[4-(4-Chloro-phenoxycarbonylamino)-1,1,3-trioxo-1lambda*6*-isothiazolidin-2-yl]-acetic acid benzyl ester

ID: ALA63749

Chembl Id: CHEMBL63749

PubChem CID: 44307062

Max Phase: Preclinical

Molecular Formula: C19H17ClN2O7S

Molecular Weight: 452.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN1C(=O)C(NC(=O)Oc2ccc(Cl)cc2)CS1(=O)=O)OCc1ccccc1

Standard InChI:  InChI=1S/C19H17ClN2O7S/c20-14-6-8-15(9-7-14)29-19(25)21-16-12-30(26,27)22(18(16)24)10-17(23)28-11-13-4-2-1-3-5-13/h1-9,16H,10-12H2,(H,21,25)

Standard InChI Key:  QFANGMQAGYGCML-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA63749

   Benzyl 2-[4-[(4-chlorophenoxy)carbonylamino]-1,1,3-trioxo-1,2-thiazolidin-2-yl]acetate

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: 452.87

Molecular Weight (Monoisotopic): 452.0445

AlogP: 1.71

#Rotatable Bonds: 6

Polar Surface Area: 119.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.18

CX Basic pKa: ┄

CX LogP: 1.99

CX LogD: 1.99

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.66

Np Likeness Score: -1.06

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