Individual Protein Proton-coupled amino acid transporter 1 Homo sapiens pKi = -2.0 mM PMID[506705]
NPT1157 Individual Protein L-type amino acid transporter 1 Homo sapiens IC50 > 50000000.0 nM PMID[506706]
NPT1157 Individual Protein L-type amino acid transporter 1 Homo sapiens Inhibition = 11.0 % PMID[506706]
NPT1157 Individual Protein L-type amino acid transporter 1 Homo sapiens Activity = 41.0 % PMID[506706]
NPT2 Others Unspecified Potency n.a. 6007 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 14960.1 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 37578 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 5353.8 nM PubChem BioAssay data set
NPT533 Protein-Protein Interaction Runt-related transcription factor 1/Core-binding factor subunit beta Homo sapiens Potency n.a. 2511.9 nM PMID[506704]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = 0.22 % PMID[506707]
NPT20556 SINGLE PROTEIN Replicase polyprotein 1ab Severe acute respiratory syndrome coronavirus 2 Inhibition = 16.0 % PMID[506708]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 Inhibition = -0.09 % PMID[506709]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 20000.0 nM PMID[506710]
NPT20555 ORGANISM SARS-CoV-2 Severe acute respiratory syndrome coronavirus 2 IC50 > 19952.62 nM PMID[506710]

☑ 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 NPC132307 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 NPC325097
1.0 High Similarity NPC126925
0.925 High Similarity NPC121517
0.925 High Similarity NPC168375
0.925 High Similarity NPC326992
0.8889 High Similarity NPC245027
0.8889 High Similarity NPC84636
0.8889 High Similarity NPC226027
0.8889 High Similarity NPC62045
0.8889 High Similarity NPC174246
0.8889 High Similarity NPC43204
0.8889 High Similarity NPC162620
0.881 High Similarity NPC167986
0.881 High Similarity NPC291186
0.8478 Intermediate Similarity NPC328378
0.8409 Intermediate Similarity NPC327698
0.8409 Intermediate Similarity NPC118459
0.8333 Intermediate Similarity NPC66043
0.8333 Intermediate Similarity NPC53449
0.825 Intermediate Similarity NPC116709
0.825 Intermediate Similarity NPC272614
0.825 Intermediate Similarity NPC21290
0.8163 Intermediate Similarity NPC316889
0.8163 Intermediate Similarity NPC321118
0.8 Intermediate Similarity NPC329263
0.7826 Intermediate Similarity NPC49952
0.7826 Intermediate Similarity NPC136476
0.7805 Intermediate Similarity NPC9294
0.7778 Intermediate Similarity NPC198301
0.7708 Intermediate Similarity NPC270805
0.7708 Intermediate Similarity NPC152451
0.7708 Intermediate Similarity NPC193989
0.7708 Intermediate Similarity NPC170739
0.7708 Intermediate Similarity NPC93888
0.766 Intermediate Similarity NPC136159
0.7619 Intermediate Similarity NPC63621
0.7609 Intermediate Similarity NPC208793
0.7609 Intermediate Similarity NPC285322
0.7551 Intermediate Similarity NPC315977
0.7547 Intermediate Similarity NPC190385
0.75 Intermediate Similarity NPC140872
0.75 Intermediate Similarity NPC153370
0.75 Intermediate Similarity NPC326212
0.75 Intermediate Similarity NPC237525
0.75 Intermediate Similarity NPC93081
0.7447 Intermediate Similarity NPC309658
0.7447 Intermediate Similarity NPC297220
0.7442 Intermediate Similarity NPC18188
0.7407 Intermediate Similarity NPC316826
0.7407 Intermediate Similarity NPC327748
0.7407 Intermediate Similarity NPC321468
0.7407 Intermediate Similarity NPC317143
0.7358 Intermediate Similarity NPC318260
0.7358 Intermediate Similarity NPC317147
0.7347 Intermediate Similarity NPC316231
0.7347 Intermediate Similarity NPC112890
0.7347 Intermediate Similarity NPC324825
0.7292 Intermediate Similarity NPC204364
0.7273 Intermediate Similarity NPC329564
0.7273 Intermediate Similarity NPC327170
0.7255 Intermediate Similarity NPC317815
0.72 Intermediate Similarity NPC273330
0.72 Intermediate Similarity NPC125736
0.72 Intermediate Similarity NPC137958
0.7083 Intermediate Similarity NPC185755
0.7083 Intermediate Similarity NPC198196
0.7083 Intermediate Similarity NPC213876
0.7059 Intermediate Similarity NPC322946
0.6981 Remote Similarity NPC2801
0.6981 Remote Similarity NPC102815
0.6957 Remote Similarity NPC226265
0.6957 Remote Similarity NPC317691
0.6957 Remote Similarity NPC326808
0.6957 Remote Similarity NPC254482
0.6957 Remote Similarity NPC219143
0.6957 Remote Similarity NPC110533
0.6939 Remote Similarity NPC181588
0.6923 Remote Similarity NPC190184
0.6923 Remote Similarity NPC197087
0.6852 Remote Similarity NPC38463
0.6809 Remote Similarity NPC276294
0.6792 Remote Similarity NPC183845
0.6792 Remote Similarity NPC60672
0.6792 Remote Similarity NPC322091
0.6792 Remote Similarity NPC279661
0.675 Remote Similarity NPC61066
0.675 Remote Similarity NPC122768
0.675 Remote Similarity NPC151140
0.675 Remote Similarity NPC104195
0.6731 Remote Similarity NPC200550
0.6731 Remote Similarity NPC155156
0.6727 Remote Similarity NPC278209
0.6667 Remote Similarity NPC323974
0.6667 Remote Similarity NPC327831
0.6667 Remote Similarity NPC114517
0.6607 Remote Similarity NPC176164
0.6607 Remote Similarity NPC189301
0.6545 Remote Similarity NPC325985
0.6538 Remote Similarity NPC114990
0.6531 Remote Similarity NPC191136
0.6522 Remote Similarity NPC327250
0.65 Remote Similarity NPC126681
0.6491 Remote Similarity NPC254541
0.6471 Remote Similarity NPC327542
0.6471 Remote Similarity NPC227850
0.6458 Remote Similarity NPC107645
0.6429 Remote Similarity NPC280532
0.6415 Remote Similarity NPC155512
0.64 Remote Similarity NPC228932
0.6379 Remote Similarity NPC321419
0.6364 Remote Similarity NPC322573
0.6346 Remote Similarity NPC286989
0.6316 Remote Similarity NPC302003
0.6316 Remote Similarity NPC11433
0.6316 Remote Similarity NPC245346
0.6296 Remote Similarity NPC329495
0.629 Remote Similarity NPC188231
0.629 Remote Similarity NPC222327
0.6275 Remote Similarity NPC118187
0.6275 Remote Similarity NPC316168
0.6275 Remote Similarity NPC101249
0.6226 Remote Similarity NPC319175
0.6207 Remote Similarity NPC64250
0.6207 Remote Similarity NPC276928
0.6207 Remote Similarity NPC320598
0.6207 Remote Similarity NPC268927
0.6207 Remote Similarity NPC321536
0.6182 Remote Similarity NPC145235
0.6154 Remote Similarity NPC318523
0.6136 Remote Similarity NPC307027
0.6129 Remote Similarity NPC470108
0.6102 Remote Similarity NPC177191
0.6102 Remote Similarity NPC68974
0.6102 Remote Similarity NPC143722
0.6094 Remote Similarity NPC15864
0.6087 Remote Similarity NPC69179
0.6078 Remote Similarity NPC306238
0.6078 Remote Similarity NPC248970
0.6071 Remote Similarity NPC10915
0.6061 Remote Similarity NPC315897
0.6047 Remote Similarity NPC84444
0.6047 Remote Similarity NPC145217
0.6038 Remote Similarity NPC17244
0.6034 Remote Similarity NPC327895
0.6034 Remote Similarity NPC319279
0.6034 Remote Similarity NPC43169
0.6034 Remote Similarity NPC112224
0.6034 Remote Similarity NPC93861
0.6032 Remote Similarity NPC470109
0.6 Remote Similarity NPC263065
0.6 Remote Similarity NPC189178
0.6 Remote Similarity NPC118429
0.6 Remote Similarity NPC322206
0.6 Remote Similarity NPC149209
0.6 Remote Similarity NPC230726
0.6 Remote Similarity NPC316685
0.6 Remote Similarity NPC134570
0.597 Remote Similarity NPC476248
0.5968 Remote Similarity NPC50047
0.5938 Remote Similarity NPC470110
0.5926 Remote Similarity NPC50457
0.5882 Remote Similarity NPC327272
0.5862 Remote Similarity NPC283786
0.5862 Remote Similarity NPC82239
0.5846 Remote Similarity NPC472579
0.5818 Remote Similarity NPC202525
0.5806 Remote Similarity NPC103130
0.5806 Remote Similarity NPC226453
0.5806 Remote Similarity NPC88898
0.5806 Remote Similarity NPC289691
0.5806 Remote Similarity NPC106216
0.5781 Remote Similarity NPC314221
0.5781 Remote Similarity NPC60424
0.5745 Remote Similarity NPC252843
0.5745 Remote Similarity NPC216443
0.5714 Remote Similarity NPC174304
0.5714 Remote Similarity NPC278881
0.5714 Remote Similarity NPC245768
0.5714 Remote Similarity NPC325597
0.5692 Remote Similarity NPC81647
0.5625 Remote Similarity NPC38930
0.5625 Remote Similarity NPC327985
0.5625 Remote Similarity NPC325534
0.5625 Remote Similarity NPC325454
0.561 Remote Similarity NPC314668
0.5606 Remote Similarity NPC133183
0.5606 Remote Similarity NPC322274

  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 NPC132307 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 NPD8798 Approved
0.8889 High Similarity NPD9018 Approved
0.8889 High Similarity NPD9017 Approved
0.881 High Similarity NPD8805 Approved
0.881 High Similarity NPD8804 Approved
0.8636 High Similarity NPD8801 Approved
0.825 Intermediate Similarity NPD8210 Phase 3
0.825 Intermediate Similarity NPD8211 Approved
0.7708 Intermediate Similarity NPD9016 Clinical (unspecified phase)
0.7708 Intermediate Similarity NPD8624 Approved
0.7708 Intermediate Similarity NPD8803 Clinical (unspecified phase)
0.7708 Intermediate Similarity NPD9021 Approved
0.7708 Intermediate Similarity NPD8802 Approved
0.7609 Intermediate Similarity NPD8610 Approved
0.7547 Intermediate Similarity NPD9023 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD8808 Approved
0.75 Intermediate Similarity NPD8614 Approved
0.75 Intermediate Similarity NPD8809 Approved
0.7442 Intermediate Similarity NPD8623 Phase 1
0.7347 Intermediate Similarity NPD9044 Approved
0.72 Intermediate Similarity NPD8871 Approved
0.72 Intermediate Similarity NPD8872 Phase 3
0.7083 Intermediate Similarity NPD9020 Approved
0.7083 Intermediate Similarity NPD8982 Approved
0.7059 Intermediate Similarity NPD9441 Phase 2
0.7 Intermediate Similarity NPD8947 Approved
0.7 Intermediate Similarity NPD8946 Approved
0.6957 Remote Similarity NPD8216 Approved
0.6957 Remote Similarity NPD8214 Approved
0.6957 Remote Similarity NPD8609 Approved
0.6957 Remote Similarity NPD8217 Clinical (unspecified phase)
0.6957 Remote Similarity NPD8215 Approved
0.6939 Remote Similarity NPD8850 Approved
0.6939 Remote Similarity NPD8810 Clinical (unspecified phase)
0.6923 Remote Similarity NPD8851 Phase 1
0.6923 Remote Similarity NPD8785 Approved
0.6923 Remote Similarity NPD8849 Clinical (unspecified phase)
0.6852 Remote Similarity NPD8979 Approved
0.6852 Remote Similarity NPD8981 Clinical (unspecified phase)
0.6852 Remote Similarity NPD8980 Approved
0.68 Remote Similarity NPD8873 Approved
0.6667 Remote Similarity NPD9019 Approved
0.6607 Remote Similarity NPD9433 Approved
0.6545 Remote Similarity NPD9454 Approved
0.6538 Remote Similarity NPD9025 Approved
0.65 Remote Similarity NPD7371 Approved
0.6441 Remote Similarity NPD9676 Phase 3
0.6316 Remote Similarity NPD8865 Approved
0.629 Remote Similarity NPD9421 Phase 1
0.6275 Remote Similarity NPD8208 Clinical (unspecified phase)
0.6275 Remote Similarity NPD8209 Phase 2
0.6275 Remote Similarity NPD8866 Approved
0.6275 Remote Similarity NPD8867 Approved
0.6154 Remote Similarity NPD9214 Phase 3
0.6154 Remote Similarity NPD9213 Approved
0.6078 Remote Similarity NPD8870 Approved
0.6071 Remote Similarity NPD8971 Approved
0.6066 Remote Similarity NPD1151 Approved
0.6061 Remote Similarity NPD1825 Clinical (unspecified phase)
0.6038 Remote Similarity NPD9230 Discontinued
0.6034 Remote Similarity NPD9439 Approved
0.6034 Remote Similarity NPD9438 Approved
0.6 Remote Similarity NPD9014 Approved
0.6 Remote Similarity NPD51 Approved
0.6 Remote Similarity NPD9205 Approved
0.6 Remote Similarity NPD9204 Approved
0.6 Remote Similarity NPD7368 Approved
0.6 Remote Similarity NPD7367 Approved
0.5926 Remote Similarity NPD9212 Clinical (unspecified phase)
0.5893 Remote Similarity NPD9419 Clinical (unspecified phase)
0.5882 Remote Similarity NPD9658 Clinical (unspecified phase)
0.5873 Remote Similarity NPD9201 Clinical (unspecified phase)
0.5806 Remote Similarity NPD9048 Approved
0.5806 Remote Similarity NPD9045 Approved
0.5806 Remote Similarity NPD9047 Approved
0.5806 Remote Similarity NPD9046 Phase 3
0.5781 Remote Similarity NPD9233 Phase 3
0.5781 Remote Similarity NPD1429 Clinical (unspecified phase)
0.5781 Remote Similarity NPD9232 Phase 2
0.5781 Remote Similarity NPD9231 Phase 3
0.5781 Remote Similarity NPD886 Clinical (unspecified phase)
0.5778 Remote Similarity NPD8800 Approved
0.5735 Remote Similarity NPD9217 Clinical (unspecified phase)
0.5714 Remote Similarity NPD348 Approved
0.5714 Remote Similarity NPD9420 Clinical (unspecified phase)
0.5692 Remote Similarity NPD9451 Clinical (unspecified phase)
0.5692 Remote Similarity NPD9452 Clinical (unspecified phase)
0.566 Remote Similarity NPD8973 Approved
0.566 Remote Similarity NPD8972 Approved
0.5652 Remote Similarity NPD632 Discontinued
0.5652 Remote Similarity NPD9136 Clinical (unspecified phase)
0.5636 Remote Similarity NPD329 Discontinued
0.5625 Remote Similarity NPD8952 Approved
0.5625 Remote Similarity NPD9442 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