(2-Amino-4,5-dihydro-thiazol-4-yl)-acetic acid

ID: ALA79325

Chembl Id: CHEMBL79325

Cas Number: 103541-11-3

PubChem CID: 5216267

Max Phase: Preclinical

Molecular Formula: C5H8N2O2S

Molecular Weight: 160.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC1=NC(CC(=O)O)CS1

Standard InChI:  InChI=1S/C5H8N2O2S/c6-5-7-3(2-10-5)1-4(8)9/h3H,1-2H2,(H2,6,7)(H,8,9)

Standard InChI Key:  ANCWBXJZUCHVHL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA79325

   2-(2-Amino-2-thiazolin-4-yl)acetic acid

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

Calculated Properties

Molecular Weight: 160.20

Molecular Weight (Monoisotopic): 160.0306

AlogP: -0.11

#Rotatable Bonds: 2

Polar Surface Area: 75.68

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.58

CX Basic pKa: 8.99

CX LogP: -1.67

CX LogD: -1.68

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.59

Np Likeness Score: 0.38

References

1. Campbell M, Mickel S, Singh G.  (1991)  ()-2-amino-2-thiazoline-4-ethanoic acid; a novel, specific GABAA receptor agonist,  1  (5): [10.1016/S0960-894X(01)81035-0]

2. Giraudo A, Krall J, Bavo F, Nielsen B, Kongstad KT, Rolando B, De Blasio R, Gloriam DE, Löffler R, Thiesen L, Harpsøe K, Frydenvang K, Boschi D, Wellendorph P, Lolli ML, Jensen AA, Frølund B..  (2019)  Five-Membered N-Heterocyclic Scaffolds as Novel Amino Bioisosteres at γ-Aminobutyric Acid (GABA) Type A Receptors and GABA Transporters.,  62  (12): [PMID:31117514] [10.1021/acs.jmedchem.9b00026]

Source

Source(1):

• Scientific Literature