3-Methyl-2-[1,1,3-trioxo-4-(2-phenoxy-acetylamino)-1lambda*6*-isothiazolidin-2-yl]-butyric acid

ID: ALA67954

Chembl Id: CHEMBL67954

PubChem CID: 44307363

Max Phase: Preclinical

Molecular Formula: C16H20N2O7S

Molecular Weight: 384.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H](C(=O)O)N1C(=O)C(NC(=O)COc2ccccc2)CS1(=O)=O

Standard InChI:  InChI=1S/C16H20N2O7S/c1-10(2)14(16(21)22)18-15(20)12(9-26(18,23)24)17-13(19)8-25-11-6-4-3-5-7-11/h3-7,10,12,14H,8-9H2,1-2H3,(H,17,19)(H,21,22)/t12?,14-/m0/s1

Standard InChI Key:  ACOHCCSWONQKCY-PYMCNQPYSA-N

Alternative Forms

1. Parent:

   

   ALA67954

   (2S)-3-methyl-2-[1,1,3-trioxo-4-[(2-phenoxyacetyl)amino]-1,2-thiazolidin-2-yl]butanoic 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: 384.41

Molecular Weight (Monoisotopic): 384.0991

AlogP: -0.17

#Rotatable Bonds: 7

Polar Surface Area: 130.08

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.11

CX Basic pKa: ┄

CX LogP: 0.22

CX LogD: -3.25

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.67

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