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

ID: ALA4538741

PubChem CID: 155549007

Max Phase: Preclinical

Molecular Formula: C24H26N6O2

Molecular Weight: 430.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(C2CCN(CCc3cnn(-c4nccc5c(=O)[nH]cnc45)c3)CC2)c1

Standard InChI:  InChI=1S/C24H26N6O2/c1-32-20-4-2-3-19(13-20)18-7-11-29(12-8-18)10-6-17-14-28-30(15-17)23-22-21(5-9-25-23)24(31)27-16-26-22/h2-5,9,13-16,18H,6-8,10-12H2,1H3,(H,26,27,31)

Standard InChI Key:  VCITXXCATLNLDE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   27.9564   -2.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9553   -3.6632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6633   -4.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6615   -2.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3702   -2.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3709   -3.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0795   -4.0661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7877   -3.6553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7830   -2.8332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0739   -2.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6657   -4.8869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0057   -5.3688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2601   -6.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0773   -6.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3279   -5.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0695   -1.6126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5592   -6.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3717   -6.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8537   -7.3761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5186   -8.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9968   -8.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8101   -8.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1429   -7.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6624   -7.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2870   -9.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9520  -10.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4306  -10.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2444  -10.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5771   -9.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0964   -9.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3897   -9.8409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8714  -10.5010    0.0000 C   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  9  1  0
  9 10  1  0
 10  5  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
  3 11  1  0
 10 16  2  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 22 25  1  0
 29 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538741

   ---

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: 430.51

Molecular Weight (Monoisotopic): 430.2117

AlogP: 2.93

#Rotatable Bonds: 6

Polar Surface Area: 88.93

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.07

CX Basic pKa: 9.02

CX LogP: 2.24

CX LogD: 0.87

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.51

Np Likeness Score: -1.24

References

1. Le Bihan YV, Lanigan RM, Atrash B, McLaughlin MG, Velupillai S, Malcolm AG, England KS, Ruda GF, Mok NY, Tumber A, Tomlin K, Saville H, Shehu E, McAndrew C, Carmichael L, Bennett JM, Jeganathan F, Eve P, Donovan A, Hayes A, Wood F, Raynaud FI, Fedorov O, Brennan PE, Burke R, van Montfort RLM, Rossanese OW, Blagg J, Bavetsias V..  (2019)  C8-substituted pyrido[3,4-d]pyrimidin-4(3H)-ones: Studies towards the identification of potent, cell penetrant Jumonji C domain containing histone lysine demethylase 4 subfamily (KDM4) inhibitors, compound profiling in cell-based target engagement assays.,  177  [PMID:31158747] [10.1016/j.ejmech.2019.05.041]

Source

Source(1):

• Scientific Literature