ID: ALA1911373

Max Phase: Preclinical

Molecular Formula: C8H12N2O5

Molecular Weight: 216.19

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)/C=C/C(=O)NC[C@H](N)C(=O)O

Standard InChI:  InChI=1S/C8H12N2O5/c1-15-7(12)3-2-6(11)10-4-5(9)8(13)14/h2-3,5H,4,9H2,1H3,(H,10,11)(H,13,14)/b3-2+/t5-/m0/s1

Standard InChI Key:  IXTGTEFAVXEHRV-HRJJCQLASA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 216.19

Molecular Weight (Monoisotopic): 216.0746

AlogP: -1.76

#Rotatable Bonds: 5

Polar Surface Area: 118.72

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.64

CX Basic pKa: 8.50

CX LogP: -3.61

CX LogD: -3.64

Aromatic Rings: 0

Heavy Atoms: 15

QED Weighted: 0.37

Np Likeness Score: 0.89

References

1. Qian Y, Ahmad M, Chen S, Gillespie P, Le N, Mennona F, Mischke S, So SS, Wang H, Burghardt C, Tannu S, Conde-Knape K, Kochan J, Bolin D..  (2011)  Discovery of 1-arylcarbonyl-6,7-dimethoxyisoquinoline derivatives as glutamine fructose-6-phosphate amidotransferase (GFAT) inhibitors.,  21  (21): [PMID:21958546] [10.1016/j.bmcl.2011.09.009]

2. Pawlak D, Stolarska M, Wojciechowski M, Andruszkiewicz R..  (2015)  Synthesis, anticandidal activity of N(3)-(4-methoxyfumaroyl)-(S)-2,3-diaminopropanoic amide derivatives--novel inhibitors of glucosamine-6-phosphate synthase.,  90  [PMID:25497131] [10.1016/j.ejmech.2014.12.007]

3. Pawlak D, Schielmann M, Wojciechowski M, Andruszkiewicz R..  (2016)  Synthesis and biological activity of novel ester derivatives of N(3)-(4-metoxyfumaroyl)-(S)-2,3-diaminopropanoic acid containing amide and keto function as inhibitors of glucosamine-6-phosphate synthase.,  26  (15): [PMID:27324977] [10.1016/j.bmcl.2016.06.016]

4. Liu W,Yuan L,Wang S.  (2020)  Recent Progress in the Discovery of Antifungal Agents Targeting the Cell Wall.,  63  (21.0): [PMID:32692166] [10.1021/acs.jmedchem.0c00748]

Source

Source(1):

• Scientific Literature