Natural Product: NPC150950

Natural Product ID:  NPC150950
Common Name:   Thiamine
IUPAC Name:   2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol
Synonyms:   Betaxin; Thiamine; Thiamine (vit b1); Vitamin B 1
Molecular Formula:   C12H17N4OS
Standard InCHIKey:  JZRWCGZRTZMZEH-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1
Canonical SMILES:  OCCc1sc[n+](c1C)Cc1cnc([nH]c1=N)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO11998 Ledebouria socialis Species Hyacinthaceae Eukaryota UNPD*
NPO205 Lasianthus fordii Species Rubiaceae Eukaryota UNPD*
NPO21854 Pterocladiella tenuis Species Gelidiaceae Eukaryota UNPD*
NPO8068 Blumea mollis Species Asteraceae Eukaryota UNPD*
NPO14255 Streptomyces flocculus Species Streptomycetaceae Bacteria UNPD*
NPO18805 Tripolium pannonicum Species Asteraceae Eukaryota UNPD*
NPO8210 Trigonella foenum-graecum Species Fabaceae Eukaryota UNPD*
NPO19635 Coreopsis nodosa Species Asteraceae Eukaryota UNPD*
NPO7639 Senecio isatideus Species Asteraceae Eukaryota UNPD*
NPO12684 Trigonella grandiflora Species Fabaceae Eukaryota UNPD*
NPO13291 Changium smyrnioides Species Apiaceae Eukaryota TM-MC*
NPO8075 Cacospongia scalaris Species Thorectidae Eukaryota UNPD*
NPO7998 Senecio paludaffinis Species Asteraceae Eukaryota UNPD*
NPO13467 Anarsia lineatella Species Gelechiidae Eukaryota UNPD*
NPO2263 Croton megistocarpus Species Euphorbiaceae Eukaryota UNPD*
NPO10540 Passiflora incarnata Species Passifloraceae Eukaryota UNPD*
NPO10550 Artemisia hanseniana Species Asteraceae Eukaryota UNPD*
NPO1795 Fragaria vesca Species Rosaceae Eukaryota UNPD*
NPO13968 Garcinia scortechinii Species Clusiaceae Eukaryota UNPD*
NPO15095 Hippophae rhamnoides Species Elaeagnaceae Eukaryota TM-MC*
NPO14100 Persea kusanoi Species Lauraceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota saliva DOI[10.1007/s11306-015-0840-5]
NPO13766 Ceanothus velutinus Species Rhamnaceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota blood Geigy Scientific Tables, 8th Rev edition. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
NPO11492 Kopsia grandifolia Species Apocynaceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota cerebrospinal fluid Geigy Scientific Tables, 8th Rev edition. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
NPO13014 Ipomoea cairica Species Convolvulaceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota urine Geigy Scientific Tables, 8th Rev edition. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
NPO4582 Baphicacanthus cusia Species Acanthaceae Eukaryota UNPD*
NPO1797 Homo sapiens Species Hominidae Eukaryota DOI[10.1038/nbt.2488]
NPO4593 Lagerstroemia indica Species Lythraceae Eukaryota UNPD*
NPO20338 Mus musculus Species Muridae Eukaryota PMID[19425150]
NPO14162 Chlorophytum borivilianum Species Asparagaceae Eukaryota UNPD*
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota PMID[24678285]
NPO5189 Glycine tomentella Species Fabaceae Eukaryota UNPD*
NPO5191 Penicillium cinerascens Species Aspergillaceae Eukaryota UNPD*
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria PMID[21988831]
NPO7016 Gardenia tubifera Species Rubiaceae Eukaryota UNPD*
NPO12509 Dipterocarpus dyeri Species Dipterocarpaceae Eukaryota UNPD*
NPO433 Geranium sibiricum Species Geraniaceae Eukaryota UNPD*
NPO11642 Dacrydium cupressinum Species Podocarpaceae Eukaryota UNPD*
NPO13166 Nicotiana undulata Species Solanaceae Eukaryota UNPD*
NPO746 Panax innovans Species Araliaceae Eukaryota UNPD*
NPO13568 Hypoxylon rubiginosum Species Xylariaceae Eukaryota UNPD*
NPO731 Panax schinseng Species Araliaceae Eukaryota UNPD*
NPO4004 Aquilegia ecalcarata Species Ranunculaceae Eukaryota UNPD*
NPO8650 Perilla frutescens Species Lamiaceae Eukaryota UNPD*
NPO14057 Apollonias barbujana Species Lauraceae Eukaryota UNPD*
NPO12357 Lycopus europaeus Species Lamiaceae Eukaryota UNPD*
NPO8892 Sordaria araneosa Species Sordariaceae Eukaryota UNPD*
NPO210 Uvaria calamistrata Species Annonaceae Eukaryota UNPD*
NPO14354 Artemisia cina Species Asteraceae Eukaryota UNPD*
NPO14358 Rhodobacter sphaeroides Species Rhodobacteraceae Bacteria UNPD*
NPO12001 Saccharomyces pastori Species Saccharomycetaceae Eukaryota UNPD*
NPO11248 Tachigalia paniculata NA NA NA UNPD*
NPO3465 Aconitum leucostomum Species Ranunculaceae Eukaryota UNPD*
NPO4671 Persea mexicana Species Lauraceae Eukaryota UNPD*
NPO22666 Haematococcus lacustris Species Haematococcaceae Eukaryota UNPD*
NPO16703 Isodon lophanthoides Species Lamiaceae Eukaryota UNPD*
NPO11488 Alstonia muelleriana Species Apocynaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT4718 Individual Protein Transketolase Homo sapiens Kd = 6800000 nM 18182286
NPT4360 Individual Protein Solute carrier family 22 member 1 Mus musculus Activity = 0 % 11060354
NPT4360 Individual Protein Solute carrier family 22 member 1 Mus musculus Activity = 12.7 % 10216142
NPT434 Individual Protein Solute carrier family 22 member 5 Mus musculus Activity = 65.9 % 11160873
NPT613 Individual Protein Solute carrier family 22 member 1 Homo sapiens Activity = 0.434 nM 12606755
NPT1544 Individual Protein Solute carrier family 22 member 2 Rattus norvegicus Ki = 646000 nM 11758759
NPT435 Individual Protein Solute carrier family 22 member 1 Rattus norvegicus Ki = 736000 nM 11758759
NPT918 Individual Protein Heat shock protein HSP 90-alpha Homo sapiens Inhibition = 40 % 10.1007/s00044-011-9557-9
NPT918 Individual Protein Heat shock protein HSP 90-alpha Homo sapiens IC50 = 12500 nM 10.1007/s00044-011-9557-9

  Similar Natural Products 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 NPC150950 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 NPC125076
1.0 High Similarity NPC189436
0.9167 High Similarity NPC329165
0.9098 High Similarity NPC320833
0.9098 High Similarity NPC317197
0.7581 Intermediate Similarity NPC162460

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC150950 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 NPD807 Approved
1.0 High Similarity NPD808 Approved
0.7372 Intermediate Similarity NPD6121 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD3966 Clinical (unspecified phase)
0.6471 Remote Similarity NPD9402 Discontinued
0.6433 Remote Similarity NPD3876 Approved
0.6374 Remote Similarity NPD3877 Approved
0.6107 Remote Similarity NPD9104 Approved
0.5977 Remote Similarity NPD3333 Approved
0.5977 Remote Similarity NPD3332 Approved
0.596 Remote Similarity NPD1354 Approved
0.596 Remote Similarity NPD1355 Clinical (unspecified phase)
0.596 Remote Similarity NPD1356 Approved
0.5924 Remote Similarity NPD954 Phase 1
0.5766 Remote Similarity NPD2663 Approved
0.5737 Remote Similarity NPD3469 Phase 3
0.5714 Remote Similarity NPD6270 Approved
0.5699 Remote Similarity NPD3474 Discovery
0.5686 Remote Similarity NPD515 Phase 1
0.5632 Remote Similarity NPD1122 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   1130
ChEMBL   CHEMBL1547
ZINC  

Physicochemical Properties

Molecular Weight:  265.11
ALogP:  -2.3748
MLogP:  2.12
XLogP:  0.641
# Rotatable Bonds:  7
Polar Surface Area:  100.59
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  18

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