5-chloro-N-(1,4-dimethyl-2,3-dioxo-7-(piperidin-1-yl)-1,2,3,4-tetrahydroquinoxalin-6-yl)-2-methoxybenzenesulfonamide

ID: ALA4293809

PubChem CID: 22433281

Max Phase: Preclinical

Molecular Formula: C22H25ClN4O5S

Molecular Weight: 492.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1S(=O)(=O)Nc1cc2c(cc1N1CCCCC1)n(C)c(=O)c(=O)n2C

Standard InChI:  InChI=1S/C22H25ClN4O5S/c1-25-17-12-15(24-33(30,31)20-11-14(23)7-8-19(20)32-3)16(27-9-5-4-6-10-27)13-18(17)26(2)22(29)21(25)28/h7-8,11-13,24H,4-6,9-10H2,1-3H3

Standard InChI Key:  OQCGNDZDLGRDBK-UHFFFAOYSA-N

Molfile:  

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    8.0622  -17.5223    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4293809

   5-chloro-N-(1,4-dimethyl-2,3-dioxo-7-piperidin-1-ylquinoxalin-6-yl)-2-methoxybenzenesulfonamide

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: 492.99

Molecular Weight (Monoisotopic): 492.1234

AlogP: 2.69

#Rotatable Bonds: 5

Polar Surface Area: 102.64

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.74

CX Basic pKa: 3.03

CX LogP: 2.25

CX LogD: 1.69

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.55

Np Likeness Score: -1.44

References

1. Zhu J, Zhou C, Caflisch A..  (2018)  Structure-based discovery of selective BRPF1 bromodomain inhibitors.,  155  [PMID:29902720] [10.1016/j.ejmech.2018.05.037]

Source

Source(1):

• Scientific Literature