NPASS Natural Product

Natural Product: NPC145149

Natural Product ID:	NPC145149
Common Name:	Purealdin L
IUPAC Name:	(5S,6R)-7,9-dibromo-N-[4-(diaminomethylideneamino)butyl]-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide
Synonyms:	Purealdin L
Molecular Formula:	C15H21Br2N5O4
Standard InCHIKey:	VJEGSWJGTALRBW-SWLSCSKDSA-N
Standard InCHI:	InChI=1S/C15H21Br2N5O4/c1-25-11-8(16)6-15(12(23)10(11)17)7-9(22-26-15)13(24)20-4-2-3-5-21-14(18)19/h6,12,23H,2-5,7H2,1H3,(H,20,24)(H4,18,19,21)/t12-,15+/m0/s1
Canonical SMILES:	COC1=C(Br)[C@@H]([C@]2(C=C1Br)ON=C(C2)C(=O)NCCCCNC(=N)N)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Collection Location	Reference
NPO13261	Suberea clavata	Species	Aplysinellidae	Eukaryota	Australia	PMID[19379003]
NPO29034	Suberea mollis	Species	Aplysinellidae	Eukaryota	Red Sea	PMID[21542602]
NPO29034	Suberea mollis	Species	Aplysinellidae	Eukaryota		PMID[21542602]

Biological Activity

Activity Type	# Activity
Others	3

Activity Type	# Activity
Individual Protein	2
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT4197	Individual Protein	Coagulation factor XI	Homo sapiens	Inhibition	=	12	%	19379003
NPT4655	Individual Protein	Coagulation factor IX	Homo sapiens	Inhibition	<	5	%	19379003
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	IZ	=	5	mm	21542602

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 NPC145149 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	77
0.1-0.2	557
0.2-0.3	8807
0.3-0.4	19069
0.4-0.5	2192
0.5-0.6	159
0.6-0.7	7
0.7-0.8	8
0.8-0.85	4
0.85-0.9	5
0.9-0.95	3
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9915	High Similarity	NPC260270
0.9206	High Similarity	NPC304257
0.9206	High Similarity	NPC181086
0.9062	High Similarity	NPC81079
0.8926	High Similarity	NPC66855
0.879	High Similarity	NPC1702
0.879	High Similarity	NPC158672
0.878	High Similarity	NPC313173
0.8583	High Similarity	NPC477220
0.8015	Intermediate Similarity	NPC473261
0.8015	Intermediate Similarity	NPC300912
0.8015	Intermediate Similarity	NPC473262
0.8015	Intermediate Similarity	NPC202166
0.7956	Intermediate Similarity	NPC470886
0.7681	Intermediate Similarity	NPC289324
0.7676	Intermediate Similarity	NPC130714
0.7591	Intermediate Similarity	NPC473683
0.7353	Intermediate Similarity	NPC470892
0.7353	Intermediate Similarity	NPC172626
0.7273	Intermediate Similarity	NPC45830
0.7273	Intermediate Similarity	NPC243106
0.6824	Remote Similarity	NPC201900
0.6243	Remote Similarity	NPC77435
0.6243	Remote Similarity	NPC259071
0.6207	Remote Similarity	NPC174607
0.6171	Remote Similarity	NPC147847
0.6089	Remote Similarity	NPC202866
0.6034	Remote Similarity	NPC227953
0.5957	Remote Similarity	NPC471261
0.5912	Remote Similarity	NPC147238
0.5789	Remote Similarity	NPC477400
0.5778	Remote Similarity	NPC471259
0.5763	Remote Similarity	NPC477254
0.5732	Remote Similarity	NPC142761
0.5724	Remote Similarity	NPC471256
0.5714	Remote Similarity	NPC313234
0.5649	Remote Similarity	NPC471257
0.5646	Remote Similarity	NPC36254
0.5643	Remote Similarity	NPC314550
0.5641	Remote Similarity	NPC315848
0.5641	Remote Similarity	NPC315210
0.5612	Remote Similarity	NPC251122
0.5611	Remote Similarity	NPC121571
0.5611	Remote Similarity	NPC8093
0.5605	Remote Similarity	NPC477401
0.5605	Remote Similarity	NPC477399

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC145149 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	80
0.1-0.2	252
0.2-0.3	2404
0.3-0.4	5554
0.4-0.5	844
0.5-0.6	27
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.5714	Remote Similarity	NPD4816	Clinical (unspecified phase)
0.5634	Remote Similarity	NPD869	Approved
0.5616	Remote Similarity	NPD7623	Phase 3
0.5616	Remote Similarity	NPD7624	Clinical (unspecified phase)

Structure

CID145149 OpenBabel06191715502D 26 27 0 0 1 0 0 0 0 0999 V2000 3.5116 2.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9716 -3.6453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3784 -4.5589 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9771 -3.5408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3729 -4.6634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 0.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -0.9067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5759 -2.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7742 -5.6815 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7796 2.0933 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -0.9067 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -6.3620 -4.8724 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1809 -6.5950 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5704 -2.6272 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.7796 -5.5769 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -1.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0119 -3.3317 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.0933 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 25 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 20 1 0 0 0 0 5 21 1 0 0 0 0 6 8 2 0 0 0 0 7 9 1 0 0 0 0 7 15 1 0 0 0 0 8 11 1 0 0 0 0 8 16 1 0 0 0 0 9 13 1 0 0 0 0 9 22 2 0 0 0 0 10 11 2 0 0 0 0 10 12 1 0 0 0 0 10 17 1 0 0 0 0 11 25 1 0 0 0 0 12 15 1 6 0 0 0 12 23 1 0 0 0 0 13 20 1 0 0 0 0 13 24 2 0 0 0 0 14 18 2 0 0 0 0 14 19 1 0 0 0 0 14 21 1 0 0 0 0 15 6 1 6 0 0 0 15 26 1 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	10391052
ChEMBL	CHEMBL550970
ZINC

Physicochemical Properties

Molecular Weight:	493.00
ALogP:	-1.3352
MLogP:	1.9
XLogP:	1.407
# Rotatable Bonds:	14
Polar Surface Area:	142.05
# H-Bond Aceptor:	7
# H-Bond Donor:	5
# Rings:	2
# Heavy Atoms:	26

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