NPASS Natural Product

Natural Product: NPC100366

Natural Product ID:	NPC100366
Common Name:	Ethyl(4R,20S,24R)-Epoxy-4,25,28-Trihydroxy-3,4-Secodammar-3-Oate
IUPAC Name:	ethyl 3-[(3S,3aR,5aR,6R,7R,9aR,9bR)-7-[(2R)-1,2-dihydroxypropan-2-yl]-3-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6,9a,9b-trimethyl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoate
Synonyms:
Molecular Formula:	C32H56O6
Standard InCHIKey:	YESAZVXWVIEDQO-AWWBOYRVSA-N
Standard InCHI:	InChI=1S/C32H56O6/c1-9-37-26(34)15-16-28(4)23-11-10-21-22(32(8)19-14-25(38-32)27(2,3)35)12-17-29(21,5)30(23,6)18-13-24(28)31(7,36)20-33/h21-25,33,35-36H,9-20H2,1-8H3/t21-,22+,23-,24-,25-,28-,29-,30-,31+,32+/m1/s1
Canonical SMILES:	CCOC(=O)CC[C@@]1(C)[C@@H](CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CC[C@@H]1[C@]1(C)CC[C@@H](O1)C(O)(C)C)C)[C@](CO)(O)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
NPO32464	dysoxylum binecteriferum	Species	Meliaceae	Eukaryota	Stem barks			PMID[24547740]

Showing 1 to 1 of 1 entries

Previous1Next

Biological Activity

Activity Type	# Activity
IC50	4

Activity Type	# Activity
Cell Line	4

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	57700	nM	10785413
NPT65	Cell Line	HepG2	Homo sapiens	IC50	>	50000	nM	21049975
NPT81	Cell Line	A549	Homo sapiens	IC50	>	50000	nM	25625705
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	50000	nM	18809945

Showing 1 to 4 of 4 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 NPC100366 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	195
0.1-0.2	1629
0.2-0.3	5222
0.3-0.4	11188
0.4-0.5	3806
0.5-0.6	4380
0.6-0.7	3788
0.7-0.8	604
0.8-0.85	50
0.85-0.9	22
0.9-0.95	2
0.95-1	3

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.7553	Intermediate Similarity	NPC475785
0.7553	Intermediate Similarity	NPC156377
0.7553	Intermediate Similarity	NPC237071
0.7558	Intermediate Similarity	NPC470156
0.7558	Intermediate Similarity	NPC280781

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 NPC100366 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	248
0.1-0.2	2785
0.2-0.3	3729
0.3-0.4	1463
0.4-0.5	452
0.5-0.6	322
0.6-0.7	134
0.7-0.8	22
0.8-0.85	6
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.5865	Remote Similarity	NPD5221	Approved
0.5876	Remote Similarity	NPD4197	Approved
0.5876	Remote Similarity	NPD3668	Phase 3
0.5882	Remote Similarity	NPD6067	Discontinued
0.5895	Remote Similarity	NPD4139	Approved

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

NPC100366 OpenBabel07101718192D 38 41 0 0 1 0 0 0 0 0999 V2000 5.1279 6.6371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4079 -0.1759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5381 0.2673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6398 2.4101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4079 -0.4897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2825 -1.8520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7949 1.5647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9203 0.6263 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6160 5.7917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5917 1.0766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4371 1.5647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2633 -1.4446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9733 0.1004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0827 -1.5773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1279 3.2555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6160 2.4101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2341 -1.3426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1279 -0.3877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8603 -1.3247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8187 2.5409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5917 0.1004 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8662 -0.5528 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2825 1.0766 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.9733 1.0766 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6143 -0.7586 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.6160 4.1009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5892 -0.7076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1279 1.5647 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4371 -0.3877 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.2825 0.1004 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.8187 1.5647 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9114 -0.3498 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.6641 3.0290 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5922 4.1009 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1209 -1.5263 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3068 0.7193 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1279 4.9463 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 1 9 1 0 0 0 0 2 27 1 0 0 0 0 3 27 1 0 0 0 0 5 29 1 0 0 0 0 9 37 1 0 0 0 0 10 11 1 0 0 0 0 10 21 1 0 0 0 0 11 23 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 13 24 1 0 0 0 0 14 19 1 0 0 0 0 14 25 1 0 0 0 0 15 16 1 0 0 0 0 15 26 1 0 0 0 0 16 28 1 0 0 0 0 17 29 1 0 0 0 0 18 30 1 0 0 0 0 19 32 1 0 0 0 0 20 31 1 0 0 0 0 20 33 1 0 0 0 0 21 22 1 0 0 0 0 21 29 1 1 0 0 0 22 12 1 6 0 0 0 22 32 1 0 0 0 0 23 28 1 6 0 0 0 23 30 1 0 0 0 0 24 28 1 6 0 0 0 24 31 1 0 0 0 0 25 27 1 6 0 0 0 25 38 1 0 0 0 0 26 34 2 0 0 0 0 26 37 1 0 0 0 0 27 35 1 0 0 0 0 28 4 1 6 0 0 0 29 30 1 6 0 0 0 30 6 1 6 0 0 0 31 7 1 1 0 0 0 31 36 1 0 0 0 0 32 8 1 1 0 0 0 32 38 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	76321230
ChEMBL	CHEMBL3109472
ZINC

Physicochemical Properties

Molecular Weight:	536.41
ALogP:	1.1141
MLogP:	4.32
XLogP:	7.3
# Rotatable Bonds:	20
Polar Surface Area:	96.22
# H-Bond Aceptor:	6
# H-Bond Donor:	3
# Rings:	4
# Heavy Atoms:	38

Download Data

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