NPASS Natural Product

Natural Product: NPC212905

Natural Product ID:	NPC212905
Common Name:	Diisocyanoadociane
IUPAC Name:	(2R,3R,3aS,5aS,6S,8aR,9S,10aS,10bS,10cS)-3,6-diisocyano-2,3,6,9-tetramethyl-1,2,3a,4,5,5a,7,8,8a,9,10,10a,10b,10c-tetradecahydropyrene
Synonyms:	Diisocyanoadociane
Molecular Formula:	C22H32N2
Standard InCHIKey:	XLVAONKBFLGZSE-OXEUSEQRSA-N
Standard InCHI:	InChI=1S/C22H32N2/c1-13-11-15-12-14(2)22(4,24-6)18-8-7-17-20(19(15)18)16(13)9-10-21(17,3)23-5/h13-20H,7-12H2,1-4H3/t13-,14+,15-,16+,17-,18-,19+,20+,21-,22+/m0/s1
Canonical SMILES:	[C-]#[N+][C@@]1(C)CC[C@H]2[C@@H]3[C@@H]1CC[C@H]1[C@H]3[C@@H](C[C@@H]2C)C[C@H]([C@@]1(C)[N+]#[C-])C
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
NPO30160	Cymbastela hooperi	Species	Axinellidae	Eukaryota				PMID[8759172]
NPO30160	Cymbastela hooperi	Species	Axinellidae	Eukaryota				PMID[19299148]

Biological Activity

Activity Type	# Activity
IC50	5
Others	3

Activity Type	# Activity
Cell Line	1
Organism	5
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	GI	=	98.3	%	18177012
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	0.0043	ug/ml	23227781
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	0.0047	ug/ml	23046382
NPT91	Cell Line	KB	Homo sapiens	IC50	=	4.7	ug/ml	23268606
NPT2	Others	Unspecified		Ratio IC50	=	1100		DrugMatrix in vitro pharmacology data
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	14.48	nM	23398362
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	14.48	nM	10579870
NPT2	Others	Unspecified		Ratio IC50	=	1000		25988621

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 NPC212905 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	245
0.1-0.2	14726
0.2-0.3	11553
0.3-0.4	3827
0.4-0.5	448
0.5-0.6	60
0.6-0.7	20
0.7-0.8	5
0.8-0.85	5
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8276	Intermediate Similarity	NPC475755
0.8276	Intermediate Similarity	NPC474435
0.8276	Intermediate Similarity	NPC474027
0.8214	Intermediate Similarity	NPC324944
0.8036	Intermediate Similarity	NPC173815
0.7966	Intermediate Similarity	NPC89921
0.7857	Intermediate Similarity	NPC318036
0.7619	Intermediate Similarity	NPC476288
0.7333	Intermediate Similarity	NPC317778
0.7167	Intermediate Similarity	NPC21781
0.6719	Remote Similarity	NPC53276
0.6667	Remote Similarity	NPC476135
0.6615	Remote Similarity	NPC469970
0.6567	Remote Similarity	NPC271640
0.6515	Remote Similarity	NPC474456
0.6471	Remote Similarity	NPC138409
0.6471	Remote Similarity	NPC184919
0.6441	Remote Similarity	NPC472828
0.6349	Remote Similarity	NPC152211
0.6349	Remote Similarity	NPC28755
0.6286	Remote Similarity	NPC476329
0.6232	Remote Similarity	NPC245223
0.6232	Remote Similarity	NPC124384
0.6164	Remote Similarity	NPC476308
0.6143	Remote Similarity	NPC473442
0.6143	Remote Similarity	NPC120167
0.6061	Remote Similarity	NPC145715
0.6061	Remote Similarity	NPC477740
0.6032	Remote Similarity	NPC470370
0.6032	Remote Similarity	NPC470369
0.597	Remote Similarity	NPC473959
0.5932	Remote Similarity	NPC472829
0.5909	Remote Similarity	NPC477739
0.5902	Remote Similarity	NPC474416
0.5902	Remote Similarity	NPC475272
0.5846	Remote Similarity	NPC472827
0.5735	Remote Similarity	NPC476682
0.5733	Remote Similarity	NPC25110
0.5676	Remote Similarity	NPC476904
0.5672	Remote Similarity	NPC219621
0.5645	Remote Similarity	NPC127944
0.5616	Remote Similarity	NPC110615
0.5616	Remote Similarity	NPC21773
0.5606	Remote Similarity	NPC474420
0.5606	Remote Similarity	NPC474455
0.5606	Remote Similarity	NPC474454

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC212905 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	180
0.1-0.2	4649
0.2-0.3	3702
0.3-0.4	533
0.4-0.5	72
0.5-0.6	21
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

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6863	Remote Similarity	NPD346	Approved
0.6863	Remote Similarity	NPD347	Approved
0.6792	Remote Similarity	NPD871	Approved
0.6792	Remote Similarity	NPD873	Approved
0.5965	Remote Similarity	NPD872	Approved
0.5965	Remote Similarity	NPD874	Approved
0.5806	Remote Similarity	NPD3727	Discontinued
0.5738	Remote Similarity	NPD3721	Approved
0.5738	Remote Similarity	NPD3722	Approved
0.5667	Remote Similarity	NPD4834	Discontinued
0.566	Remote Similarity	NPD635	Phase 3
0.566	Remote Similarity	NPD636	Phase 3

Structure

NPC212905 OpenBabel07101718192D 24 27 0 0 1 0 0 0 0 0999 V2000 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1055 1.7930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3712 -2.1581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2859 0.6733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9836 -2.7909 0.0000 C 0 5 0 0 0 0 0 0 0 0 0 0 -3.5441 -1.0394 0.0000 C 0 5 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 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4311 -0.0243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3735 -0.7930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6026 1.7272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2395 1.2930 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 1 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 -0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 1 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 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7366 -1.2272 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.2971 0.5243 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3601 -2.0090 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -2.9206 -0.2575 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 2 14 1 0 0 0 0 3 21 1 0 0 0 0 4 22 1 0 0 0 0 5 23 3 0 0 0 0 6 24 3 0 0 0 0 7 8 1 0 0 0 0 7 17 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 1 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 1 1 6 0 0 0 13 16 1 0 0 0 0 14 22 1 6 0 0 0 15 11 1 6 0 0 0 15 19 1 0 0 0 0 16 9 1 1 0 0 0 16 20 1 0 0 0 0 17 20 1 0 0 0 0 17 21 1 1 0 0 0 18 19 1 0 0 0 0 18 22 1 6 0 0 0 19 20 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 M CHG 4 5 -1 6 -1 23 1 24 1 M END $$$$

External Identifiers

PubChem CID	194103
ChEMBL	CHEMBL353048
ZINC

Physicochemical Properties

Molecular Weight:	324.26
ALogP:	-2.4576
MLogP:	3.66
XLogP:	4.885
# Rotatable Bonds:	4
Polar Surface Area:	8.72
# H-Bond Aceptor:	0
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	24

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