K00567a

ID: ALA408678

Max Phase: Preclinical

Molecular Formula: C20H13ClFN3O

Molecular Weight: 365.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c(-c2ccc(F)cc2)c(-c2ccncc2)[nH]n1-c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C20H13ClFN3O/c21-15-3-7-17(8-4-15)25-20(26)18(13-1-5-16(22)6-2-13)19(24-25)14-9-11-23-12-10-14/h1-12,24H

Standard InChI Key:  DZFBYHUKZSRPHU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   -0.5158  -12.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5045  -13.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2847  -13.6679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7608  -12.9899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2666  -12.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1882  -12.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1108  -11.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855  -10.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5377  -11.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6113  -11.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9358  -12.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1657  -13.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9258  -13.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5889  -14.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4930  -14.8988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7285  -15.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0686  -14.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534  -10.7517    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5096  -11.5439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5805  -12.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0018  -13.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8234  -13.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2247  -12.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982  -12.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9781  -12.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0469  -12.9401    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
  6  7  2  0
 13 14  1  0
  2  3  1  0
 14 15  2  0
  7  8  1  0
 15 16  1  0
  3  4  1  0
 16 17  2  0
 17 12  1  0
  2 12  1  0
  8  9  2  0
  9 18  1  0
  4  5  1  0
  5 19  2  0
  9 10  1  0
  5  1  1  0
 20 21  2  0
 10 11  2  0
 21 22  1  0
 11  6  1  0
 22 23  2  0
  1  6  1  0
 23 24  1  0
  1  2  2  0
 24 25  2  0
 25 20  1  0
  4 20  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA408678

   ---

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: 365.80

Molecular Weight (Monoisotopic): 365.0731

AlogP: 4.69

#Rotatable Bonds: 3

Polar Surface Area: 50.68

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.45

CX Basic pKa: 3.21

CX LogP: 3.57

CX LogD: 2.76

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: -1.17

References

1. Fedorov O, Marsden B, Pogacic V, Rellos P, Müller S, Bullock AN, Schwaller J, Sundström M, Knapp S..  (2007)  A systematic interaction map of validated kinase inhibitors with Ser/Thr kinases.,  104  (51): [PMID:18077363] [10.1073/pnas.0708800104]

Source

Source(1):

• Scientific Literature