(R)-2-Oxo-3-(1-(1,2,3,4-tetrahydroisoquinolin-8-yl)ethyl)-N-(1,2,4-thiadiazol-5-yl)-2,3-dihydrobenzo[d]oxazole-6-sulfonamide

ID: ALA4068937

Chembl Id: CHEMBL4068937

PubChem CID: 71556159

Max Phase: Preclinical

Molecular Formula: C20H19N5O4S2

Molecular Weight: 457.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](c1cccc2c1CNCC2)n1c(=O)oc2cc(S(=O)(=O)Nc3ncns3)ccc21

Standard InChI:  InChI=1S/C20H19N5O4S2/c1-12(15-4-2-3-13-7-8-21-10-16(13)15)25-17-6-5-14(9-18(17)29-20(25)26)31(27,28)24-19-22-11-23-30-19/h2-6,9,11-12,21H,7-8,10H2,1H3,(H,22,23,24)/t12-/m1/s1

Standard InChI Key:  WPLZOHYVBARFAX-GFCCVEGCSA-N

Alternative Forms

1. Parent:

   

   ALA4068937

   2-oxo-3-[(1R)-1-(1,2,3,4-tetrahydroisoquinolin-8-yl)ethyl]-N-(1,2,4-thiadiazol-5-yl)-1,3-benzoxazole-6-sulfonamide

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: 457.54

Molecular Weight (Monoisotopic): 457.0878

AlogP: 2.50

#Rotatable Bonds: 5

Polar Surface Area: 119.12

Molecular Species: BASE

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.51

CX Basic pKa: 8.99

CX LogP: 1.40

CX LogD: 1.35

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: -1.31

References

1. Pero JE, Rossi MA, Lehman HDGF, Kelly MJ, Mulhearn JJ, Wolkenberg SE, Cato MJ, Clements MK, Daley CJ, Filzen T, Finger EN, Gregan Y, Henze DA, Jovanovska A, Klein R, Kraus RL, Li Y, Liang A, Majercak JM, Panigel J, Urban MO, Wang J, Wang YH, Houghton AK, Layton ME..  (2017)  Benzoxazolinone aryl sulfonamides as potent, selective Nav1.7 inhibitors with in vivo efficacy in a preclinical pain model.,  27  (12): [PMID:28465103] [10.1016/j.bmcl.2017.04.040]

Source

Source(1):

• Scientific Literature