2-[(R)-1,3-Dioxo-4-(2-phenoxy-acetylamino)-isothiazolidin-2-yl]-3-methyl-butyric acid

ID: ALA432719

Chembl Id: CHEMBL432719

PubChem CID: 44307298

Max Phase: Preclinical

Molecular Formula: C16H20N2O6S

Molecular Weight: 368.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](C(=O)O)N1C(=O)[C@@H](NC(=O)COc2ccccc2)C[S+]1[O-]

Standard InChI:  InChI=1S/C16H20N2O6S/c1-10(2)14(16(21)22)18-15(20)12(9-25(18)23)17-13(19)8-24-11-6-4-3-5-7-11/h3-7,10,12,14H,8-9H2,1-2H3,(H,17,19)(H,21,22)/t12-,14+,25?/m0/s1

Standard InChI Key:  HLGQZFUFTPQUJA-IRMWUBMTSA-N

Alternative Forms

1. Parent:

   

   ALA432719

   (2R)-2-[(4R)-1,3-dioxo-4-[(2-phenoxyacetyl)amino]-1,2-thiazolidin-2-yl]-3-methylbutanoic 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: 368.41

Molecular Weight (Monoisotopic): 368.1042

AlogP: 0.17

#Rotatable Bonds: 7

Polar Surface Area: 119.00

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.16

CX Basic pKa: ┄

CX LogP: -0.41

CX LogD: -3.86

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -0.56

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