(R/S)-1-(4-chloro-2-(1-(methylamino)ethyl)benzyl)-2-thioxo-1,2,3,5-tetrahydro-4H-pyrrolo[3,2-d]pyrimidin-4-one

ID: ALA5200126

Chembl Id: CHEMBL5200126

PubChem CID: 168291782

Max Phase: Preclinical

Molecular Formula: C16H17ClN4OS

Molecular Weight: 348.86

Names and Identifiers

Canonical SMILES:  CN[C@H](C)c1cc(Cl)ccc1Cn1c(=S)[nH]c(=O)c2[nH]ccc21

Standard InChI:  InChI=1S/C16H17ClN4OS/c1-9(18-2)12-7-11(17)4-3-10(12)8-21-13-5-6-19-14(13)15(22)20-16(21)23/h3-7,9,18-19H,8H2,1-2H3,(H,20,22,23)/t9-/m1/s1

Standard InChI Key:  KMQDMKOHXUMLRM-SECBINFHSA-N

Alternative Forms

1. Parent:

   

   ALA5200126

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 348.86

Molecular Weight (Monoisotopic): 348.0812

AlogP: 3.37

#Rotatable Bonds: 4

Polar Surface Area: 65.61

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.39

CX Basic pKa: 9.23

CX LogP: 2.80

CX LogD: 0.98

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -0.96

References

1. Inghardt T, Antonsson T, Ericsson C, Hovdal D, Johannesson P, Johansson C, Jurva U, Kajanus J, Kull B, Michaëlsson E, Pettersen A, Sjögren T, Sörensen H, Westerlund K, Lindstedt EL..  (2022)  Discovery of AZD4831, a Mechanism-Based Irreversible Inhibitor of Myeloperoxidase, As a Potential Treatment for Heart Failure with Preserved Ejection Fraction.,  65  (17.0): [PMID:36005476] [10.1021/acs.jmedchem.1c02141]

Source

Source(1):

• Scientific Literature