Natural Product: NPC55274

Natural Product ID:  NPC55274
Common Name:   Negamycin
IUPAC Name:   2-[[[(3R,5R)-3,6-diamino-5-hydroxyhexanoyl]amino]-methylamino]acetic acid
Synonyms:  
Molecular Formula:   C9H20N4O4
Standard InCHIKey:  IKHFJPZQZVMLRH-RNFRBKRXSA-N
Standard InCHI:  InChI=1S/C9H20N4O4/c1-13(5-9(16)17)12-8(15)3-6(11)2-7(14)4-10/h6-7,14H,2-5,10-11H2,1H3,(H,12,15)(H,16,17)/t6-,7-/m1/s1
Canonical SMILES:  CN(N=C(C[C@@H](C[C@H](CN)O)N)O)CC(=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
NPO32092 Streptomyces m-890-c2 Species Streptomycetaceae Bacteria StreptomeDB*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT19 Organism Escherichia coli Escherichia coli MIC = 4 ug/ml 12824046
NPT19 Organism Escherichia coli Escherichia coli MIC = 2 ug/ml 12824046
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae MIC = 2 ug/ml 12824046
NPT1033 Organism Enterobacter cloacae Enterobacter cloacae MIC = 8 ug/ml 12824046
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC = 32 ug/ml 12824046
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 32 ug/ml 12824046
NPT1118 Organism Streptococcus pneumoniae Streptococcus pneumoniae MIC = 32 ug/ml 12824046
NPT19 Organism Escherichia coli Escherichia coli IC50 = 1000 nM 12824046
NPT32 Organism Mus musculus Mus musculus ED50 = 5.1 mg/kg 12824046
NPT32 Organism Mus musculus Mus musculus ED50 = 5.1 mg/kg 15149653
NPT2 Others Unspecified Ratio = 1.81 26101575
NPT747 Organism Acinetobacter baumannii Acinetobacter baumannii MIC = 16 ug/ml 26288696
NPT19 Organism Escherichia coli Escherichia coli IC50 = 1700 nM 26288696
NPT173 Organism Klebsiella pneumoniae Klebsiella pneumoniae MIC = 32 ug/ml 26288696
NPT19 Organism Escherichia coli Escherichia coli MIC = 16 ug/ml 26288696
NPT1548 Organism Pseudomonas aeruginosa PAO1 Pseudomonas aeruginosa PAO1 MIC = 32 ug/ml 26288696
NPT1548 Organism Pseudomonas aeruginosa PAO1 Pseudomonas aeruginosa PAO1 MIC = 16 ug/ml 26288696

  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 NPC55274 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
0.9296 High Similarity NPC37681
0.8788 High Similarity NPC315744
0.6901 Remote Similarity NPC254541
0.6901 Remote Similarity NPC320598
0.6761 Remote Similarity NPC189301
0.6761 Remote Similarity NPC176164
0.6667 Remote Similarity NPC321536
0.6667 Remote Similarity NPC314466
0.6575 Remote Similarity NPC68974
0.6538 Remote Similarity NPC472579
0.641 Remote Similarity NPC107224
0.6389 Remote Similarity NPC278209
0.6351 Remote Similarity NPC143722
0.6292 Remote Similarity NPC469363
0.625 Remote Similarity NPC38463
0.625 Remote Similarity NPC325985
0.625 Remote Similarity NPC478256
0.6234 Remote Similarity NPC41429
0.6216 Remote Similarity NPC317143
0.6216 Remote Similarity NPC316826
0.6216 Remote Similarity NPC321468
0.6216 Remote Similarity NPC327748
0.6133 Remote Similarity NPC327170
0.6133 Remote Similarity NPC329564
0.6125 Remote Similarity NPC268922
0.6125 Remote Similarity NPC474299
0.6125 Remote Similarity NPC473985
0.6125 Remote Similarity NPC475808
0.6125 Remote Similarity NPC474298
0.6125 Remote Similarity NPC28348
0.6111 Remote Similarity NPC322573
0.6098 Remote Similarity NPC315897
0.6098 Remote Similarity NPC185084
0.6092 Remote Similarity NPC219340
0.6076 Remote Similarity NPC78312
0.6076 Remote Similarity NPC221764
0.6076 Remote Similarity NPC118524
0.6076 Remote Similarity NPC135539
0.6076 Remote Similarity NPC196359
0.6056 Remote Similarity NPC474322
0.6056 Remote Similarity NPC197087
0.6056 Remote Similarity NPC329495
0.6056 Remote Similarity NPC190184
0.6049 Remote Similarity NPC473710
0.6049 Remote Similarity NPC475694
0.6026 Remote Similarity NPC325597
0.6026 Remote Similarity NPC472609
0.6026 Remote Similarity NPC174304
0.6024 Remote Similarity NPC43219
0.6024 Remote Similarity NPC476248
0.6 Remote Similarity NPC319046
0.6 Remote Similarity NPC471418
0.5976 Remote Similarity NPC476696
0.5976 Remote Similarity NPC476695
0.5976 Remote Similarity NPC476694
0.5974 Remote Similarity NPC69669
0.5974 Remote Similarity NPC2432
0.5974 Remote Similarity NPC150680
0.5974 Remote Similarity NPC306462
0.5974 Remote Similarity NPC22774
0.5974 Remote Similarity NPC218150
0.5972 Remote Similarity NPC321118
0.5972 Remote Similarity NPC316889
0.5952 Remote Similarity NPC86064
0.5949 Remote Similarity NPC286851
0.5949 Remote Similarity NPC303798
0.5949 Remote Similarity NPC470108
0.5946 Remote Similarity NPC318260
0.5946 Remote Similarity NPC317147
0.5942 Remote Similarity NPC29222
0.5942 Remote Similarity NPC121062
0.5942 Remote Similarity NPC96966
0.5926 Remote Similarity NPC126779
0.5914 Remote Similarity NPC275715
0.5897 Remote Similarity NPC145658
0.5897 Remote Similarity NPC289691
0.589 Remote Similarity NPC327831
0.5882 Remote Similarity NPC297220
0.5875 Remote Similarity NPC470109
0.5867 Remote Similarity NPC190385
0.5857 Remote Similarity NPC316231
0.5857 Remote Similarity NPC324825
0.5857 Remote Similarity NPC112890
0.5851 Remote Similarity NPC477729
0.5844 Remote Similarity NPC477644
0.5833 Remote Similarity NPC123814
0.5823 Remote Similarity NPC142290
0.5823 Remote Similarity NPC278881
0.5823 Remote Similarity NPC471892
0.5823 Remote Similarity NPC223386
0.5823 Remote Similarity NPC198341
0.5823 Remote Similarity NPC471780
0.5823 Remote Similarity NPC75435
0.5802 Remote Similarity NPC470110
0.5789 Remote Similarity NPC471421
0.5789 Remote Similarity NPC268927
0.5789 Remote Similarity NPC276928
0.5789 Remote Similarity NPC64250
0.5789 Remote Similarity NPC476537
0.5789 Remote Similarity NPC233364
0.5789 Remote Similarity NPC473599
0.5789 Remote Similarity NPC216415
0.5783 Remote Similarity NPC328457
0.5775 Remote Similarity NPC327239
0.5769 Remote Similarity NPC145627
0.5769 Remote Similarity NPC327252
0.5753 Remote Similarity NPC270041
0.575 Remote Similarity NPC315980
0.575 Remote Similarity NPC69798
0.575 Remote Similarity NPC77191
0.575 Remote Similarity NPC116377
0.575 Remote Similarity NPC473952
0.575 Remote Similarity NPC101746
0.5747 Remote Similarity NPC316242
0.5733 Remote Similarity NPC8979
0.573 Remote Similarity NPC475542
0.5729 Remote Similarity NPC328646
0.5714 Remote Similarity NPC153370
0.5714 Remote Similarity NPC145748
0.5714 Remote Similarity NPC95478
0.5714 Remote Similarity NPC155670
0.5714 Remote Similarity NPC474468
0.5696 Remote Similarity NPC88898
0.5696 Remote Similarity NPC471419
0.5696 Remote Similarity NPC106216
0.5696 Remote Similarity NPC163134
0.5696 Remote Similarity NPC57420
0.5682 Remote Similarity NPC315131
0.5682 Remote Similarity NPC315535
0.5682 Remote Similarity NPC478017
0.5667 Remote Similarity NPC84128
0.5667 Remote Similarity NPC53858
0.5663 Remote Similarity NPC476291
0.5663 Remote Similarity NPC476285
0.5663 Remote Similarity NPC477642
0.5658 Remote Similarity NPC204709
0.5652 Remote Similarity NPC227051
0.5641 Remote Similarity NPC8087
0.5641 Remote Similarity NPC314510
0.5641 Remote Similarity NPC474014
0.5641 Remote Similarity NPC30126
0.5641 Remote Similarity NPC62507
0.5641 Remote Similarity NPC57846
0.5634 Remote Similarity NPC270805
0.5634 Remote Similarity NPC93888
0.5632 Remote Similarity NPC315780
0.5625 Remote Similarity NPC474928
0.5625 Remote Similarity NPC160661
0.5604 Remote Similarity NPC477730

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC55274 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
0.6528 Remote Similarity NPD9433 Approved
0.65 Remote Similarity NPD6944 Clinical (unspecified phase)
0.6494 Remote Similarity NPD1429 Clinical (unspecified phase)
0.625 Remote Similarity NPD3733 Clinical (unspecified phase)
0.6203 Remote Similarity NPD9451 Clinical (unspecified phase)
0.6146 Remote Similarity NPD6428 Approved
0.6133 Remote Similarity NPD9240 Approved
0.6133 Remote Similarity NPD9239 Approved
0.6129 Remote Similarity NPD4261 Phase 1
0.61 Remote Similarity NPD8045 Clinical (unspecified phase)
0.6098 Remote Similarity NPD1825 Clinical (unspecified phase)
0.6076 Remote Similarity NPD8868 Approved
0.6076 Remote Similarity NPD886 Clinical (unspecified phase)
0.6056 Remote Similarity NPD8785 Approved
0.6026 Remote Similarity NPD348 Approved
0.6022 Remote Similarity NPD3716 Discontinued
0.6 Remote Similarity NPD4241 Registered
0.6 Remote Similarity NPD337 Discontinued
0.5978 Remote Similarity NPD3177 Phase 3
0.5976 Remote Similarity NPD2262 Clinical (unspecified phase)
0.5974 Remote Similarity NPD9026 Phase 2
0.5974 Remote Similarity NPD9029 Phase 3
0.5974 Remote Similarity NPD9028 Phase 2
0.5974 Remote Similarity NPD9027 Phase 3
0.5955 Remote Similarity NPD4829 Discontinued
0.593 Remote Similarity NPD3160 Suspended
0.5926 Remote Similarity NPD4242 Approved
0.5875 Remote Similarity NPD2263 Discontinued
0.5867 Remote Similarity NPD9023 Clinical (unspecified phase)
0.5857 Remote Similarity NPD9016 Clinical (unspecified phase)
0.5857 Remote Similarity NPD9044 Approved
0.5844 Remote Similarity NPD574 Approved
0.5844 Remote Similarity NPD3193 Approved
0.5844 Remote Similarity NPD393 Approved
0.5844 Remote Similarity NPD3192 Approved
0.5833 Remote Similarity NPD366 Approved
0.5833 Remote Similarity NPD3215 Phase 1
0.5775 Remote Similarity NPD3214 Discontinued
0.5773 Remote Similarity NPD8394 Approved
0.5769 Remote Similarity NPD575 Clinical (unspecified phase)
0.5732 Remote Similarity NPD3724 Clinical (unspecified phase)
0.5714 Remote Similarity NPD9455 Approved
0.5714 Remote Similarity NPD8614 Approved
0.5714 Remote Similarity NPD1147 Phase 2
0.5694 Remote Similarity NPD2693 Approved
0.5694 Remote Similarity NPD2692 Approved
0.5682 Remote Similarity NPD7918 Clinical (unspecified phase)
0.5682 Remote Similarity NPD7917 Clinical (unspecified phase)
0.5652 Remote Similarity NPD9401 Discovery
0.5634 Remote Similarity NPD8624 Approved
0.56 Remote Similarity NPD8038 Phase 2

Structure

External Identifiers

PubChem CID   11118411
ChEMBL   CHEMBL78628
ZINC  

Physicochemical Properties

Molecular Weight:  248.15
ALogP:  -2.7102
MLogP:  1.57
XLogP:  -4.401
# Rotatable Bonds:  14
Polar Surface Area:  145.4
# H-Bond Aceptor:  8
# H-Bond Donor:  5
# Rings:  0
# Heavy Atoms:  17

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Similar NPs/Drugs