NPASS Natural Product

Natural Product: NPC182921

Natural Product ID:	NPC182921
Common Name:	Rutilantinone
IUPAC Name:	methyl (1R,2R,4S)-2-ethyl-2,4,5,7,10-pentahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
Synonyms:
Molecular Formula:	C22H20O9
Standard InCHIKey:	RWCVSDKDFSVZNF-KRYGIPSASA-N
Standard InCHI:	InChI=1S/C22H20O9/c1-3-22(30)7-12(25)13-8(17(22)21(29)31-2)6-9-14(19(13)27)20(28)16-11(24)5-4-10(23)15(16)18(9)26/h4-6,12,17,23-25,27,30H,3,7H2,1-2H3/t12-,17-,22+/m0/s1
Canonical SMILES:	COC(=O)[C@@H]1c2cc3c(c(c2[C@H](C[C@]1(O)CC)O)O)C(=O)c1c(C3=O)c(O)ccc1O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO16872	Gypsophila paniculata	Species	Caryophyllaceae	Eukaryota	UNPD*
NPO18467	Rosa henryi	Species	Rosaceae	Eukaryota	UNPD*
NPO21040	Ambrosia artemisiifolia	Species	Asteraceae	Eukaryota	UNPD*
NPO21777	Parmelia stygia	Species	Parmeliaceae	Eukaryota	UNPD*
NPO21860	Viscum capitellatum	Species	Viscaceae	Eukaryota	UNPD*
NPO21921	Valeriana alliariifolia	Species	Caprifoliaceae	Eukaryota	UNPD*
NPO21968	Abutilon bidentatum	Species	Malvaceae	Eukaryota	UNPD*
NPO22153	Nereis dumerilii	Species	Nereididae	Eukaryota	UNPD*
NPO23125	Streptomyces galilaeus	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO23125.7	Streptomyces galilaeus g-167	Subspecies	Streptomycetaceae	Bacteria	StreptomeDB*

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Biological Activity

Activity Type	# Activity
Others	2

Activity Type	# Activity
Individual Protein	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT72	Individual Protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Inhibition	=	99.74	%	23571415
NPT73	Individual Protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Inhibition	=	74.91	%	23571415

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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 NPC182921 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	255
0.1-0.2	1063
0.2-0.3	1962
0.3-0.4	4064
0.4-0.5	7292
0.5-0.6	5497
0.6-0.7	4582
0.7-0.8	5506
0.8-0.85	527
0.85-0.9	133
0.9-0.95	3
0.95-1	5

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Similarity Score	Similarity Level	Natural Product ID
0.8378	Intermediate Similarity	NPC314048
0.8378	Intermediate Similarity	NPC225051
0.8378	Intermediate Similarity	NPC115458
0.8383	Intermediate Similarity	NPC472054
0.8385	Intermediate Similarity	NPC314795

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 NPC182921 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	274
0.1-0.2	860
0.2-0.3	1480
0.3-0.4	2532
0.4-0.5	2275
0.5-0.6	1180
0.6-0.7	395
0.7-0.8	148
0.8-0.85	17
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
0.6851	Remote Similarity	NPD4956	Approved
0.6855	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6863	Remote Similarity	NPD2932	Approved
0.6863	Remote Similarity	NPD7163	Clinical (unspecified phase)
0.6868	Remote Similarity	NPD7685	Pre-registration

Showing 1 to 5 of 200 entries

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Structure

CID182921 OpenBabel06191715562D 31 34 0 0 1 0 0 0 0 0999 V2000 -1.2247 -1.2247 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 -0.2588 -0.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 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 0.0000 1.0000 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 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 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 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 4.3301 -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 4.3301 1.5000 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 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 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 4.3301 -1.5000 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 4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7934 0.6088 0.0000 O 0 0 0 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 1 3 1 0 0 0 0 2 31 1 0 0 0 0 3 22 1 0 0 0 0 4 5 2 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 12 1 0 0 0 0 7 22 1 0 0 0 0 8 13 1 0 0 0 0 8 17 1 0 0 0 0 9 14 2 0 0 0 0 9 18 1 0 0 0 0 10 15 2 0 0 0 0 10 23 1 0 0 0 0 11 16 2 0 0 0 0 11 24 1 0 0 0 0 12 13 1 0 0 0 0 12 25 1 6 0 0 0 13 19 2 0 0 0 0 14 19 1 0 0 0 0 14 20 1 0 0 0 0 15 16 1 0 0 0 0 15 18 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 17 22 1 1 0 0 0 18 26 2 0 0 0 0 19 27 1 0 0 0 0 20 28 2 0 0 0 0 21 29 2 0 0 0 0 21 31 1 0 0 0 0 22 30 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	159908
ChEMBL	CHEMBL3039086
ZINC

Physicochemical Properties

Molecular Weight:	428.11
ALogP:	-3.279
MLogP:	2.89
XLogP:	-0.542
# Rotatable Bonds:	10
Polar Surface Area:	161.59
# H-Bond Aceptor:	6
# H-Bond Donor:	5
# Rings:	4
# Heavy Atoms:	31

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