NPASS Natural Product

Natural Product: NPC475940

Natural Product ID:	NPC475940
Common Name:	Pseudopterosin X
IUPAC Name:	[(3R,4R,5S,6R)-5-acetyloxy-6-[[(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]-4-hydroxyoxan-3-yl] acetate
Synonyms:	Pseudopterosin X
Molecular Formula:	C29H40O8
Standard InCHIKey:	OSDLXYTTXSGUFC-UMTNXJGOSA-N
Standard InCHI:	InChI=1S/C29H40O8/c1-13(2)10-19-11-15(4)20-9-8-14(3)22-24(20)23(19)16(5)27(26(22)33)37-29-28(36-18(7)31)25(32)21(12-34-29)35-17(6)30/h10,14-15,19-21,25,28-29,32-33H,8-9,11-12H2,1-7H3/t14-,15-,19+,20+,21+,25+,28-,29+/m0/s1
Canonical SMILES:	CC(=O)O[C@@H]1[C@H](OC[C@H]([C@H]1O)OC(=O)C)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

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO31261	Pseudopterogorgia elisabethae	Species	Gorgoniidae	Eukaryota		Colombia		PMID[15497938]

Showing 1 to 1 of 1 entries

Previous1Next

Biological Activity

Activity Type	# Activity
IC50	2
Others	1

Activity Type	# Activity
Others	3

Show entries

Search:

Target ID	Target Type	Target Name	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified	Activity	=	2.35	nM	10.1039/C0MD00228C
NPT2	Others	Unspecified	IC50	>	10000	nM	19608303
NPT2	Others	Unspecified	IC50	=	10000	nM	19700225

Showing 1 to 3 of 3 entries

Previous1Next

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 NPC475940 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	251
0.1-0.2	1065
0.2-0.3	2339
0.3-0.4	4694
0.4-0.5	6988
0.5-0.6	4938
0.6-0.7	6090
0.7-0.8	4059
0.8-0.85	400
0.85-0.9	43
0.9-0.95	8
0.95-1	14

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.8224	Intermediate Similarity	NPC472712
0.8224	Intermediate Similarity	NPC76176
0.8224	Intermediate Similarity	NPC138227
0.8224	Intermediate Similarity	NPC25292
0.8224	Intermediate Similarity	NPC84181

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC475940 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	262
0.1-0.2	864
0.2-0.3	1827
0.3-0.4	2704
0.4-0.5	1849
0.5-0.6	1044
0.6-0.7	506
0.7-0.8	97
0.8-0.85	7
0.85-0.9	0
0.9-0.95	1
0.95-1	0

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6755	Remote Similarity	NPD1778	Approved
0.6757	Remote Similarity	NPD6671	Approved
0.6765	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6766	Remote Similarity	NPD1940	Clinical (unspecified phase)
0.6766	Remote Similarity	NPD7314	Clinical (unspecified phase)

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

NPC475940 OpenBabel07101718232D 37 40 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 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 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 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 -1.7321 1.0000 0.0000 C 0 0 2 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 1.7321 1.0000 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 0.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 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 0.7436 -0.1340 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 -0.5000 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 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 5 16 1 0 0 0 0 6 17 1 0 0 0 0 7 18 1 0 0 0 0 8 9 1 0 0 0 0 8 14 1 0 0 0 0 10 13 2 0 0 0 0 11 15 1 0 0 0 0 11 19 1 0 0 0 0 12 21 1 0 0 0 0 12 34 1 0 0 0 0 14 3 1 6 0 0 0 14 22 1 0 0 0 0 15 4 1 6 0 0 0 15 20 1 0 0 0 0 16 23 2 0 0 0 0 16 27 1 0 0 0 0 17 30 2 0 0 0 0 17 35 1 0 0 0 0 18 31 2 0 0 0 0 18 36 1 0 0 0 0 19 10 1 6 0 0 0 19 23 1 0 0 0 0 20 9 1 1 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 21 35 1 1 0 0 0 22 24 2 0 0 0 0 22 26 1 0 0 0 0 23 24 1 0 0 0 0 25 28 1 0 0 0 0 25 32 1 1 0 0 0 26 27 2 0 0 0 0 26 33 1 0 0 0 0 27 37 1 0 0 0 0 28 29 1 0 0 0 0 28 36 1 6 0 0 0 29 34 1 0 0 0 0 29 37 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	11352838
ChEMBL	CHEMBL519056
ZINC

Physicochemical Properties

Molecular Weight:	516.27
ALogP:	1.5714
MLogP:	3.77
XLogP:	5.341
# Rotatable Bonds:	16
Polar Surface Area:	111.52
# H-Bond Aceptor:	6
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	37

Download Data

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