3,3,3-Trifluoro-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: ALA4786883

PubChem CID: 162667138

Max Phase: Preclinical

Molecular Formula: C21H15F3N4O4

Molecular Weight: 444.37

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H15F3N4O4/c1-20(31,21(22,23)24)19(30)27-12-4-5-15-16(11-12)32-17-14(3-2-8-26-17)18(29)28(15)13-6-9-25-10-7-13/h2-11,31H,1H3,(H,27,30)

Standard InChI Key:  XACGKDHVTHRXLL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   15.2707  -11.7956    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.6929  -12.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4858  -12.5870    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.7684  -12.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9831  -11.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1931  -12.1773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9859  -11.1593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6908  -10.7548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2850  -10.7548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3947  -11.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7461  -10.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5405  -10.6514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1743  -11.1593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1743  -11.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5405  -12.4761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7461  -12.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2922  -10.1640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4826  -10.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1269  -10.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5850  -11.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8751  -12.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5801  -11.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5801  -11.1593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8751  -10.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6644  -14.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4957  -13.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7092  -13.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1350  -13.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3078  -14.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0901  -14.8636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2424  -12.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6936  -13.1981    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
  7  5  1  0
  7  8  2  0
  7  9  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 10 16  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 10 20  2  0
 11 17  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 13 24  2  0
 14 21  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 25 30  2  0
 15 27  1  0
 16 31  2  0
  9 23  1  0
  5  2  1  0
  2 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4786883

   ---

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: 444.37

Molecular Weight (Monoisotopic): 444.1045

AlogP: 3.81

#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: 9.45

CX Basic pKa: 4.18

CX LogP: 2.29

CX LogD: 2.29

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.64

Np Likeness Score: -1.13

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