NPASS Natural Product

Natural Product: NPC173815

Natural Product ID:	NPC173815
Common Name:	Diisocyanoamphilectene
IUPAC Name:	(1S,3aR,4S,6S,6aS,9aS,9bS)-9a-isocyano-6-(2-isocyano-2-methylpropyl)-1,4-dimethyl-7-methylidene-2,3,3a,4,5,6,6a,8,9,9b-decahydro-1H-phenalene
Synonyms:
Molecular Formula:	C22H32N2
Standard InCHIKey:	JZQFIFOTCYCVEG-XQOOQLJESA-N
Standard InCHI:	InChI=1S/C22H32N2/c1-14-10-11-22(24-7)16(3)8-9-18-15(2)12-17(19(14)20(18)22)13-21(4,5)23-6/h15-20H,1,8-13H2,2-5H3/t15-,16-,17-,18+,19-,20-,22-/m0/s1
Canonical SMILES:	[C-]#[N+]C(C[C@@H]1C[C@H](C)[C@@H]2[C@H]3[C@H]1C(=C)CC[C@]3([N+]#[C-])[C@H](CC2)C)(C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO30154	Pseudaxinella flava	NA	NA	NA				PMID[21985105]

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Biological Activity

Activity Type	# Activity
GI50	6
IC50	13
LD50	1
MIC	3
Others	3

Activity Type	# Activity
Cell Line	9
Organism	6
Others	11

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT114	Cell Line	LoVo	Homo sapiens	GI50	=	3000	nM	21985105
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	1.2	ug/ml	8350092
NPT168	Cell Line	P388	Mus musculus	IC50	=	0.7	ug/ml	8350092
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	=	6000	nM	21985105
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	=	99735	nM	26421992
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	=	99740	nM	26748697
NPT2	Others	Unspecified		GI50	=	25000	nM	21985105
NPT2	Others	Unspecified		GI50	=	50000	nM	21985105
NPT2	Others	Unspecified		IC50	>	10000	nM	22153874
NPT2	Others	Unspecified		IC50	=	230	nM	22153874

Showing 1 to 10 of 25 entries

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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 NPC173815 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	114
0.1-0.2	3908
0.2-0.3	16949
0.3-0.4	7508
0.4-0.5	2104
0.5-0.6	240
0.6-0.7	45
0.7-0.8	14
0.8-0.85	4
0.85-0.9	1
0.9-0.95	1
0.95-1	1

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Similarity Score	Similarity Level	Natural Product ID
0.56	Remote Similarity	NPC124384
0.56	Remote Similarity	NPC245223
0.561	Remote Similarity	NPC475724
0.5616	Remote Similarity	NPC107704
0.5616	Remote Similarity	NPC39462

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Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC173815 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	125
0.1-0.2	2094
0.2-0.3	4985
0.3-0.4	1637
0.4-0.5	295
0.5-0.6	19
0.6-0.7	6
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.5946	Remote Similarity	NPD6939	Phase 2
0.5946	Remote Similarity	NPD6938	Clinical (unspecified phase)
0.614	Remote Similarity	NPD1799	Clinical (unspecified phase)
0.6207	Remote Similarity	NPD871	Approved
0.6207	Remote Similarity	NPD873	Approved

Showing 1 to 5 of 8 entries

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Structure

CID173815 OpenBabel06191715542D 24 26 0 0 1 0 0 0 0 0999 V2000 -2.5246 1.4358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6558 2.9150 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8545 -1.4353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4167 4.6003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7682 3.7054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3136 5.0468 0.0000 C 0 5 0 0 0 0 0 0 0 0 0 0 0.4837 -1.8027 0.0000 C 0 5 0 0 0 0 0 0 0 0 0 0 1.6745 0.0153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6703 0.9758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6649 -0.0097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8351 -0.4879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0118 2.9016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6745 2.8976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6827 0.9628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8227 2.4265 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8443 -0.4697 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8419 2.4166 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8298 1.4611 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8475 1.4507 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0004 0.9761 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8174 3.8484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0655 4.4476 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 0.0004 -0.9662 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 1 14 2 0 0 0 0 3 16 1 0 0 0 0 4 21 1 0 0 0 0 5 21 1 0 0 0 0 6 23 3 0 0 0 0 7 24 3 0 0 0 0 8 9 1 0 0 0 0 8 16 1 0 0 0 0 10 11 1 0 0 0 0 10 14 1 0 0 0 0 11 22 1 0 0 0 0 12 15 1 0 0 0 0 12 17 1 0 0 0 0 13 21 1 0 0 0 0 15 2 1 6 0 0 0 15 18 1 0 0 0 0 16 22 1 6 0 0 0 17 13 1 6 0 0 0 17 19 1 0 0 0 0 18 9 1 1 0 0 0 18 20 1 0 0 0 0 19 14 1 1 0 0 0 19 20 1 0 0 0 0 20 22 1 6 0 0 0 21 23 1 0 0 0 0 22 24 1 6 0 0 0 M CHG 4 6 -1 7 -1 23 1 24 1 M END $$$$

External Identifiers

PubChem CID	21778272
ChEMBL	CHEMBL522749
ZINC

Physicochemical Properties

Molecular Weight:	324.26
ALogP:	-1.6233
MLogP:	3.66
XLogP:	4.576
# Rotatable Bonds:	6
Polar Surface Area:	8.72
# H-Bond Aceptor:	0
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	24

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