NPASS Natural Product

Natural Product: NPC470886

Natural Product ID:	NPC470886
Common Name:	(5S,6R)-7,9-Dibromo-N-[5-[[(5S,6R,7S)-7,9-Dibromo-6-Hydroxy-8,8-Dimethoxy-1-Oxa-2-Azaspiro[4.5]Deca-2,9-Diene-3-Carbonyl]Amino]Pentyl]-6-Hydroxy-8-Methoxy-1-Oxa-2-Azaspiro[4.5]Deca-2,7,9-Triene-3-Carboxamide
IUPAC Name:	(5S,6R)-7,9-dibromo-N-[5-[[(5S,6R,7S)-7,9-dibromo-6-hydroxy-8,8-dimethoxy-1-oxa-2-azaspiro[4.5]deca-2,9-diene-3-carbonyl]amino]pentyl]-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide
Synonyms:
Molecular Formula:	C26H32Br4N4O9
Standard InCHIKey:	ZZSHPVPSKNWNJL-UFYKXHCUSA-N
Standard InCHI:	InChI=1S/C26H32Br4N4O9/c1-39-18-13(27)9-24(20(35)17(18)29)10-14(33-42-24)22(37)31-7-5-4-6-8-32-23(38)15-11-25(43-34-15)12-16(28)26(40-2,41-3)19(30)21(25)36/h9,12,19-21,35-36H,4-8,10-11H2,1-3H3,(H,31,37)(H,32,38)/t19-,20-,21-,24+,25-/m0/s1
Canonical SMILES:	COC1=C(Br)[C@@H]([C@]2(C=C1Br)ON=C(C2)C(=O)NCCCCCNC(=O)C1=NO[C@@]2(C1)C=C(Br)C([C@H]([C@@H]2O)Br)(OC)OC)O
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
NPO8996	Aplysina gerardogreeni	Species	Aplysinidae	Eukaryota				PMID[17512741]

Biological Activity

Activity Type	# Activity
GI50	3
Others	6

Activity Type	# Activity
Cell Line	9

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT82	Cell Line	MDA-MB-231	Homo sapiens	TGI	=	6000	nM	12617583
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	=	4200	nM	12670149
NPT82	Cell Line	MDA-MB-231	Homo sapiens	LC50	=	9600	nM	10.6019/CHEMBL1201861
NPT81	Cell Line	A549	Homo sapiens	GI50	=	7100	nM	10.6019/CHEMBL1201861
NPT81	Cell Line	A549	Homo sapiens	LC50	>	10	ug/ml	10.6019/CHEMBL1201861
NPT139	Cell Line	HT-29	Homo sapiens	GI50	=	4800	nM	10.6019/CHEMBL1201861
NPT139	Cell Line	HT-29	Homo sapiens	TGI	>	10	ug/ml	10.6019/CHEMBL1201861
NPT139	Cell Line	HT-29	Homo sapiens	LC50	>	10	ug/ml	10.6019/CHEMBL1201861
NPT81	Cell Line	A549	Homo sapiens	TGI	>	10	ug/ml	20438092

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 NPC470886 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	95
0.1-0.2	638
0.2-0.3	3043
0.3-0.4	19926
0.4-0.5	6794
0.5-0.6	364
0.6-0.7	10
0.7-0.8	5
0.8-0.85	6
0.85-0.9	5
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9615	High Similarity	NPC473683
0.9	High Similarity	NPC1702
0.9	High Similarity	NPC158672
0.8905	High Similarity	NPC473262
0.8905	High Similarity	NPC300912
0.8905	High Similarity	NPC473261
0.8905	High Similarity	NPC202166
0.8797	High Similarity	NPC477220
0.8409	Intermediate Similarity	NPC66855
0.8403	Intermediate Similarity	NPC130714
0.8284	Intermediate Similarity	NPC313173
0.8248	Intermediate Similarity	NPC172626
0.8248	Intermediate Similarity	NPC470892
0.8029	Intermediate Similarity	NPC260270
0.7956	Intermediate Similarity	NPC145149
0.7902	Intermediate Similarity	NPC181086
0.7793	Intermediate Similarity	NPC81079
0.7778	Intermediate Similarity	NPC304257
0.7086	Intermediate Similarity	NPC289324
0.6685	Remote Similarity	NPC202866
0.6389	Remote Similarity	NPC259071
0.6389	Remote Similarity	NPC77435
0.6359	Remote Similarity	NPC227953
0.6354	Remote Similarity	NPC174607
0.6319	Remote Similarity	NPC147847
0.6125	Remote Similarity	NPC315210
0.6125	Remote Similarity	NPC315848
0.609	Remote Similarity	NPC314361
0.6078	Remote Similarity	NPC473249
0.586	Remote Similarity	NPC121571
0.586	Remote Similarity	NPC8093
0.5842	Remote Similarity	NPC474678
0.5842	Remote Similarity	NPC471338
0.5825	Remote Similarity	NPC471337
0.5817	Remote Similarity	NPC273185
0.5812	Remote Similarity	NPC475843
0.5789	Remote Similarity	NPC477140
0.5789	Remote Similarity	NPC477143
0.5789	Remote Similarity	NPC201900
0.5752	Remote Similarity	NPC315915
0.5743	Remote Similarity	NPC314550
0.5734	Remote Similarity	NPC474827
0.5734	Remote Similarity	NPC199831
0.5734	Remote Similarity	NPC474828
0.5734	Remote Similarity	NPC68001
0.5733	Remote Similarity	NPC7905
0.5733	Remote Similarity	NPC315652
0.5714	Remote Similarity	NPC469603
0.5704	Remote Similarity	NPC45830
0.5704	Remote Similarity	NPC243106
0.5695	Remote Similarity	NPC271621
0.5695	Remote Similarity	NPC27413
0.5695	Remote Similarity	NPC59751
0.5663	Remote Similarity	NPC123140
0.5663	Remote Similarity	NPC475278
0.5663	Remote Similarity	NPC247776
0.5663	Remote Similarity	NPC309450
0.5663	Remote Similarity	NPC475266
0.5663	Remote Similarity	NPC304299
0.5658	Remote Similarity	NPC296361
0.5646	Remote Similarity	NPC133729
0.5641	Remote Similarity	NPC36254
0.564	Remote Similarity	NPC315809
0.564	Remote Similarity	NPC314050
0.5629	Remote Similarity	NPC142761
0.5622	Remote Similarity	NPC470746
0.5622	Remote Similarity	NPC471336
0.5621	Remote Similarity	NPC313802
0.5621	Remote Similarity	NPC314268
0.5621	Remote Similarity	NPC67917
0.5621	Remote Similarity	NPC477515
0.5608	Remote Similarity	NPC251122
0.5604	Remote Similarity	NPC477255
0.56	Remote Similarity	NPC5485

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC470886 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	91
0.1-0.2	329
0.2-0.3	2432
0.3-0.4	4993
0.4-0.5	1242
0.5-0.6	70
0.6-0.7	4
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
0.6133	Remote Similarity	NPD7623	Phase 3
0.6133	Remote Similarity	NPD7624	Clinical (unspecified phase)
0.6078	Remote Similarity	NPD7747	Phase 1
0.6078	Remote Similarity	NPD7746	Phase 1
0.5894	Remote Similarity	NPD7299	Clinical (unspecified phase)
0.5871	Remote Similarity	NPD8074	Phase 3
0.5855	Remote Similarity	NPD7739	Clinical (unspecified phase)
0.5676	Remote Similarity	NPD7116	Clinical (unspecified phase)
0.5605	Remote Similarity	NPD4816	Clinical (unspecified phase)
0.5605	Remote Similarity	NPD8273	Phase 1

Structure

NPC470886 OpenBabel07101718182D 43 46 0 0 1 0 0 0 0 0999 V2000 -9.6598 0.9979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1456 1.4593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 2.3253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5887 -3.9317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9955 -3.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5942 -4.0362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9900 -2.9136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0064 -3.2272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0617 -0.5021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9572 -2.4967 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 -0.9135 0.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9278 -0.0021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9790 -2.7046 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 -1.7796 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7938 -1.5021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7938 -0.5021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -0.4067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.9278 -2.0021 0.0000 C 0 0 1 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 -5.5723 -3.6181 0.0000 C 0 0 0 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 -7.0617 -1.5021 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 0.0000 C 0 0 2 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 -7.9278 0.9979 0.0000 Br 0 0 0 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 -9.6598 -2.0021 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 -4.5778 -3.7226 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0119 -3.3317 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.4790 -1.8385 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 -7.9278 -3.0021 0.0000 O 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 -6.1601 -4.4271 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5704 -2.6272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.6598 -0.0021 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6456 0.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1456 1.4593 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1482 -1.0954 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 39 1 0 0 0 0 2 40 1 0 0 0 0 3 41 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 31 1 0 0 0 0 8 32 1 0 0 0 0 9 13 2 0 0 0 0 10 14 1 0 0 0 0 10 24 1 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 12 25 1 0 0 0 0 13 18 1 0 0 0 0 13 27 1 0 0 0 0 14 22 1 0 0 0 0 14 33 2 0 0 0 0 15 23 1 0 0 0 0 15 34 2 0 0 0 0 16 26 1 0 0 0 0 16 28 1 0 0 0 0 17 18 2 0 0 0 0 17 20 1 0 0 0 0 17 29 1 0 0 0 0 18 39 1 0 0 0 0 19 21 1 0 0 0 0 19 26 1 0 0 0 0 19 30 1 6 0 0 0 20 24 1 1 0 0 0 20 35 1 0 0 0 0 21 25 1 1 0 0 0 21 36 1 0 0 0 0 22 31 1 0 0 0 0 22 37 2 0 0 0 0 23 32 1 0 0 0 0 23 38 2 0 0 0 0 24 9 1 1 0 0 0 24 42 1 0 0 0 0 25 11 1 1 0 0 0 25 43 1 0 0 0 0 26 40 1 0 0 0 0 26 41 1 0 0 0 0 33 42 1 0 0 0 0 34 43 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	44424476
ChEMBL	CHEMBL228345
ZINC

Physicochemical Properties

Molecular Weight:	859.89
ALogP:	-1.1337
MLogP:	2.45
XLogP:	2.225
# Rotatable Bonds:	22
Polar Surface Area:	169.53
# H-Bond Aceptor:	9
# H-Bond Donor:	4
# Rings:	4
# Heavy Atoms:	43

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