NPASS Natural Product

Natural Product: NPC83628

Natural Product ID:	NPC83628
Common Name:	Rac-3-N-Butylphthalide
IUPAC Name:	3-butyl-3H-2-benzofuran-1-one
Synonyms:	N-Butylphthalide
Molecular Formula:	C12H14O2
Standard InCHIKey:	HJXMNVQARNZTEE-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C12H14O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-7,11H,2-3,8H2,1H3
Canonical SMILES:	CCCCC1OC(=O)c2c1cccc2
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	TM-MC*
NPO11474	Ligusticum jeholense	Species	Apiaceae	Eukaryota	TM-MC*
NPO11474	Ligusticum jeholense	Species	Apiaceae	Eukaryota	TCMID*
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	TCM_Taiwan*
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	TM-MC*
NPO18951	Ligusticum sinense	Species	Apiaceae	Eukaryota	TM-MC*
NPO18951	Ligusticum sinense	Species	Apiaceae	Eukaryota	TCMID*
NPO2154	Ligusticum tenuissimum	Species	Apiaceae	Eukaryota	TM-MC*
NPO22033	Cnidium officinale	Species	Apiaceae	Eukaryota	TM-MC*
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	HerDing*

Showing 1 to 10 of 21 entries

Previous1 2 3Next

Biological Activity

Activity Type	# Activity
IC50	4
LD50	1
Others	26

Activity Type	# Activity
Cell Line	6
Organism	10
Others	14
Tissue	1

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT177	Tissue	Aorta	Rattus norvegicus	IC50	=	130060	nM	20133025
NPT2	Others	Unspecified		Inhibition	=	67.8	%	21684163
NPT2	Others	Unspecified		Inhibition	=	17.43	%	22827516
NPT2	Others	Unspecified		Inhibition	=	9.5	%	22827516
NPT2	Others	Unspecified		IC50	=	480000	nM	22827516
NPT2	Others	Unspecified		IC50	>	1000000	nM	22827516
NPT2	Others	Unspecified		Inhibition	=	15.72	%	23481646
NPT2	Others	Unspecified		Inhibition	=	14.1	%	26189079
NPT2	Others	Unspecified		Inhibition	=	28.06	%	26189079
NPT2	Others	Unspecified		Inhibition	=	22.95	%	26189079

Showing 1 to 10 of 31 entries

Previous1 2 3 4Next

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 NPC83628 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	156
0.1-0.2	858
0.2-0.3	1841
0.3-0.4	4561
0.4-0.5	8755
0.5-0.6	9211
0.6-0.7	4708
0.7-0.8	703
0.8-0.85	37
0.85-0.9	42
0.9-0.95	14
0.95-1	3

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.7565	Intermediate Similarity	NPC291799
0.7568	Intermediate Similarity	NPC82426
0.7568	Intermediate Similarity	NPC91820
0.7578	Intermediate Similarity	NPC477364
0.7578	Intermediate Similarity	NPC472656

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC83628 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	158
0.1-0.2	804
0.2-0.3	1134
0.3-0.4	2441
0.4-0.5	2715
0.5-0.6	1356
0.6-0.7	473
0.7-0.8	73
0.8-0.85	3
0.85-0.9	1
0.9-0.95	2
0.95-1	1

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6638	Remote Similarity	NPD2552	Approved
0.6638	Remote Similarity	NPD2553	Approved
0.6638	Remote Similarity	NPD2555	Approved
0.6638	Remote Similarity	NPD2549	Approved
0.6638	Remote Similarity	NPD2550	Approved

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

External Identifiers

PubChem CID	61361
ChEMBL	CHEMBL248594
ZINC

Physicochemical Properties

Molecular Weight:	190.10
ALogP:	-0.9542
MLogP:	2.56
XLogP:	4.211
# Rotatable Bonds:	4
Polar Surface Area:	26.3
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	14

Download Data

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