NPASS Natural Product

Natural Product: NPC473872

Natural Product ID:	NPC473872
Common Name:	1,22-Bis[{[(Trimethylammonium)Ethoxy]Phosphinyl}Oxy]Docosane Hydrochloride
IUPAC Name:	22-[oxido-[2-(trimethylazaniumyl)ethoxy]phosphoryl]oxydocosyl 2-(trimethylazaniumyl)ethyl phosphate;hydrochloride
Synonyms:	1,22-Bis[{[(Trimethylammonium)Ethoxy]Phosphinyl}Oxy]Docosane HCl
Molecular Formula:	C32H70N2O8P2.ClH
Standard InCHIKey:	UPXDNOXBFGEEND-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C32H70N2O8P2.ClH/c1-33(2,3)27-31-41-43(35,36)39-29-25-23-21-19-17-15-13-11-9-7-8-10-12-14-16-18-20-22-24-26-30-40-44(37,38)42-32-28-34(4,5)6;/h7-32H2,1-6H3;1H
Canonical SMILES:	[O-]P(=O)(OCC[N+](C)(C)C)OCCCCCCCCCCCCCCCCCCCCCCOP(=O)(OCC[N+](C)(C)C)[O-].Cl
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
NPO32695	irlbachia alata	Species	Gentianaceae	Eukaryota				PMID[10395496]

Biological Activity

Activity Type	# Activity
MIC	6

Activity Type	# Activity
Organism	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	1.25	ug/ml	PubChem BioAssay data set
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	0.5	ug/ml	10579873
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	MIC	=	0.08	ug/ml	PubChem BioAssay data set
NPT20	Organism	Candida albicans	Candida albicans	MIC	=	0.5	ug/ml	PubChem BioAssay data set
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	MIC	=	0.04	ug/ml	26110443
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	MIC	=	0.5	ug/ml	24601675

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 NPC473872 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	50
0.1-0.2	14905
0.2-0.3	13123
0.3-0.4	2431
0.4-0.5	314
0.5-0.6	50
0.6-0.7	11
0.7-0.8	5
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.7458	Intermediate Similarity	NPC328786
0.7458	Intermediate Similarity	NPC474627
0.7458	Intermediate Similarity	NPC201338
0.7077	Intermediate Similarity	NPC320663
0.7077	Intermediate Similarity	NPC224700
0.6875	Remote Similarity	NPC238646
0.6765	Remote Similarity	NPC54460
0.6377	Remote Similarity	NPC169976
0.6377	Remote Similarity	NPC126366
0.6377	Remote Similarity	NPC114640
0.6377	Remote Similarity	NPC324165
0.6377	Remote Similarity	NPC170963
0.6377	Remote Similarity	NPC33267
0.6349	Remote Similarity	NPC319131
0.6197	Remote Similarity	NPC305223
0.6081	Remote Similarity	NPC325936
0.5974	Remote Similarity	NPC82799
0.5965	Remote Similarity	NPC81384
0.5965	Remote Similarity	NPC319709
0.5965	Remote Similarity	NPC289484
0.5775	Remote Similarity	NPC475930
0.5775	Remote Similarity	NPC127145
0.5714	Remote Similarity	NPC474702
0.5694	Remote Similarity	NPC474674

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC473872 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	50
0.1-0.2	4821
0.2-0.3	3384
0.3-0.4	709
0.4-0.5	155
0.5-0.6	29
0.6-0.7	6
0.7-0.8	4
0.8-0.85	2
0.85-0.9	0
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9167	High Similarity	NPD4840	Approved
0.8	Intermediate Similarity	NPD6950	Discontinued
0.8	Intermediate Similarity	NPD6706	Discontinued
0.7241	Intermediate Similarity	NPD6439	Phase 3
0.7213	Intermediate Similarity	NPD6949	Clinical (unspecified phase)
0.7097	Intermediate Similarity	NPD7347	Clinical (unspecified phase)
0.7077	Intermediate Similarity	NPD8278	Approved
0.697	Remote Similarity	NPD8277	Approved
0.68	Remote Similarity	NPD5799	Discontinued
0.6667	Remote Similarity	NPD4283	Discontinued
0.6618	Remote Similarity	NPD7535	Discontinued
0.6379	Remote Similarity	NPD7348	Clinical (unspecified phase)
0.6269	Remote Similarity	NPD5380	Approved
0.5965	Remote Similarity	NPD9463	Phase 3
0.5965	Remote Similarity	NPD3211	Approved
0.5965	Remote Similarity	NPD9462	Approved
0.5789	Remote Similarity	NPD1152	Phase 2
0.566	Remote Similarity	NPD9680	Approved
0.566	Remote Similarity	NPD9681	Approved
0.566	Remote Similarity	NPD9464	Approved

Structure

NPC473872 OpenBabel07101719522D 44 43 0 0 0 0 0 0 0 0999 V2000 1.5000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -3.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 28.5167 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 28.1506 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 26.7846 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.8923 -4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.7583 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.0263 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.6244 -4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.1603 -4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.4904 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2942 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.3564 -4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4282 -4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.2224 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5622 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.0885 -4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6962 -4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.9545 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8301 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.8205 -4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9641 -4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.6865 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0981 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 23.5526 -4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 27.1506 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2321 -4.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 24.4186 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 26.1506 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -2.7321 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 27.6506 -1.3660 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 3.6340 -4.9641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0000 -5.3301 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 26.6506 -4.8301 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 27.0167 -3.4641 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 5.3660 -3.9641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 25.2846 -4.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -3.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 25.6506 -3.0981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -4.4641 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 26.1506 -3.9641 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 1 33 1 0 0 0 0 2 33 1 0 0 0 0 3 33 1 0 0 0 0 4 34 1 0 0 0 0 5 34 1 0 0 0 0 6 34 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 11 13 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 27 31 1 0 0 0 0 27 33 1 0 0 0 0 28 32 1 0 0 0 0 28 34 1 0 0 0 0 29 39 1 0 0 0 0 30 40 1 0 0 0 0 31 41 1 0 0 0 0 32 42 1 0 0 0 0 35 43 2 0 0 0 0 36 43 1 0 0 0 0 37 44 2 0 0 0 0 38 44 1 0 0 0 0 39 43 1 0 0 0 0 40 44 1 0 0 0 0 41 43 1 0 0 0 0 42 44 1 0 0 0 0 M CHG 4 33 1 34 1 36 -1 38 -1 M END $$$$

External Identifiers

PubChem CID	44575413
ChEMBL	CHEMBL453950
ZINC

Physicochemical Properties

Molecular Weight:	672.46
ALogP:	-9.8148
MLogP:	3.66
XLogP:	7.232
# Rotatable Bonds:	41
Polar Surface Area:	136.8
# H-Bond Aceptor:	8
# H-Bond Donor:	0
# Rings:	0
# Heavy Atoms:	44

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs