NPASS Natural Product

Natural Product: NPC64250

Natural Product ID:	NPC64250
Common Name:	Pipecolic Acid
IUPAC Name:	piperidine-2-carboxylic acid
Synonyms:	Pipecolic Acid; Piperidine-2-Carboxylic Acid
Molecular Formula:	C6H11NO2
Standard InCHIKey:	HXEACLLIILLPRG-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)
Canonical SMILES:	OC(=O)C1CCCCN1
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Reference
NPO23510	Vicia faba	Species	Fabaceae	Eukaryota		TCM_Taiwan*
NPO24492	Tamarindus indica	Species	Fabaceae	Eukaryota		TCM_Taiwan*
NPO29976	Triglochin maritimum	Species	Juncaginaceae	Eukaryota		TCM_Taiwan*
NPO31286	Dolichos lablab	Species	Fabaceae	Eukaryota		TCM_Taiwan*
NPO4934	Phaseolus vulgaris	Species	Fabaceae	Eukaryota		TCM_Taiwan*
NPO31589	Streptomyces nrrl 30748	Species	Streptomycetaceae	Bacteria		StreptomeDB*
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota		TM-MC*
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota		TM-MC*
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota		TM-MC*
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota		TM-MC*
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	amniotic fluid	PMID[3315316]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	urine	PMID[2427795]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	cerebrospinal fluid	PMID[2427795]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	Faeces	PMID[20669995]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	blood	PMID[12705501]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	saliva	PMID[20300169]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota		TCM_Taiwan*
NPO21876	Trichosanthes cucumeroides	Species	Cucurbitaceae	Eukaryota		TCM_Taiwan*

Biological Activity

Activity Type	# Activity
Others	3

Activity Type	# Activity
Individual Protein	2
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT3581	Individual Protein	Dihydrodipicolinate synthase	Streptomyces coelicolor (strain ATCC BAA-471 / A3(2) / M145)	Inhibition	=	0	%	10.1016/0960-894X(94)85023-2
NPT31	Individual Protein	Cyclooxygenase-2	Homo sapiens	Inhibition	<	30	%	12444669
NPT2	Others	Unspecified		Inhibition	<	15	%	19060912

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 NPC64250 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	63
0.1-0.2	14449
0.2-0.3	13351
0.3-0.4	2205
0.4-0.5	514
0.5-0.6	180
0.6-0.7	93
0.7-0.8	24
0.8-0.85	7
0.85-0.9	1
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC268927
1.0	High Similarity	NPC276928
0.871	High Similarity	NPC107224
0.8182	Intermediate Similarity	NPC185084
0.8136	Intermediate Similarity	NPC11433
0.8136	Intermediate Similarity	NPC302003
0.8136	Intermediate Similarity	NPC245346
0.8	Intermediate Similarity	NPC324825
0.8	Intermediate Similarity	NPC112890
0.8	Intermediate Similarity	NPC316231
0.7966	Intermediate Similarity	NPC278209
0.7727	Intermediate Similarity	NPC15864
0.7656	Intermediate Similarity	NPC472609
0.7458	Intermediate Similarity	NPC183845
0.7458	Intermediate Similarity	NPC279661
0.7407	Intermediate Similarity	NPC323974
0.7385	Intermediate Similarity	NPC278881
0.7297	Intermediate Similarity	NPC219340
0.7273	Intermediate Similarity	NPC327698
0.7273	Intermediate Similarity	NPC118459
0.7258	Intermediate Similarity	NPC176164
0.7258	Intermediate Similarity	NPC189301
0.7193	Intermediate Similarity	NPC93081
0.7193	Intermediate Similarity	NPC140872
0.7164	Intermediate Similarity	NPC135539
0.7164	Intermediate Similarity	NPC196359
0.7164	Intermediate Similarity	NPC221764
0.7164	Intermediate Similarity	NPC78312
0.7143	Intermediate Similarity	NPC320598
0.7143	Intermediate Similarity	NPC254541
0.7119	Intermediate Similarity	NPC200550
0.7119	Intermediate Similarity	NPC155156
0.7091	Intermediate Similarity	NPC198301
0.7	Intermediate Similarity	NPC306973
0.6923	Remote Similarity	NPC118429
0.6825	Remote Similarity	NPC283786
0.6806	Remote Similarity	NPC208657
0.678	Remote Similarity	NPC62045
0.678	Remote Similarity	NPC162620
0.678	Remote Similarity	NPC43204
0.678	Remote Similarity	NPC226027
0.678	Remote Similarity	NPC174246
0.678	Remote Similarity	NPC84636
0.678	Remote Similarity	NPC245027
0.6769	Remote Similarity	NPC68974
0.6769	Remote Similarity	NPC177191
0.6765	Remote Similarity	NPC287693
0.6765	Remote Similarity	NPC325534
0.6716	Remote Similarity	NPC226453
0.6716	Remote Similarity	NPC103130
0.6714	Remote Similarity	NPC322274
0.6667	Remote Similarity	NPC137958
0.6667	Remote Similarity	NPC273330
0.6667	Remote Similarity	NPC50457
0.6615	Remote Similarity	NPC290106
0.6615	Remote Similarity	NPC76726
0.6615	Remote Similarity	NPC193593
0.6615	Remote Similarity	NPC143809
0.6607	Remote Similarity	NPC276294
0.6575	Remote Similarity	NPC320221
0.6557	Remote Similarity	NPC155512
0.6545	Remote Similarity	NPC168375
0.6545	Remote Similarity	NPC326992
0.6545	Remote Similarity	NPC121517
0.6522	Remote Similarity	NPC327985
0.6471	Remote Similarity	NPC315744
0.6462	Remote Similarity	NPC204709
0.6452	Remote Similarity	NPC197087
0.6452	Remote Similarity	NPC190184
0.6452	Remote Similarity	NPC333075
0.6452	Remote Similarity	NPC274499
0.6452	Remote Similarity	NPC8488
0.6429	Remote Similarity	NPC60424
0.6429	Remote Similarity	NPC314221
0.6406	Remote Similarity	NPC325985
0.6406	Remote Similarity	NPC38463
0.6379	Remote Similarity	NPC329263
0.6338	Remote Similarity	NPC81647
0.6324	Remote Similarity	NPC2432
0.6324	Remote Similarity	NPC218150
0.6324	Remote Similarity	NPC69669
0.6324	Remote Similarity	NPC150680
0.6324	Remote Similarity	NPC306462
0.6324	Remote Similarity	NPC22774
0.6316	Remote Similarity	NPC167986
0.6316	Remote Similarity	NPC291186
0.6267	Remote Similarity	NPC327272
0.625	Remote Similarity	NPC133183
0.625	Remote Similarity	NPC2801
0.622	Remote Similarity	NPC90476
0.622	Remote Similarity	NPC69374
0.622	Remote Similarity	NPC469363
0.6212	Remote Similarity	NPC319279
0.6207	Remote Similarity	NPC132307
0.6207	Remote Similarity	NPC325097
0.6207	Remote Similarity	NPC126925
0.6197	Remote Similarity	NPC222327
0.6197	Remote Similarity	NPC188231
0.6176	Remote Similarity	NPC322206
0.6167	Remote Similarity	NPC101249
0.6143	Remote Similarity	NPC198341
0.6143	Remote Similarity	NPC160661
0.6143	Remote Similarity	NPC75435
0.6143	Remote Similarity	NPC471892
0.6143	Remote Similarity	NPC223386
0.6143	Remote Similarity	NPC471780
0.6143	Remote Similarity	NPC142290
0.6119	Remote Similarity	NPC317143
0.6119	Remote Similarity	NPC321536
0.6119	Remote Similarity	NPC321468
0.6119	Remote Similarity	NPC316826
0.6119	Remote Similarity	NPC327748
0.6081	Remote Similarity	NPC328457
0.6061	Remote Similarity	NPC318260
0.6061	Remote Similarity	NPC317147
0.6056	Remote Similarity	NPC303798
0.6056	Remote Similarity	NPC286851
0.6056	Remote Similarity	NPC315980
0.6029	Remote Similarity	NPC329564
0.6029	Remote Similarity	NPC327170
0.6029	Remote Similarity	NPC143722
0.6	Remote Similarity	NPC49952
0.6	Remote Similarity	NPC57420
0.6	Remote Similarity	NPC216443
0.6	Remote Similarity	NPC136476
0.6	Remote Similarity	NPC315897
0.6	Remote Similarity	NPC322573
0.597	Remote Similarity	NPC190385
0.5965	Remote Similarity	NPC66043
0.5965	Remote Similarity	NPC53449
0.5902	Remote Similarity	NPC136159
0.5893	Remote Similarity	NPC18188
0.589	Remote Similarity	NPC471418
0.5846	Remote Similarity	NPC272396
0.5833	Remote Similarity	NPC208793
0.5833	Remote Similarity	NPC285322
0.5818	Remote Similarity	NPC272614
0.5818	Remote Similarity	NPC116709
0.5818	Remote Similarity	NPC21290
0.5811	Remote Similarity	NPC268922
0.5806	Remote Similarity	NPC153370
0.5789	Remote Similarity	NPC55274
0.5781	Remote Similarity	NPC202525
0.5781	Remote Similarity	NPC322946
0.5775	Remote Similarity	NPC289691
0.5758	Remote Similarity	NPC10915
0.5738	Remote Similarity	NPC297220
0.5738	Remote Similarity	NPC309658
0.5714	Remote Similarity	NPC170739
0.5714	Remote Similarity	NPC93888
0.5714	Remote Similarity	NPC328378
0.5714	Remote Similarity	NPC474014
0.5714	Remote Similarity	NPC152451
0.5714	Remote Similarity	NPC63621
0.5714	Remote Similarity	NPC30126
0.5714	Remote Similarity	NPC62507
0.5714	Remote Similarity	NPC193989
0.5714	Remote Similarity	NPC270805
0.5714	Remote Similarity	NPC302188
0.5714	Remote Similarity	NPC8087
0.5714	Remote Similarity	NPC57846
0.5696	Remote Similarity	NPC315780
0.5694	Remote Similarity	NPC325597
0.5694	Remote Similarity	NPC174304
0.5692	Remote Similarity	NPC245768
0.5692	Remote Similarity	NPC263065
0.5692	Remote Similarity	NPC189178
0.569	Remote Similarity	NPC237525
0.569	Remote Similarity	NPC326212
0.5658	Remote Similarity	NPC299603
0.5658	Remote Similarity	NPC137554
0.5658	Remote Similarity	NPC476694
0.5658	Remote Similarity	NPC476696
0.5658	Remote Similarity	NPC285014
0.5658	Remote Similarity	NPC255535
0.5658	Remote Similarity	NPC476695
0.5658	Remote Similarity	NPC28959
0.5636	Remote Similarity	NPC134570
0.5625	Remote Similarity	NPC315977
0.5625	Remote Similarity	NPC125736
0.5606	Remote Similarity	NPC321118
0.5606	Remote Similarity	NPC316889
0.5604	Remote Similarity	NPC40663

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC64250 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	44
0.1-0.2	2948
0.2-0.3	4497
0.3-0.4	1177
0.4-0.5	333
0.5-0.6	113
0.6-0.7	39
0.7-0.8	6
0.8-0.85	4
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8136	Intermediate Similarity	NPD8865	Approved
0.806	Intermediate Similarity	NPD9217	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD9044	Approved
0.8	Intermediate Similarity	NPD9016	Clinical (unspecified phase)
0.7407	Intermediate Similarity	NPD9019	Approved
0.7313	Intermediate Similarity	NPD9451	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD8809	Approved
0.7193	Intermediate Similarity	NPD8808	Approved
0.7164	Intermediate Similarity	NPD8868	Approved
0.7027	Intermediate Similarity	NPD617	Approved
0.6923	Remote Similarity	NPD9014	Approved
0.678	Remote Similarity	NPD9017	Approved
0.678	Remote Similarity	NPD9018	Approved
0.6765	Remote Similarity	NPD8952	Approved
0.6716	Remote Similarity	NPD9047	Approved
0.6716	Remote Similarity	NPD9045	Approved
0.6716	Remote Similarity	NPD9048	Approved
0.6716	Remote Similarity	NPD9046	Phase 3
0.6667	Remote Similarity	NPD8872	Phase 3
0.6667	Remote Similarity	NPD621	Discontinued
0.6667	Remote Similarity	NPD8871	Approved
0.6452	Remote Similarity	NPD8851	Phase 1
0.6452	Remote Similarity	NPD8785	Approved
0.6429	Remote Similarity	NPD9233	Phase 3
0.6429	Remote Similarity	NPD9231	Phase 3
0.6429	Remote Similarity	NPD9232	Phase 2
0.6324	Remote Similarity	NPD9026	Phase 2
0.6324	Remote Similarity	NPD9028	Phase 2
0.6324	Remote Similarity	NPD9027	Phase 3
0.6324	Remote Similarity	NPD9029	Phase 3
0.6316	Remote Similarity	NPD8805	Approved
0.6316	Remote Similarity	NPD8804	Approved
0.6286	Remote Similarity	NPD9442	Clinical (unspecified phase)
0.6212	Remote Similarity	NPD9433	Approved
0.6212	Remote Similarity	NPD9439	Approved
0.6212	Remote Similarity	NPD9438	Approved
0.6207	Remote Similarity	NPD8798	Approved
0.6197	Remote Similarity	NPD9421	Phase 1
0.6167	Remote Similarity	NPD8866	Approved
0.6167	Remote Similarity	NPD8867	Approved
0.6164	Remote Similarity	NPD2220	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD8981	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD8979	Approved
0.6154	Remote Similarity	NPD8980	Approved
0.6154	Remote Similarity	NPD9454	Approved
0.6087	Remote Similarity	NPD9676	Phase 3
0.6047	Remote Similarity	NPD2682	Approved
0.6	Remote Similarity	NPD6944	Clinical (unspecified phase)
0.6	Remote Similarity	NPD1825	Clinical (unspecified phase)
0.5977	Remote Similarity	NPD6699	Clinical (unspecified phase)
0.597	Remote Similarity	NPD9023	Clinical (unspecified phase)
0.5952	Remote Similarity	NPD3176	Clinical (unspecified phase)
0.5934	Remote Similarity	NPD4825	Clinical (unspecified phase)
0.5921	Remote Similarity	NPD366	Approved
0.5902	Remote Similarity	NPD8850	Approved
0.5893	Remote Similarity	NPD8623	Phase 1
0.5844	Remote Similarity	NPD632	Discontinued
0.5833	Remote Similarity	NPD8610	Approved
0.5833	Remote Similarity	NPD9201	Clinical (unspecified phase)
0.5818	Remote Similarity	NPD8210	Phase 3
0.5818	Remote Similarity	NPD8211	Approved
0.5806	Remote Similarity	NPD8614	Approved
0.5789	Remote Similarity	NPD9432	Discontinued
0.5781	Remote Similarity	NPD9441	Phase 2
0.5758	Remote Similarity	NPD8971	Approved
0.5738	Remote Similarity	NPD8801	Approved
0.5735	Remote Similarity	NPD8848	Approved
0.5733	Remote Similarity	NPD9649	Approved
0.5714	Remote Similarity	NPD8624	Approved
0.5714	Remote Similarity	NPD8803	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD9021	Approved
0.5714	Remote Similarity	NPD8946	Approved
0.5714	Remote Similarity	NPD8947	Approved
0.5714	Remote Similarity	NPD8802	Approved
0.5714	Remote Similarity	NPD9656	Approved
0.5694	Remote Similarity	NPD348	Approved
0.5692	Remote Similarity	NPD9205	Approved
0.5692	Remote Similarity	NPD9204	Approved
0.5672	Remote Similarity	NPD4281	Clinical (unspecified phase)
0.5652	Remote Similarity	NPD3714	Approved
0.5652	Remote Similarity	NPD3715	Approved
0.5652	Remote Similarity	NPD3713	Approved

Structure

External Identifiers

PubChem CID	849;25200477
ChEMBL	CHEMBL308408
ZINC

Physicochemical Properties

Molecular Weight:	129.08
ALogP:	-1.6697
MLogP:	1.79
XLogP:	0.173
# Rotatable Bonds:	2
Polar Surface Area:	49.33
# H-Bond Aceptor:	3
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	9

Download Data

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General Info & Identifiers & Properties
Structure MOL file
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Biological Activities
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