NPASS Natural Product

Natural Product: NPC313440

Natural Product ID:	NPC313440
Common Name:	Nosokophic Acid
IUPAC Name:	3-[[(2R,3R,4S,5R,6S)-6-carbamoyl-3,4,5-trihydroxyoxan-2-yl]oxy-hydroxyphosphoryl]oxy-2-[(2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trienoxy]propanoic acid
Synonyms:	Nosokophic Acid
Molecular Formula:	C24H40NO12P
Standard InCHIKey:	BZITUVHDOBTFSW-CWMBNBMKSA-N
Standard InCHI:	InChI=1S/C24H40NO12P/c1-14(2)7-5-8-15(3)9-6-10-16(4)11-12-34-17(23(30)31)13-35-38(32,33)37-24-20(28)18(26)19(27)21(36-24)22(25)29/h7,9,11,17-21,24,26-28H,5-6,8,10,12-13H2,1-4H3,(H2,25,29)(H,30,31)(H,32,33)/b15-9+,16-11-/t17?,18-,19+,20+,21-,24+/m0/s1
Canonical SMILES:	C/C(=C/COC(C(=O)O)COP(=O)(O[C@H]1O[C@H](C(=N)O)[C@@H]([C@@H]([C@H]1O)O)O)O)/CC/C=C(/CCC=C(C)C)C
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
NPO31799	Streptomyces k04-0144	Species	Streptomycetaceae	Bacteria				StreptomeDB*

Biological Activity

Activity Type	# Activity
MIC	1

Activity Type	# Activity
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	512	ug/ml	23265883

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 NPC313440 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	58
0.1-0.2	755
0.2-0.3	5638
0.3-0.4	14210
0.4-0.5	7318
0.5-0.6	2723
0.6-0.7	182
0.7-0.8	5
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.7188	Intermediate Similarity	NPC163362
0.7188	Intermediate Similarity	NPC127295
0.7172	Intermediate Similarity	NPC475034
0.7172	Intermediate Similarity	NPC470124
0.703	Intermediate Similarity	NPC475037
0.6869	Remote Similarity	NPC477487
0.6768	Remote Similarity	NPC469469
0.6762	Remote Similarity	NPC9447
0.6754	Remote Similarity	NPC133625
0.6733	Remote Similarity	NPC475035
0.6733	Remote Similarity	NPC266718
0.67	Remote Similarity	NPC251026
0.6699	Remote Similarity	NPC475186
0.6699	Remote Similarity	NPC118077
0.6667	Remote Similarity	NPC118078
0.6667	Remote Similarity	NPC473311
0.6636	Remote Similarity	NPC262312
0.6636	Remote Similarity	NPC3568
0.6636	Remote Similarity	NPC70323
0.6636	Remote Similarity	NPC17290
0.6636	Remote Similarity	NPC35269
0.6636	Remote Similarity	NPC256570
0.6636	Remote Similarity	NPC192066
0.6636	Remote Similarity	NPC23454
0.6635	Remote Similarity	NPC137368
0.6634	Remote Similarity	NPC142111
0.6634	Remote Similarity	NPC473315
0.6633	Remote Similarity	NPC317263
0.6604	Remote Similarity	NPC472199
0.6571	Remote Similarity	NPC285588
0.6569	Remote Similarity	NPC473308
0.6542	Remote Similarity	NPC320089
0.6542	Remote Similarity	NPC472195
0.6542	Remote Similarity	NPC238090
0.6542	Remote Similarity	NPC472196
0.6531	Remote Similarity	NPC110813
0.6514	Remote Similarity	NPC197294
0.6514	Remote Similarity	NPC8098
0.6514	Remote Similarity	NPC45313
0.6514	Remote Similarity	NPC183449
0.6509	Remote Similarity	NPC6414
0.6509	Remote Similarity	NPC303451
0.6505	Remote Similarity	NPC73166
0.6491	Remote Similarity	NPC201128
0.6481	Remote Similarity	NPC159698
0.6481	Remote Similarity	NPC294293
0.6481	Remote Similarity	NPC472198
0.6476	Remote Similarity	NPC470137
0.6465	Remote Similarity	NPC477314
0.6465	Remote Similarity	NPC133377
0.6449	Remote Similarity	NPC182632
0.6449	Remote Similarity	NPC473604
0.6449	Remote Similarity	NPC473950
0.6449	Remote Similarity	NPC15851
0.6449	Remote Similarity	NPC309898
0.6449	Remote Similarity	NPC282705
0.6449	Remote Similarity	NPC473581
0.6449	Remote Similarity	NPC475125
0.6449	Remote Similarity	NPC110072
0.6449	Remote Similarity	NPC477749
0.6449	Remote Similarity	NPC111567
0.6449	Remote Similarity	NPC186840
0.6449	Remote Similarity	NPC263545
0.6442	Remote Similarity	NPC208473
0.6429	Remote Similarity	NPC229655
0.6422	Remote Similarity	NPC469543
0.6415	Remote Similarity	NPC477748
0.64	Remote Similarity	NPC179933
0.64	Remote Similarity	NPC321728
0.6364	Remote Similarity	NPC54731
0.6355	Remote Similarity	NPC202886
0.6355	Remote Similarity	NPC327253
0.6355	Remote Similarity	NPC209047
0.6355	Remote Similarity	NPC43074
0.6355	Remote Similarity	NPC242503
0.6355	Remote Similarity	NPC139782
0.6355	Remote Similarity	NPC74672
0.6339	Remote Similarity	NPC324667
0.633	Remote Similarity	NPC157353
0.633	Remote Similarity	NPC282088
0.633	Remote Similarity	NPC156782
0.633	Remote Similarity	NPC54961
0.633	Remote Similarity	NPC158445
0.6311	Remote Similarity	NPC315559
0.6296	Remote Similarity	NPC472197
0.6275	Remote Similarity	NPC21693
0.6275	Remote Similarity	NPC236649
0.6263	Remote Similarity	NPC326661
0.625	Remote Similarity	NPC288471
0.625	Remote Similarity	NPC161670
0.6239	Remote Similarity	NPC61201
0.6239	Remote Similarity	NPC320552
0.6239	Remote Similarity	NPC327620
0.6224	Remote Similarity	NPC473489
0.6224	Remote Similarity	NPC472173
0.6224	Remote Similarity	NPC472174
0.6216	Remote Similarity	NPC173329
0.6216	Remote Similarity	NPC288350
0.6216	Remote Similarity	NPC165332
0.6216	Remote Similarity	NPC306041
0.6216	Remote Similarity	NPC180722
0.6216	Remote Similarity	NPC195645
0.6214	Remote Similarity	NPC313677
0.6207	Remote Similarity	NPC475918
0.619	Remote Similarity	NPC477747
0.619	Remote Similarity	NPC477746
0.6162	Remote Similarity	NPC473582
0.6162	Remote Similarity	NPC473948
0.6161	Remote Similarity	NPC167380
0.6154	Remote Similarity	NPC38295
0.6154	Remote Similarity	NPC156089
0.6154	Remote Similarity	NPC284472
0.6154	Remote Similarity	NPC470313
0.6154	Remote Similarity	NPC286770
0.6154	Remote Similarity	NPC229799
0.6154	Remote Similarity	NPC473500
0.6147	Remote Similarity	NPC61894
0.6147	Remote Similarity	NPC469410
0.6147	Remote Similarity	NPC475603
0.614	Remote Similarity	NPC98859
0.614	Remote Similarity	NPC4637
0.6132	Remote Similarity	NPC311163
0.6129	Remote Similarity	NPC314268
0.6129	Remote Similarity	NPC67917
0.6129	Remote Similarity	NPC313802
0.6129	Remote Similarity	NPC477515
0.6126	Remote Similarity	NPC189764
0.6126	Remote Similarity	NPC170204
0.6122	Remote Similarity	NPC132938
0.6121	Remote Similarity	NPC472748
0.61	Remote Similarity	NPC190400
0.61	Remote Similarity	NPC49392
0.6087	Remote Similarity	NPC201191
0.6087	Remote Similarity	NPC222062
0.6083	Remote Similarity	NPC29501
0.6082	Remote Similarity	NPC474078
0.6078	Remote Similarity	NPC180725
0.6075	Remote Similarity	NPC125142
0.6075	Remote Similarity	NPC45409
0.6071	Remote Similarity	NPC121857
0.6068	Remote Similarity	NPC472751
0.6068	Remote Similarity	NPC472749
0.6061	Remote Similarity	NPC477313
0.6061	Remote Similarity	NPC477309
0.6061	Remote Similarity	NPC477308
0.6061	Remote Similarity	NPC477304
0.6061	Remote Similarity	NPC477305
0.6061	Remote Similarity	NPC477316
0.6061	Remote Similarity	NPC477312
0.6061	Remote Similarity	NPC326504
0.6061	Remote Similarity	NPC477315
0.6058	Remote Similarity	NPC474959
0.6058	Remote Similarity	NPC310450
0.6058	Remote Similarity	NPC475046
0.6058	Remote Similarity	NPC11383
0.6055	Remote Similarity	NPC475879
0.6055	Remote Similarity	NPC471569
0.6053	Remote Similarity	NPC306344
0.6053	Remote Similarity	NPC255677
0.6053	Remote Similarity	NPC244878
0.6053	Remote Similarity	NPC22149
0.604	Remote Similarity	NPC475711
0.604	Remote Similarity	NPC474026
0.6038	Remote Similarity	NPC471156
0.6038	Remote Similarity	NPC471494
0.6038	Remote Similarity	NPC477013
0.6038	Remote Similarity	NPC182383
0.6038	Remote Similarity	NPC477014
0.6034	Remote Similarity	NPC309398
0.6034	Remote Similarity	NPC118761
0.6034	Remote Similarity	NPC267869
0.6034	Remote Similarity	NPC197541
0.6034	Remote Similarity	NPC472747
0.6034	Remote Similarity	NPC472750
0.6034	Remote Similarity	NPC284929
0.6034	Remote Similarity	NPC234304
0.6019	Remote Similarity	NPC248312
0.6019	Remote Similarity	NPC470147
0.6019	Remote Similarity	NPC133226
0.6018	Remote Similarity	NPC472290
0.6017	Remote Similarity	NPC254538
0.6017	Remote Similarity	NPC474285
0.6	Remote Similarity	NPC298255
0.6	Remote Similarity	NPC28304
0.6	Remote Similarity	NPC198992
0.6	Remote Similarity	NPC477306
0.6	Remote Similarity	NPC20673
0.5983	Remote Similarity	NPC469869
0.5983	Remote Similarity	NPC86095
0.5982	Remote Similarity	NPC205546
0.5982	Remote Similarity	NPC233273
0.5982	Remote Similarity	NPC50902
0.5981	Remote Similarity	NPC477015
0.5981	Remote Similarity	NPC47937
0.598	Remote Similarity	NPC248775
0.598	Remote Similarity	NPC318481
0.5966	Remote Similarity	NPC472507
0.5965	Remote Similarity	NPC198422
0.5965	Remote Similarity	NPC40182
0.5965	Remote Similarity	NPC151093

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC313440 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	67
0.1-0.2	1102
0.2-0.3	4628
0.3-0.4	2692
0.4-0.5	557
0.5-0.6	107
0.6-0.7	8
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
0.6355	Remote Similarity	NPD8522	Clinical (unspecified phase)
0.6263	Remote Similarity	NPD818	Approved
0.6263	Remote Similarity	NPD819	Approved
0.6216	Remote Similarity	NPD7839	Suspended
0.6174	Remote Similarity	NPD1407	Approved
0.6055	Remote Similarity	NPD46	Approved
0.6055	Remote Similarity	NPD6698	Approved
0.6032	Remote Similarity	NPD8444	Approved
0.5938	Remote Similarity	NPD7830	Approved
0.5938	Remote Similarity	NPD7829	Approved
0.5923	Remote Similarity	NPD8074	Phase 3
0.5833	Remote Similarity	NPD6686	Approved
0.5766	Remote Similarity	NPD7838	Discovery
0.5738	Remote Similarity	NPD6421	Discontinued
0.5714	Remote Similarity	NPD7983	Approved
0.5691	Remote Similarity	NPD8413	Clinical (unspecified phase)
0.569	Remote Similarity	NPD8029	Clinical (unspecified phase)
0.5676	Remote Similarity	NPD3716	Discontinued
0.5606	Remote Similarity	NPD8451	Approved

Structure

CID313440 OpenBabel06191716122D 38 38 0 0 1 0 0 0 0 0999 V2000 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 1 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 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 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 2.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 15 1 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 6 10 1 0 0 0 0 7 14 2 0 0 0 0 8 15 1 0 0 0 0 9 15 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 16 2 0 0 0 0 12 34 1 0 0 0 0 13 17 1 0 0 0 0 13 35 1 0 0 0 0 17 23 1 0 0 0 0 17 34 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 18 26 1 1 0 0 0 19 21 1 0 0 0 0 19 27 1 1 0 0 0 20 24 1 0 0 0 0 20 28 1 6 0 0 0 21 22 1 1 0 0 0 21 36 1 0 0 0 0 22 25 2 0 0 0 0 22 29 1 0 0 0 0 23 30 2 0 0 0 0 23 31 1 0 0 0 0 24 36 1 0 0 0 0 24 37 1 6 0 0 0 32 38 1 0 0 0 0 33 38 2 0 0 0 0 35 38 1 0 0 0 0 37 38 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	71520905
ChEMBL	CHEMBL2321883
ZINC

Physicochemical Properties

Molecular Weight:	565.23
ALogP:	1.4527
MLogP:	2.56
XLogP:	1.867
# Rotatable Bonds:	26
Polar Surface Area:	226.1
# H-Bond Aceptor:	13
# H-Bond Donor:	7
# Rings:	1
# Heavy Atoms:	38

Download Data

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