NPASS Natural Product

Natural Product: NPC4304

Natural Product ID:	NPC4304
Common Name:	(5Ar,11Cs)-9,10-Dimethoxy-1-Methyl-3,5,5A,7,11B,11C-Hexahydro-2H-Isochromeno[3,4-G]Indol-7-Ol
IUPAC Name:	(5aR,11cS)-9,10-dimethoxy-1-methyl-3,5,5a,7,11b,11c-hexahydro-2H-isochromeno[3,4-g]indol-7-ol
Synonyms:
Molecular Formula:	C18H23NO4
Standard InCHIKey:	VHYYSQODIQWPDO-OEWOMKROSA-N
Standard InCHI:	InChI=1S/C18H23NO4/c1-19-7-6-10-4-5-13-16(17(10)19)11-8-14(21-2)15(22-3)9-12(11)18(20)23-13/h4,8-9,13,16-18,20H,5-7H2,1-3H3/t13-,16?,17-,18?/m1/s1
Canonical SMILES:	COc1cc2C3[C@@H](CC=C4[C@H]3N(C)CC4)OC(c2cc1OC)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO22747	Lycoris sanguinea	Species	Amaryllidaceae	Eukaryota	TCMID*
NPO25694	Leucojum aestivum	Species	Amaryllidaceae	Eukaryota	TCMID*
NPO27843	Lycoris radiata	Species	Amaryllidaceae	Eukaryota	TCMID*
NPO5400	Lycoris aurea	Species	Amaryllidaceae	Eukaryota	TCMID*
NPO9074	Narcissus papyraceus	Species	Amaryllidaceae	Eukaryota	TCMID*
NPO9927	Crinum asiaticum	Species	Amaryllidaceae	Eukaryota	TCMID*
NPO9942.1	Narcissus tazetta var. chinensis	Varieties	Amaryllidaceae	Eukaryota	TCMID*

Showing 1 to 7 of 7 entries

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Biological Activity

Activity Type	# Activity
Potency	3

Activity Type	# Activity
Individual Protein	3

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Value	Unit	Reference
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	1636	nM	PubChem BioAssay data set
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency	100000	nM	PubChem BioAssay data set
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	70794.6	nM	PubChem BioAssay data set

Showing 1 to 3 of 3 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 NPC4304 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	168
0.1-0.2	999
0.2-0.3	2284
0.3-0.4	7116
0.4-0.5	6307
0.5-0.6	7777
0.6-0.7	4973
0.7-0.8	1141
0.8-0.85	80
0.85-0.9	35
0.9-0.95	9
0.95-1	0

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Similarity Score	Similarity Level	Natural Product ID
0.7836	Intermediate Similarity	NPC6152
0.784	Intermediate Similarity	NPC477565
0.784	Intermediate Similarity	NPC103379
0.7844	Intermediate Similarity	NPC266753
0.7844	Intermediate Similarity	NPC306902

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 NPC4304 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	141
0.1-0.2	593
0.2-0.3	899
0.3-0.4	2212
0.4-0.5	2630
0.5-0.6	1644
0.6-0.7	841
0.7-0.8	180
0.8-0.85	21
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7	Intermediate Similarity	NPD598	Approved
0.7	Intermediate Similarity	NPD7047	Phase 3
0.7	Intermediate Similarity	NPD597	Approved
0.7	Intermediate Similarity	NPD7228	Approved
0.7005	Intermediate Similarity	NPD5525	Clinical (unspecified phase)

Showing 1 to 5 of 200 entries

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Structure

CID4304 OpenBabel06191715322D 23 26 0 0 1 0 0 0 0 0999 V2000 1.2708 -3.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9345 -3.0827 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 -2.0000 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 0.0000 -2.0000 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 0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 0.8660 -1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.9400 -2.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 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 1 19 1 0 0 0 0 2 21 1 0 0 0 0 3 22 1 0 0 0 0 4 5 1 0 0 0 0 4 10 2 0 0 0 0 6 7 1 0 0 0 0 6 10 1 0 0 0 0 7 19 1 0 0 0 0 8 11 2 0 0 0 0 8 14 1 0 0 0 0 9 12 2 0 0 0 0 9 15 1 0 0 0 0 11 12 1 0 0 0 0 11 16 1 0 0 0 0 12 18 1 0 0 0 0 13 5 1 6 0 0 0 13 16 1 0 0 0 0 13 23 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 17 10 1 1 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	44202119
ChEMBL	CHEMBL1885951
ZINC

Physicochemical Properties

Molecular Weight:	317.16
ALogP:	-0.0822
MLogP:	2.89
XLogP:	0.595
# Rotatable Bonds:	6
Polar Surface Area:	51.16
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	23

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