Natural Product: NPC49952

Natural Product ID:  NPC49952
Common Name:   L-Homocysteine
IUPAC Name:   (2S)-2-amino-4-sulfanylbutanoic acid
Synonyms:   Homocysteine; L-Homocysteine
Molecular Formula:   C4H9NO2S
Standard InCHIKey:  FFFHZYDWPBMWHY-VKHMYHEASA-N
Standard InCHI:  InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1
Canonical SMILES:  N[C@H](C(=O)O)CCS
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 DOI[10.1038/nbt.2488]
NPO20338 Mus musculus Species Muridae Eukaryota PMID[19425150]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota PMID[24678285]
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
NPT3078 Individual Protein N(G),N(G)-dimethylarginine dimethylaminohydrolase 1 Homo sapiens IC50 = 640000 nM 17895252
NPT2 Others Unspecified Activity = 40 % 18926709
NPT2 Others Unspecified Activity = 30 % 18926709
NPT2 Others Unspecified Activity = 31 % 18926709
NPT1 Others Radical scavenging activity Activity = 72 % 18926709
NPT35 Others n.a. Activity = 81.1 % 18926709
NPT35 Others n.a. Activity = 84.1 % 18926709
NPT35 Others n.a. Activity = 86.1 % 18926709
NPT35 Others n.a. Activity = 85.3 % 18926709

  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 NPC49952 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
1.0 High Similarity NPC136476
0.9048 High Similarity NPC254482
0.9048 High Similarity NPC317691
0.9048 High Similarity NPC110533
0.9048 High Similarity NPC326808
0.8913 High Similarity NPC193989
0.8913 High Similarity NPC152451
0.8913 High Similarity NPC170739
0.8723 High Similarity NPC125736
0.8667 High Similarity NPC185755
0.8667 High Similarity NPC213876
0.8478 Intermediate Similarity NPC204364
0.8372 Intermediate Similarity NPC121517
0.8372 Intermediate Similarity NPC168375
0.8372 Intermediate Similarity NPC326992
0.8367 Intermediate Similarity NPC317815
0.8261 Intermediate Similarity NPC198196
0.8043 Intermediate Similarity NPC191136
0.8039 Intermediate Similarity NPC102815
0.8 Intermediate Similarity NPC167986
0.8 Intermediate Similarity NPC291186
0.7959 Intermediate Similarity NPC114990
0.7959 Intermediate Similarity NPC319175
0.7872 Intermediate Similarity NPC228932
0.7826 Intermediate Similarity NPC126925
0.7826 Intermediate Similarity NPC325097
0.7826 Intermediate Similarity NPC132307
0.7708 Intermediate Similarity NPC118187
0.766 Intermediate Similarity NPC327698
0.766 Intermediate Similarity NPC118459
0.766 Intermediate Similarity NPC329263
0.7556 Intermediate Similarity NPC53449
0.7556 Intermediate Similarity NPC66043
0.7551 Intermediate Similarity NPC318523
0.75 Intermediate Similarity NPC145235
0.75 Intermediate Similarity NPC248970
0.75 Intermediate Similarity NPC306238
0.7442 Intermediate Similarity NPC272614
0.7442 Intermediate Similarity NPC21290
0.7442 Intermediate Similarity NPC116709
0.7347 Intermediate Similarity NPC136159
0.7321 Intermediate Similarity NPC321419
0.7292 Intermediate Similarity NPC208793
0.7292 Intermediate Similarity NPC285322
0.7273 Intermediate Similarity NPC63621
0.7241 Intermediate Similarity NPC289691
0.72 Intermediate Similarity NPC140872
0.72 Intermediate Similarity NPC153370
0.72 Intermediate Similarity NPC93081
0.7174 Intermediate Similarity NPC326212
0.7174 Intermediate Similarity NPC237525
0.7143 Intermediate Similarity NPC309658
0.7119 Intermediate Similarity NPC174304
0.7119 Intermediate Similarity NPC325597
0.7111 Intermediate Similarity NPC18188
0.7091 Intermediate Similarity NPC283786
0.7091 Intermediate Similarity NPC82239
0.7083 Intermediate Similarity NPC198301
0.7059 Intermediate Similarity NPC174246
0.7059 Intermediate Similarity NPC112890
0.7059 Intermediate Similarity NPC93888
0.7059 Intermediate Similarity NPC43204
0.7059 Intermediate Similarity NPC316231
0.7059 Intermediate Similarity NPC84636
0.7059 Intermediate Similarity NPC270805
0.7059 Intermediate Similarity NPC324825
0.7059 Intermediate Similarity NPC162620
0.7059 Intermediate Similarity NPC62045
0.7059 Intermediate Similarity NPC245027
0.7059 Intermediate Similarity NPC226027
0.6923 Remote Similarity NPC315977
0.6923 Remote Similarity NPC273330
0.6923 Remote Similarity NPC137958
0.68 Remote Similarity NPC297220
0.6731 Remote Similarity NPC328378
0.6667 Remote Similarity NPC9294
0.6667 Remote Similarity NPC219143
0.6667 Remote Similarity NPC181588
0.6667 Remote Similarity NPC197087
0.6667 Remote Similarity NPC190184
0.6667 Remote Similarity NPC226265
0.6545 Remote Similarity NPC183845
0.6545 Remote Similarity NPC60672
0.6545 Remote Similarity NPC279661
0.6545 Remote Similarity NPC316889
0.6545 Remote Similarity NPC321118
0.6545 Remote Similarity NPC322091
0.6531 Remote Similarity NPC276294
0.6508 Remote Similarity NPC319046
0.6481 Remote Similarity NPC155156
0.6481 Remote Similarity NPC200550
0.6429 Remote Similarity NPC327831
0.6429 Remote Similarity NPC2801
0.6406 Remote Similarity NPC126779
0.64 Remote Similarity NPC323974
0.6364 Remote Similarity NPC315897
0.6364 Remote Similarity NPC114517
0.6316 Remote Similarity NPC38463
0.6316 Remote Similarity NPC325985
0.6226 Remote Similarity NPC327542
0.6207 Remote Similarity NPC278209
0.619 Remote Similarity NPC126681
0.6111 Remote Similarity NPC286989
0.6102 Remote Similarity NPC302003
0.6102 Remote Similarity NPC176164
0.6102 Remote Similarity NPC189301
0.6102 Remote Similarity NPC190385
0.6102 Remote Similarity NPC11433
0.6102 Remote Similarity NPC245346
0.6071 Remote Similarity NPC329495
0.6038 Remote Similarity NPC101249
0.6038 Remote Similarity NPC316168
0.6 Remote Similarity NPC268927
0.6 Remote Similarity NPC321468
0.6 Remote Similarity NPC64250
0.6 Remote Similarity NPC320598
0.6 Remote Similarity NPC316826
0.6 Remote Similarity NPC254541
0.6 Remote Similarity NPC276928
0.6 Remote Similarity NPC321536
0.6 Remote Similarity NPC317143
0.6 Remote Similarity NPC327748
0.5952 Remote Similarity NPC320704
0.5932 Remote Similarity NPC317147
0.5932 Remote Similarity NPC318260
0.5926 Remote Similarity NPC227850
0.5909 Remote Similarity NPC16947
0.5902 Remote Similarity NPC177191
0.5902 Remote Similarity NPC143722
0.5902 Remote Similarity NPC68974
0.5902 Remote Similarity NPC327170
0.5902 Remote Similarity NPC329564
0.5882 Remote Similarity NPC107645
0.5862 Remote Similarity NPC322573
0.5862 Remote Similarity NPC10915
0.5833 Remote Similarity NPC69179
0.5833 Remote Similarity NPC327895
0.5833 Remote Similarity NPC93861
0.5833 Remote Similarity NPC112224
0.5833 Remote Similarity NPC43169
0.5806 Remote Similarity NPC322206
0.5806 Remote Similarity NPC118429
0.5714 Remote Similarity NPC50457
0.5652 Remote Similarity NPC14778
0.5625 Remote Similarity NPC106216
0.5625 Remote Similarity NPC103130
0.5625 Remote Similarity NPC226453
0.5625 Remote Similarity NPC88898
0.5614 Remote Similarity NPC155512
0.5614 Remote Similarity NPC202525
0.5614 Remote Similarity NPC322946
0.56 Remote Similarity NPC329545

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC49952 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
0.9048 High Similarity NPD8215 Approved
0.9048 High Similarity NPD8214 Approved
0.8913 High Similarity NPD8803 Clinical (unspecified phase)
0.8913 High Similarity NPD9021 Approved
0.8913 High Similarity NPD8802 Approved
0.8667 High Similarity NPD8982 Approved
0.8667 High Similarity NPD8801 Approved
0.8367 Intermediate Similarity NPD8849 Clinical (unspecified phase)
0.8298 Intermediate Similarity NPD8873 Approved
0.8261 Intermediate Similarity NPD9020 Approved
0.8 Intermediate Similarity NPD8805 Approved
0.8 Intermediate Similarity NPD8804 Approved
0.7959 Intermediate Similarity NPD9025 Approved
0.7826 Intermediate Similarity NPD8798 Approved
0.75 Intermediate Similarity NPD8870 Approved
0.7442 Intermediate Similarity NPD8211 Approved
0.7442 Intermediate Similarity NPD8210 Phase 3
0.7292 Intermediate Similarity NPD8610 Approved
0.72 Intermediate Similarity NPD8809 Approved
0.72 Intermediate Similarity NPD8808 Approved
0.72 Intermediate Similarity NPD9213 Approved
0.72 Intermediate Similarity NPD8614 Approved
0.72 Intermediate Similarity NPD9214 Phase 3
0.7119 Intermediate Similarity NPD348 Approved
0.7111 Intermediate Similarity NPD8623 Phase 1
0.7059 Intermediate Similarity NPD9044 Approved
0.7059 Intermediate Similarity NPD8624 Approved
0.7059 Intermediate Similarity NPD9018 Approved
0.7059 Intermediate Similarity NPD9016 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD9017 Approved
0.6923 Remote Similarity NPD8872 Phase 3
0.6923 Remote Similarity NPD8871 Approved
0.6735 Remote Similarity NPD8869 Approved
0.6667 Remote Similarity NPD8851 Phase 1
0.6667 Remote Similarity NPD8217 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8810 Clinical (unspecified phase)
0.6667 Remote Similarity NPD8216 Approved
0.6667 Remote Similarity NPD8785 Approved
0.6667 Remote Similarity NPD8848 Approved
0.6667 Remote Similarity NPD8609 Approved
0.6613 Remote Similarity NPD886 Clinical (unspecified phase)
0.6604 Remote Similarity NPD329 Discontinued
0.6538 Remote Similarity NPD8577 Discontinued
0.6508 Remote Similarity NPD4241 Registered
0.6508 Remote Similarity NPD9452 Clinical (unspecified phase)
0.6508 Remote Similarity NPD337 Discontinued
0.6406 Remote Similarity NPD4242 Approved
0.64 Remote Similarity NPD9019 Approved
0.6364 Remote Similarity NPD9420 Clinical (unspecified phase)
0.6364 Remote Similarity NPD1825 Clinical (unspecified phase)
0.6212 Remote Similarity NPD2262 Clinical (unspecified phase)
0.619 Remote Similarity NPD7371 Approved
0.6102 Remote Similarity NPD9023 Clinical (unspecified phase)
0.6102 Remote Similarity NPD9433 Approved
0.6102 Remote Similarity NPD8865 Approved
0.6087 Remote Similarity NPD8596 Approved
0.6071 Remote Similarity NPD9386 Approved
0.6038 Remote Similarity NPD8866 Approved
0.6038 Remote Similarity NPD8208 Clinical (unspecified phase)
0.6038 Remote Similarity NPD8867 Approved
0.6038 Remote Similarity NPD8209 Phase 2
0.6038 Remote Similarity NPD8850 Approved
0.6034 Remote Similarity NPD8979 Approved
0.6034 Remote Similarity NPD8980 Approved
0.6034 Remote Similarity NPD8981 Clinical (unspecified phase)
0.5957 Remote Similarity NPD8597 Approved
0.5902 Remote Similarity NPD902 Approved
0.5862 Remote Similarity NPD8971 Approved
0.5818 Remote Similarity NPD8947 Approved
0.5818 Remote Similarity NPD8946 Approved
0.5806 Remote Similarity NPD9014 Approved
0.5714 Remote Similarity NPD7368 Approved
0.5714 Remote Similarity NPD7367 Approved
0.5714 Remote Similarity NPD51 Approved
0.5625 Remote Similarity NPD9047 Approved
0.5625 Remote Similarity NPD1151 Approved
0.5625 Remote Similarity NPD9046 Phase 3
0.5625 Remote Similarity NPD9045 Approved
0.5625 Remote Similarity NPD364 Discontinued
0.5625 Remote Similarity NPD9048 Approved
0.5614 Remote Similarity NPD9441 Phase 2

Structure

External Identifiers

PubChem CID   91552;6971015
ChEMBL   CHEMBL469662
ZINC  

Physicochemical Properties

Molecular Weight:  135.04
ALogP:  -0.9122
MLogP:  1.46
XLogP:  -2.217
# Rotatable Bonds:  6
Polar Surface Area:  102.12
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  0
# Heavy Atoms:  8

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