N-((4R)-2-{[(butylamino)oxy]sulfonyl}-1,1-dioxido-3-oxoisothiazolidin-4-yl)-2-(4-chlorophenoxy)acetamide

ID: ALA306206

Chembl Id: CHEMBL306206

PubChem CID: 44307047

Max Phase: Preclinical

Molecular Formula: C15H20ClN3O8S2

Molecular Weight: 469.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCNOS(=O)(=O)N1C(=O)[C@@H](NC(=O)COc2ccc(Cl)cc2)CS1(=O)=O

Standard InChI:  InChI=1S/C15H20ClN3O8S2/c1-2-3-8-17-27-29(24,25)19-15(21)13(10-28(19,22)23)18-14(20)9-26-12-6-4-11(16)5-7-12/h4-7,13,17H,2-3,8-10H2,1H3,(H,18,20)/t13-/m0/s1

Standard InChI Key:  RZPACRBXJFTJNJ-ZDUSSCGKSA-N

Alternative Forms

1. Parent:

   

   ALA306206

   butylamino (4R)-4-[[2-(4-chlorophenoxy)acetyl]amino]-1,1,3-trioxo-1,2-thiazolidine-2-sulfonate

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: 469.93

Molecular Weight (Monoisotopic): 469.0380

AlogP: -0.06

#Rotatable Bonds: 10

Polar Surface Area: 148.18

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.24

CX Basic pKa: 4.32

CX LogP: 0.67

CX LogD: 0.66

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.35

Np Likeness Score: -0.95

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