Natural Product: NPC327620

Natural Product ID:  NPC327620
Common Name:   (3R,4S,5R)-5-(1-Carboxyethenoxy)-4-Hydroxy-3-Phosphonooxycyclohexene-1-Carboxylic Acid
IUPAC Name:   (3R,4S,5R)-5-(1-carboxyethenoxy)-4-hydroxy-3-phosphonooxycyclohexene-1-carboxylic acid
Synonyms:  
Molecular Formula:   C10H13O10P
Standard InCHIKey:  QUTYKIXIUDQOLK-PRJMDXOYSA-N
Standard InCHI:  InChI=1S/C10H13O10P/c1-4(9(12)13)19-6-2-5(10(14)15)3-7(8(6)11)20-21(16,17)18/h3,6-8,11H,1-2H2,(H,12,13)(H,14,15)(H2,16,17,18)/t6-,7-,8+/m1/s1
Canonical SMILES:  O[C@H]1[C@@H](CC(=C[C@H]1OP(=O)(O)O)C(=O)O)OC(=C)C(=O)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
NPT3015 Individual Protein 5-enolpyruvylshikimate-3-phosphate synthase Escherichia coli K-12 Kd = 1000 nM 10.1016/S0960-894X(01)80779-4
NPT3015 Individual Protein 5-enolpyruvylshikimate-3-phosphate synthase Escherichia coli K-12 Kd = 1000 nM 10.1016/S0960-894X(01)80293-6

  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 NPC327620 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
0.907 High Similarity NPC316819
0.8256 Intermediate Similarity NPC141195
0.8256 Intermediate Similarity NPC47844
0.7692 Intermediate Similarity NPC221510
0.7692 Intermediate Similarity NPC159714
0.7634 Intermediate Similarity NPC469809
0.7609 Intermediate Similarity NPC253364
0.76 Intermediate Similarity NPC20066
0.7525 Intermediate Similarity NPC300584
0.7368 Intermediate Similarity NPC77971
0.7308 Intermediate Similarity NPC39996
0.7263 Intermediate Similarity NPC474251
0.7234 Intermediate Similarity NPC47450
0.7172 Intermediate Similarity NPC471399
0.7143 Intermediate Similarity NPC472008
0.7113 Intermediate Similarity NPC112685
0.71 Intermediate Similarity NPC303230
0.71 Intermediate Similarity NPC6099
0.71 Intermediate Similarity NPC114345
0.71 Intermediate Similarity NPC473321
0.71 Intermediate Similarity NPC327760
0.7075 Intermediate Similarity NPC118902
0.7075 Intermediate Similarity NPC104161
0.7075 Intermediate Similarity NPC469980
0.7071 Intermediate Similarity NPC477011
0.7071 Intermediate Similarity NPC280612
0.7065 Intermediate Similarity NPC272267
0.7041 Intermediate Similarity NPC178215
0.7041 Intermediate Similarity NPC472007
0.703 Intermediate Similarity NPC162205
0.703 Intermediate Similarity NPC11456
0.703 Intermediate Similarity NPC273579
0.703 Intermediate Similarity NPC288240
0.703 Intermediate Similarity NPC295204
0.7019 Intermediate Similarity NPC471144
0.701 Intermediate Similarity NPC21469
0.701 Intermediate Similarity NPC182383
0.7 Intermediate Similarity NPC265856
0.7 Intermediate Similarity NPC166554
0.7 Intermediate Similarity NPC473619
0.6972 Remote Similarity NPC264819
0.697 Remote Similarity NPC280621
0.697 Remote Similarity NPC20339
0.697 Remote Similarity NPC21208
0.697 Remote Similarity NPC40376
0.697 Remote Similarity NPC48338
0.697 Remote Similarity NPC89001
0.697 Remote Similarity NPC233551
0.697 Remote Similarity NPC473715
0.6952 Remote Similarity NPC475949
0.6939 Remote Similarity NPC47937
0.6939 Remote Similarity NPC103523
0.6939 Remote Similarity NPC472009
0.6939 Remote Similarity NPC134865
0.6916 Remote Similarity NPC472755
0.69 Remote Similarity NPC139418
0.69 Remote Similarity NPC477016
0.69 Remote Similarity NPC477017
0.6893 Remote Similarity NPC471142
0.6893 Remote Similarity NPC36954
0.6882 Remote Similarity NPC473536
0.6881 Remote Similarity NPC266514
0.6869 Remote Similarity NPC179659
0.6863 Remote Similarity NPC475912
0.6837 Remote Similarity NPC231009
0.6837 Remote Similarity NPC66346
0.6837 Remote Similarity NPC82795
0.6837 Remote Similarity NPC103284
0.6837 Remote Similarity NPC477014
0.6837 Remote Similarity NPC132496
0.6837 Remote Similarity NPC1083
0.6837 Remote Similarity NPC110710
0.6837 Remote Similarity NPC473651
0.6837 Remote Similarity NPC107986
0.6837 Remote Similarity NPC473478
0.6837 Remote Similarity NPC473669
0.6837 Remote Similarity NPC223871
0.6837 Remote Similarity NPC283085
0.6837 Remote Similarity NPC286338
0.6837 Remote Similarity NPC477013
0.6832 Remote Similarity NPC239517
0.6832 Remote Similarity NPC473904
0.6832 Remote Similarity NPC274075
0.6827 Remote Similarity NPC477921
0.6789 Remote Similarity NPC472749
0.6789 Remote Similarity NPC472751
0.6778 Remote Similarity NPC202011
0.6771 Remote Similarity NPC297440
0.6768 Remote Similarity NPC134807
0.6768 Remote Similarity NPC477015
0.6768 Remote Similarity NPC219498
0.6768 Remote Similarity NPC232555
0.6768 Remote Similarity NPC142117
0.6768 Remote Similarity NPC171174
0.6768 Remote Similarity NPC475581
0.6768 Remote Similarity NPC308412
0.6768 Remote Similarity NPC279267
0.6768 Remote Similarity NPC107717
0.6768 Remote Similarity NPC62118
0.6768 Remote Similarity NPC69082
0.6768 Remote Similarity NPC240695
0.6768 Remote Similarity NPC473687
0.6768 Remote Similarity NPC114694
0.6768 Remote Similarity NPC210218
0.6768 Remote Similarity NPC134885
0.6768 Remote Similarity NPC204686
0.6768 Remote Similarity NPC231096
0.6765 Remote Similarity NPC146852
0.6762 Remote Similarity NPC40812
0.6735 Remote Similarity NPC163093
0.6733 Remote Similarity NPC42598
0.6733 Remote Similarity NPC93794
0.6733 Remote Similarity NPC20621
0.6733 Remote Similarity NPC318963
0.6733 Remote Similarity NPC473504
0.6733 Remote Similarity NPC40066
0.6733 Remote Similarity NPC14901
0.6733 Remote Similarity NPC130359
0.6733 Remote Similarity NPC81778
0.6733 Remote Similarity NPC91067
0.6731 Remote Similarity NPC477922
0.6731 Remote Similarity NPC270013
0.6731 Remote Similarity NPC14961
0.6729 Remote Similarity NPC110443
0.6729 Remote Similarity NPC128733
0.6729 Remote Similarity NPC476270
0.6729 Remote Similarity NPC185141
0.6729 Remote Similarity NPC133907
0.6729 Remote Similarity NPC46998
0.6727 Remote Similarity NPC477513
0.6726 Remote Similarity NPC317687
0.6726 Remote Similarity NPC66108
0.6702 Remote Similarity NPC475711
0.6699 Remote Similarity NPC476300
0.6699 Remote Similarity NPC61275
0.6697 Remote Similarity NPC472748
0.6696 Remote Similarity NPC5103
0.6667 Remote Similarity NPC477018
0.6667 Remote Similarity NPC100921
0.6667 Remote Similarity NPC329838
0.6667 Remote Similarity NPC329615
0.6667 Remote Similarity NPC320019
0.6667 Remote Similarity NPC471567
0.6667 Remote Similarity NPC120398
0.6667 Remote Similarity NPC324017
0.6667 Remote Similarity NPC149371
0.6667 Remote Similarity NPC476315
0.6667 Remote Similarity NPC472754
0.6667 Remote Similarity NPC474232
0.6637 Remote Similarity NPC317107
0.6636 Remote Similarity NPC469852
0.6635 Remote Similarity NPC474035
0.6635 Remote Similarity NPC57405
0.6635 Remote Similarity NPC303942
0.6635 Remote Similarity NPC81386
0.6635 Remote Similarity NPC121825
0.6635 Remote Similarity NPC71589
0.6634 Remote Similarity NPC320458
0.6634 Remote Similarity NPC150063
0.6634 Remote Similarity NPC172821
0.6634 Remote Similarity NPC133730
0.6634 Remote Similarity NPC171135
0.6634 Remote Similarity NPC234077
0.6634 Remote Similarity NPC261952
0.6634 Remote Similarity NPC169511
0.6634 Remote Similarity NPC39754
0.6634 Remote Similarity NPC151403
0.6634 Remote Similarity NPC61257
0.6634 Remote Similarity NPC100454
0.6634 Remote Similarity NPC191929
0.6634 Remote Similarity NPC119740
0.6634 Remote Similarity NPC320569
0.6634 Remote Similarity NPC274446
0.6634 Remote Similarity NPC242364
0.6634 Remote Similarity NPC81045
0.6634 Remote Similarity NPC287164
0.6634 Remote Similarity NPC473905
0.6633 Remote Similarity NPC116543
0.6633 Remote Similarity NPC315559
0.6632 Remote Similarity NPC317263
0.6607 Remote Similarity NPC38154
0.6607 Remote Similarity NPC471400
0.6606 Remote Similarity NPC472750
0.6606 Remote Similarity NPC472747
0.6606 Remote Similarity NPC475871
0.6606 Remote Similarity NPC475945
0.6602 Remote Similarity NPC184463
0.6602 Remote Similarity NPC30515
0.66 Remote Similarity NPC477010
0.66 Remote Similarity NPC309211
0.6581 Remote Similarity NPC251310
0.6577 Remote Similarity NPC469853
0.6574 Remote Similarity NPC47880
0.6574 Remote Similarity NPC15993
0.6574 Remote Similarity NPC472753
0.6569 Remote Similarity NPC474032
0.6566 Remote Similarity NPC156804
0.6566 Remote Similarity NPC70424
0.6566 Remote Similarity NPC243618
0.6562 Remote Similarity NPC180725

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC327620 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
0.6702 Remote Similarity NPD4756 Discovery
0.6667 Remote Similarity NPD46 Approved
0.6667 Remote Similarity NPD6698 Approved
0.6602 Remote Similarity NPD7983 Approved
0.6465 Remote Similarity NPD6110 Phase 1
0.6226 Remote Similarity NPD5779 Approved
0.6226 Remote Similarity NPD5778 Approved
0.614 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6066 Remote Similarity NPD6319 Approved
0.6038 Remote Similarity NPD7838 Discovery
0.6017 Remote Similarity NPD8297 Approved
0.5978 Remote Similarity NPD3704 Approved
0.5948 Remote Similarity NPD4730 Approved
0.5948 Remote Similarity NPD4729 Approved
0.5946 Remote Similarity NPD4225 Approved
0.5946 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5932 Remote Similarity NPD6649 Approved
0.5932 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5932 Remote Similarity NPD6650 Approved
0.592 Remote Similarity NPD8328 Phase 3
0.5914 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5913 Remote Similarity NPD4768 Approved
0.5913 Remote Similarity NPD4767 Approved
0.5909 Remote Similarity NPD7839 Suspended
0.5897 Remote Similarity NPD6372 Approved
0.5897 Remote Similarity NPD6373 Approved
0.5887 Remote Similarity NPD8517 Approved
0.5887 Remote Similarity NPD8513 Phase 3
0.5887 Remote Similarity NPD8516 Approved
0.5887 Remote Similarity NPD8515 Approved
0.5865 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5862 Remote Similarity NPD5697 Approved
0.5847 Remote Similarity NPD5248 Approved
0.5847 Remote Similarity NPD5249 Phase 3
0.5847 Remote Similarity NPD5247 Approved
0.5847 Remote Similarity NPD5250 Approved
0.5847 Remote Similarity NPD5251 Approved
0.5847 Remote Similarity NPD6371 Approved
0.5841 Remote Similarity NPD5344 Discontinued
0.5833 Remote Similarity NPD4632 Approved
0.5825 Remote Similarity NPD7154 Phase 3
0.5818 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5812 Remote Similarity NPD6881 Approved
0.5812 Remote Similarity NPD6686 Approved
0.5812 Remote Similarity NPD6899 Approved
0.5776 Remote Similarity NPD7128 Approved
0.5776 Remote Similarity NPD5739 Approved
0.5776 Remote Similarity NPD6402 Approved
0.5776 Remote Similarity NPD6675 Approved
0.5763 Remote Similarity NPD6012 Approved
0.5763 Remote Similarity NPD6014 Approved
0.5763 Remote Similarity NPD6013 Approved
0.5761 Remote Similarity NPD3197 Phase 1
0.575 Remote Similarity NPD6882 Approved
0.5726 Remote Similarity NPD5701 Approved
0.5714 Remote Similarity NPD7290 Approved
0.5714 Remote Similarity NPD7102 Approved
0.5714 Remote Similarity NPD6883 Approved
0.5691 Remote Similarity NPD6009 Approved
0.5691 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5691 Remote Similarity NPD7115 Discovery
0.5682 Remote Similarity NPD73 Approved
0.5678 Remote Similarity NPD7320 Approved
0.5678 Remote Similarity NPD6011 Approved
0.5667 Remote Similarity NPD6617 Approved
0.5667 Remote Similarity NPD6847 Approved
0.5667 Remote Similarity NPD8130 Phase 1
0.5667 Remote Similarity NPD6869 Approved
0.566 Remote Similarity NPD4249 Approved
0.5659 Remote Similarity NPD8074 Phase 3
0.5652 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5648 Remote Similarity NPD6101 Approved
0.5648 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5645 Remote Similarity NPD7641 Discontinued
0.5638 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5635 Remote Similarity NPD5983 Phase 2
0.5625 Remote Similarity NPD7492 Approved
0.562 Remote Similarity NPD6053 Discontinued
0.5618 Remote Similarity NPD8959 Approved
0.5607 Remote Similarity NPD4251 Approved
0.5607 Remote Similarity NPD4250 Approved

Structure

External Identifiers

PubChem CID   439463
ChEMBL   CHEMBL317037
ZINC  

Physicochemical Properties

Molecular Weight:  324.02
ALogP:  -1.046
MLogP:  1.35
XLogP:  -2.23
# Rotatable Bonds:  11
Polar Surface Area:  180.63
# H-Bond Aceptor:  10
# H-Bond Donor:  5
# Rings:  1
# Heavy Atoms:  21

Download Data

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Structure MOL file  
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Similar NPs/Drugs