NPASS Natural Product

Natural Product: NPC265040

Natural Product ID:	NPC265040
Common Name:	Lonchocarpol A
IUPAC Name:	(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
Synonyms:
Molecular Formula:	C25H28O5
Standard InCHIKey:	HCNLDGTUMBOHKT-NRFANRHFSA-N
Standard InCHI:	InChI=1S/C25H28O5/c1-14(2)5-11-18-23(28)19(12-6-15(3)4)25-22(24(18)29)20(27)13-21(30-25)16-7-9-17(26)10-8-16/h5-10,21,26,28-29H,11-13H2,1-4H3/t21-/m0/s1
Canonical SMILES:	CC(=CCc1c2O[C@@H](CC(=O)c2c(c(c1O)CC=C(C)C)O)c1ccc(cc1)O)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10783	Syncarpia hillii	Species	Myrtaceae	Eukaryota	UNPD*
NPO1117	Hypholoma capnoides	Species	Strophariaceae	Eukaryota	UNPD*
NPO11848	Lemaireocereus griseus	Species	Cactaceae	Eukaryota	UNPD*
NPO12196	Buphane fischeri	NA	NA	NA	UNPD*
NPO12700	Diospyros eriantha	Species	Ebenaceae	Eukaryota	UNPD*
NPO12855	Alkanna cappadocica	Species	Boraginaceae	Eukaryota	UNPD*
NPO13030	Artemisia dentata	Species	Asteraceae	Eukaryota	UNPD*
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	UNPD*
NPO13478	Scorzonera pseudodivaricata	Species	Asteraceae	Eukaryota	UNPD*
NPO13585	Rapanea lancifolia	Species	Primulaceae	Eukaryota	UNPD*

Showing 1 to 10 of 37 entries

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Biological Activity

Activity Type	# Activity
EC50	1
IC50	7
MIC	7

Activity Type	# Activity
Cell Line	2
Organism	13

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1114	Organism	Human immunodeficiency virus	Human immunodeficiency virus	EC50	=	1.3	ug/ml	11325248
NPT1114	Organism	Human immunodeficiency virus	Human immunodeficiency virus	IC50	=	2.7	ug/ml	11325248
NPT1230	Organism	Bacillus megaterium	Bacillus megaterium	MIC	=	1	ug/ml	9599265
NPT1230	Organism	Bacillus megaterium	Bacillus megaterium	IC50	=	1.9	ug/ml	9599265
NPT1230	Organism	Bacillus megaterium	Bacillus megaterium	IC50	=	3.9	ug/ml	9599265
NPT1230	Organism	Bacillus megaterium	Bacillus megaterium	IC50	=	2.5	ug/ml	9599265
NPT137	Cell Line	L1210	Mus musculus	IC50	>	10	ug/ml	9599265
NPT137	Cell Line	L1210	Mus musculus	IC50	=	10	ug/ml	9599265
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	=	0.78	ug/ml	9599265
NPT1531	Organism	Enterococcus faecium	Enterococcus faecium	MIC	>=	100	ug/ml	9599265

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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 NPC265040 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	237
0.1-0.2	1125
0.2-0.3	2123
0.3-0.4	5471
0.4-0.5	7859
0.5-0.6	2571
0.6-0.7	3960
0.7-0.8	3943
0.8-0.85	1612
0.85-0.9	1177
0.9-0.95	604
0.95-1	207

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Similarity Score	Similarity Level	Natural Product ID
0.9507	High Similarity	NPC145467
0.9507	High Similarity	NPC122894
0.951	High Similarity	NPC472633
0.9562	High Similarity	NPC99333
0.9562	High Similarity	NPC329225

Showing 1 to 5 of 200 entries

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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 NPC265040 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	250
0.1-0.2	890
0.2-0.3	1360
0.3-0.4	2322
0.4-0.5	2209
0.5-0.6	1288
0.6-0.7	581
0.7-0.8	184
0.8-0.85	46
0.85-0.9	17
0.9-0.95	11
0.95-1	3

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7203	Intermediate Similarity	NPD1894	Discontinued
0.7209	Intermediate Similarity	NPD3823	Discontinued
0.7222	Intermediate Similarity	NPD17	Approved
0.7226	Intermediate Similarity	NPD6004	Phase 3
0.7226	Intermediate Similarity	NPD6002	Phase 3

Showing 1 to 5 of 200 entries

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Structure

CID265040 OpenBabel06191716062D 30 32 0 0 1 0 0 0 0 0999 V2000 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 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 2.5981 -0.5000 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 3.4641 0.0000 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 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 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 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 -1.7321 -3.0000 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 14 1 0 0 0 0 2 14 1 0 0 0 0 3 15 1 0 0 0 0 4 15 1 0 0 0 0 5 11 1 0 0 0 0 5 14 2 0 0 0 0 6 12 1 0 0 0 0 6 15 2 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 13 21 1 0 0 0 0 17 26 1 0 0 0 0 18 23 2 0 0 0 0 18 24 1 0 0 0 0 19 23 1 0 0 0 0 19 25 2 0 0 0 0 20 22 1 0 0 0 0 20 27 2 0 0 0 0 21 16 1 6 0 0 0 21 30 1 0 0 0 0 22 24 2 0 0 0 0 22 25 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	124035
ChEMBL	CHEMBL477969
ZINC

Physicochemical Properties

Molecular Weight:	408.19
ALogP:	1.9404
MLogP:	3.66
XLogP:	3.837
# Rotatable Bonds:	12
Polar Surface Area:	86.99
# H-Bond Aceptor:	1
# H-Bond Donor:	3
# Rings:	3
# Heavy Atoms:	30

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