(4-{2-(2-Amino-thiazol-4-yl)-2-[(E)-methoxyimino]-acetylamino}-1,1,3-trioxo-1lambda*6*-isothiazolidin-2-yl)-acetic acid TFA

ID: ALA67628

Chembl Id: CHEMBL67628

PubChem CID: 44307045

Max Phase: Preclinical

Molecular Formula: C13H14F3N5O9S2

Molecular Weight: 391.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/N=C(/C(=O)NC1CS(=O)(=O)N(CC(=O)O)C1=O)c1csc(N)n1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C11H13N5O7S2.C2HF3O2/c1-23-15-8(5-3-24-11(12)14-5)9(19)13-6-4-25(21,22)16(10(6)20)2-7(17)18;3-2(4,5)1(6)7/h3,6H,2,4H2,1H3,(H2,12,14)(H,13,19)(H,17,18);(H,6,7)/b15-8+;

Standard InChI Key:  YBLIOELZMASYBU-TWNLEINFSA-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

Calculated Properties

Molecular Weight: 391.39

Molecular Weight (Monoisotopic): 391.0256

AlogP: -2.18

#Rotatable Bonds: 6

Polar Surface Area: 181.35

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.51

CX Basic pKa: 3.36

CX LogP: -2.80

CX LogD: -5.26

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.36

Np Likeness Score: -0.96

References

1. Chen Z, Demuth TP, Wireko FC..  (2001)  Stereoselective synthesis and antibacterial evaluation of 4-amido-isothiazolidinone oxides.,  11  (16): [PMID:11514150] [10.1016/s0960-894x(01)00409-7]

Source

Source(1):

• Scientific Literature