8-[3-(Difluoromethyl)phenyl]-1-(tetrahydro-2H-pyran-4-yl)[1,2,4]triazolo[4,3-a]quinoxaline

ID: ALA4877926

PubChem CID: 164628295

Max Phase: Preclinical

Molecular Formula: C21H18F2N4O

Molecular Weight: 380.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  FC(F)c1cccc(-c2ccc3ncc4nnc(C5CCOCC5)n4c3c2)c1

Standard InChI:  InChI=1S/C21H18F2N4O/c22-20(23)16-3-1-2-14(10-16)15-4-5-17-18(11-15)27-19(12-24-17)25-26-21(27)13-6-8-28-9-7-13/h1-5,10-13,20H,6-9H2

Standard InChI Key:  WRNCIFYXNUAFIH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   24.6877   -4.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6865   -5.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3987   -5.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3969   -4.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1097   -4.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1104   -5.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8231   -5.8821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5355   -5.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8175   -4.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5297   -4.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1294   -4.0842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7919   -3.3440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9796   -3.4363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4232   -2.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6751   -2.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1227   -1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3195   -1.6166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0717   -2.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6230   -3.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9778   -4.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9789   -3.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2678   -3.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5593   -3.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5621   -4.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2696   -4.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2680   -2.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9759   -1.7785    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.5604   -1.7781    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8 10  1  0
  9  5  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
 14 15  1  0
 14 19  1  0
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 13 14  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  1 20  1  0
 22 26  1  0
 26 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877926

   ---

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: 380.40

Molecular Weight (Monoisotopic): 380.1449

AlogP: 4.78

#Rotatable Bonds: 3

Polar Surface Area: 52.31

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.00

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -1.32

References

1. Berger M, Wortmann L, Buchgraber P, Lücking U, Zitzmann-Kolbe S, Wengner AM, Bader B, Bömer U, Briem H, Eis K, Rehwinkel H, Bartels F, Moosmayer D, Eberspächer U, Lienau P, Hammer S, Schatz CA, Wang Q, Wang Q, Mumberg D, Nising CF, Siemeister G..  (2021)  BAY-8400: A Novel Potent and Selective DNA-PK Inhibitor which Shows Synergistic Efficacy in Combination with Targeted Alpha Therapies.,  64  (17.0): [PMID:34428039] [10.1021/acs.jmedchem.1c00762]

Source

Source(1):

• Scientific Literature