(4-(6,7-dimethoxyquinazolin-4-yl)piperidin-1-yl)(5-(trifluoromethoxy)pyridin-2-yl)methanone

ID: ALA4515161

PubChem CID: 139466459

Max Phase: Preclinical

Molecular Formula: C22H21F3N4O4

Molecular Weight: 462.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2ncnc(C3CCN(C(=O)c4ccc(OC(F)(F)F)cn4)CC3)c2cc1OC

Standard InChI:  InChI=1S/C22H21F3N4O4/c1-31-18-9-15-17(10-19(18)32-2)27-12-28-20(15)13-5-7-29(8-6-13)21(30)16-4-3-14(11-26-16)33-22(23,24)25/h3-4,9-13H,5-8H2,1-2H3

Standard InChI Key:  XJORKCDLNVMRTB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   45.1560  -12.8027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.0373  -13.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0362  -14.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7442  -14.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4539  -14.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4511  -13.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7424  -12.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3281  -14.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6208  -14.0379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.3275  -15.2642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6178  -15.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6152  -16.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3208  -16.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0306  -16.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0349  -15.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3170  -17.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3083  -19.3427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0203  -18.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0208  -18.1178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6020  -18.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6080  -18.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9060  -17.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1975  -18.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1953  -18.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8979  -19.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4867  -19.3321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7799  -18.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4916  -17.6948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7821  -18.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1506  -11.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8556  -11.5722    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.4403  -11.5816    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   45.1436  -11.1683    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  3  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 21  2  0
 20 17  2  0
 17 18  1  0
 18 19  2  0
 19 16  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 24 26  1  0
 26 27  1  0
 23 28  1  0
 28 29  1  0
  6  1  1  0
  1 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4515161

   ---

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: 462.43

Molecular Weight (Monoisotopic): 462.1515

AlogP: 3.96

#Rotatable Bonds: 5

Polar Surface Area: 86.67

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.58

CX LogP: 3.41

CX LogD: 3.41

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.57

Np Likeness Score: -1.07

References

1. Nguyen D, Lemos C, Wortmann L, Eis K, Holton SJ, Boemer U, Moosmayer D, Eberspaecher U, Weiske J, Lechner C, Prechtl S, Suelzle D, Siegel F, Prinz F, Lesche R, Nicke B, Nowak-Reppel K, Himmel H, Mumberg D, von Nussbaum F, Nising CF, Bauser M, Haegebarth A..  (2019)  Discovery and Characterization of the Potent and Highly Selective (Piperidin-4-yl)pyrido[3,2- d]pyrimidine Based in Vitro Probe BAY-885 for the Kinase ERK5.,  62  (2): [PMID:30563338] [10.1021/acs.jmedchem.8b01606]

Source

Source(1):

• Scientific Literature