NPASS Natural Product

Natural Product: NPC289324

Natural Product ID:	NPC289324
Common Name:	Ceratinadin C
IUPAC Name:	(5S,6R,7S)-N-[2-(2-amino-1H-imidazol-5-yl)ethyl]-7,9-dibromo-6-hydroxy-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,9-diene-3-carboxamide
Synonyms:	Ceratinadin C
Molecular Formula:	C14H15Br2N5O4
Standard InCHIKey:	LDLQYSHMABUOFS-OLUVUFQESA-N
Standard InCHI:	InChI=1S/C14H15Br2N5O4/c15-7-3-14(11(23)9(16)10(7)22)4-8(21-25-14)12(24)18-2-1-6-5-19-13(17)20-6/h3,5,9,11,23H,1-2,4H2,(H,18,24)(H3,17,19,20)/t9-,11+,14-/m1/s1
Canonical SMILES:	O=C(C1=NO[C@@]2(C1)C=C(Br)C(=O)[C@H]([C@@H]2O)Br)NCCc1c[nH]c(=N)[nH]1
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO32681	pseudoceratina sp.	Species	Pseudoceratinidae	Eukaryota		Okinawan		PMID[20584605]

Biological Activity

Activity Type	# Activity
MIC	2

Activity Type	# Activity
Organism	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	MIC	>	32	ug/ml	19105653
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	32	ug/ml	19105653

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 NPC289324 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	119
0.1-0.2	861
0.2-0.3	14631
0.3-0.4	13787
0.4-0.5	1396
0.5-0.6	73
0.6-0.7	4
0.7-0.8	13
0.8-0.85	3
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8507	High Similarity	NPC470892
0.8507	High Similarity	NPC172626
0.8406	Intermediate Similarity	NPC304257
0.8273	Intermediate Similarity	NPC181086
0.8156	Intermediate Similarity	NPC81079
0.7972	Intermediate Similarity	NPC202166
0.7972	Intermediate Similarity	NPC300912
0.7972	Intermediate Similarity	NPC473262
0.7972	Intermediate Similarity	NPC473261
0.7681	Intermediate Similarity	NPC145149
0.7626	Intermediate Similarity	NPC260270
0.7417	Intermediate Similarity	NPC130714
0.7329	Intermediate Similarity	NPC473683
0.7133	Intermediate Similarity	NPC1702
0.7133	Intermediate Similarity	NPC158672
0.7132	Intermediate Similarity	NPC243106
0.7132	Intermediate Similarity	NPC45830
0.7086	Intermediate Similarity	NPC470886
0.6986	Remote Similarity	NPC477220
0.6875	Remote Similarity	NPC313173
0.6853	Remote Similarity	NPC66855
0.6196	Remote Similarity	NPC201900
0.5833	Remote Similarity	NPC133729
0.5646	Remote Similarity	NPC147238
0.5602	Remote Similarity	NPC142761

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC289324 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	95
0.1-0.2	372
0.2-0.3	3257
0.3-0.4	4933
0.4-0.5	482
0.5-0.6	22
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
		NPD

Structure

NPC289324 OpenBabel07101719242D 25 27 0 0 1 0 0 0 0 0999 V2000 -4.3962 -1.6711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4826 -2.0779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1563 -1.9499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2052 -2.2589 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 -1.6750 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 -1.6750 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7601 -1.8968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1563 -3.5679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5878 0.9230 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 2.5878 -2.5411 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -6.4653 -4.5190 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6736 -1.4901 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7440 -2.7589 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2052 -3.2589 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 -0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -2.5411 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6555 -2.8913 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 2 1 0 0 0 0 1 6 1 0 0 0 0 2 18 1 0 0 0 0 3 7 2 0 0 0 0 4 8 1 0 0 0 0 4 14 1 0 0 0 0 5 6 2 0 0 0 0 5 19 1 0 0 0 0 6 20 1 0 0 0 0 7 10 1 0 0 0 0 7 15 1 0 0 0 0 8 12 1 0 0 0 0 8 21 2 0 0 0 0 9 10 1 0 0 0 0 9 11 1 0 0 0 0 9 16 1 1 0 0 0 10 22 2 0 0 0 0 11 14 1 6 0 0 0 11 23 1 0 0 0 0 12 18 1 0 0 0 0 12 24 2 0 0 0 0 13 17 2 0 0 0 0 13 19 1 0 0 0 0 13 20 1 0 0 0 0 14 3 1 6 0 0 0 14 25 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	49863117
ChEMBL	CHEMBL1210514
ZINC

Physicochemical Properties

Molecular Weight:	474.95
ALogP:	-1.5128
MLogP:	1.79
XLogP:	1.137
# Rotatable Bonds:	8
Polar Surface Area:	135.9
# H-Bond Aceptor:	7
# H-Bond Donor:	5
# Rings:	3
# Heavy Atoms:	25

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