3-((4-(4-bromo-2-methoxyphenyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)amino)benzonitrile

ID: ALA4878325

PubChem CID: 164626054

Max Phase: Preclinical

Molecular Formula: C18H12BrN3O3

Molecular Weight: 398.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Br)ccc1C1=C(Nc2cccc(C#N)c2)C(=O)NC1=O

Standard InChI:  InChI=1S/C18H12BrN3O3/c1-25-14-8-11(19)5-6-13(14)15-16(18(24)22-17(15)23)21-12-4-2-3-10(7-12)9-20/h2-8H,1H3,(H2,21,22,23,24)

Standard InChI Key:  NYZXUVGUIAUXBT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   12.1165  -22.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9337  -22.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1881  -21.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5251  -21.4606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8664  -21.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6920  -23.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8727  -23.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4477  -24.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8408  -24.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6633  -24.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0847  -24.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4133  -23.3811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2266  -23.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6317  -24.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4442  -24.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8514  -23.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4400  -22.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6288  -22.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9656  -21.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0890  -21.6906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8528  -24.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2614  -25.5026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4810  -22.6807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6640  -22.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4173  -25.5141    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  6  1  1  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  3 19  2  0
  5 20  2  0
 15 21  1  0
 21 22  3  0
  7 23  1  0
 23 24  1  0
  9 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878325

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 398.22

Molecular Weight (Monoisotopic): 397.0062

AlogP: 2.81

#Rotatable Bonds: 4

Polar Surface Area: 91.22

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.68

CX Basic pKa: ┄

CX LogP: 2.42

CX LogD: 2.41

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -0.68

References

1. Serafim RAM, Sorrell FJ, Berger BT, Collins RJ, Vasconcelos SNS, Massirer KB, Knapp S, Bennett J, Fedorov O, Patel H, Zuercher WJ, Elkins JM..  (2021)  Discovery of a Potent Dual SLK/STK10 Inhibitor Based on a Maleimide Scaffold.,  64  (18.0): [PMID:34463505] [10.1021/acs.jmedchem.0c01579]

Source

Source(1):

• Scientific Literature