8-(4-(2-(4-(3-(Trifluoromethyl)phenyl)piperidin-1-yl)ethyl)-1H-pyrazol-1-yl)pyrido[3,4-d]pyrimidin-4(3H)-one

ID: ALA3775548

PubChem CID: 137175122

Max Phase: Preclinical

Molecular Formula: C24H23F3N6O

Molecular Weight: 468.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]cnc2c(-n3cc(CCN4CCC(c5cccc(C(F)(F)F)c5)CC4)cn3)nccc12

Standard InChI:  InChI=1S/C24H23F3N6O/c25-24(26,27)19-3-1-2-18(12-19)17-6-10-32(11-7-17)9-5-16-13-31-33(14-16)22-21-20(4-8-28-22)23(34)30-15-29-21/h1-4,8,12-15,17H,5-7,9-11H2,(H,29,30,34)

Standard InChI Key:  ZBLHURFMYIWFIY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2928   -2.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    2.9980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0843    3.8599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5502    5.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0502    5.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5114    3.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9354    6.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4275    6.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3141    7.5414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8057    7.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6894    8.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0816    9.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5901   10.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7064    8.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9658   11.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4577   11.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3395   12.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7295   13.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2377   13.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3559   12.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6274   15.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3322   16.1045    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.4340   15.2585    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1389   16.2294    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  8  9  2  0
  9 10  1  0
  7 10  2  0
  3  7  1  0
  4  8  1  0
  5 11  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 12 16  1  0
 17 18  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 19 24  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 25 30  2  0
 22 25  1  0
 18 19  1  0
 15 17  1  0
  7 12  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3775548

   ---

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: 468.48

Molecular Weight (Monoisotopic): 468.1885

AlogP: 3.94

#Rotatable Bonds: 5

Polar Surface Area: 79.70

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.07

CX Basic pKa: 9.00

CX LogP: 3.28

CX LogD: 1.92

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.48

Np Likeness Score: -1.45

References

1. Bavetsias V, Lanigan RM, Ruda GF, Atrash B, McLaughlin MG, Tumber A, Mok NY, Le Bihan YV, Dempster S, Boxall KJ, Jeganathan F, Hatch SB, Savitsky P, Velupillai S, Krojer T, England KS, Sejberg J, Thai C, Donovan A, Pal A, Scozzafava G, Bennett JM, Kawamura A, Johansson C, Szykowska A, Gileadi C, Burgess-Brown NA, von Delft F, Oppermann U, Walters Z, Shipley J, Raynaud FI, Westaway SM, Prinjha RK, Fedorov O, Burke R, Schofield CJ, Westwood IM, Bountra C, Müller S, van Montfort RL, Brennan PE, Blagg J..  (2016)  8-Substituted Pyrido[3,4-d]pyrimidin-4(3H)-one Derivatives As Potent, Cell Permeable, KDM4 (JMJD2) and KDM5 (JARID1) Histone Lysine Demethylase Inhibitors.,  59  (4): [PMID:26741168] [10.1021/acs.jmedchem.5b01635]

Source

Source(1):

• Scientific Literature