NPASS Natural Product

Natural Product: NPC474856

Natural Product ID:	NPC474856
Common Name:	Pseudopterosin V
IUPAC Name:	[(2R,3S,4R,5R)-2-[[(4S,6S,6aR,9S)-1-hydroxy-3,6,9-trimethyl-4-(2-methylprop-1-enyl)-5,6,6a,7,8,9-hexahydro-4H-phenalen-2-yl]oxy]-3,5-dihydroxyoxan-4-yl] acetate
Synonyms:	Pseudopterosin V
Molecular Formula:	C27H38O7
Standard InCHIKey:	LIGCKFITVVCGPV-TZVBSBPFSA-N
Standard InCHI:	InChI=1S/C27H38O7/c1-12(2)9-17-10-14(4)18-8-7-13(3)20-22(18)21(17)15(5)25(23(20)30)34-27-24(31)26(33-16(6)28)19(29)11-32-27/h9,13-14,17-19,24,26-27,29-31H,7-8,10-11H2,1-6H3/t13-,14-,17+,18+,19+,24-,26+,27+/m0/s1
Canonical SMILES:	CC(=O)O[C@@H]1[C@H](O)CO[C@@H]([C@H]1O)Oc1c(C)c2[C@H](C=C(C)C)C[C@@H]([C@@H]3c2c(c1O)[C@@H](C)CC3)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
NPO31261	Pseudopterogorgia elisabethae	Species	Gorgoniidae	Eukaryota		Colombia		PMID[15497938]

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Biological Activity

Activity Type	# Activity
GI50	1
IC50	3
Others	5

Activity Type	# Activity
Cell Line	3
Organism	2
Others	4

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	>	10000	nM	19969457
NPT2	Others	Unspecified		GI50	=	20000	nM	19084294
NPT2	Others	Unspecified		Activity	=	2.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50	>	10000	nM	19700225
NPT395	Cell Line	SF-268	Homo sapiens	Activity	=	0	%	19084294
NPT397	Cell Line	NCI-H460	Homo sapiens	Activity	=	0	%	12762820
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	1	ug/ml	17236778
NPT83	Cell Line	MCF7	Homo sapiens	Activity	=	0	%	20619938
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	Inhibition	=	25	%	18077363

Showing 1 to 9 of 9 entries

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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 NPC474856 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	249
0.1-0.2	1053
0.2-0.3	2304
0.3-0.4	4686
0.4-0.5	7015
0.5-0.6	4922
0.6-0.7	6123
0.7-0.8	4105
0.8-0.85	370
0.85-0.9	41
0.9-0.95	7
0.95-1	14

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Similarity Score	Similarity Level	Natural Product ID
0.8176	Intermediate Similarity	NPC156502
0.8176	Intermediate Similarity	NPC209985
0.8176	Intermediate Similarity	NPC263367
0.8176	Intermediate Similarity	NPC29799
0.8182	Intermediate Similarity	NPC114550

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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 NPC474856 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	259
0.1-0.2	858
0.2-0.3	1824
0.3-0.4	2682
0.4-0.5	1851
0.5-0.6	1056
0.6-0.7	519
0.7-0.8	105
0.8-0.85	6
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6765	Remote Similarity	NPD7945	Clinical (unspecified phase)
0.6768	Remote Similarity	NPD2677	Approved
0.6768	Remote Similarity	NPD6190	Approved
0.6772	Remote Similarity	NPD6782	Approved
0.6772	Remote Similarity	NPD6776	Approved

Showing 1 to 5 of 200 entries

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Structure

NPC474856 OpenBabel07101718292D 34 37 0 0 1 0 0 0 0 0999 V2000 5.7036 2.7070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8376 4.2070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3735 -1.7930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7036 -0.2930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2199 2.4231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 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 3.9716 -1.2930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9716 2.7070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8376 1.2070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8376 3.2070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2395 -1.2930 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8376 0.2070 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3689 1.4342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9716 1.7070 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9716 -0.2930 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2395 -0.2930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1055 1.2070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1055 0.2070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6744 0.2313 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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7436 -0.1340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 8 1 0 0 0 0 7 13 1 0 0 0 0 9 12 2 0 0 0 0 10 14 1 0 0 0 0 10 17 1 0 0 0 0 11 19 1 0 0 0 0 11 32 1 0 0 0 0 13 3 1 6 0 0 0 13 20 1 0 0 0 0 14 4 1 6 0 0 0 14 18 1 0 0 0 0 15 21 2 0 0 0 0 15 25 1 0 0 0 0 16 28 2 0 0 0 0 16 33 1 0 0 0 0 17 9 1 6 0 0 0 17 21 1 0 0 0 0 18 8 1 1 0 0 0 18 22 1 0 0 0 0 19 26 1 0 0 0 0 19 29 1 1 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 21 22 1 0 0 0 0 23 25 2 0 0 0 0 23 30 1 0 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 24 31 1 6 0 0 0 25 34 1 0 0 0 0 26 33 1 1 0 0 0 27 32 1 0 0 0 0 27 34 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	11442893
ChEMBL	CHEMBL485269
ZINC

Physicochemical Properties

Molecular Weight:	474.26
ALogP:	1.1923
MLogP:	3.66
XLogP:	4.601
# Rotatable Bonds:	14
Polar Surface Area:	105.45
# H-Bond Aceptor:	5
# H-Bond Donor:	3
# Rings:	4
# Heavy Atoms:	34

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