NPASS Natural Product

Natural Product: NPC317778

Natural Product ID:	NPC317778
Common Name:	(1S,3Ar,3A1S,4S,6S,6As,9Ar)-1-Isocyano-1,4-Dimethyl-7-Methylene-6-(2-Methylprop-1-Enyl)Dodecahydro-1H-Phenalene
IUPAC Name:	(1S,3S,3aR,6S,6aR,9aS,9bS)-6-isocyano-3,6-dimethyl-9-methylidene-1-(2-methylprop-1-enyl)-2,3,3a,4,5,6a,7,8,9a,9b-decahydro-1H-phenalene
Synonyms:
Molecular Formula:	C21H31N
Standard InCHIKey:	YLUPPLFDZXAQDE-YMJVXHRNSA-N
Standard InCHI:	InChI=1S/C21H31N/c1-13(2)11-16-12-15(4)17-9-10-21(5,22-6)18-8-7-14(3)19(16)20(17)18/h11,15-20H,3,7-10,12H2,1-2,4-5H3/t15-,16+,17+,18+,19-,20+,21-/m0/s1
Canonical SMILES:	[C-]#[N+][C@@]1(C)CC[C@H]2[C@@H]3[C@H]1CCC(=C)[C@H]3[C@@H](C[C@@H]2C)C=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	1

Activity Type	# Activity
Cell Line	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT306	Cell Line	PC-3	Homo sapiens	GI50	=	7000	nM	21985105

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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 NPC317778 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	130
0.1-0.2	1836
0.2-0.3	16498
0.3-0.4	8892
0.4-0.5	2950
0.5-0.6	496
0.6-0.7	55
0.7-0.8	22
0.8-0.85	7
0.85-0.9	2
0.9-0.95	1
0.95-1	0

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Similarity Score	Similarity Level	Natural Product ID
0.56	Remote Similarity	NPC323005
0.5614	Remote Similarity	NPC92224
0.5618	Remote Similarity	NPC249312
0.5634	Remote Similarity	NPC276764
0.5634	Remote Similarity	NPC472304

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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 NPC317778 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	150
0.1-0.2	1551
0.2-0.3	4762
0.3-0.4	2189
0.4-0.5	431
0.5-0.6	74
0.6-0.7	4
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
0.5658	Remote Similarity	NPD3621	Clinical (unspecified phase)
0.567	Remote Similarity	NPD7812	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD5771	Approved
0.5789	Remote Similarity	NPD319	Phase 1
0.5902	Remote Similarity	NPD871	Approved

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Structure

CID317778 OpenBabel06191716142D 22 24 0 0 1 0 0 0 0 0999 V2000 -2.4990 3.3542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8385 3.3536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5169 0.4584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6513 1.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8523 -2.4043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4199 -1.2980 0.0000 C 0 5 0 0 0 0 0 0 0 0 0 0 -1.6596 -0.9829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8323 -1.4597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6658 -0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6699 -0.9579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6692 1.9159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0114 1.9199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6689 2.8746 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6774 -0.0132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8207 1.4462 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8391 1.4363 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8278 0.4836 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0004 -0.9732 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8447 0.4733 0.0000 C 0 0 1 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 0.8422 -1.4415 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6799 -1.9076 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 14 2 0 0 0 0 5 21 1 0 0 0 0 6 22 3 0 0 0 0 7 8 1 0 0 0 0 7 14 1 0 0 0 0 8 18 1 0 0 0 0 9 10 1 0 0 0 0 10 21 1 0 0 0 0 11 13 2 0 0 0 0 12 15 1 0 0 0 0 12 16 1 0 0 0 0 15 4 1 6 0 0 0 15 17 1 0 0 0 0 16 11 1 6 0 0 0 16 19 1 0 0 0 0 17 9 1 1 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 18 21 1 6 0 0 0 19 14 1 1 0 0 0 19 20 1 0 0 0 0 21 22 1 0 0 0 0 M CHG 2 6 -1 22 1 M END $$$$

External Identifiers

PubChem CID	56602474
ChEMBL	CHEMBL1911850
ZINC

Physicochemical Properties

Molecular Weight:	297.25
ALogP:	0.7203
MLogP:	3.66
XLogP:	6.042
# Rotatable Bonds:	5
Polar Surface Area:	4.36
# H-Bond Aceptor:	0
# H-Bond Donor:	0
# Rings:	3
# Heavy Atoms:	22

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