4-((3R,3'S)-3-(3,5-dichlorophenyl)-2'-oxo-1,3'-bipyrrolidin-1'-yl)-N-(thiazol-2-yl)benzenesulfonamide

ID: ALA2324353

Chembl Id: CHEMBL2324353

PubChem CID: 44603427

Max Phase: Preclinical

Molecular Formula: C23H22Cl2N4O3S2

Molecular Weight: 537.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1[C@@H](N2CC[C@H](c3cc(Cl)cc(Cl)c3)C2)CCN1c1ccc(S(=O)(=O)Nc2nccs2)cc1

Standard InChI:  InChI=1S/C23H22Cl2N4O3S2/c24-17-11-16(12-18(25)13-17)15-5-8-28(14-15)21-6-9-29(22(21)30)19-1-3-20(4-2-19)34(31,32)27-23-26-7-10-33-23/h1-4,7,10-13,15,21H,5-6,8-9,14H2,(H,26,27)/t15-,21-/m0/s1

Standard InChI Key:  YGHCKDOMNUKAHH-BTYIYWSLSA-N

Alternative Forms

1. Parent:

   

   ALA2324353

   4-[(3R,3'S)-3-(3,5-Dichlorophenyl)-2'-oxo-1,3'-bipyrrolidin-1'-yl]-N-(thiazol-2-yl)benzenesulfonamide

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: 537.49

Molecular Weight (Monoisotopic): 536.0510

AlogP: 4.85

#Rotatable Bonds: 6

Polar Surface Area: 82.61

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.91

CX Basic pKa: 6.22

CX LogP: 3.57

CX LogD: 3.42

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.49

Np Likeness Score: -1.63

References

1. Bagal SK, Brown AD, Cox PJ, Omoto K, Owen RM, Pryde DC, Sidders B, Skerratt SE, Stevens EB, Storer RI, Swain NA..  (2013)  Ion channels as therapeutic targets: a drug discovery perspective.,  56  (3): [PMID:23121096] [10.1021/jm3011433]

2. Pryde DC, Swain NA, Stupple PA, West CW, Marron B, Markworth CJ, Printzenhoff D, Lin Z, Cox PJ, Suzuki R, McMurray S, Waldron GJ, Payne CE, Warmus JS, Chapman ML..  (2017)  The discovery of a potent Na_v1.3 inhibitor with good oral pharmacokinetics.,  8  (6): [PMID:30108836] [10.1039/C7MD00131B]

Source

Source(1):

• Scientific Literature