2-((2-((5-((2,6-dichloro-3,5-dimethoxybenzyl)oxy)pyrimidin-2-yl)amino)-3-methylphenyl)amino)acetaldehyde

ID: ALA4742889

PubChem CID: 162645526

Max Phase: Preclinical

Molecular Formula: C22H22Cl2N4O4

Molecular Weight: 477.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(Cl)c(COc2cnc(Nc3c(C)cccc3NCC=O)nc2)c1Cl

Standard InChI:  InChI=1S/C22H22Cl2N4O4/c1-13-5-4-6-16(25-7-8-29)21(13)28-22-26-10-14(11-27-22)32-12-15-19(23)17(30-2)9-18(31-3)20(15)24/h4-6,8-11,25H,7,12H2,1-3H3,(H,26,27,28)

Standard InChI Key:  JOHIKBITJWWHQQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.9346  -21.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6494  -21.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3658  -21.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.6451  -19.0995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3583  -18.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0719  -19.0977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7846  -18.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.3522  -17.8639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4953  -17.4422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   35.9242  -17.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6377  -17.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3498  -17.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.6255  -16.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9163  -16.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0659  -17.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6190  -15.3717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3302  -14.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7787  -17.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6398  -18.6716    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.1981  -16.2078    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.0759  -19.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2211  -19.9249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5068  -20.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7922  -19.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7920  -19.1003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 20 23  1  0
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 22 25  1  0
 17 26  1  0
 21 27  1  0
  5 28  1  0
  1 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742889

   ---

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: 477.35

Molecular Weight (Monoisotopic): 476.1018

AlogP: 5.04

#Rotatable Bonds: 10

Polar Surface Area: 94.60

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.45

CX Basic pKa: 2.64

CX LogP: 3.93

CX LogD: 3.93

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -0.61

References

1. Deng W,Chen X,Jiang K,Song X,Huang M,Tu ZC,Zhang Z,Lin X,Ortega R,Patterson AV,Smaill JB,Ding K,Chen S,Chen Y,Lu X.  (2021)  Investigation of Covalent Warheads in the Design of 2-Aminopyrimidine-based FGFR4 Inhibitors.,  12  (4.0): [PMID:33859803] [10.1021/acsmedchemlett.1c00052]

Source

Source(1):

• Scientific Literature