(R)-8-(2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydroisobenzofuran-5-yl)ethyl)-2-(5-(methylsulfonyl)pyrazin-2-yl)-2,8-diazaspiro[4.5]decan-3-one

ID: ALA4086237

Chembl Id: CHEMBL4086237

PubChem CID: 117852327

Max Phase: Preclinical

Molecular Formula: C24H28N4O6S

Molecular Weight: 500.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c([C@@H](O)CN2CCC3(CC2)CC(=O)N(c2cnc(S(C)(=O)=O)cn2)C3)ccc2c1COC2=O

Standard InChI:  InChI=1S/C24H28N4O6S/c1-15-16(3-4-17-18(15)13-34-23(17)31)19(29)12-27-7-5-24(6-8-27)9-22(30)28(14-24)20-10-26-21(11-25-20)35(2,32)33/h3-4,10-11,19,29H,5-9,12-14H2,1-2H3/t19-/m0/s1

Standard InChI Key:  QZVBLNIFHQHIJS-IBGZPJMESA-N

Alternative Forms

1. Parent:

   

   ALA4086237

   8-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-3H-2-benzofuran-5-yl)ethyl]-2-(5-methylsulfonylpyrazin-2-yl)-2,8-diazaspiro[4.5]decan-3-one

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: 500.58

Molecular Weight (Monoisotopic): 500.1730

AlogP: 1.41

#Rotatable Bonds: 5

Polar Surface Area: 130.00

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.59

CX Basic pKa: 8.36

CX LogP: 0.04

CX LogD: -0.96

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.61

Np Likeness Score: -0.35

References

1. Chobanian HR, Guo Y, Pio B, Tang H, Teumelsan N, Clements M, Frie J, Ferguson R, Guo Z, Thomas-Fowlkes BS, Felix JP, Liu J, Kohler M, Priest B, Hampton C, Pai LY, Corona A, Metzger J, Tong V, Joshi EM, Xu L, Owens K, Maloney K, Sullivan K, Pasternak A..  (2017)  The design and synthesis of novel spirocyclic heterocyclic sulfone ROMK inhibitors as diuretics.,  27  (4): [PMID:28111141] [10.1016/j.bmcl.2016.10.032]

Source

Source(1):

• Scientific Literature