NPASS Natural Product

Natural Product: NPC315334

Natural Product ID:	NPC315334
Common Name:	Lividomycin
IUPAC Name:	(2R,3S,4S,5S,6R)-2-[(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R,5S)-5-[(1R,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,5S,6R)-3-amino-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy-4-hydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:	Lividomycin
Molecular Formula:	C29H55N5O18
Standard InCHIKey:	DBLVDAUGBTYDFR-SWMBIRFSSA-N
Standard InCHI:	InChI=1S/C29H55N5O18/c30-3-11-23(51-28-20(43)19(42)17(40)13(5-36)47-28)18(41)15(34)27(45-11)50-24-14(6-37)48-29(21(24)44)52-25-16(39)7(31)1-8(32)22(25)49-26-9(33)2-10(38)12(4-35)46-26/h7-29,35-44H,1-6,30-34H2/t7-,8+,9-,10+,11+,12-,13-,14-,15-,16+,17-,18-,19+,20+,21-,22-,23-,24-,25-,26-,27-,28-,29+/m1/s1
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@@H]1O[C@H]1O[C@@H](CN)[C@H]([C@@H]([C@H]1N)O)O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@@H]1O)O)O)O)O[C@@H]1[C@@H](O)[C@H](N)C[C@@H]([C@H]1O[C@H]1O[C@H](CO)[C@H](C[C@H]1N)O)N
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	BGC0000708 ;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO18220.1	Streptomyces lividus 2230-n1	Subspecies	Streptomycetaceae	Bacteria				StreptomeDB*

Biological Activity

Activity Type	# Activity
Kd	1
MIC	12
Others	5

Activity Type	# Activity
Individual Protein	2
Organism	11
Others	3
Uncleic Acid	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT317	Uncleic Acid	Nucleic Acid		MIC	=	10000	nM	9457241
NPT144	Individual Protein	Telomerase reverse transcriptase	Homo sapiens	Inhibition	=	50	%	15177454
NPT144	Individual Protein	Telomerase reverse transcriptase	Homo sapiens	Inhibition	=	12	%	15177454
NPT2	Others	Unspecified		Inhibition	=	0	%	15177454
NPT2	Others	Unspecified		Inhibition	=	10	%	15177454
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	4	ug/ml	17088477
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	8	ug/ml	17088477
NPT1521	Organism	Stenotrophomonas maltophilia	Stenotrophomonas maltophilia	MIC	=	128	ug/ml	17088477
NPT317	Uncleic Acid	Nucleic Acid		Kd	=	28	nM	19445516
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	256	ug/ml	17875999
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	16	ug/ml	17875999
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	0.5	ug/ml	17875999
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	32	ug/ml	17875999
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	=	2	ug/ml	17875999

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 NPC315334 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	132
0.1-0.2	5438
0.2-0.3	16951
0.3-0.4	6254
0.4-0.5	1708
0.5-0.6	344
0.6-0.7	32
0.7-0.8	14
0.8-0.85	3
0.85-0.9	4
0.9-0.95	7
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9651	High Similarity	NPC176381
0.9651	High Similarity	NPC195969
0.9419	High Similarity	NPC314007
0.9419	High Similarity	NPC43850
0.9419	High Similarity	NPC214376
0.9419	High Similarity	NPC314408
0.9419	High Similarity	NPC123746
0.9419	High Similarity	NPC477060
0.9302	High Similarity	NPC313552
0.8837	High Similarity	NPC263058
0.8737	High Similarity	NPC315036
0.8721	High Similarity	NPC315969
0.871	High Similarity	NPC330590
0.8488	Intermediate Similarity	NPC318258
0.8163	Intermediate Similarity	NPC56298
0.8163	Intermediate Similarity	NPC471628
0.7642	Intermediate Similarity	NPC121479
0.7642	Intermediate Similarity	NPC57436
0.7474	Intermediate Similarity	NPC306838
0.7404	Intermediate Similarity	NPC221148
0.7216	Intermediate Similarity	NPC470282
0.7174	Intermediate Similarity	NPC316807
0.7117	Intermediate Similarity	NPC241597
0.7097	Intermediate Similarity	NPC83248
0.7097	Intermediate Similarity	NPC100204
0.7097	Intermediate Similarity	NPC70574
0.7093	Intermediate Similarity	NPC129100
0.7093	Intermediate Similarity	NPC291650
0.7093	Intermediate Similarity	NPC322801
0.7053	Intermediate Similarity	NPC165119
0.6989	Remote Similarity	NPC98750
0.6947	Remote Similarity	NPC271772
0.6947	Remote Similarity	NPC36927
0.6923	Remote Similarity	NPC94319
0.6765	Remote Similarity	NPC328646
0.6667	Remote Similarity	NPC471420
0.6577	Remote Similarity	NPC317534
0.6566	Remote Similarity	NPC192025
0.6566	Remote Similarity	NPC253975
0.6566	Remote Similarity	NPC125253
0.65	Remote Similarity	NPC83839
0.6471	Remote Similarity	NPC470284
0.6458	Remote Similarity	NPC150557
0.6321	Remote Similarity	NPC470283
0.6304	Remote Similarity	NPC223174
0.6304	Remote Similarity	NPC327753
0.6304	Remote Similarity	NPC327486
0.6279	Remote Similarity	NPC290179
0.6279	Remote Similarity	NPC317023
0.6279	Remote Similarity	NPC34877
0.6273	Remote Similarity	NPC42320
0.6273	Remote Similarity	NPC188453
0.6154	Remote Similarity	NPC314306
0.6134	Remote Similarity	NPC313813
0.6132	Remote Similarity	NPC208537
0.6132	Remote Similarity	NPC270005
0.6111	Remote Similarity	NPC6848
0.6098	Remote Similarity	NPC20035
0.602	Remote Similarity	NPC314772
0.602	Remote Similarity	NPC314968
0.6	Remote Similarity	NPC59589
0.6	Remote Similarity	NPC68327
0.5922	Remote Similarity	NPC476523
0.5889	Remote Similarity	NPC17455
0.5877	Remote Similarity	NPC239705
0.5877	Remote Similarity	NPC314398
0.5877	Remote Similarity	NPC314413
0.584	Remote Similarity	NPC139857
0.5833	Remote Similarity	NPC474468
0.5826	Remote Similarity	NPC322449
0.5826	Remote Similarity	NPC189854
0.5826	Remote Similarity	NPC92874
0.5826	Remote Similarity	NPC62845
0.5826	Remote Similarity	NPC166242
0.5816	Remote Similarity	NPC244539
0.5802	Remote Similarity	NPC262050
0.5795	Remote Similarity	NPC472025
0.5776	Remote Similarity	NPC10897
0.5776	Remote Similarity	NPC325900
0.5758	Remote Similarity	NPC313762
0.5748	Remote Similarity	NPC75839
0.5729	Remote Similarity	NPC52268
0.5729	Remote Similarity	NPC53760
0.5698	Remote Similarity	NPC323361
0.5698	Remote Similarity	NPC145112
0.5698	Remote Similarity	NPC67660
0.5698	Remote Similarity	NPC89145
0.5698	Remote Similarity	NPC242073
0.5698	Remote Similarity	NPC58629
0.5698	Remote Similarity	NPC157514
0.5698	Remote Similarity	NPC269166
0.5698	Remote Similarity	NPC130683
0.5698	Remote Similarity	NPC107914
0.5698	Remote Similarity	NPC165198
0.5698	Remote Similarity	NPC246558
0.5684	Remote Similarity	NPC250619
0.5684	Remote Similarity	NPC67099
0.5632	Remote Similarity	NPC303727
0.5604	Remote Similarity	NPC477755
0.5604	Remote Similarity	NPC477762
0.5604	Remote Similarity	NPC477753
0.5604	Remote Similarity	NPC477763
0.5604	Remote Similarity	NPC472026
0.5604	Remote Similarity	NPC477750
0.5604	Remote Similarity	NPC477757

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC315334 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	81
0.1-0.2	3055
0.2-0.3	4753
0.3-0.4	934
0.4-0.5	203
0.5-0.6	78
0.6-0.7	24
0.7-0.8	12
0.8-0.85	5
0.85-0.9	3
0.9-0.95	8
0.95-1	5

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9651	High Similarity	NPD5794	Approved
0.9651	High Similarity	NPD5795	Approved
0.9651	High Similarity	NPD5797	Approved
0.9651	High Similarity	NPD5798	Approved
0.9651	High Similarity	NPD5796	Clinical (unspecified phase)
0.9419	High Similarity	NPD3201	Approved
0.9419	High Similarity	NPD3203	Approved
0.9419	High Similarity	NPD2698	Approved
0.9419	High Similarity	NPD3208	Approved
0.9419	High Similarity	NPD3209	Approved
0.9419	High Similarity	NPD3202	Approved
0.9419	High Similarity	NPD3207	Approved
0.9302	High Similarity	NPD3200	Clinical (unspecified phase)
0.871	High Similarity	NPD5377	Approved
0.871	High Similarity	NPD5378	Approved
0.871	High Similarity	NPD5381	Approved
0.8333	Intermediate Similarity	NPD4282	Approved
0.8163	Intermediate Similarity	NPD4837	Approved
0.8163	Intermediate Similarity	NPD4836	Approved
0.8163	Intermediate Similarity	NPD4835	Approved
0.8163	Intermediate Similarity	NPD4838	Approved
0.7941	Intermediate Similarity	NPD5376	Approved
0.7642	Intermediate Similarity	NPD35	Approved
0.7642	Intermediate Similarity	NPD4833	Approved
0.7404	Intermediate Similarity	NPD1449	Approved
0.7404	Intermediate Similarity	NPD1450	Approved
0.7117	Intermediate Similarity	NPD3731	Phase 3
0.7093	Intermediate Similarity	NPD9030	Approved
0.7093	Intermediate Similarity	NPD9031	Approved
0.7093	Intermediate Similarity	NPD9032	Approved
0.7093	Intermediate Similarity	NPD9033	Approved
0.7091	Intermediate Similarity	NPD2690	Discontinued
0.7009	Intermediate Similarity	NPD2700	Approved
0.6991	Remote Similarity	NPD4832	Approved
0.6991	Remote Similarity	NPD4831	Approved
0.6991	Remote Similarity	NPD4830	Approved
0.699	Remote Similarity	NPD6428	Approved
0.6923	Remote Similarity	NPD4828	Approved
0.6923	Remote Similarity	NPD4827	Approved
0.6923	Remote Similarity	NPD4826	Approved
0.6813	Remote Similarity	NPD9034	Approved
0.6813	Remote Similarity	NPD67	Phase 2
0.678	Remote Similarity	NPD6436	Phase 3
0.6759	Remote Similarity	NPD8045	Clinical (unspecified phase)
0.6514	Remote Similarity	NPD7141	Clinical (unspecified phase)
0.6514	Remote Similarity	NPD7139	Approved
0.6514	Remote Similarity	NPD7140	Approved
0.6466	Remote Similarity	NPD3204	Clinical (unspecified phase)
0.646	Remote Similarity	NPD6941	Approved
0.6449	Remote Similarity	NPD881	Approved
0.6408	Remote Similarity	NPD3716	Discontinued
0.6322	Remote Similarity	NPD6123	Approved
0.6304	Remote Similarity	NPD9445	Approved
0.6154	Remote Similarity	NPD6430	Approved
0.6154	Remote Similarity	NPD6429	Approved
0.602	Remote Similarity	NPD9435	Approved
0.602	Remote Similarity	NPD9434	Approved
0.5983	Remote Similarity	NPD8087	Discontinued
0.5935	Remote Similarity	NPD8347	Approved
0.5935	Remote Similarity	NPD8346	Approved
0.5935	Remote Similarity	NPD8345	Approved
0.5926	Remote Similarity	NPD1446	Phase 3
0.5926	Remote Similarity	NPD1447	Phase 3
0.5905	Remote Similarity	NPD4759	Clinical (unspecified phase)
0.5873	Remote Similarity	NPD591	Approved
0.5873	Remote Similarity	NPD577	Phase 3
0.5812	Remote Similarity	NPD8174	Phase 2
0.5804	Remote Similarity	NPD2255	Approved
0.5698	Remote Similarity	NPD894	Approved
0.5698	Remote Similarity	NPD887	Approved
0.5698	Remote Similarity	NPD888	Phase 3
0.5698	Remote Similarity	NPD893	Approved
0.5698	Remote Similarity	NPD895	Approved
0.5698	Remote Similarity	NPD892	Phase 3
0.5698	Remote Similarity	NPD889	Approved
0.5698	Remote Similarity	NPD890	Clinical (unspecified phase)
0.5698	Remote Similarity	NPD891	Phase 3
0.5632	Remote Similarity	NPD7346	Approved
0.56	Remote Similarity	NPD372	Clinical (unspecified phase)

Structure

CID315334 OpenBabel06191716132D 52 56 0 0 1 0 0 0 0 0999 V2000 2.8903 2.0932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9459 6.2428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5227 5.6428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 4.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4612 -1.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4836 1.1796 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3025 2.9022 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5392 5.3292 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9404 6.3473 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1808 1.1636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5282 5.5383 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0468 3.6636 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1808 -0.8364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.4890 1.0751 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9128 4.1636 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0468 -0.3364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.7788 3.6636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.7788 2.6636 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3080 2.7976 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0468 0.6636 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9013 1.8841 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.1269 4.5202 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3147 -0.3364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.9128 2.1636 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3147 2.6636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0714 0.3706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7093 3.8157 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.4554 5.2247 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1105 4.8338 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 5.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2044 -2.3904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3472 7.2608 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0823 0.1615 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 5.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -0.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 4.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 2.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2213 1.3272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1215 4.6247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 2.6636 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 0.7202 3.6067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -0.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 1.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 1.7796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 1 8 1 0 0 0 0 2 9 1 0 0 0 0 2 10 1 0 0 0 0 3 30 1 0 0 0 0 4 35 1 0 0 0 0 5 36 1 0 0 0 0 6 37 1 0 0 0 0 7 16 1 0 0 0 0 7 31 1 1 0 0 0 8 22 1 0 0 0 0 8 32 1 1 0 0 0 9 26 1 0 0 0 0 9 33 1 6 0 0 0 10 12 1 0 0 0 0 10 38 1 6 0 0 0 11 3 1 6 0 0 0 11 23 1 0 0 0 0 11 45 1 0 0 0 0 12 4 1 1 0 0 0 12 46 1 0 0 0 0 13 5 1 1 0 0 0 13 17 1 0 0 0 0 13 47 1 0 0 0 0 14 6 1 6 0 0 0 14 24 1 0 0 0 0 14 48 1 0 0 0 0 15 18 1 0 0 0 0 15 27 1 0 0 0 0 15 34 1 6 0 0 0 16 25 1 0 0 0 0 16 39 1 6 0 0 0 17 19 1 0 0 0 0 17 40 1 6 0 0 0 18 23 1 0 0 0 0 18 41 1 1 0 0 0 19 20 1 0 0 0 0 19 42 1 1 0 0 0 20 28 1 0 0 0 0 20 43 1 1 0 0 0 21 24 1 0 0 0 0 21 29 1 0 0 0 0 21 44 1 1 0 0 0 22 25 1 0 0 0 0 22 49 1 6 0 0 0 23 51 1 6 0 0 0 24 50 1 1 0 0 0 25 52 1 1 0 0 0 26 46 1 0 0 0 0 26 49 1 6 0 0 0 27 45 1 0 0 0 0 27 50 1 6 0 0 0 28 47 1 0 0 0 0 28 51 1 6 0 0 0 29 48 1 0 0 0 0 29 52 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	72394
ChEMBL	CHEMBL389029
ZINC

Physicochemical Properties

Molecular Weight:	761.35
ALogP:	-10.5437
MLogP:	2.12
XLogP:	-8.641
# Rotatable Bonds:	27
Polar Surface Area:	406.24
# H-Bond Aceptor:	23
# H-Bond Donor:	15
# Rings:	5
# Heavy Atoms:	52

Download Data

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General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs