8-(Phenylamino)-1-(2,2,2-trifluoroethyl)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

ID: ALA1095709

PubChem CID: 46223562

Max Phase: Preclinical

Molecular Formula: C18H15F3N6O

Molecular Weight: 388.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1nn(CC(F)(F)F)c2c1CCc1cnc(Nc3ccccc3)nc1-2

Standard InChI:  InChI=1S/C18H15F3N6O/c19-18(20,21)9-27-15-12(14(26-27)16(22)28)7-6-10-8-23-17(25-13(10)15)24-11-4-2-1-3-5-11/h1-5,8H,6-7,9H2,(H2,22,28)(H,23,24,25)

Standard InChI Key:  HWASNOYCCGHVQF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    7.1020    2.7914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1009    1.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8156    1.5513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8138    3.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5292    2.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5326    1.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9606    2.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2409    3.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9640    1.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2466    1.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4207    0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2457    0.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5814    1.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2906    1.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0088    1.4318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2827    2.6622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3862    1.5522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6720    1.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6731    2.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9599    3.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442    2.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2462    1.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    1.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0033    0.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1784    0.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7613   -0.6731    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.7705    0.7557    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3535    0.0458    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 13  9  1  0
  3  6  2  0
 13 14  1  0
  1  2  2  0
 14 15  1  0
  5  8  1  0
 14 16  2  0
  6 10  1  0
  2 17  1  0
  9  7  1  0
 17 18  1  0
  7  8  1  0
 18 19  2  0
  9 10  2  0
 19 20  1  0
  5  4  2  0
 20 21  2  0
  4  1  1  0
 21 22  1  0
  5  6  1  0
 22 23  2  0
 23 18  1  0
 11 24  1  0
  2  3  1  0
 24 25  1  0
 10 11  1  0
 25 26  1  0
 11 12  1  0
 25 27  1  0
 12 13  2  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1095709

   8-(Phenylamino)-1-(2,2,2-trifluoroethyl)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

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: 388.35

Molecular Weight (Monoisotopic): 388.1259

AlogP: 2.84

#Rotatable Bonds: 4

Polar Surface Area: 98.72

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.39

CX Basic pKa: 1.68

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.72

Np Likeness Score: -1.39

References

1. Beria I, Ballinari D, Bertrand JA, Borghi D, Bossi RT, Brasca MG, Cappella P, Caruso M, Ceccarelli W, Ciavolella A, Cristiani C, Croci V, De Ponti A, Fachin G, Ferguson RD, Lansen J, Moll JK, Pesenti E, Posteri H, Perego R, Rocchetti M, Storici P, Volpi D, Valsasina B..  (2010)  Identification of 4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline derivatives as a new class of orally and selective Polo-like kinase 1 inhibitors.,  53  (9): [PMID:20397705] [10.1021/jm901713n]

Source

Source(1):

• Scientific Literature