NPASS Natural Product

Natural Product: NPC127553

Natural Product ID:	NPC127553
Common Name:	n.a.
IUPAC Name:
Synonyms:	(+)-Xestospongin A
Molecular Formula:	C28H50N2O2
Standard InCHIKey:	PQYOPBRFUUEHRC-NIVXRMQLSA-N
Standard InCHI:	InChI=1S/C28H50N2O2/c1-3-7-15-25-17-21-30-20-10-14-24(28(30)31-25)12-6-2-4-8-16-26-18-22-29-19-9-13-23(11-5-1)27(29)32-26/h23-28H,1-22H2/t23-,24-,25-,26-,27+,28+/m1/s1
Canonical SMILES:	C1CCC[C@@H]2CCCN3[C@H]2O[C@H](CCCCCC[C@H]2[C@@H]4O[C@H](CC1)CCN4CCC2)CC3
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
NPO32702	xestospongia sp.	Species	Petrosiidae	Eukaryota				PMID[11908959]

Biological Activity

Activity Type	# Activity
MIC	4

Activity Type	# Activity
Organism	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT187	Organism	Issatchenkia orientalis	Pichia kudriavzevii	MIC	=	100	ug/ml	26149757
NPT554	Organism	Candida glabrata	Candida glabrata	MIC	=	100	ug/ml	14640511
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	100	ug/ml	20361799
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	100	ug/ml	20441198

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 NPC127553 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	61
0.1-0.2	3485
0.2-0.3	16836
0.3-0.4	9508
0.4-0.5	901
0.5-0.6	83
0.6-0.7	6
0.7-0.8	1
0.8-0.85	1
0.85-0.9	6
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC255050
0.8904	High Similarity	NPC90839
0.8667	High Similarity	NPC288415
0.8667	High Similarity	NPC149908
0.8667	High Similarity	NPC31313
0.8667	High Similarity	NPC45906
0.8553	High Similarity	NPC93630
0.8421	Intermediate Similarity	NPC81006
0.7042	Intermediate Similarity	NPC112398
0.6618	Remote Similarity	NPC243635
0.6618	Remote Similarity	NPC151004
0.6618	Remote Similarity	NPC228980
0.6404	Remote Similarity	NPC168017
0.6264	Remote Similarity	NPC178632
0.6136	Remote Similarity	NPC124359
0.5926	Remote Similarity	NPC290231
0.5926	Remote Similarity	NPC206241
0.5926	Remote Similarity	NPC48448
0.5926	Remote Similarity	NPC180401
0.5926	Remote Similarity	NPC266383
0.5926	Remote Similarity	NPC68043
0.5926	Remote Similarity	NPC271803
0.5765	Remote Similarity	NPC80447
0.5765	Remote Similarity	NPC477002
0.5658	Remote Similarity	NPC319991
0.5612	Remote Similarity	NPC155985

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC127553 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	67
0.1-0.2	1310
0.2-0.3	5492
0.3-0.4	1957
0.4-0.5	269
0.5-0.6	55
0.6-0.7	11
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
0.6618	Remote Similarity	NPD1823	Approved
0.6618	Remote Similarity	NPD1822	Approved
0.6618	Remote Similarity	NPD1821	Approved
0.6329	Remote Similarity	NPD2695	Approved
0.6329	Remote Similarity	NPD2697	Approved
0.6329	Remote Similarity	NPD2694	Approved
0.6329	Remote Similarity	NPD2696	Approved
0.6232	Remote Similarity	NPD7348	Clinical (unspecified phase)
0.6027	Remote Similarity	NPD6439	Phase 3
0.6	Remote Similarity	NPD8143	Approved
0.6	Remote Similarity	NPD8144	Approved
0.5854	Remote Similarity	NPD7535	Discontinued
0.5842	Remote Similarity	NPD7912	Approved
0.5842	Remote Similarity	NPD7987	Approved
0.5842	Remote Similarity	NPD7986	Approved
0.5842	Remote Similarity	NPD7911	Approved
0.5833	Remote Similarity	NPD312	Clinical (unspecified phase)
0.5753	Remote Similarity	NPD3727	Discontinued
0.5728	Remote Similarity	NPD8040	Discontinued
0.5673	Remote Similarity	NPD7646	Clinical (unspecified phase)
0.5673	Remote Similarity	NPD7989	Approved
0.5673	Remote Similarity	NPD7990	Approved

Structure

NPC127553 OpenBabel07101719252D 32 36 0 0 1 0 0 0 0 0999 V2000 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 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 3.6059 -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 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 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 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 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 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 4.3461 0.4759 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.2531 1.3610 0.0000 C 0 0 2 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 5.2121 1.9759 0.0000 N 0 0 3 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 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 13 1 0 0 0 0 9 19 1 0 0 0 0 10 14 1 0 0 0 0 10 20 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 17 21 1 0 0 0 0 17 25 1 0 0 0 0 18 22 1 0 0 0 0 18 26 1 0 0 0 0 19 29 1 0 0 0 0 20 30 1 0 0 0 0 21 30 1 0 0 0 0 22 29 1 0 0 0 0 23 11 1 1 0 0 0 23 27 1 0 0 0 0 24 12 1 6 0 0 0 24 28 1 0 0 0 0 25 15 1 1 0 0 0 25 31 1 0 0 0 0 26 16 1 6 0 0 0 26 32 1 0 0 0 0 27 29 1 6 0 0 0 27 32 1 0 0 0 0 28 30 1 6 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	9889796
ChEMBL	CHEMBL456076
ZINC

Physicochemical Properties

Molecular Weight:	446.39
ALogP:	-3.6936
MLogP:	4.1
XLogP:	7.082
# Rotatable Bonds:	0
Polar Surface Area:	24.94
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	5
# Heavy Atoms:	32

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