Natural Product: NPC320331

Natural Product ID:  NPC320331
Common Name:   (S)-4,5-Dihydroxypentanedione
IUPAC Name:   (4S)-4,5-dihydroxypentane-2,3-dione
Synonyms:   (S)-4,5-Dihydroxypentanedione
Molecular Formula:   C5H8O4
Standard InCHIKey:  UYTRITJAZOPLCZ-BYPYZUCNSA-N
Standard InCHI:  InChI=1S/C5H8O4/c1-3(7)5(9)4(8)2-6/h4,6,8H,2H2,1H3/t4-/m0/s1
Canonical SMILES:  CC(=O)C(=O)[C@H](CO)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
NPO730 Escherichia coli Species Enterobacteriaceae Bacteria PMID[21988831]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified EC50 = 44 nM 15837332
NPT1726 Organism Vibrio harveyi Vibrio harveyi IC50 = 2600 nM 17169556
NPT3824 Individual Protein Autoinducer 2-binding periplasmic protein luxP Vibrio harveyi EC50 = 150 nM 19394822
NPT2 Others Unspecified EC50 = 3000 nM 20669927
NPT3824 Individual Protein Autoinducer 2-binding periplasmic protein luxP Vibrio harveyi EC50 = 32 nM 22137598
NPT3824 Individual Protein Autoinducer 2-binding periplasmic protein luxP Vibrio harveyi EC50 = 76 nM 22137598

  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 NPC320331 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9 High Similarity NPC259982
0.9 High Similarity NPC313565
0.9 High Similarity NPC228782
0.814 Intermediate Similarity NPC270088
0.8 Intermediate Similarity NPC247546
0.8 Intermediate Similarity NPC172086
0.7857 Intermediate Similarity NPC35661
0.75 Intermediate Similarity NPC5505
0.7442 Intermediate Similarity NPC19044
0.7442 Intermediate Similarity NPC97444
0.7442 Intermediate Similarity NPC24751
0.7442 Intermediate Similarity NPC121018
0.7442 Intermediate Similarity NPC100742
0.7442 Intermediate Similarity NPC192402
0.7333 Intermediate Similarity NPC242655
0.7333 Intermediate Similarity NPC38891
0.7297 Intermediate Similarity NPC270334
0.7111 Intermediate Similarity NPC319680
0.7 Intermediate Similarity NPC277878
0.6977 Remote Similarity NPC316217
0.6977 Remote Similarity NPC222792
0.6923 Remote Similarity NPC261351
0.6863 Remote Similarity NPC323401
0.6863 Remote Similarity NPC196612
0.6863 Remote Similarity NPC19676
0.6829 Remote Similarity NPC191084
0.6829 Remote Similarity NPC168052
0.6829 Remote Similarity NPC250870
0.6792 Remote Similarity NPC3547
0.6735 Remote Similarity NPC328954
0.6735 Remote Similarity NPC46254
0.6731 Remote Similarity NPC6883
0.6667 Remote Similarity NPC474361
0.6667 Remote Similarity NPC233231
0.6667 Remote Similarity NPC159089
0.6585 Remote Similarity NPC127142
0.6512 Remote Similarity NPC317945
0.65 Remote Similarity NPC307739
0.65 Remote Similarity NPC187058
0.65 Remote Similarity NPC76217
0.65 Remote Similarity NPC197207
0.65 Remote Similarity NPC149070
0.65 Remote Similarity NPC127074
0.65 Remote Similarity NPC182541
0.6429 Remote Similarity NPC325165
0.6383 Remote Similarity NPC76051
0.6364 Remote Similarity NPC293692
0.6364 Remote Similarity NPC220922
0.6341 Remote Similarity NPC94196
0.6316 Remote Similarity NPC320296
0.6279 Remote Similarity NPC1037
0.6279 Remote Similarity NPC103612
0.6279 Remote Similarity NPC24967
0.6226 Remote Similarity NPC65985
0.6216 Remote Similarity NPC140389
0.619 Remote Similarity NPC7814
0.6182 Remote Similarity NPC198377
0.6154 Remote Similarity NPC33415
0.6154 Remote Similarity NPC301586
0.614 Remote Similarity NPC323945
0.614 Remote Similarity NPC17935
0.6136 Remote Similarity NPC109026
0.6078 Remote Similarity NPC293378
0.6053 Remote Similarity NPC560
0.6047 Remote Similarity NPC86412
0.6047 Remote Similarity NPC66052
0.6047 Remote Similarity NPC325034
0.6047 Remote Similarity NPC293908
0.6047 Remote Similarity NPC192065
0.6 Remote Similarity NPC68743
0.6 Remote Similarity NPC38930
0.6 Remote Similarity NPC60830
0.6 Remote Similarity NPC128713
0.6 Remote Similarity NPC328950
0.6 Remote Similarity NPC292641
0.5965 Remote Similarity NPC179624
0.5957 Remote Similarity NPC322956
0.5957 Remote Similarity NPC325307
0.5946 Remote Similarity NPC114270
0.5946 Remote Similarity NPC245688
0.5918 Remote Similarity NPC469781
0.5897 Remote Similarity NPC320326
0.5882 Remote Similarity NPC200618
0.5882 Remote Similarity NPC131770
0.5854 Remote Similarity NPC198126
0.5854 Remote Similarity NPC320981
0.5833 Remote Similarity NPC258690
0.5833 Remote Similarity NPC317651
0.5814 Remote Similarity NPC227267
0.5814 Remote Similarity NPC307027
0.5789 Remote Similarity NPC88887
0.5789 Remote Similarity NPC82694
0.5789 Remote Similarity NPC232554
0.5789 Remote Similarity NPC61567
0.575 Remote Similarity NPC159845
0.5714 Remote Similarity NPC228727
0.5714 Remote Similarity NPC320624
0.5714 Remote Similarity NPC318951
0.5714 Remote Similarity NPC212144
0.569 Remote Similarity NPC322855
0.5682 Remote Similarity NPC316685
0.5682 Remote Similarity NPC317203
0.5676 Remote Similarity NPC39977
0.5676 Remote Similarity NPC52403
0.566 Remote Similarity NPC90904
0.566 Remote Similarity NPC473487
0.5641 Remote Similarity NPC252154
0.561 Remote Similarity NPC174368
0.561 Remote Similarity NPC110884

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC320331 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8 Intermediate Similarity NPD9003 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD9004 Approved
0.8 Intermediate Similarity NPD9005 Phase 3
0.7442 Intermediate Similarity NPD8600 Approved
0.7442 Intermediate Similarity NPD8601 Approved
0.7442 Intermediate Similarity NPD8605 Approved
0.7442 Intermediate Similarity NPD8604 Approved
0.7442 Intermediate Similarity NPD8602 Approved
0.7442 Intermediate Similarity NPD8598 Approved
0.7442 Intermediate Similarity NPD8599 Approved
0.7442 Intermediate Similarity NPD8603 Approved
0.7143 Intermediate Similarity NPD9001 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD9002 Approved
0.7 Intermediate Similarity NPD65 Approved
0.7 Intermediate Similarity NPD9008 Approved
0.7 Intermediate Similarity NPD64 Approved
0.7 Intermediate Similarity NPD9011 Approved
0.7 Intermediate Similarity NPD8960 Approved
0.7 Intermediate Similarity NPD9009 Approved
0.7 Intermediate Similarity NPD72 Approved
0.7 Intermediate Similarity NPD66 Approved
0.7 Intermediate Similarity NPD9010 Approved
0.7 Intermediate Similarity NPD9007 Approved
0.6735 Remote Similarity NPD8964 Approved
0.65 Remote Similarity NPD8205 Approved
0.65 Remote Similarity NPD8814 Phase 3
0.65 Remote Similarity NPD8202 Approved
0.6481 Remote Similarity NPD73 Approved
0.6364 Remote Similarity NPD8959 Approved
0.6316 Remote Similarity NPD9120 Clinical (unspecified phase)
0.625 Remote Similarity NPD8206 Approved
0.625 Remote Similarity NPD55 Approved
0.625 Remote Similarity NPD54 Approved
0.625 Remote Similarity NPD8203 Approved
0.625 Remote Similarity NPD8204 Approved
0.619 Remote Similarity NPD8857 Approved
0.6154 Remote Similarity NPD8549 Clinical (unspecified phase)
0.6078 Remote Similarity NPD71 Approved
0.6078 Remote Similarity NPD9126 Approved
0.6078 Remote Similarity NPD9129 Approved
0.6047 Remote Similarity NPD9053 Approved
0.6047 Remote Similarity NPD9052 Approved
0.6047 Remote Similarity NPD9051 Approved
0.5946 Remote Similarity NPD8225 Phase 3
0.5882 Remote Similarity NPD109 Approved
0.5882 Remote Similarity NPD9122 Approved
0.5882 Remote Similarity NPD9123 Approved
0.5882 Remote Similarity NPD9128 Approved
0.5882 Remote Similarity NPD9130 Phase 3
0.5882 Remote Similarity NPD9124 Approved
0.5882 Remote Similarity NPD70 Approved
0.5882 Remote Similarity NPD108 Approved
0.5882 Remote Similarity NPD9121 Approved
0.5882 Remote Similarity NPD9127 Approved
0.5882 Remote Similarity NPD9125 Approved
0.5854 Remote Similarity NPD8590 Approved
0.5854 Remote Similarity NPD8618 Approved
0.5833 Remote Similarity NPD8961 Approved
0.5789 Remote Similarity NPD8207 Approved
0.5652 Remote Similarity NPD8977 Phase 3
0.5652 Remote Similarity NPD8976 Approved
0.561 Remote Similarity NPD8619 Approved
0.561 Remote Similarity NPD8617 Approved

Structure

External Identifiers

PubChem CID   11170991
ChEMBL   CHEMBL193493
ZINC  

Physicochemical Properties

Molecular Weight:  132.04
ALogP:  -1.5838
MLogP:  1.57
XLogP:  -1.807
# Rotatable Bonds:  6
Polar Surface Area:  74.6
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  0
# Heavy Atoms:  9

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs