ID: ALA209790

Max Phase: Preclinical

Molecular Formula: C6H15N3

Molecular Weight: 129.21

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  NCCN1CCNCC1

Standard InChI:  InChI=1S/C6H15N3/c7-1-4-9-5-2-8-3-6-9/h8H,1-7H2

Standard InChI Key:  IMUDHTPIFIBORV-UHFFFAOYSA-N

Associated Targets(Human)

Carbonic anhydrase II 17698 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase I 13240 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase VII 2318 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase XIV 1305 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase VA 1168 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase VB 957 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase VI 993 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase IX 8255 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase XII 6231 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase III 753 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase IV 2163 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Carbonic anhydrase XIII 322 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase 85 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase 15 173 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase 2 140 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase 253 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Carbonic anhydrase 69 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

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

Escherichia coli 133304 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Klebsiella pneumoniae 43867 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Candida albicans 78123 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Cryptococcus neoformans 21258 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Staphylococcus aureus 210822 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Acinetobacter baumannii 41033 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Pseudomonas aeruginosa 123386 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

Properties

Molecular Weight: 129.21Molecular Weight (Monoisotopic): 129.1266AlogP: -1.15#Rotatable Bonds: 2
Polar Surface Area: 41.29Molecular Species: BASEHBA: 3HBD: 2
#RO5 Violations: 0HBA (Lipinski): 3HBD (Lipinski): 3#RO5 Violations (Lipinski): 0
CX Acidic pKa: CX Basic pKa: 9.61CX LogP: -1.14CX LogD: -4.89
Aromatic Rings: 0Heavy Atoms: 9QED Weighted: 0.49Np Likeness Score: -0.96

References

1. 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]
2. 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]
3. 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]
4. 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]
5. 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]
6. 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]
7. 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]
8. 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]
9. 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]
10. Abdülkadir Coban T, Beydemir S, Gülcin I, Ekinci D, Innocenti A, Vullo D, Supuran CT..  (2009)  Sildenafil is a strong activator of mammalian carbonic anhydrase isoforms I-XIV.,  17  (16): [PMID:19635671] [10.1016/j.bmc.2009.07.019]
11. 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]
12. 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]
13. 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]
14. 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]
15. 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]
16. PubChem BioAssay data set, 
17. PubChem BioAssay data set, 
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. 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]
21. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of NIH NCI Diversity Set V,  [10.6019/CHEMBL4296182]