1-(11-Oxo-10-pyridin-4-yl-10,11-dihydro-5-oxa-4,10-diaza-dibenzo[a,d]cyclohepten-7-yl)-3-propyl-urea

ID: ALA4784034

PubChem CID: 162665348

Max Phase: Preclinical

Molecular Formula: C21H19N5O3

Molecular Weight: 389.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNC(=O)Nc1ccc2c(c1)Oc1ncccc1C(=O)N2c1ccncc1

Standard InChI:  InChI=1S/C21H19N5O3/c1-2-9-24-21(28)25-14-5-6-17-18(13-14)29-19-16(4-3-10-23-19)20(27)26(17)15-7-11-22-12-8-15/h3-8,10-13H,2,9H2,1H3,(H2,24,25,28)

Standard InChI Key:  UJBHDCQXVDDIJD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   15.3063  -13.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0873  -13.6870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1111  -11.8861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7081  -13.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7097  -12.3612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4236  -11.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1404  -12.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1387  -13.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4202  -13.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3477  -12.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9783  -12.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2036  -12.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7924  -12.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1618  -11.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9423  -11.3944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7747  -14.1287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2664  -14.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0544  -14.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2336  -15.5435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6246  -16.1025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8336  -15.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6582  -15.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8559  -11.9518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5708  -12.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2862  -11.9528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5703  -13.1910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2851  -13.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2846  -14.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9995  -14.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  1  2  1  0
  5  3  1  0
  3 10  1  0
  2  4  1  0
  4  5  1  0
  4  9  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
 10 11  1  0
 10 15  2  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  1 16  2  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  7 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4784034

   ---

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: 389.42

Molecular Weight (Monoisotopic): 389.1488

AlogP: 4.09

#Rotatable Bonds: 4

Polar Surface Area: 96.45

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.19

CX Basic pKa: 4.18

CX LogP: 2.28

CX LogD: 2.28

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.70

Np Likeness Score: -1.74

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