NPASS Natural Product

Natural Product: NPC317197

Natural Product ID:	NPC317197
Common Name:	Thiamin Diphosphate
IUPAC Name:	[2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethoxy-oxidophosphoryl] hydrogen phosphate;hydron
Synonyms:	Thiamin Diphosphate
Molecular Formula:	C12H18N4O7P2S
Standard InCHIKey:	AYEKOFBPNLCAJY-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C12H18N4O7P2S/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21)
Canonical SMILES:	Cc1ncc(c(=N)[nH]1)C[n+]1csc(c1C)CCOP(=O)(OP(=O)(O)O)[O-]
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
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota				DOI[10.1038/nbt.2488]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota				PMID[24678285]

Biological Activity

Activity Type	# Activity
Kd	3

Activity Type	# Activity
Others	3

Target ID	Target Type	Target Name	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified	Kd	=	600	nM	25603286
NPT2	Others	Unspecified	Kd	=	100	nM	25603286
NPT2	Others	Unspecified	Kd	=	50	nM	25603286

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 NPC317197 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	155
0.1-0.2	20871
0.2-0.3	6392
0.3-0.4	2505
0.4-0.5	938
0.5-0.6	22
0.6-0.7	1
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	3
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC320833
0.9923	High Similarity	NPC329165
0.9098	High Similarity	NPC125076
0.9098	High Similarity	NPC189436
0.9098	High Similarity	NPC150950
0.6842	Remote 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 NPC317197 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	114
0.1-0.2	1257
0.2-0.3	3166
0.3-0.4	3193
0.4-0.5	1352
0.5-0.6	72
0.6-0.7	5
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	2
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9098	High Similarity	NPD808	Approved
0.9098	High Similarity	NPD807	Approved
0.6828	Remote Similarity	NPD6121	Clinical (unspecified phase)
0.6802	Remote Similarity	NPD3966	Clinical (unspecified phase)
0.625	Remote Similarity	NPD3877	Approved
0.6215	Remote Similarity	NPD3876	Approved
0.6197	Remote Similarity	NPD9402	Discontinued
0.5839	Remote Similarity	NPD9104	Approved
0.5778	Remote Similarity	NPD3333	Approved
0.5778	Remote Similarity	NPD3332	Approved

Structure

CID317197 OpenBabel06191716142D 26 27 0 0 0 0 0 0 0 0999 V2000 3.9595 -3.1637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7363 -6.8520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5052 -4.3205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0875 -3.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1808 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3241 -6.0430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4997 -4.4250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9064 -5.3385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9010 -5.4431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9174 -5.1295 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3187 -6.1476 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6808 -2.7024 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 1.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 2.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 5.5116 -1.0933 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 9 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 22 1 0 0 0 0 5 10 2 0 0 0 0 5 14 1 0 0 0 0 6 10 1 0 0 0 0 6 16 1 0 0 0 0 7 16 2 0 0 0 0 7 26 1 0 0 0 0 8 11 2 0 0 0 0 8 16 1 0 0 0 0 9 14 2 0 0 0 0 9 15 1 0 0 0 0 10 12 1 0 0 0 0 11 26 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 17 24 2 0 0 0 0 18 24 1 0 0 0 0 19 24 1 0 0 0 0 20 25 2 0 0 0 0 21 25 1 0 0 0 0 22 25 1 0 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 M CHG 2 16 1 21 -1 M END $$$$

External Identifiers

PubChem CID	71586757;644169;5431
ChEMBL	CHEMBL1236235
ZINC

Physicochemical Properties

Molecular Weight:	424.04
ALogP:	-3.2682
MLogP:	1.24
XLogP:	-1.817
# Rotatable Bonds:	13
Polar Surface Area:	216.1
# H-Bond Aceptor:	10
# H-Bond Donor:	4
# Rings:	2
# Heavy Atoms:	26

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