Structure

Physi-Chem Properties

Molecular Weight:  163.08
Volume:  149.934
LogP:  -2.158
LogD:  -2.124
LogS:  -0.098
# Rotatable Bonds:  2
TPSA:  92.95
# H-Bond Aceptor:  5
# H-Bond Donor:  5
# Rings:  1
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.3
Synthetic Accessibility Score:  4.077
Fsp3:  1.0
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:  -5.31
MDCK Permeability:  0.00025139894569292665
Pgp-inhibitor:  0.0
Pgp-substrate:  0.35
Human Intestinal Absorption (HIA):  0.752
20% Bioavailability (F20%):  0.91
30% Bioavailability (F30%):  0.987

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.2
Plasma Protein Binding (PPB):  14.379526138305664%
Volume Distribution (VD):  0.429
Pgp-substrate:  85.74185943603516%

ADMET: Metabolism

CYP1A2-inhibitor:  0.015
CYP1A2-substrate:  0.042
CYP2C19-inhibitor:  0.016
CYP2C19-substrate:  0.553
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.081
CYP2D6-inhibitor:  0.001
CYP2D6-substrate:  0.139
CYP3A4-inhibitor:  0.003
CYP3A4-substrate:  0.021

ADMET: Excretion

Clearance (CL):  2.379
Half-life (T1/2):  0.705

ADMET: Toxicity

hERG Blockers:  0.024
Human Hepatotoxicity (H-HT):  0.935
Drug-inuced Liver Injury (DILI):  0.484
AMES Toxicity:  0.022
Rat Oral Acute Toxicity:  0.001
Maximum Recommended Daily Dose:  0.015
Skin Sensitization:  0.389
Carcinogencity:  0.011
Eye Corrosion:  0.009
Eye Irritation:  0.252
Respiratory Toxicity:  0.172

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Similar NPs/Drugs  

  Natural Product: NPC8087

Natural Product ID:  NPC8087
Common Name*:   2,5-Dideoxy-2,5-Imino-D-Mannitol
IUPAC Name:   (2R,3R,4R,5R)-2,5-bis(hydroxymethyl)pyrrolidine-3,4-diol
Synonyms:  
Standard InCHIKey:  PFYHYHZGDNWFIF-KVTDHHQDSA-N
Standard InCHI:  InChI=1S/C6H13NO4/c8-1-3-5(10)6(11)4(2-9)7-3/h3-11H,1-2H2/p+1/t3-,4-,5-,6-/m1/s1
SMILES:  C([C@@H]1[C@H]([C@@H]([C@@H](CO)[NH2+]1)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL312653
PubChem CID:   124702
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000218] Pyrrolidines

*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
NPO24634 Derris elliptica Species Fabaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0040-4020(01)93394-0]
NPO33446 aglaonema treubii Species Araceae Eukaryota n.a. n.a. n.a. PMID[10560746]
NPO25301 Angylocalyx pynaertii Species Fabaceae Eukaryota pods n.a. n.a. PMID[11858756]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota Leaves n.a. n.a. PMID[12713396]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. root n.a. PMID[16441081]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[16675659]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. root n.a. PMID[17396934]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota roots n.a. n.a. PMID[20022509]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[21866899]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. root n.a. PMID[22074222]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[22074222]
NPO12473 Castanospermum australe Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[2213032]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[23325115]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota Roots n.a. n.a. PMID[23541646]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. root n.a. PMID[23867078]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. rhizome n.a. PMID[23867078]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[24479468]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota roots n.a. n.a. PMID[24957203]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[25445757]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[25744461]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[26841168]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[28140583]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[32196343]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[7381508]
NPO25301 Angylocalyx pynaertii Species Fabaceae Eukaryota seeds n.a. n.a. PMID[8229017]
NPO21156 Xanthocercis zambesiaca Species Fabaceae Eukaryota n.a. leaf n.a. PMID[9157194]
NPO21156 Xanthocercis zambesiaca Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[9157194]
NPO12473 Castanospermum australe Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[9544568]
NPO21156 Xanthocercis zambesiaca Species Fabaceae Eukaryota n.a. root n.a. PMID[9544568]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. PMID[9544568]
NPO21156 Xanthocercis zambesiaca Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[9544568]
NPO33446 aglaonema treubii Species Araceae Eukaryota n.a. n.a. n.a. PMID[9544568]
NPO18491 Hyacinthus orientalis Species Hyacinthaceae Eukaryota n.a. n.a. n.a. PMID[9599261]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18491 Hyacinthus orientalis Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24634 Derris elliptica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7952 Commelina communis Species Commelinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24634 Derris elliptica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18491 Hyacinthus orientalis Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7952 Commelina communis Species Commelinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24634 Derris elliptica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7952 Commelina communis Species Commelinaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21156 Xanthocercis zambesiaca Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16194 Morus bombycis Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29384 Glycyrrhiza glabra Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24634 Derris elliptica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18491 Hyacinthus orientalis Species Hyacinthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4735 Lactuca floridana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25301 Angylocalyx pynaertii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27634 Scorzoneroides autumnalis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12473 Castanospermum australe Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7154 Glycyrrhiza uralensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7952 Commelina communis Species Commelinaceae 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
NPT497 Individual Protein Maltase-glucoamylase Homo sapiens IC50 < 50000.0 nM PMID[546474]
NPT462 Individual Protein Sucrase-isomaltase Rattus norvegicus IC50 = 44000.0 nM PMID[546474]
NPT462 Individual Protein Sucrase-isomaltase Rattus norvegicus IC50 = 91000.0 nM PMID[546474]
NPT1050 Individual Protein Trehalase Rattus norvegicus IC50 = 360000.0 nM PMID[546474]
NPT1051 Individual Protein Lactase-glycosylceramidase Rattus norvegicus IC50 = 3600.0 nM PMID[546474]
NPT1052 Individual Protein Mannosidase 2 alpha 1 Rattus norvegicus IC50 < 50000.0 nM PMID[546474]
NPT1053 Individual Protein Alpha-mannosidase 2C1 Rattus norvegicus IC50 = 260000.0 nM PMID[546474]
NPT1054 Individual Protein Mannosidase 2, alpha B1 Rattus norvegicus IC50 < 50000.0 nM PMID[546474]
NPT25 Cell Line MT4 Homo sapiens EC50 > 100000.0 ug.mL-1 PMID[546474]
NPT25 Cell Line MT4 Homo sapiens CC50 > 100000.0 ug.mL-1 PMID[546474]
NPT112 Cell Line MOLT-4 Homo sapiens EC50 > 100000.0 ug.mL-1 PMID[546474]
NPT112 Cell Line MOLT-4 Homo sapiens CC50 > 100000.0 ug.mL-1 PMID[546474]
NPT1055 Individual Protein Neutral alpha-glucosidase C Mus musculus IC50 = 91000.0 nM PMID[546475]
NPT1056 Individual Protein Alpha-glucosidase Bos taurus IC50 = 170000.0 nM PMID[546475]
NPT495 Individual Protein Beta-galactosidase Rattus norvegicus IC50 = 3600.0 nM PMID[546475]
NPT509 Individual Protein Beta-galactosidase Bos taurus IC50 = 3300.0 nM PMID[546475]
NPT1050 Individual Protein Trehalase Rattus norvegicus IC50 = 360000.0 nM PMID[546475]
NPT1050 Individual Protein Trehalase Rattus norvegicus IC50 = 200000.0 nM PMID[546475]
NPT1058 Individual Protein Beta-glucosidase A Caldicellulosiruptor saccharolyticus IC50 = 34000.0 nM PMID[546475]
NPT514 Individual Protein Glycogen debranching enzyme Homo sapiens IC50 = 9800.0 nM PMID[546476]
NPT462 Individual Protein Sucrase-isomaltase Rattus norvegicus IC50 = 290000.0 nM PMID[546476]
NPT462 Individual Protein Sucrase-isomaltase Rattus norvegicus IC50 = 90000.0 nM PMID[546476]
NPT462 Individual Protein Sucrase-isomaltase Rattus norvegicus IC50 = 64000.0 nM PMID[546476]
NPT513 Individual Protein Beta-glucosidase Homo sapiens IC50 = 150000.0 nM PMID[546476]
NPT526 Individual Protein Alpha-glucosidase MAL62 Saccharomyces cerevisiae IC50 = 2000.0 nM PMID[546477]
NPT5854 Individual Protein Uncharacterized protein Sus scrofa IC50 = 200000.0 nM PMID[546477]
NPT462 Individual Protein Sucrase-isomaltase Rattus norvegicus IC50 = 91000.0 nM PMID[546478]
NPT462 Individual Protein Sucrase-isomaltase Rattus norvegicus Inhibition < 50.0 % PMID[546478]
NPT1051 Individual Protein Lactase-glycosylceramidase Rattus norvegicus IC50 = 3600.0 nM PMID[546478]
NPT496 Individual Protein Alpha-L-fucosidase 1 Bos taurus Inhibition < 50.0 % PMID[546478]
NPT5854 Individual Protein Uncharacterized protein Sus scrofa IC50 = 500000.0 nM PMID[546478]
NPT513 Individual Protein Beta-glucosidase Homo sapiens Ki = 200.0 nM PMID[546482]
NPT2 Others Unspecified IC50 = 34000.0 nM PMID[546474]
NPT2 Others Unspecified IC50 < 50000.0 nM PMID[546474]
NPT2 Others Unspecified IC50 = 92000.0 nM PMID[546474]
NPT671 Individual Protein Acidic alpha-glucosidase Rattus norvegicus IC50 = 92000.0 nM PMID[546475]
NPT2 Others Unspecified Inhibition < 50.0 % PMID[546476]
NPT2 Others Unspecified IC50 = 1100.0 nM PMID[546476]
NPT2 Others Unspecified IC50 = 370000.0 nM PMID[546476]
NPT2 Others Unspecified IC50 = 2000.0 nM PMID[546477]
NPT2 Others Unspecified Ki = 10000.0 nM PMID[546478]
NPT2 Others Unspecified Ki = 7000.0 nM PMID[546478]
NPT2 Others Unspecified IC50 = 200000.0 nM PMID[546478]
NPT671 Individual Protein Acidic alpha-glucosidase Rattus norvegicus IC50 = 290000.0 nM PMID[546478]
NPT671 Individual Protein Acidic alpha-glucosidase Rattus norvegicus IC50 = 92000.0 nM PMID[546478]
NPT2 Others Unspecified IC50 = 11000.0 nM PMID[546478]
NPT2 Others Unspecified IC50 = 2500.0 nM PMID[546478]
NPT2 Others Unspecified IC50 = 360000.0 nM PMID[546478]
NPT2 Others Unspecified Ki = 200.0 nM PMID[546481]
NPT2 Others Unspecified Inhibition < 50.0 % PMID[546483]
NPT2 Others Unspecified IC50 = 7800.0 nM PMID[546483]
NPT2 Others Unspecified IC50 = 10000.0 nM PMID[546483]
NPT2 Others Unspecified IC50 = 9700.0 nM PMID[546483]
NPT24816 SINGLE PROTEIN Alpha-mannosidase Canavalia ensiformis Inhibition < 50.0 % PMID[546483]
NPT2 Others Unspecified IC50 = 721000.0 nM PMID[546483]
NPT2 Others Unspecified IC50 = 116000.0 nM PMID[546483]

☑ 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 NPC8087 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 NPC62507
0.9649 High Similarity NPC474014
0.9649 High Similarity NPC57846
0.9649 High Similarity NPC30126
0.9492 High Similarity NPC474928
0.9333 High Similarity NPC77191
0.9333 High Similarity NPC69798
0.9333 High Similarity NPC116377
0.9333 High Similarity NPC101746
0.9333 High Similarity NPC473952
0.9286 High Similarity NPC311668
0.9286 High Similarity NPC10262
0.9286 High Similarity NPC65832
0.875 High Similarity NPC473710
0.875 High Similarity NPC272396
0.875 High Similarity NPC475694
0.8615 High Similarity NPC137554
0.8615 High Similarity NPC255535
0.8615 High Similarity NPC299603
0.8615 High Similarity NPC285014
0.8615 High Similarity NPC28959
0.8485 Intermediate Similarity NPC474468
0.8413 Intermediate Similarity NPC315980
0.8333 Intermediate Similarity NPC193593
0.8333 Intermediate Similarity NPC143809
0.8333 Intermediate Similarity NPC76726
0.8333 Intermediate Similarity NPC290106
0.8276 Intermediate Similarity NPC275727
0.8226 Intermediate Similarity NPC150680
0.8226 Intermediate Similarity NPC22774
0.8226 Intermediate Similarity NPC218150
0.8226 Intermediate Similarity NPC69669
0.8226 Intermediate Similarity NPC2432
0.8226 Intermediate Similarity NPC306462
0.7969 Intermediate Similarity NPC471780
0.7969 Intermediate Similarity NPC471892
0.7969 Intermediate Similarity NPC223386
0.7969 Intermediate Similarity NPC198341
0.7969 Intermediate Similarity NPC142290
0.7969 Intermediate Similarity NPC75435
0.7869 Intermediate Similarity NPC204709
0.7846 Intermediate Similarity NPC294883
0.7846 Intermediate Similarity NPC303798
0.7846 Intermediate Similarity NPC286851
0.7846 Intermediate Similarity NPC12514
0.7727 Intermediate Similarity NPC184150
0.7727 Intermediate Similarity NPC141156
0.7612 Intermediate Similarity NPC266242
0.7612 Intermediate Similarity NPC471418
0.7612 Intermediate Similarity NPC254617
0.7612 Intermediate Similarity NPC474469
0.7612 Intermediate Similarity NPC306763
0.7612 Intermediate Similarity NPC74555
0.75 Intermediate Similarity NPC475715
0.75 Intermediate Similarity NPC475127
0.75 Intermediate Similarity NPC473419
0.75 Intermediate Similarity NPC268922
0.7463 Intermediate Similarity NPC59221
0.7432 Intermediate Similarity NPC100204
0.7432 Intermediate Similarity NPC83248
0.7424 Intermediate Similarity NPC233034
0.7391 Intermediate Similarity NPC163538
0.7391 Intermediate Similarity NPC115800
0.7368 Intermediate Similarity NPC165119
0.7353 Intermediate Similarity NPC34291
0.7353 Intermediate Similarity NPC126664
0.7286 Intermediate Similarity NPC476695
0.7286 Intermediate Similarity NPC476694
0.7286 Intermediate Similarity NPC476696
0.7206 Intermediate Similarity NPC221764
0.7206 Intermediate Similarity NPC78312
0.7206 Intermediate Similarity NPC196359
0.7206 Intermediate Similarity NPC135539
0.7188 Intermediate Similarity NPC170172
0.7 Intermediate Similarity NPC306838
0.6875 Remote Similarity NPC8979
0.6765 Remote Similarity NPC471419
0.6765 Remote Similarity NPC163134
0.6714 Remote Similarity NPC322801
0.6714 Remote Similarity NPC129100
0.6714 Remote Similarity NPC291650
0.6667 Remote Similarity NPC469363
0.6623 Remote Similarity NPC98750
0.662 Remote Similarity NPC171850
0.662 Remote Similarity NPC107224
0.6618 Remote Similarity NPC17455
0.6538 Remote Similarity NPC70574
0.6406 Remote Similarity NPC277072
0.6406 Remote Similarity NPC178263
0.6375 Remote Similarity NPC36927
0.6375 Remote Similarity NPC271772
0.6364 Remote Similarity NPC293551
0.6269 Remote Similarity NPC11433
0.6269 Remote Similarity NPC245346
0.6269 Remote Similarity NPC302003
0.6267 Remote Similarity NPC185084
0.625 Remote Similarity NPC123814
0.625 Remote Similarity NPC219340
0.6197 Remote Similarity NPC160661
0.6176 Remote Similarity NPC233364
0.6176 Remote Similarity NPC471421
0.6129 Remote Similarity NPC121062
0.6129 Remote Similarity NPC29222
0.6129 Remote Similarity NPC96966
0.6061 Remote Similarity NPC471442
0.6061 Remote Similarity NPC471423
0.6047 Remote Similarity NPC275715
0.6026 Remote Similarity NPC244539
0.6 Remote Similarity NPC314510
0.6 Remote Similarity NPC474322
0.5949 Remote Similarity NPC313762
0.5921 Remote Similarity NPC306973
0.5915 Remote Similarity NPC145627
0.5882 Remote Similarity NPC471605
0.5882 Remote Similarity NPC471443
0.5867 Remote Similarity NPC15864
0.5867 Remote Similarity NPC223893
0.5857 Remote Similarity NPC319131
0.5789 Remote Similarity NPC327486
0.5789 Remote Similarity NPC223174
0.5789 Remote Similarity NPC327753
0.5769 Remote Similarity NPC315806
0.5753 Remote Similarity NPC472609
0.5753 Remote Similarity NPC41429
0.5747 Remote Similarity NPC52533
0.5733 Remote Similarity NPC316445
0.5732 Remote Similarity NPC318258
0.5714 Remote Similarity NPC276928
0.5714 Remote Similarity NPC64250
0.5714 Remote Similarity NPC268927
0.5641 Remote Similarity NPC55274
0.5638 Remote Similarity NPC315170
0.5632 Remote Similarity NPC313552
0.5625 Remote Similarity NPC477002
0.5625 Remote Similarity NPC470782
0.5625 Remote Similarity NPC62293
0.5625 Remote Similarity NPC140327
0.5625 Remote Similarity NPC212008
0.5625 Remote Similarity NPC51055
0.5625 Remote Similarity NPC3094
0.5616 Remote Similarity NPC88898
0.5616 Remote Similarity NPC106216
0.561 Remote Similarity NPC150557

  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 NPC8087 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
0.8226 Intermediate Similarity NPD9027 Phase 3
0.8226 Intermediate Similarity NPD9028 Phase 2
0.8226 Intermediate Similarity NPD9026 Phase 2
0.8226 Intermediate Similarity NPD9029 Phase 3
0.7903 Intermediate Similarity NPD9239 Approved
0.7903 Intermediate Similarity NPD9240 Approved
0.7612 Intermediate Similarity NPD9444 Discontinued
0.7424 Intermediate Similarity NPD9440 Discontinued
0.7353 Intermediate Similarity NPD9443 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD9024 Phase 2
0.7231 Intermediate Similarity NPD9022 Phase 2
0.7206 Intermediate Similarity NPD8868 Approved
0.7077 Intermediate Similarity NPD9455 Approved
0.697 Remote Similarity NPD393 Approved
0.675 Remote Similarity NPD9401 Discovery
0.6714 Remote Similarity NPD9033 Approved
0.6714 Remote Similarity NPD9031 Approved
0.6714 Remote Similarity NPD9032 Approved
0.6714 Remote Similarity NPD9030 Approved
0.6463 Remote Similarity NPD394 Phase 3
0.6269 Remote Similarity NPD8865 Approved
0.625 Remote Similarity NPD3215 Phase 1
0.6184 Remote Similarity NPD67 Phase 2
0.6184 Remote Similarity NPD9034 Approved
0.6098 Remote Similarity NPD883 Phase 2
0.6098 Remote Similarity NPD882 Phase 2
0.5968 Remote Similarity NPD398 Approved
0.5968 Remote Similarity NPD399 Approved
0.5968 Remote Similarity NPD400 Approved
0.5938 Remote Similarity NPD3214 Discontinued
0.5926 Remote Similarity NPD9429 Discontinued
0.5823 Remote Similarity NPD9407 Approved
0.5789 Remote Similarity NPD9445 Approved
0.5769 Remote Similarity NPD9653 Clinical (unspecified phase)
0.5765 Remote Similarity NPD9640 Clinical (unspecified phase)
0.5714 Remote Similarity NPD9446 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