ID: ALA3576929

Max Phase: Preclinical

Molecular Formula: C16H23N3O4

Molecular Weight: 321.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  N[C@@H](CCC(=O)Nc1ccccc1CN1CCOCC1)C(=O)O

Standard InChI:  InChI=1S/C16H23N3O4/c17-13(16(21)22)5-6-15(20)18-14-4-2-1-3-12(14)11-19-7-9-23-10-8-19/h1-4,13H,5-11,17H2,(H,18,20)(H,21,22)/t13-/m0/s1

Standard InChI Key:  OMKLAUDIUCXPSZ-ZDUSSCGKSA-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: 321.38

Molecular Weight (Monoisotopic): 321.1689

AlogP: 0.65

#Rotatable Bonds: 7

Polar Surface Area: 104.89

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.98

CX Basic pKa: 9.31

CX LogP: -2.06

CX LogD: -2.07

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -1.05

References

1. Schulte ML, Dawson ES, Saleh SA, Cuthbertson ML, Manning HC..  (2015)  2-Substituted Nγ-glutamylanilides as novel probes of ASCT2 with improved potency.,  25  (1): [PMID:25435145] [10.1016/j.bmcl.2014.10.098]

2. Schulte ML, Khodadadi AB, Cuthbertson ML, Smith JA, Manning HC..  (2016)  2-Amino-4-bis(aryloxybenzyl)aminobutanoic acids: A novel scaffold for inhibition of ASCT2-mediated glutamine transport.,  26  (3): [PMID:26750251] [10.1016/j.bmcl.2015.12.031]

Source

Source(1):

• Scientific Literature