3-((3,4-Dimethoxyphenyl)amino-4-((2-methoxyphenyl)amino)-1H-pyrrole-2,5-dione

ID: ALA4876004

PubChem CID: 164626816

Max Phase: Preclinical

Molecular Formula: C19H18N2O5

Molecular Weight: 354.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC2=C(c3ccccc3OC)C(=O)NC2=O)cc1OC

Standard InChI:  InChI=1S/C19H18N2O5/c1-24-13-7-5-4-6-12(13)16-17(19(23)21-18(16)22)20-11-8-9-14(25-2)15(10-11)26-3/h4-10H,1-3H3,(H2,20,21,22,23)

Standard InChI Key:  XNHQSWIDSXSZBR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   11.4479  -18.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2651  -18.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5194  -17.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8565  -17.2054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1977  -17.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0234  -19.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2041  -19.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7791  -19.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1722  -20.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9947  -20.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4161  -19.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7446  -19.1260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5579  -19.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9631  -19.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7756  -19.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1828  -19.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7714  -18.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9602  -18.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2970  -17.4361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4204  -17.4354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8123  -18.4255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9954  -18.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0000  -19.1255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4098  -19.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1842  -20.5397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0014  -20.5397    0.0000 C   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
  7 21  1  0
 21 22  1  0
 16 23  1  0
 23 24  1  0
 15 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876004

   ---

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: 354.36

Molecular Weight (Monoisotopic): 354.1216

AlogP: 2.19

#Rotatable Bonds: 6

Polar Surface Area: 85.89

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.55

CX Basic pKa: ┄

CX LogP: 1.47

CX LogD: 1.47

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.77

Np Likeness Score: -0.20

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