C-Pyridin-2-yl-methylamine

ID: ALA32189

Chembl Id: CHEMBL32189

Cas Number: 3731-51-9

PubChem CID: 19509

Product Number: S46563

Max Phase: Preclinical

Molecular Formula: C6H8N2

Molecular Weight: 108.14

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: 2-Aminomethylpyridine | 2-Pyridyl-Methylamine | Pyridin-2-ylmethanamine | 3731-51-9|2-Picolylamine|2-(Aminomethyl)pyridine|pyridin-2-ylmethanamine|2-Pyridinemethanamine|2-Aminomethylpyridine|2-Picolinamine|2-Pyridinemethylamine|2-Pyridylmethylamine|(2-Pyridylmethyl)amine|Pyridine, 2-(aminomethyl)-|2-AMINOMETHYL-PYRIDINE|2-pyridinylmethylamine|1-(pyridin-2-yl)methanamine|(pyridin-2-yl)methanamine|C-Pyridin-2-yl-methylamine|MFCD00006360|NSC 59705|2-Pyridinylmethanamine|2-aminomethyl pyridine|(pyriShow More

Canonical SMILES:  NCc1ccccn1

Standard InChI:  InChI=1S/C6H8N2/c7-5-6-3-1-2-4-8-6/h1-4H,5,7H2

Standard InChI Key:  WOXFMYVTSLAQMO-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

Associated Targets(Human)

CA2 Tclin Carbonic anhydrase II (17698 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA1 Tclin Carbonic anhydrase I (13240 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA7 Tclin Carbonic anhydrase VII (2318 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA14 Tclin Carbonic anhydrase XIV (1305 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA5A Tclin Carbonic anhydrase VA (1168 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA5B Tclin Carbonic anhydrase VB (957 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA6 Tclin Carbonic anhydrase VI (993 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA9 Tclin Carbonic anhydrase IX (8255 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA12 Tclin Carbonic anhydrase XII (6231 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA3 Tclin Carbonic anhydrase III (753 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA4 Tclin Carbonic anhydrase IV (2163 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Mmp9 Matrix metalloproteinase 9 (44 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ca13 Carbonic anhydrase XIII (322 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCE103 Carbonic anhydrase (85 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ca15 Carbonic anhydrase 15 (173 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CAN2 Carbonic anhydrase 2 (140 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCE103 Carbonic anhydrase (253 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Carbonic anhydrase (69 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCE103 Carbonic anhydrase (137 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Carbonic anhydrase (197 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Carbonic anhydrase-like protein, putative (25 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 108.14Molecular Weight (Monoisotopic): 108.0687AlogP: 0.54#Rotatable Bonds: 1
Polar Surface Area: 38.91Molecular Species: NEUTRALHBA: 2HBD: 1
#RO5 Violations: HBA (Lipinski): 2HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 8.31CX LogP: -0.04CX LogD: -1.00
Aromatic Rings: 1Heavy Atoms: 8QED Weighted: 0.57Np Likeness Score: -1.74

References

1. Baltas M, Despeyroux P, Gorrichon L.  (1993)  Addition of amines to methyl 3-dehydroquinate and 3-dehydroshikimate,  (7): [10.1016/S0960-894X(01)80427-3]
2. Wang X, Choe Y, Craik CS, Ellman JA..  (2002)  Design and synthesis of novel inhibitors of gelatinase B.,  12  (16): [PMID:12127537] [10.1016/s0960-894x(02)00365-7]
3. Parkkila S, Vullo D, Puccetti L, Parkkila AK, Scozzafava A, Supuran CT..  (2006)  Carbonic anhydrase activators: activation of isozyme XIII with amino acids and amines.,  16  (15): [PMID:16730978] [10.1016/j.bmcl.2006.05.023]
4. Vullo D, Innocenti A, Nishimori I, Scozzafava A, Kaila K, Supuran CT..  (2007)  Carbonic anhydrase activators: activation of the human isoforms VII (cytosolic) and XIV (transmembrane) with amino acids and amines.,  17  (15): [PMID:17540561] [10.1016/j.bmcl.2007.05.052]
5. Vullo D, Nishimori I, Innocenti A, Scozzafava A, Supuran CT..  (2007)  Carbonic anhydrase activators: an activation study of the human mitochondrial isoforms VA and VB with amino acids and amines.,  17  (5): [PMID:17174092] [10.1016/j.bmcl.2006.11.075]
6. Nishimori I, Onishi S, Vullo D, Innocenti A, Scozzafava A, Supuran CT..  (2007)  Carbonic anhydrase activators: the first activation study of the human secretory isoform VI with amino acids and amines.,  15  (15): [PMID:17499996] [10.1016/j.bmc.2007.03.004]
7. Pastorekova S, Vullo D, Nishimori I, Scozzafava A, Pastorek J, Supuran CT..  (2008)  Carbonic anhydrase activators: activation of the human tumor-associated isozymes IX and XII with amino acids and amines.,  16  (7): [PMID:18294854] [10.1016/j.bmc.2008.02.021]
8. Innocenti A, Zimmerman SA, Scozzafava A, Ferry JG, Supuran CT..  (2008)  Carbonic anhydrase activators: activation of the archaeal beta-class (Cab) and gamma-class (Cam) carbonic anhydrases with amino acids and amines.,  18  (23): [PMID:18930395] [10.1016/j.bmcl.2008.10.005]
9. Isik S, Kockar F, Aydin M, Arslan O, Guler OO, Innocenti A, Scozzafava A, Supuran CT..  (2009)  Carbonic anhydrase activators: activation of the beta-carbonic anhydrase Nce103 from the yeast Saccharomyces cerevisiae with amines and amino acids.,  19  (6): [PMID:19231177] [10.1016/j.bmcl.2009.01.105]
10. Vullo D, Nishimori I, Scozzafava A, Supuran CT..  (2008)  Carbonic anhydrase activators: Activation of the human cytosolic isozyme III and membrane-associated isoform IV with amino acids and amines.,  18  (15): [PMID:18627905] [10.1016/j.bmcl.2008.06.075]
11. Innocenti A, Hilvo M, Parkkila S, Scozzafava A, Supuran CT..  (2009)  Carbonic anhydrase activators. Activation of the membrane-associated isoform XV with amino acids and amines.,  19  (13): [PMID:19464888] [10.1016/j.bmcl.2009.05.026]
12. Bertucci A, Zoccola D, Tambutté S, Vullo D, Supuran CT..  (2010)  Carbonic anhydrase activators. The first activation study of a coral secretory isoform with amino acids and amines.,  18  (6): [PMID:20176489] [10.1016/j.bmc.2010.01.059]
13. Yenikaya C, Sari M, Bülbül M, Ilkimen H, Celik H, Büyükgüngör O..  (2010)  Synthesis, characterization and antiglaucoma activity of a novel proton transfer compound and a mixed-ligand Zn(II) complex.,  18  (2): [PMID:20006931] [10.1016/j.bmc.2009.11.031]
14. Innocenti A, Hall RA, Scozzafava A, Mühlschlegel FA, Supuran CT..  (2010)  Carbonic anhydrase activators: activation of the beta-carbonic anhydrases from the pathogenic fungi Candida albicans and Cryptococcus neoformans with amines and amino acids.,  18  (3): [PMID:20061162] [10.1016/j.bmc.2009.12.058]
15. Innocenti A, Leewattanapasuk W, Manole G, Scozzafava A, Mühlschlegel FA, Supuran CT..  (2010)  Carbonic anhydrase activators: Activation of the beta-carbonic anhydrase from the pathogenic yeast Candida glabrata with amines and amino acids.,  20  (5): [PMID:20129782] [10.1016/j.bmcl.2010.01.054]
16. Vullo D, De Luca V, Scozzafava A, Carginale V, Rossi M, Supuran CT, Capasso C..  (2012)  The first activation study of a bacterial carbonic anhydrase (CA). The thermostable α-CA from Sulfurihydrogenibium yellowstonense YO3AOP1 is highly activated by amino acids and amines.,  22  (20): [PMID:22999416] [10.1016/j.bmcl.2012.08.088]
17. Akdemir A, Vullo D, De Luca V, Scozzafava A, Carginale V, Rossi M, Supuran CT, Capasso C..  (2013)  The extremo-α-carbonic anhydrase (CA) from Sulfurihydrogenibium azorense, the fastest CA known, is highly activated by amino acids and amines.,  23  (4): [PMID:23294703] [10.1016/j.bmcl.2012.12.009]
18. Vullo D, Del Prete S, Capasso C, Supuran CT..  (2016)  Carbonic anhydrase activators: Activation of the β-carbonic anhydrase from Malassezia globosa with amines and amino acids.,  26  (5): [PMID:26856923] [10.1016/j.bmcl.2016.01.078]
19. Vullo D, Del Prete S, Osman SM, AlOthman Z, Capasso C, Donald WA, Supuran CT..  (2017)  Burkholderia pseudomallei γ-carbonic anhydrase is strongly activated by amino acids and amines.,  27  (1): [PMID:27881231] [10.1016/j.bmcl.2016.11.027]
20.  (2013)  Heme oxygenase inhibitors, screening methods for heme oxygenase inhibitors and methods of use of heme oxygenase inhibitors for antimicrobial therapy, 
21. Angeli A, Kuuslahti M, Parkkila S, Supuran CT..  (2018)  Activation studies with amines and amino acids of the α-carbonic anhydrase from the pathogenic protozoan Trypanosoma cruzi.,  26  (14): [PMID:30007565] [10.1016/j.bmc.2018.07.011]