NPASS Natural Product

Natural Product: NPC81006

Natural Product ID:	NPC81006
Common Name:	n.a.
IUPAC Name:
Synonyms:	(+)-Araguspongine C
Molecular Formula:	C28H50N2O4
Standard InCHIKey:	XBUGUOQUMLNGNN-BNNSEFEDSA-N
Standard InCHI:	InChI=1S/C28H50N2O4/c31-27-15-7-3-1-5-11-23-13-21-29-20-10-18-28(32,26(29)33-23)16-8-4-2-6-12-24-14-22-30(19-9-17-27)25(27)34-24/h23-26,31-32H,1-22H2/t23-,24-,25+,26+,27-,28-/m1/s1
Canonical SMILES:	O[C@]12CCCCCC[C@@H]3CCN4[C@@H](O3)[C@](CCCCCC[C@H]3O[C@@H]2N(CCC1)CC3)(O)CCC4
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
NPO31288	Xestospongia exigua	Species	Petrosiidae	Eukaryota		Red Sea		PMID[12502314]

Biological Activity

Activity Type	# Activity
IC50	2
MIC	1

Activity Type	# Activity
Organism	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	0.28	ug/ml	12932143
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	=	3940	nM	DrugMatrix in vivo data: Pathology
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	0.67	ug/ml	21448090

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 NPC81006 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	79
0.1-0.2	1725
0.2-0.3	16330
0.3-0.4	10715
0.4-0.5	1827
0.5-0.6	193
0.6-0.7	12
0.7-0.8	0
0.8-0.85	2
0.85-0.9	1
0.9-0.95	0
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
0.9737	High Similarity	NPC31313
0.9737	High Similarity	NPC288415
0.9737	High Similarity	NPC149908
0.9737	High Similarity	NPC45906
0.961	High Similarity	NPC93630
0.8974	High Similarity	NPC90839
0.8421	Intermediate Similarity	NPC255050
0.8421	Intermediate Similarity	NPC127553
0.6596	Remote Similarity	NPC168017
0.6582	Remote Similarity	NPC112398
0.6522	Remote Similarity	NPC124359
0.6458	Remote Similarity	NPC178632
0.6196	Remote Similarity	NPC471420
0.6145	Remote Similarity	NPC233034
0.6118	Remote Similarity	NPC126664
0.6118	Remote Similarity	NPC34291
0.6078	Remote Similarity	NPC313821
0.6024	Remote Similarity	NPC163134
0.6024	Remote Similarity	NPC471419
0.6	Remote Similarity	NPC477002
0.5978	Remote Similarity	NPC150557
0.5909	Remote Similarity	NPC476695
0.5909	Remote Similarity	NPC476694
0.5909	Remote Similarity	NPC476696
0.5882	Remote Similarity	NPC238646
0.5859	Remote Similarity	NPC470284
0.5794	Remote Similarity	NPC314387
0.5758	Remote Similarity	NPC470282
0.5755	Remote Similarity	NPC56298
0.5755	Remote Similarity	NPC471628
0.5747	Remote Similarity	NPC471418
0.5747	Remote Similarity	NPC474469
0.5732	Remote Similarity	NPC471421
0.5732	Remote Similarity	NPC233364
0.5714	Remote Similarity	NPC91036
0.5682	Remote Similarity	NPC475127
0.5682	Remote Similarity	NPC475715
0.5682	Remote Similarity	NPC473419
0.5682	Remote Similarity	NPC268922
0.5679	Remote Similarity	NPC293551
0.5673	Remote Similarity	NPC119225
0.5673	Remote Similarity	NPC470382
0.5673	Remote Similarity	NPC476261
0.5673	Remote Similarity	NPC471635
0.5673	Remote Similarity	NPC25033
0.566	Remote Similarity	NPC220111
0.5641	Remote Similarity	NPC475887
0.5632	Remote Similarity	NPC184150
0.5632	Remote Similarity	NPC141156
0.5625	Remote Similarity	NPC36927
0.5625	Remote Similarity	NPC271772
0.5607	Remote Similarity	NPC315036
0.5604	Remote Similarity	NPC315806
0.56	Remote Similarity	NPC52533

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC81006 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	77
0.1-0.2	1122
0.2-0.3	5043
0.3-0.4	2360
0.4-0.5	446
0.5-0.6	103
0.6-0.7	10
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
0.6168	Remote Similarity	NPD8140	Approved
0.6145	Remote Similarity	NPD9440	Discontinued
0.6118	Remote Similarity	NPD9443	Clinical (unspecified phase)
0.6087	Remote Similarity	NPD8347	Approved
0.6087	Remote Similarity	NPD8345	Approved
0.6087	Remote Similarity	NPD8346	Approved
0.6078	Remote Similarity	NPD3190	Approved
0.6078	Remote Similarity	NPD3189	Approved
0.6078	Remote Similarity	NPD3191	Approved
0.6019	Remote Similarity	NPD8307	Discontinued
0.5895	Remote Similarity	NPD882	Phase 2
0.5895	Remote Similarity	NPD883	Phase 2
0.5872	Remote Similarity	NPD7646	Clinical (unspecified phase)
0.5854	Remote Similarity	NPD9455	Approved
0.5794	Remote Similarity	NPD3183	Approved
0.5794	Remote Similarity	NPD3184	Approved
0.5794	Remote Similarity	NPD3182	Approved
0.5794	Remote Similarity	NPD3185	Approved
0.5783	Remote Similarity	NPD393	Approved
0.5755	Remote Similarity	NPD4837	Approved
0.5755	Remote Similarity	NPD4835	Approved
0.5755	Remote Similarity	NPD4838	Approved
0.5755	Remote Similarity	NPD4836	Approved
0.573	Remote Similarity	NPD7535	Discontinued
0.5714	Remote Similarity	NPD8087	Discontinued
0.5699	Remote Similarity	NPD8143	Approved
0.5699	Remote Similarity	NPD8144	Approved
0.5641	Remote Similarity	NPD7348	Clinical (unspecified phase)
0.5625	Remote Similarity	NPD2691	Clinical (unspecified phase)
0.5604	Remote Similarity	NPD9653	Clinical (unspecified phase)

Structure

NPC81006 OpenBabel07101718252D 34 38 0 0 1 0 0 0 0 0999 V2000 2.3353 -1.2436 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4789 3.3610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0120 -1.0645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8365 3.0831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6358 -1.2152 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1748 3.4372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6059 -0.6939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3044 2.6282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0781 0.4759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5261 1.6266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9758 -0.9820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8622 3.3050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8822 -0.1641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3461 3.4759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0641 -0.1648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0698 2.0366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2121 -0.0241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0598 1.7188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0781 1.4759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6794 1.1768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8610 0.4516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2121 2.9759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4139 -0.5645 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4800 2.9759 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3461 1.4759 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.2291 0.6614 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3461 0.4759 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.2531 1.3610 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3665 0.8190 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 5.2121 1.9759 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 3.3739 0.7102 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0948 0.8211 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4800 1.9759 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 5 1 0 0 0 0 2 4 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 9 19 1 0 0 0 0 10 18 1 0 0 0 0 10 20 1 0 0 0 0 13 21 1 0 0 0 0 13 23 1 0 0 0 0 14 22 1 0 0 0 0 14 24 1 0 0 0 0 15 27 1 0 0 0 0 16 28 1 0 0 0 0 17 27 1 0 0 0 0 18 28 1 0 0 0 0 19 30 1 0 0 0 0 20 29 1 0 0 0 0 21 29 1 0 0 0 0 22 30 1 0 0 0 0 23 11 1 1 0 0 0 23 33 1 0 0 0 0 24 12 1 6 0 0 0 24 34 1 0 0 0 0 25 27 1 6 0 0 0 25 30 1 0 0 0 0 25 34 1 0 0 0 0 26 28 1 1 0 0 0 26 29 1 0 0 0 0 26 33 1 0 0 0 0 27 31 1 1 0 0 0 28 32 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	5276744
ChEMBL	CHEMBL518547
ZINC

Physicochemical Properties

Molecular Weight:	478.38
ALogP:	-4.5718
MLogP:	3.88
XLogP:	4.84
# Rotatable Bonds:	2
Polar Surface Area:	65.4
# H-Bond Aceptor:	6
# H-Bond Donor:	2
# Rings:	5
# Heavy Atoms:	34

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