MEK_Inhibitor_I

ID: ALA2218939

PubChem CID: 71450809

Max Phase: Preclinical

Molecular Formula: C21H19N3OS

Molecular Weight: 361.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/C(=C(/N)SC1C=CC=CC1)c1cccc(C(O)c2ccncc2)c1

Standard InChI:  InChI=1S/C21H19N3OS/c22-14-19(21(23)26-18-7-2-1-3-8-18)16-5-4-6-17(13-16)20(25)15-9-11-24-12-10-15/h1-7,9-13,18,20,25H,8,23H2/b21-19+

Standard InChI Key:  YYDPEIRKANIXMV-XUTLUUPISA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    5.0012    6.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0000    5.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7148    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4312    5.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4283    6.4913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7130    6.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1412    6.9065    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.8572    6.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5700    6.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8603    5.6717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2860    6.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5669    7.7368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5607    8.5625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2860    5.6783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0011    5.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7150    5.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7092    6.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9935    6.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4206    6.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1380    6.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4146    7.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1387    5.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8553    5.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5677    5.7096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5590    6.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8419    6.9423    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  2  0
  4  5  1  0
  5  6  1  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  9 11  1  0
  9 12  1  0
 12 13  3  0
 11 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 11  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2218939

   (Z)-3-amino-3-cyclohexa-2,4-dien-1-ylsulfanyl-2-[3-[hydroxy(pyridin-4-yl)methyl]phenyl]prop-2-enenitrile

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 361.47

Molecular Weight (Monoisotopic): 361.1249

AlogP: 3.93

#Rotatable Bonds: 5

Polar Surface Area: 82.93

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.51

CX Basic pKa: 4.98

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.79

Np Likeness Score: 0.37

References

1. Gao Y, Davies SP, Augustin M, Woodward A, Patel UA, Kovelman R, Harvey KJ..  (2013)  A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.,  451  (2): [PMID:23398362] [10.1042/bj20121418]

Source

Source(1):

• Scientific Literature