NPASS Natural Product

Natural Product: NPC474596

Natural Product ID:	NPC474596
Common Name:	2-Chloro-5-((1R,3S)-3-Chloro-2,2-Dimethyl-6-Methylenecyclohexyl)-3-Methylenepentylcarbonimidic Dichloride
IUPAC Name:	1,1-dichloro-N-[2-chloro-5-[(1R,3S)-3-chloro-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylidenepentyl]methanimine
Synonyms:
Molecular Formula:	C16H23Cl4N
Standard InCHIKey:	FLQWJRAWXIZXCK-YIOYIWSBSA-N
Standard InCHI:	InChI=1S/C16H23Cl4N/c1-10-6-8-14(18)16(3,4)12(10)7-5-11(2)13(17)9-21-15(19)20/h12-14H,1-2,5-9H2,3-4H3/t12-,13?,14+/m1/s1
Canonical SMILES:	C=C(C(CN=C(Cl)Cl)Cl)CC[C@@H]1C(=C)CC[C@@H](C1(C)C)Cl
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
NPO12253	Stylotella aurantium	NA	NA	NA				PMID[11170682]

Biological Activity

Activity Type	# Activity
IC50	4

Activity Type	# Activity
Cell Line	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	0.1	ug/ml	20055495
NPT81	Cell Line	A549	Homo sapiens	IC50	=	0.1	ug/ml	20055495
NPT168	Cell Line	P388	Mus musculus	IC50	=	0.1	ug/ml	20055495
NPT170	Cell Line	SK-MEL-28	Homo sapiens	IC50	=	0.1	ug/ml	21741249

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 NPC474596 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	110
0.1-0.2	8920
0.2-0.3	15547
0.3-0.4	5677
0.4-0.5	546
0.5-0.6	81
0.6-0.7	7
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8438	Intermediate Similarity	NPC475812
0.6377	Remote Similarity	NPC28755
0.6377	Remote Similarity	NPC152211
0.6301	Remote Similarity	NPC37792
0.6286	Remote Similarity	NPC311809
0.625	Remote Similarity	NPC476682
0.6197	Remote Similarity	NPC219621
0.6	Remote Similarity	NPC476681
0.5972	Remote Similarity	NPC110214
0.5914	Remote Similarity	NPC125771
0.5914	Remote Similarity	NPC218902
0.5867	Remote Similarity	NPC474456
0.5833	Remote Similarity	NPC78551
0.5833	Remote Similarity	NPC62086
0.5833	Remote Similarity	NPC227632
0.5775	Remote Similarity	NPC472830
0.5738	Remote Similarity	NPC103290
0.5735	Remote Similarity	NPC474416
0.5714	Remote Similarity	NPC318036
0.5676	Remote Similarity	NPC145715
0.5645	Remote Similarity	NPC105246
0.5645	Remote Similarity	NPC190232
0.5645	Remote Similarity	NPC193180
0.5641	Remote Similarity	NPC138409
0.5641	Remote Similarity	NPC184919
0.5634	Remote Similarity	NPC173815
0.56	Remote Similarity	NPC473959

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC474596 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	122
0.1-0.2	2360
0.2-0.3	5281
0.3-0.4	1228
0.4-0.5	168
0.5-0.6	2
0.6-0.7	0
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
0.5645	Remote Similarity	NPD1799	Clinical (unspecified phase)

Structure

NPC474596 OpenBabel07101718282D 21 21 0 0 1 0 0 0 0 0999 V2000 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -6.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -6.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 10 2 0 0 0 0 2 11 2 0 0 0 0 3 16 1 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 11 1 0 0 0 0 6 8 1 0 0 0 0 6 10 1 0 0 0 0 8 14 1 0 0 0 0 9 13 1 0 0 0 0 9 21 1 0 0 0 0 10 12 1 0 0 0 0 11 13 1 0 0 0 0 12 7 1 1 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 14 16 1 0 0 0 0 14 18 1 1 0 0 0 15 19 1 0 0 0 0 15 20 1 0 0 0 0 15 21 2 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	10044705
ChEMBL	CHEMBL476493
ZINC

Physicochemical Properties

Molecular Weight:	369.06
ALogP:	4.599
MLogP:	2.67
XLogP:	5.205
# Rotatable Bonds:	12
Polar Surface Area:	12.36
# H-Bond Aceptor:	1
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	21

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