3-((2,5-Dioxo-4-(2-phenoxyphenyl)-2,5-dihydro-1H-pyrrol-3-yl)-amino)benzonitrile

ID: ALA4877169

PubChem CID: 164625998

Max Phase: Preclinical

Molecular Formula: C23H15N3O3

Molecular Weight: 381.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(NC2=C(c3ccccc3Oc3ccccc3)C(=O)NC2=O)c1

Standard InChI:  InChI=1S/C23H15N3O3/c24-14-15-7-6-8-16(13-15)25-21-20(22(27)26-23(21)28)18-11-4-5-12-19(18)29-17-9-2-1-3-10-17/h1-13H,(H2,25,26,27,28)

Standard InChI Key:  KFWIRUUNWBMPHH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.4146   -2.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6690   -1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0061   -1.3404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3473   -1.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1730   -3.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3537   -3.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9286   -3.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3218   -4.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1443   -4.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5656   -4.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8942   -3.2609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7075   -3.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1127   -3.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9252   -3.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3323   -3.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9210   -2.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1098   -2.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4466   -1.5710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5700   -1.5703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3338   -4.6746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7424   -5.3824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9619   -2.5605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1450   -2.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7584   -1.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9422   -1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5161   -2.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9122   -3.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7272   -3.2377    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
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  6  1  1  0
  2 12  1  0
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 16 17  1  0
 17 18  2  0
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  3 19  2  0
  5 20  2  0
 15 21  1  0
 21 22  3  0
  7 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877169

   ---

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: 381.39

Molecular Weight (Monoisotopic): 381.1113

AlogP: 3.83

#Rotatable Bonds: 5

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: 9.54

CX Basic pKa: ┄

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: -0.70

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