N-(4-(5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-3,5-difluorophenyl)propane-1-sulfonamide

ID: ALA3415553

Chembl Id: CHEMBL3415553

PubChem CID: 90120675

Max Phase: Preclinical

Molecular Formula: C23H18ClF2N3O3S

Molecular Weight: 489.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCS(=O)(=O)Nc1cc(F)c(C(=O)c2c[nH]c3ncc(-c4ccc(Cl)cc4)cc23)c(F)c1

Standard InChI:  InChI=1S/C23H18ClF2N3O3S/c1-2-7-33(31,32)29-16-9-19(25)21(20(26)10-16)22(30)18-12-28-23-17(18)8-14(11-27-23)13-3-5-15(24)6-4-13/h3-6,8-12,29H,2,7H2,1H3,(H,27,28)

Standard InChI Key:  WCJKXQIGIZQRIB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3415553

   N-[4-[5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-3,5-difluorophenyl]propane-1-sulfonamide

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: 489.93

Molecular Weight (Monoisotopic): 489.0725

AlogP: 5.54

#Rotatable Bonds: 7

Polar Surface Area: 91.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.63

CX Basic pKa: 2.30

CX LogP: 4.62

CX LogD: 4.45

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: -1.31

References

1. Arora R, Di Michele M, Stes E, Vandermarliere E, Martens L, Gevaert K, Van Heerde E, Linders JT, Brehmer D, Jacoby E, Bonnet P..  (2015)  Structural investigation of B-Raf paradox breaker and inducer inhibitors.,  58  (4): [PMID:25611072] [10.1021/jm501667n]

2. Patinote C,Deleuze-Masquéfa C,Kaddour KH,Vincent LA,Larive R,Zghaib Z,Guichou JF,Assaf MD,Cuq P,Bonnet PA.  (2021)  Imidazo[1,2-a]quinoxalines for melanoma treatment with original mechanism of action.,  212  [PMID:33309473] [10.1016/j.ejmech.2020.113031]

Source

Source(1):

• Scientific Literature