4-Cyano-2-fluoro-N-(1-methyl-2-oxo-1,2-dihydroquinolin-6-yl)benzenesulfonamide

ID: ALA4089311

PubChem CID: 118918733

Max Phase: Preclinical

Molecular Formula: C17H12FN3O3S

Molecular Weight: 357.37

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Cn1c(=O)ccc2cc(NS(=O)(=O)c3ccc(C#N)cc3F)ccc21

Standard InChI:  InChI=1S/C17H12FN3O3S/c1-21-15-5-4-13(9-12(15)3-7-17(21)22)20-25(23,24)16-6-2-11(10-19)8-14(16)18/h2-9,20H,1H3

Standard InChI Key:  IRRVQRURTPCURB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   14.7879   -4.8082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3834   -4.1025    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.9744   -4.8056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8017   -4.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8006   -4.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5086   -5.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5069   -3.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2155   -4.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2143   -4.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9205   -5.3285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6324   -4.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6335   -4.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9228   -3.6872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3390   -5.3320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0939   -3.6940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6785   -3.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6820   -2.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9750   -2.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2664   -2.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2692   -3.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9768   -4.1031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9182   -6.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9800   -4.9203    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.5612   -2.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8529   -2.0605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 11 14  2  0
  4 15  1  0
 15  2  1  0
  2 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 10 22  1  0
 21 23  1  0
 24 25  3  0
 19 24  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4089311

    ---

Associated Targets(Human)

BRPF3 Tchem Bromodomain and PHD finger-containing protein 3 (154 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BRD1 Tchem Bromodomain-containing protein 1 (256 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BRPF1 Tchem Peregrin (2217 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Biocomponents

Calculated Properties

Molecular Weight: 357.37Molecular Weight (Monoisotopic): 357.0583AlogP: 2.35#Rotatable Bonds: 3
Polar Surface Area: 91.96Molecular Species: NEUTRALHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 6.66CX Basic pKa: CX LogP: 1.95CX LogD: 1.35
Aromatic Rings: 3Heavy Atoms: 25QED Weighted: 0.78Np Likeness Score: -2.12

References

1. Igoe N, Bayle ED, Fedorov O, Tallant C, Savitsky P, Rogers C, Owen DR, Deb G, Somervaille TC, Andrews DM, Jones N, Cheasty A, Ryder H, Brennan PE, Müller S, Knapp S, Fish PV..  (2017)  Design of a Biased Potent Small Molecule Inhibitor of the Bromodomain and PHD Finger-Containing (BRPF) Proteins Suitable for Cellular and in Vivo Studies.,  60  (2): [PMID:28068087] [10.1021/acs.jmedchem.6b01583]
2. Palmer, Wylie S WS and 21 more authors.  2016-02-25  Structure-Guided Design of IACS-9571, a Selective High-Affinity Dual TRIM24-BRPF1 Bromodomain Inhibitor.  [PMID:26061247]
3. Romero, F Anthony FA and 5 more authors.  2016-02-25  Disrupting Acetyl-Lysine Recognition: Progress in the Development of Bromodomain Inhibitors.  [PMID:26572217]
4. Moustakim, Moses; Clark, Peter G K; Hay, Duncan A; Dixon, Darren J and Brennan, Paul E.  2016-12-07  Chemical probes and inhibitors of bromodomains outside the BET family.  [PMID:29170712]

Source