Natural Product: NPC278209

Natural Product ID:  NPC278209
Common Name:   Trimethyllysine
IUPAC Name:   (2S)-2-azaniumyl-6-(trimethylazaniumyl)hexanoate
Synonyms:   Trimethyllysine
Molecular Formula:   C9H20N2O2
Standard InCHIKey:  MXNRLFUSFKVQSK-QMMMGPOBSA-O
Standard InCHI:  InChI=1S/C9H20N2O2/c1-11(2,3)7-5-4-6-8(10)9(12)13/h8H,4-7,10H2,1-3H3/p+1/t8-/m0/s1
Canonical SMILES:  OC(=O)[C@H](CCCC[N+](C)(C)C)N
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
NPO1797 Homo sapiens Species Hominidae Eukaryota cerebrospinal fluid Geigy Scientific Tables, 8th Rev edition. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
NPO1797 Homo sapiens Species Hominidae Eukaryota DOI[10.1038/nbt.2488]
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[5472370]
NPO20338 Mus musculus Species Muridae Eukaryota PMID[19425150]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT317 Uncleic Acid Nucleic Acid Kd > 1000000 nM 17143270
NPT2709 Organism Bacillus subtilis subsp. subtilis str. 168 Bacillus subtilis subsp. subtilis str. 168 MIC > 5000000 nM 17143270
NPT705 Individual Protein Solute carrier family 22 member 5 Homo sapiens Activity = 69 % 10525100

  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 NPC278209 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
0.875 High Similarity NPC176164
0.875 High Similarity NPC189301
0.8654 High Similarity NPC324825
0.8654 High Similarity NPC316231
0.8654 High Similarity NPC112890
0.8596 High Similarity NPC254541
0.8276 Intermediate Similarity NPC320598
0.7966 Intermediate Similarity NPC268927
0.7966 Intermediate Similarity NPC64250
0.7966 Intermediate Similarity NPC276928
0.7903 Intermediate Similarity NPC278881
0.7885 Intermediate Similarity NPC327698
0.7885 Intermediate Similarity NPC118459
0.7778 Intermediate Similarity NPC140872
0.7778 Intermediate Similarity NPC93081
0.7719 Intermediate Similarity NPC279661
0.7719 Intermediate Similarity NPC183845
0.7692 Intermediate Similarity NPC323974
0.75 Intermediate Similarity NPC50457
0.7424 Intermediate Similarity NPC133183
0.7377 Intermediate Similarity NPC327748
0.7377 Intermediate Similarity NPC316826
0.7377 Intermediate Similarity NPC317143
0.7377 Intermediate Similarity NPC321468
0.7333 Intermediate Similarity NPC317147
0.7333 Intermediate Similarity NPC318260
0.7321 Intermediate Similarity NPC226027
0.7321 Intermediate Similarity NPC162620
0.7321 Intermediate Similarity NPC43204
0.7321 Intermediate Similarity NPC62045
0.7321 Intermediate Similarity NPC174246
0.7321 Intermediate Similarity NPC245027
0.7321 Intermediate Similarity NPC84636
0.7258 Intermediate Similarity NPC68974
0.7258 Intermediate Similarity NPC327170
0.7258 Intermediate Similarity NPC329564
0.7213 Intermediate Similarity NPC302003
0.7213 Intermediate Similarity NPC11433
0.7213 Intermediate Similarity NPC245346
0.7188 Intermediate Similarity NPC315744
0.7188 Intermediate Similarity NPC57420
0.7167 Intermediate Similarity NPC38463
0.7164 Intermediate Similarity NPC322274
0.7143 Intermediate Similarity NPC118429
0.7115 Intermediate Similarity NPC121517
0.7115 Intermediate Similarity NPC326992
0.7115 Intermediate Similarity NPC168375
0.7101 Intermediate Similarity NPC315897
0.7097 Intermediate Similarity NPC321536
0.7015 Intermediate Similarity NPC107224
0.6984 Remote Similarity NPC177191
0.6984 Remote Similarity NPC143722
0.6949 Remote Similarity NPC190184
0.6949 Remote Similarity NPC197087
0.6923 Remote Similarity NPC226453
0.6923 Remote Similarity NPC103130
0.6912 Remote Similarity NPC15864
0.6909 Remote Similarity NPC329263
0.6901 Remote Similarity NPC327272
0.6897 Remote Similarity NPC137958
0.6897 Remote Similarity NPC273330
0.6885 Remote Similarity NPC325985
0.6852 Remote Similarity NPC291186
0.6852 Remote Similarity NPC167986
0.6852 Remote Similarity NPC276294
0.6833 Remote Similarity NPC316889
0.6833 Remote Similarity NPC321118
0.6818 Remote Similarity NPC472609
0.678 Remote Similarity NPC155512
0.6761 Remote Similarity NPC320221
0.6727 Remote Similarity NPC198301
0.6727 Remote Similarity NPC126925
0.6727 Remote Similarity NPC132307
0.6727 Remote Similarity NPC325097
0.6724 Remote Similarity NPC17244
0.6721 Remote Similarity NPC322573
0.6721 Remote Similarity NPC2801
0.6716 Remote Similarity NPC327985
0.6716 Remote Similarity NPC287693
0.6714 Remote Similarity NPC328457
0.662 Remote Similarity NPC185084
0.6618 Remote Similarity NPC314221
0.6618 Remote Similarity NPC60424
0.661 Remote Similarity NPC125736
0.6567 Remote Similarity NPC174304
0.6567 Remote Similarity NPC325597
0.65 Remote Similarity NPC322946
0.6491 Remote Similarity NPC297220
0.6481 Remote Similarity NPC66043
0.6481 Remote Similarity NPC53449
0.6479 Remote Similarity NPC306973
0.6471 Remote Similarity NPC325534
0.6441 Remote Similarity NPC328378
0.6418 Remote Similarity NPC289691
0.6406 Remote Similarity NPC319279
0.6406 Remote Similarity NPC190385
0.6393 Remote Similarity NPC333075
0.6393 Remote Similarity NPC8488
0.6393 Remote Similarity NPC274499
0.6389 Remote Similarity NPC55274
0.6379 Remote Similarity NPC136159
0.6379 Remote Similarity NPC101249
0.6377 Remote Similarity NPC221764
0.6377 Remote Similarity NPC196359
0.6377 Remote Similarity NPC188231
0.6377 Remote Similarity NPC222327
0.6377 Remote Similarity NPC135539
0.6377 Remote Similarity NPC78312
0.6346 Remote Similarity NPC272614
0.6346 Remote Similarity NPC116709
0.6346 Remote Similarity NPC21290
0.6301 Remote Similarity NPC208657
0.6286 Remote Similarity NPC319046
0.6271 Remote Similarity NPC153370
0.6232 Remote Similarity NPC470108
0.623 Remote Similarity NPC155156
0.623 Remote Similarity NPC200550
0.6212 Remote Similarity NPC321419
0.6207 Remote Similarity NPC136476
0.6207 Remote Similarity NPC49952
0.6197 Remote Similarity NPC126779
0.619 Remote Similarity NPC327831
0.6182 Remote Similarity NPC326212
0.6182 Remote Similarity NPC237525
0.6167 Remote Similarity NPC93888
0.6167 Remote Similarity NPC170739
0.6167 Remote Similarity NPC152451
0.6167 Remote Similarity NPC193989
0.6167 Remote Similarity NPC270805
0.6143 Remote Similarity NPC470109
0.6129 Remote Similarity NPC189178
0.6129 Remote Similarity NPC263065
0.6129 Remote Similarity NPC474322
0.6119 Remote Similarity NPC302188
0.6111 Remote Similarity NPC18188
0.6087 Remote Similarity NPC160661
0.6066 Remote Similarity NPC315977
0.6056 Remote Similarity NPC470110
0.6034 Remote Similarity NPC208793
0.6034 Remote Similarity NPC285322
0.6029 Remote Similarity NPC327252
0.6 Remote Similarity NPC121062
0.6 Remote Similarity NPC29222
0.6 Remote Similarity NPC96966
0.5976 Remote Similarity NPC69374
0.5976 Remote Similarity NPC90476
0.5974 Remote Similarity NPC37681
0.5968 Remote Similarity NPC202525
0.5949 Remote Similarity NPC219340
0.5938 Remote Similarity NPC10915
0.5932 Remote Similarity NPC309658
0.5932 Remote Similarity NPC185755
0.5932 Remote Similarity NPC213876
0.5926 Remote Similarity NPC63621
0.5926 Remote Similarity NPC199072
0.5909 Remote Similarity NPC117829
0.5882 Remote Similarity NPC477644
0.5882 Remote Similarity NPC322206
0.5875 Remote Similarity NPC53858
0.5875 Remote Similarity NPC84128
0.5873 Remote Similarity NPC317815
0.5873 Remote Similarity NPC245768
0.5873 Remote Similarity NPC123814
0.5833 Remote Similarity NPC181588
0.5833 Remote Similarity NPC81647
0.5833 Remote Similarity NPC204364
0.5833 Remote Similarity NPC304454
0.5821 Remote Similarity NPC476537
0.5821 Remote Similarity NPC216415
0.5818 Remote Similarity NPC73245
0.5806 Remote Similarity NPC319110
0.5806 Remote Similarity NPC329181
0.5783 Remote Similarity NPC469363
0.5781 Remote Similarity NPC60672
0.5781 Remote Similarity NPC322091
0.5769 Remote Similarity NPC191774
0.5769 Remote Similarity NPC473741
0.5769 Remote Similarity NPC477145
0.5769 Remote Similarity NPC175342
0.5753 Remote Similarity NPC472579
0.575 Remote Similarity NPC314466
0.5741 Remote Similarity NPC9294
0.5741 Remote Similarity NPC229838
0.5738 Remote Similarity NPC193872
0.5714 Remote Similarity NPC113928
0.5714 Remote Similarity NPC301696
0.5714 Remote Similarity NPC201844
0.5714 Remote Similarity NPC279026
0.5714 Remote Similarity NPC154186
0.5714 Remote Similarity NPC88898
0.5714 Remote Similarity NPC261080
0.5714 Remote Similarity NPC301585
0.5714 Remote Similarity NPC14227
0.5714 Remote Similarity NPC19576
0.5714 Remote Similarity NPC29950
0.5714 Remote Similarity NPC106216
0.5694 Remote Similarity NPC118524
0.5692 Remote Similarity NPC102815
0.5676 Remote Similarity NPC478256
0.5676 Remote Similarity NPC477642

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC278209 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
0.8654 High Similarity NPD9044 Approved
0.8654 High Similarity NPD9016 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD9451 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD8809 Approved
0.7778 Intermediate Similarity NPD8808 Approved
0.7692 Intermediate Similarity NPD9019 Approved
0.7321 Intermediate Similarity NPD9017 Approved
0.7321 Intermediate Similarity NPD9018 Approved
0.7213 Intermediate Similarity NPD8865 Approved
0.7213 Intermediate Similarity NPD9433 Approved
0.7167 Intermediate Similarity NPD9454 Approved
0.7143 Intermediate Similarity NPD9014 Approved
0.7121 Intermediate Similarity NPD9233 Phase 3
0.7121 Intermediate Similarity NPD9231 Phase 3
0.7121 Intermediate Similarity NPD9232 Phase 2
0.7101 Intermediate Similarity NPD1825 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD6944 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD9676 Phase 3
0.6949 Remote Similarity NPD8785 Approved
0.6923 Remote Similarity NPD9048 Approved
0.6923 Remote Similarity NPD9046 Phase 3
0.6923 Remote Similarity NPD9047 Approved
0.6923 Remote Similarity NPD9045 Approved
0.6897 Remote Similarity NPD8872 Phase 3
0.6897 Remote Similarity NPD8871 Approved
0.6852 Remote Similarity NPD8804 Approved
0.6852 Remote Similarity NPD8805 Approved
0.6727 Remote Similarity NPD8798 Approved
0.6724 Remote Similarity NPD9230 Discontinued
0.6667 Remote Similarity NPD8851 Phase 1
0.6618 Remote Similarity NPD1429 Clinical (unspecified phase)
0.6618 Remote Similarity NPD886 Clinical (unspecified phase)
0.6618 Remote Similarity NPD9421 Phase 1
0.6613 Remote Similarity NPD8981 Clinical (unspecified phase)
0.6613 Remote Similarity NPD8979 Approved
0.6613 Remote Similarity NPD8980 Approved
0.6571 Remote Similarity NPD2220 Clinical (unspecified phase)
0.6567 Remote Similarity NPD348 Approved
0.6533 Remote Similarity NPD617 Approved
0.6528 Remote Similarity NPD9217 Clinical (unspecified phase)
0.6528 Remote Similarity NPD366 Approved
0.65 Remote Similarity NPD9441 Phase 2
0.6479 Remote Similarity NPD2262 Clinical (unspecified phase)
0.6479 Remote Similarity NPD5382 Phase 2
0.6471 Remote Similarity NPD8952 Approved
0.6406 Remote Similarity NPD9023 Clinical (unspecified phase)
0.6406 Remote Similarity NPD9438 Approved
0.6406 Remote Similarity NPD9439 Approved
0.6389 Remote Similarity NPD1147 Phase 2
0.6379 Remote Similarity NPD8866 Approved
0.6379 Remote Similarity NPD8867 Approved
0.6377 Remote Similarity NPD8868 Approved
0.6346 Remote Similarity NPD8211 Approved
0.6346 Remote Similarity NPD8210 Phase 3
0.629 Remote Similarity NPD630 Approved
0.629 Remote Similarity NPD631 Approved
0.6286 Remote Similarity NPD337 Discontinued
0.6286 Remote Similarity NPD4241 Registered
0.6271 Remote Similarity NPD8614 Approved
0.6216 Remote Similarity NPD632 Discontinued
0.6207 Remote Similarity NPD8801 Approved
0.6203 Remote Similarity NPD4829 Discontinued
0.6197 Remote Similarity NPD4242 Approved
0.6197 Remote Similarity NPD620 Approved
0.619 Remote Similarity NPD2682 Approved
0.6167 Remote Similarity NPD8803 Clinical (unspecified phase)
0.6167 Remote Similarity NPD9021 Approved
0.6167 Remote Similarity NPD8802 Approved
0.6167 Remote Similarity NPD8624 Approved
0.6167 Remote Similarity NPD8947 Approved
0.6167 Remote Similarity NPD8946 Approved
0.6129 Remote Similarity NPD9204 Approved
0.6129 Remote Similarity NPD9205 Approved
0.6119 Remote Similarity NPD9656 Approved
0.6119 Remote Similarity NPD574 Approved
0.6111 Remote Similarity NPD8623 Phase 1
0.6102 Remote Similarity NPD8850 Approved
0.6094 Remote Similarity NPD4281 Clinical (unspecified phase)
0.6076 Remote Similarity NPD1125 Discovery
0.6034 Remote Similarity NPD8610 Approved
0.6029 Remote Similarity NPD575 Clinical (unspecified phase)
0.6 Remote Similarity NPD4261 Phase 1
0.6 Remote Similarity NPD9201 Clinical (unspecified phase)
0.5938 Remote Similarity NPD8971 Approved
0.5932 Remote Similarity NPD8982 Approved
0.5932 Remote Similarity NPD2271 Phase 3
0.593 Remote Similarity NPD6699 Clinical (unspecified phase)
0.5926 Remote Similarity NPD326 Approved
0.5915 Remote Similarity NPD375 Phase 2
0.5904 Remote Similarity NPD3176 Clinical (unspecified phase)
0.589 Remote Similarity NPD9649 Approved
0.5873 Remote Similarity NPD3215 Phase 1
0.5833 Remote Similarity NPD621 Discontinued
0.5833 Remote Similarity NPD8972 Approved
0.5833 Remote Similarity NPD398 Approved
0.5833 Remote Similarity NPD8810 Clinical (unspecified phase)
0.5833 Remote Similarity NPD8973 Approved
0.5833 Remote Similarity NPD9452 Clinical (unspecified phase)
0.5833 Remote Similarity NPD400 Approved
0.5833 Remote Similarity NPD399 Approved
0.5806 Remote Similarity NPD3214 Discontinued
0.5783 Remote Similarity NPD7759 Phase 2
0.5783 Remote Similarity NPD7760 Phase 2
0.5778 Remote Similarity NPD3715 Approved
0.5778 Remote Similarity NPD3714 Approved
0.5778 Remote Similarity NPD3713 Approved
0.5769 Remote Similarity NPD4278 Clinical (unspecified phase)
0.5758 Remote Similarity NPD9425 Approved
0.5732 Remote Similarity NPD3733 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8846 Approved
0.5714 Remote Similarity NPD9448 Phase 2
0.5714 Remote Similarity NPD61 Approved
0.5714 Remote Similarity NPD633 Phase 3
0.5714 Remote Similarity NPD8847 Approved
0.5694 Remote Similarity NPD2263 Discontinued
0.5679 Remote Similarity NPD2683 Discontinued
0.5667 Remote Similarity NPD9020 Approved
0.5625 Remote Similarity NPD8849 Clinical (unspecified phase)
0.5606 Remote Similarity NPD9659 Approved

Structure

External Identifiers

PubChem CID   6992003;440121
ChEMBL   CHEMBL1234168
ZINC  

Physicochemical Properties

Molecular Weight:  189.16
ALogP:  -3.1362
MLogP:  2.01
XLogP:  -2.511
# Rotatable Bonds:  11
Polar Surface Area:  63.32
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  0
# Heavy Atoms:  13

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs