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

ID: ALA4877101

PubChem CID: 164628903

Max Phase: Preclinical

Molecular Formula: C21H13N3O2

Molecular Weight: 339.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(NC2=C(c3cccc4ccccc34)C(=O)NC2=O)c1

Standard InChI:  InChI=1S/C21H13N3O2/c22-12-13-5-3-8-15(11-13)23-19-18(20(25)24-21(19)26)17-10-4-7-14-6-1-2-9-16(14)17/h1-11H,(H2,23,24,25,26)

Standard InChI Key:  KPRVTRYCSICYGC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.9684   -7.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7856   -7.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0400   -7.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3770   -6.7140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7183   -7.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5439   -8.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6927  -10.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5152  -10.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9366   -9.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2652   -8.6345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0785   -8.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4836   -9.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2962   -9.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7033   -8.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2920   -7.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4807   -7.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8175   -6.9447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9410   -6.9440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7047  -10.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1133  -10.7560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2996   -9.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7234   -8.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322   -7.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5174   -7.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0954   -8.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4890   -9.3338    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 22  2  0
 21  7  2  0
  7  8  1  0
  8  9  2  0
  9  6  1  0
  6  1  1  0
  2 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  3 17  2  0
  5 18  2  0
 13 19  1  0
 19 20  3  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877101

   ---

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: 339.35

Molecular Weight (Monoisotopic): 339.1008

AlogP: 3.19

#Rotatable Bonds: 3

Polar Surface Area: 81.99

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.55

CX Basic pKa: ┄

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -0.72

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