ID: ALA3359123

Max Phase: Preclinical

Molecular Formula: C14H17F3N2O4

Molecular Weight: 334.29

Molecule Type: Small molecule

Representations

Canonical SMILES:  OC[C@H]1N/C(=N\Cc2ccc(C(F)(F)F)cc2)[C@H](O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C14H17F3N2O4/c15-14(16,17)8-3-1-7(2-4-8)5-18-13-12(23)11(22)10(21)9(6-20)19-13/h1-4,9-12,20-23H,5-6H2,(H,18,19)/t9-,10+,11+,12-/m1/s1

Standard InChI Key:  CBPPUIKZPUOBHJ-NOOOWODRSA-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: 334.29

Molecular Weight (Monoisotopic): 334.1140

AlogP: -0.35

#Rotatable Bonds: 3

Polar Surface Area: 105.31

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.52

CX Basic pKa: 7.30

CX LogP: -0.52

CX LogD: -0.78

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.52

Np Likeness Score: 0.22

References

1. Fan QH, Claunch KA, Striegler S..  (2014)  Structure-activity relationship of highly potent galactonoamidine inhibitors toward β-galactosidase (Aspergillus oryzae).,  57  (21): [PMID:25295392] [10.1021/jm501111y]

2. Pickens JB, Striegler S, Fan QH..  (2016)  Arabinoamidine synthesis and its inhibition toward β-glucosidase (sweet almonds) in comparison to a library of galactonoamidines.,  24  (16): [PMID:27298003] [10.1016/j.bmc.2016.04.069]

3. Pickens JB, Wang F, Striegler S..  (2017)  Picomolar inhibition of β-galactosidase (bovine liver) attributed to loop closure.,  25  (20): [PMID:28844803] [10.1016/j.bmc.2017.07.020]

Source

Source(1):

• Scientific Literature