NPASS Natural Product

Natural Product: NPC470738

Natural Product ID:	NPC470738
Common Name:	Nigragillin
IUPAC Name:	(2E,4E)-1-[(2R,5S)-2,5-dimethylpiperazin-1-yl]hexa-2,4-dien-1-one
Synonyms:	Nigragillin
Molecular Formula:	C12H20N2O
Standard InCHIKey:	NHTCAHYQNDAZCU-APDXDPTBSA-N
Standard InCHI:	InChI=1S/C12H20N2O/c1-4-5-6-7-12(15)14-9-10(2)13-8-11(14)3/h4-7,10-11,13H,8-9H2,1-3H3/b5-4+,7-6+/t10-,11+/m0/s1
Canonical SMILES:	C/C=C/C=C/C(=O)N1C[C@H](C)NC[C@H]1C
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
NPO10671	Zephyranthes candida	Species	Amaryllidaceae	Eukaryota	Whole Plants			PMID[23190013]

Biological Activity

Activity Type	# Activity
IC50	5

Activity Type	# Activity
Cell Line	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT139	Cell Line	HT-29	Homo sapiens	IC50	>	10000	nM	19007204
NPT81	Cell Line	A549	Homo sapiens	IC50	>	10000	nM	22209731
NPT111	Cell Line	K562	Homo sapiens	IC50	>	10000	nM	19459643
NPT116	Cell Line	HL-60	Homo sapiens	IC50	>	10000	nM	19846305
NPT65	Cell Line	HepG2	Homo sapiens	IC50	>	10000	nM	23964704

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 NPC470738 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	37
0.1-0.2	18067
0.2-0.3	10741
0.3-0.4	1786
0.4-0.5	206
0.5-0.6	38
0.6-0.7	14
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.697	Remote Similarity	NPC42477
0.6667	Remote Similarity	NPC206660
0.6538	Remote Similarity	NPC267203
0.6538	Remote Similarity	NPC77890
0.6538	Remote Similarity	NPC132858
0.6418	Remote Similarity	NPC385
0.6389	Remote Similarity	NPC76869
0.6389	Remote Similarity	NPC477460
0.6324	Remote Similarity	NPC133923
0.6282	Remote Similarity	NPC25513
0.6154	Remote Similarity	NPC320667
0.6154	Remote Similarity	NPC214125
0.6143	Remote Similarity	NPC252684
0.6026	Remote Similarity	NPC63284
0.5897	Remote Similarity	NPC78562
0.5897	Remote Similarity	NPC473588
0.5694	Remote Similarity	NPC477459
0.5694	Remote Similarity	NPC477461
0.5679	Remote Similarity	NPC86452
0.5679	Remote Similarity	NPC244256
0.5625	Remote Similarity	NPC34672

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC470738 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	55
0.1-0.2	1749
0.2-0.3	5490
0.3-0.4	1692
0.4-0.5	158
0.5-0.6	16
0.6-0.7	1
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6538	Remote Similarity	NPD529	Approved
0.5763	Remote Similarity	NPD1463	Clinical (unspecified phase)
0.5641	Remote Similarity	NPD9432	Discontinued

Structure

External Identifiers

PubChem CID	71454343
ChEMBL	CHEMBL2208202
ZINC

Physicochemical Properties

Molecular Weight:	208.16
ALogP:	0.2382
MLogP:	2.45
XLogP:	1.686
# Rotatable Bonds:	6
Polar Surface Area:	32.34
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	1
# Heavy Atoms:	15

Download Data

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