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

ID: ALA4856751

PubChem CID: 164611904

Max Phase: Preclinical

Molecular Formula: C18H12BrN3O3

Molecular Weight: 398.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Br)cc1C1=C(Nc2cccc(C#N)c2)C(=O)NC1=O

Standard InChI:  InChI=1S/C18H12BrN3O3/c1-25-14-6-5-11(19)8-13(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:  PJQXOWLFWLVNJN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   19.0750  -22.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8922  -22.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1466  -21.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4836  -21.0892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8249  -21.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6505  -23.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8312  -23.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4062  -23.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7993  -24.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6218  -24.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0432  -23.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3718  -23.0097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1851  -23.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5902  -23.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4028  -23.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8099  -23.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3985  -22.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5873  -22.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9241  -21.3198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0476  -21.3191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8113  -24.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2199  -25.1312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4395  -22.3093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6225  -22.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0169  -25.1751    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
 10 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4856751

   ---

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: -0.79

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