2-Hydroxy-2-methyl-N-(11-oxo-10-pyridin-4-yl-10,11-dihydro-5-oxa-4,10-diaza-dibenzo[a,d]cyclohepten-7-yl)propionamide

ID: ALA4794940

PubChem CID: 162674337

Max Phase: Preclinical

Molecular Formula: C21H18N4O4

Molecular Weight: 390.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(O)C(=O)Nc1ccc2c(c1)Oc1ncccc1C(=O)N2c1ccncc1

Standard InChI:  InChI=1S/C21H18N4O4/c1-21(2,28)20(27)24-13-5-6-16-17(12-13)29-18-15(4-3-9-23-18)19(26)25(16)14-7-10-22-11-8-14/h3-12,28H,1-2H3,(H,24,27)

Standard InChI Key:  HHYRYKRHQMXQKZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   14.9261  -12.5740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9869  -12.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2050  -12.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4025  -12.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2079  -11.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9239  -10.9255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4958  -10.9255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5438  -11.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9008  -11.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7078  -10.8204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3516  -11.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3516  -12.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7078  -12.6741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9008  -12.4906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4397  -10.3253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6172  -10.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2559  -11.1291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7212  -11.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0636  -12.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7797  -12.1623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7797  -11.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0636  -10.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8495  -14.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6781  -13.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8792  -13.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2958  -14.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4714  -14.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2661  -15.0995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3891  -13.1344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  5  3  1  0
  5  6  2  0
  5  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  8 14  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  8 18  2  0
  9 15  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 11 22  2  0
 12 19  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 23 28  2  0
 13 25  1  0
 14 29  2  0
  7 21  1  0
  3  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4794940

   ---

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: 390.40

Molecular Weight (Monoisotopic): 390.1328

AlogP: 3.27

#Rotatable Bonds: 3

Polar Surface Area: 104.65

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.41

CX Basic pKa: 4.18

CX LogP: 1.70

CX LogD: 1.70

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -1.06

References

1. Martínez-González S,García AB,Albarrán MI,Cebriá A,Amezquita-Alves A,García-Campos FJ,Martínez-Gago J,Martínez-Torrecuadrada J,Muñoz IG,Blanco-Aparicio C,Pastor J.  (2020)  Pyrido[2,3-b][1,5]benzoxazepin-5(6H)-one derivatives as CDK8 inhibitors.,  201  [PMID:32599324] [10.1016/j.ejmech.2020.112443]

Source

Source(1):

• Scientific Literature