(R)-5-(1-hydroxy-2-(2-(5-(methylsulfonyl)pyridin-2-yl)-2,8-diazaspiro[4.5]decan-8-yl)ethyl)-4-methylisobenzofuran-1(3H)-one

ID: ALA4098260

Chembl Id: CHEMBL4098260

PubChem CID: 90465846

Max Phase: Preclinical

Molecular Formula: C25H31N3O5S

Molecular Weight: 485.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c([C@@H](O)CN2CCC3(CC2)CCN(c2ccc(S(C)(=O)=O)cn2)C3)ccc2c1COC2=O

Standard InChI:  InChI=1S/C25H31N3O5S/c1-17-19(4-5-20-21(17)15-33-24(20)30)22(29)14-27-10-7-25(8-11-27)9-12-28(16-25)23-6-3-18(13-26-23)34(2,31)32/h3-6,13,22,29H,7-12,14-16H2,1-2H3/t22-/m0/s1

Standard InChI Key:  MNRNPWKNUOBWBG-QFIPXVFZSA-N

Alternative Forms

1. Parent:

   

   ALA4098260

   5-[(1R)-1-hydroxy-2-[2-(5-methylsulfonylpyridin-2-yl)-2,8-diazaspiro[4.5]decan-8-yl]ethyl]-4-methyl-3H-2-benzofuran-1-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: 485.61

Molecular Weight (Monoisotopic): 485.1984

AlogP: 2.49

#Rotatable Bonds: 5

Polar Surface Area: 100.04

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.60

CX Basic pKa: 8.83

CX LogP: 1.85

CX LogD: 0.41

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.65

Np Likeness Score: -0.74

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]

2. Dong S, VanGelder K, Shi ZC, Yu Y, Wu Z, Ferguson R, Guo ZZ, Tang H, Frie J, Fu Q, Gu X, Priest BT, Thomas-Fowlkes B, Weinglass A, Margulis M, Liu J, Pai LY, Hampton C, Haimbach RE, Owens K, Tong V, Xu S, Hu M, Zingaro GJ, Morissette P, Ehrhart J, Roy S, Sullivan K, Pasternak A..  (2017)  Improvement of hERG-ROMK index of spirocyclic ROMK inhibitors through scaffold optimization and incorporation of novel pharmacophores.,  27  (11): [PMID:28431879] [10.1016/j.bmcl.2017.03.086]

Source

Source(1):

• Scientific Literature