8-(4-(2-(4-(3-(Pyrrolidin-1-ylmethyl)-5-(trifluoromethyl)phenyl)piperidin-1-yl)ethyl)-1H-pyrazol-1-yl)pyrido[3,4-d]pyrimidin-4(3H)-one

ID: ALA4516101

PubChem CID: 155540290

Max Phase: Preclinical

Molecular Formula: C29H32F3N7O

Molecular Weight: 551.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]cnc2c(-n3cc(CCN4CCC(c5cc(CN6CCCC6)cc(C(F)(F)F)c5)CC4)cn3)nccc12

Standard InChI:  InChI=1S/C29H32F3N7O/c30-29(31,32)24-14-21(17-38-8-1-2-9-38)13-23(15-24)22-5-11-37(12-6-22)10-4-20-16-36-39(18-20)27-26-25(3-7-33-27)28(40)35-19-34-26/h3,7,13-16,18-19,22H,1-2,4-6,8-12,17H2,(H,34,35,40)

Standard InChI Key:  LAGKZFNQXIBSDJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.5033   -4.8874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2116   -4.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2069   -3.6545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4978   -3.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.7109  -10.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3758  -10.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8545  -11.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.2953  -11.3223    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.1443   -9.9149    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.6003  -10.4460    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.5208  -12.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7079  -12.4141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1621  -11.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 35  1  0
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 37 38  1  0
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 39 40  1  0
 40 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4516101

   ---

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: 551.62

Molecular Weight (Monoisotopic): 551.2620

AlogP: 4.54

#Rotatable Bonds: 7

Polar Surface Area: 82.94

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.07

CX Basic pKa: 9.00

CX LogP: 3.62

CX LogD: 1.72

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.36

Np Likeness Score: -1.36

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