Natural Product: NPC196359

Natural Product ID:  NPC196359
Common Name:   (2S,4R)-4-Hydroxypyrrolidine-2-Carboxylic Acid
IUPAC Name:   (2S,4R)-4-hydroxypyrrolidine-2-carboxylic acid
Synonyms:  
Molecular Formula:   C5H9NO3
Standard InCHIKey:  PMMYEEVYMWASQN-DMTCNVIQSA-N
Standard InCHI:  InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1
Canonical SMILES:  O[C@H]1CN[C@@H](C1)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
NPO20552 Carapax et plastrum testudinis NA NA NA TCMID*
NPO24497 Holothuria leucospilota Species Holothuriidae Eukaryota TCMID*
NPO17691 Santalum album Species Santalaceae Eukaryota HerDing*
NPO1797 Homo sapiens Species Hominidae Eukaryota saliva DOI[10.1007/s11306-012-0464-y]
NPO1797 Homo sapiens Species Hominidae Eukaryota blood 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[15992788]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota DOI[10.1074/jbc.M411109200]
NPO20338 Mus musculus Species Muridae Eukaryota PMID[19425150]
NPO23047.3 Streptomyces griseoviridis p8648 Subspecies Streptomycetaceae Bacteria StreptomeDB*
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota TM-MC*
NPO14964 Calvatia gigantea Species Lycoperdaceae Eukaryota TM-MC*
NPO17030 Calvatia lilacina Species Lycoperdaceae Eukaryota TM-MC*
NPO26164 Lablab purpureus Species Fabaceae Eukaryota TM-MC*
NPO26293 Ginkgo biloba Species Ginkgoaceae Eukaryota TM-MC*
NPO21845 Calvatia fenzlii Species Lycoperdaceae Eukaryota TM-MC*
NPO17691 Santalum album Species Santalaceae Eukaryota TCMID*
NPO10680 Cistanche deserticola Species Orobanchaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1006 Individual Protein Proton-coupled amino acid transporter 1 Homo sapiens Ki = 9000000 nM 21955456
NPT367 Cell Line MDA-N Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT368 Cell Line SN12C Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT370 Cell Line NCI-H23 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT371 Cell Line UO-31 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT369 Cell Line ACHN Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT116 Cell Line HL-60 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT372 Cell Line HOP-92 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT374 Cell Line SF-539 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT90 Cell Line DU-145 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT373 Cell Line SK-MEL-5 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT375 Cell Line Malme-3M Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT376 Cell Line A498 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT111 Cell Line K562 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT377 Cell Line OVCAR-3 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT112 Cell Line MOLT-4 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT379 Cell Line HOP-62 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT378 Cell Line NCI/ADR-RES Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT380 Cell Line U-251 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT381 Cell Line OVCAR-8 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT382 Cell Line OVCAR-5 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT383 Cell Line SNB-19 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT385 Cell Line SR Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT384 Cell Line TK-10 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT323 Cell Line SW-620 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT387 Cell Line M14 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT386 Cell Line KM12 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT389 Cell Line RPMI-8226 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT388 Cell Line NCI-H322M Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT456 Cell Line OVCAR-4 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT457 Cell Line BT-549 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT390 Cell Line LOX IMVI Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT147 Cell Line SK-MEL-2 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT81 Cell Line A549 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT392 Cell Line SNB-75 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT391 Cell Line HCC 2998 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT148 Cell Line HCT-15 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT393 Cell Line HCT-116 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT395 Cell Line SF-268 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT394 Cell Line EKVX Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT83 Cell Line MCF7 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT306 Cell Line PC-3 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT396 Cell Line T47D Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT146 Cell Line SK-OV-3 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT397 Cell Line NCI-H460 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT398 Cell Line UACC-62 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT308 Cell Line CAKI-1 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT400 Cell Line MDA-MB-435 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT458 Cell Line IGROV-1 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT399 Cell Line SF-295 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT402 Cell Line Hs-578T Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT401 Cell Line 786-0 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT403 Cell Line UACC-257 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT404 Cell Line CCRF-CEM Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT405 Cell Line NCI-H226 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT139 Cell Line HT-29 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT170 Cell Line SK-MEL-28 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT407 Cell Line COLO 205 Homo sapiens GI50 100000 nM PubChem BioAssay data set
NPT406 Cell Line RXF 393 Homo sapiens GI50 100000 nM PubChem BioAssay data set

  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 NPC196359 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 NPC221764
1.0 High Similarity NPC135539
1.0 High Similarity NPC78312
0.875 High Similarity NPC160661
0.8689 High Similarity NPC11433
0.8689 High Similarity NPC302003
0.8689 High Similarity NPC245346
0.8358 Intermediate Similarity NPC107224
0.7742 Intermediate Similarity NPC272396
0.7656 Intermediate Similarity NPC65832
0.7656 Intermediate Similarity NPC311668
0.7656 Intermediate Similarity NPC10262
0.7639 Intermediate Similarity NPC185084
0.7465 Intermediate Similarity NPC15864
0.7391 Intermediate Similarity NPC472609
0.7286 Intermediate Similarity NPC287693
0.7273 Intermediate Similarity NPC190385
0.7222 Intermediate Similarity NPC322274
0.7206 Intermediate Similarity NPC8087
0.7206 Intermediate Similarity NPC474014
0.7206 Intermediate Similarity NPC57846
0.7206 Intermediate Similarity NPC30126
0.7206 Intermediate Similarity NPC62507
0.7164 Intermediate Similarity NPC268927
0.7164 Intermediate Similarity NPC64250
0.7164 Intermediate Similarity NPC276928
0.7089 Intermediate Similarity NPC219340
0.7067 Intermediate Similarity NPC320221
0.7031 Intermediate Similarity NPC333075
0.7031 Intermediate Similarity NPC274499
0.7031 Intermediate Similarity NPC8488
0.6935 Remote Similarity NPC93081
0.6935 Remote Similarity NPC140872
0.6901 Remote Similarity NPC474928
0.6806 Remote Similarity NPC473952
0.6806 Remote Similarity NPC116377
0.6806 Remote Similarity NPC101746
0.6806 Remote Similarity NPC69798
0.6806 Remote Similarity NPC77191
0.6761 Remote Similarity NPC88898
0.6761 Remote Similarity NPC106216
0.6753 Remote Similarity NPC327272
0.6714 Remote Similarity NPC118429
0.6667 Remote Similarity NPC469363
0.6571 Remote Similarity NPC68974
0.6567 Remote Similarity NPC275727
0.6528 Remote Similarity NPC103130
0.6528 Remote Similarity NPC226453
0.6508 Remote Similarity NPC136159
0.6508 Remote Similarity NPC101249
0.6494 Remote Similarity NPC29326
0.6452 Remote Similarity NPC327698
0.6452 Remote Similarity NPC118459
0.6447 Remote Similarity NPC473710
0.6447 Remote Similarity NPC475694
0.6429 Remote Similarity NPC290106
0.6429 Remote Similarity NPC76726
0.6429 Remote Similarity NPC143809
0.6429 Remote Similarity NPC193593
0.6418 Remote Similarity NPC183845
0.6418 Remote Similarity NPC279661
0.6393 Remote Similarity NPC276294
0.6377 Remote Similarity NPC278209
0.6364 Remote Similarity NPC255535
0.6364 Remote Similarity NPC299603
0.6364 Remote Similarity NPC200550
0.6364 Remote Similarity NPC155156
0.6364 Remote Similarity NPC137554
0.6364 Remote Similarity NPC28959
0.6364 Remote Similarity NPC285014
0.6351 Remote Similarity NPC327985
0.6308 Remote Similarity NPC324825
0.6308 Remote Similarity NPC270805
0.6308 Remote Similarity NPC93888
0.6308 Remote Similarity NPC316231
0.6308 Remote Similarity NPC112890
0.629 Remote Similarity NPC198301
0.6286 Remote Similarity NPC204709
0.6282 Remote Similarity NPC474468
0.625 Remote Similarity NPC322206
0.6164 Remote Similarity NPC306462
0.6164 Remote Similarity NPC150680
0.6164 Remote Similarity NPC218150
0.6164 Remote Similarity NPC22774
0.6164 Remote Similarity NPC2432
0.6164 Remote Similarity NPC69669
0.6154 Remote Similarity NPC306973
0.6133 Remote Similarity NPC315980
0.6133 Remote Similarity NPC325534
0.6111 Remote Similarity NPC177191
0.6104 Remote Similarity NPC133183
0.6092 Remote Similarity NPC90476
0.6092 Remote Similarity NPC69374
0.6076 Remote Similarity NPC55274
0.6061 Remote Similarity NPC43204
0.6061 Remote Similarity NPC226027
0.6061 Remote Similarity NPC245027
0.6061 Remote Similarity NPC174246
0.6061 Remote Similarity NPC162620
0.6061 Remote Similarity NPC84636
0.6061 Remote Similarity NPC62045
0.6056 Remote Similarity NPC112224
0.6056 Remote Similarity NPC327895
0.6056 Remote Similarity NPC43169
0.6056 Remote Similarity NPC93861
0.6 Remote Similarity NPC198341
0.6 Remote Similarity NPC471892
0.6 Remote Similarity NPC223386
0.6 Remote Similarity NPC75435
0.6 Remote Similarity NPC471780
0.6 Remote Similarity NPC126186
0.6 Remote Similarity NPC278881
0.6 Remote Similarity NPC142290
0.5976 Remote Similarity NPC315780
0.597 Remote Similarity NPC273330
0.597 Remote Similarity NPC137958
0.5952 Remote Similarity NPC100204
0.5952 Remote Similarity NPC83248
0.5949 Remote Similarity NPC328457
0.5942 Remote Similarity NPC322091
0.5942 Remote Similarity NPC60672
0.5938 Remote Similarity NPC208793
0.5938 Remote Similarity NPC285322
0.5921 Remote Similarity NPC286851
0.5921 Remote Similarity NPC303798
0.5909 Remote Similarity NPC153370
0.5909 Remote Similarity NPC327542
0.5889 Remote Similarity NPC322966
0.5889 Remote Similarity NPC275715
0.5882 Remote Similarity NPC470783
0.5882 Remote Similarity NPC475542
0.5857 Remote Similarity NPC2801
0.5854 Remote Similarity NPC470782
0.5846 Remote Similarity NPC309658
0.5844 Remote Similarity NPC118524
0.5833 Remote Similarity NPC189301
0.5833 Remote Similarity NPC176164
0.5806 Remote Similarity NPC326992
0.5806 Remote Similarity NPC168375
0.5806 Remote Similarity NPC121517
0.5802 Remote Similarity NPC208657
0.5797 Remote Similarity NPC197087
0.5797 Remote Similarity NPC190184
0.5789 Remote Similarity NPC233034
0.5781 Remote Similarity NPC323974
0.5775 Remote Similarity NPC325985
0.5775 Remote Similarity NPC38463
0.5769 Remote Similarity NPC471418
0.5753 Remote Similarity NPC254541
0.5753 Remote Similarity NPC473599
0.5753 Remote Similarity NPC320598
0.5747 Remote Similarity NPC165119
0.5735 Remote Similarity NPC27359
0.5735 Remote Similarity NPC295832
0.5735 Remote Similarity NPC198398
0.5714 Remote Similarity NPC37681
0.5714 Remote Similarity NPC233108
0.5714 Remote Similarity NPC294883
0.5714 Remote Similarity NPC12514
0.57 Remote Similarity NPC128303
0.5696 Remote Similarity NPC268922
0.5692 Remote Similarity NPC329263
0.567 Remote Similarity NPC158394
0.5658 Remote Similarity NPC315744
0.5658 Remote Similarity NPC57420
0.5644 Remote Similarity NPC241394
0.5641 Remote Similarity NPC141156
0.5641 Remote Similarity NPC184150
0.5641 Remote Similarity NPC59221
0.5634 Remote Similarity NPC327831
0.5625 Remote Similarity NPC291186
0.5625 Remote Similarity NPC167986
0.5618 Remote Similarity NPC277918
0.5604 Remote Similarity NPC52533
0.56 Remote Similarity NPC314510

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC196359 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
1.0 High Similarity NPD8868 Approved
0.8689 High Similarity NPD8865 Approved
0.7273 Intermediate Similarity NPD9023 Clinical (unspecified phase)
0.6935 Remote Similarity NPD8808 Approved
0.6935 Remote Similarity NPD8809 Approved
0.6714 Remote Similarity NPD9014 Approved
0.6667 Remote Similarity NPD4261 Phase 1
0.6625 Remote Similarity NPD617 Approved
0.6528 Remote Similarity NPD9047 Approved
0.6528 Remote Similarity NPD9045 Approved
0.6528 Remote Similarity NPD9046 Phase 3
0.6528 Remote Similarity NPD9048 Approved
0.6508 Remote Similarity NPD8867 Approved
0.6508 Remote Similarity NPD8866 Approved
0.6322 Remote Similarity NPD3177 Phase 3
0.6308 Remote Similarity NPD8624 Approved
0.6308 Remote Similarity NPD9044 Approved
0.6308 Remote Similarity NPD9016 Clinical (unspecified phase)
0.6267 Remote Similarity NPD9231 Phase 3
0.6267 Remote Similarity NPD9232 Phase 2
0.6267 Remote Similarity NPD9233 Phase 3
0.6234 Remote Similarity NPD9649 Approved
0.6234 Remote Similarity NPD2220 Clinical (unspecified phase)
0.6203 Remote Similarity NPD366 Approved
0.6164 Remote Similarity NPD9026 Phase 2
0.6164 Remote Similarity NPD9029 Phase 3
0.6164 Remote Similarity NPD9027 Phase 3
0.6164 Remote Similarity NPD9028 Phase 2
0.6133 Remote Similarity NPD8952 Approved
0.6061 Remote Similarity NPD9017 Approved
0.6061 Remote Similarity NPD9018 Approved
0.6047 Remote Similarity NPD3733 Clinical (unspecified phase)
0.6027 Remote Similarity NPD9022 Phase 2
0.6027 Remote Similarity NPD9024 Phase 2
0.6 Remote Similarity NPD8980 Approved
0.6 Remote Similarity NPD9217 Clinical (unspecified phase)
0.6 Remote Similarity NPD8979 Approved
0.6 Remote Similarity NPD8972 Approved
0.6 Remote Similarity NPD8981 Clinical (unspecified phase)
0.6 Remote Similarity NPD8973 Approved
0.5977 Remote Similarity NPD9401 Discovery
0.5974 Remote Similarity NPD9451 Clinical (unspecified phase)
0.597 Remote Similarity NPD8872 Phase 3
0.597 Remote Similarity NPD8871 Approved
0.5938 Remote Similarity NPD8610 Approved
0.593 Remote Similarity NPD883 Phase 2
0.593 Remote Similarity NPD882 Phase 2
0.5921 Remote Similarity NPD9442 Clinical (unspecified phase)
0.5909 Remote Similarity NPD8614 Approved
0.589 Remote Similarity NPD9239 Approved
0.589 Remote Similarity NPD9240 Approved
0.5833 Remote Similarity NPD8848 Approved
0.5811 Remote Similarity NPD3192 Approved
0.5811 Remote Similarity NPD3193 Approved
0.5797 Remote Similarity NPD8785 Approved
0.5797 Remote Similarity NPD8851 Phase 1
0.5789 Remote Similarity NPD9440 Discontinued
0.5781 Remote Similarity NPD9019 Approved
0.5761 Remote Similarity NPD2682 Approved
0.5753 Remote Similarity NPD8951 Approved
0.5735 Remote Similarity NPD9225 Phase 3
0.5735 Remote Similarity NPD9226 Approved
0.5729 Remote Similarity NPD3715 Approved
0.5729 Remote Similarity NPD3713 Approved
0.5729 Remote Similarity NPD8038 Phase 2
0.5729 Remote Similarity NPD3714 Approved
0.5714 Remote Similarity NPD631 Approved
0.5714 Remote Similarity NPD630 Approved
0.5641 Remote Similarity NPD1429 Clinical (unspecified phase)
0.5641 Remote Similarity NPD8842 Clinical (unspecified phase)
0.5632 Remote Similarity NPD1125 Discovery
0.5625 Remote Similarity NPD8805 Approved
0.5625 Remote Similarity NPD8804 Approved
0.5616 Remote Similarity NPD9433 Approved

Structure

External Identifiers

PubChem CID   5810;6971053
ChEMBL   CHEMBL352418
ZINC  

Physicochemical Properties

Molecular Weight:  131.06
ALogP:  -1.6044
MLogP:  1.57
XLogP:  -0.786
# Rotatable Bonds:  3
Polar Surface Area:  69.56
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  9

Download Data

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Biological Activities  
Similar NPs/Drugs