2-chloro-N-(2-((5-((2,6-dichloro-3,5-dimethoxybenzyl)oxy)pyrimidin-2-yl)amino)-3-methylphenyl)acetamide

ID: ALA4763652

PubChem CID: 162661877

Max Phase: Preclinical

Molecular Formula: C22H21Cl3N4O4

Molecular Weight: 511.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(Cl)c(COc2cnc(Nc3c(C)cccc3NC(=O)CCl)nc2)c1Cl

Standard InChI:  InChI=1S/C22H21Cl3N4O4/c1-12-5-4-6-15(28-18(30)8-23)21(12)29-22-26-9-13(10-27-22)33-11-14-19(24)16(31-2)7-17(32-3)20(14)25/h4-7,9-10H,8,11H2,1-3H3,(H,28,30)(H,26,27,29)

Standard InChI Key:  NYHIQYJMJPLYCG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.4433  -13.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1582  -13.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8746  -13.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8718  -12.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.1539  -11.4414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8671  -11.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5808  -11.4395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2935  -11.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2915  -10.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5708   -9.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8610  -10.2058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0042   -9.7841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7204  -10.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4331   -9.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1465  -10.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8588   -9.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8557   -8.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1343   -8.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4251   -8.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5748  -10.1834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1279   -7.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8391   -7.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2877   -9.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1488  -11.0136    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.7070   -8.5497    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.5847  -12.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7300  -12.2669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0156  -12.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3011  -12.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5866  -12.6799    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.0158  -13.5045    0.0000 O   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  2  0
  6  1  1  0
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  8  9  2  0
  9 10  1  0
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 21 16  1  0
 18 22  1  0
 20 23  1  0
 23 24  1  0
 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  1  0
 30 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763652

   ---

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: 511.79

Molecular Weight (Monoisotopic): 510.0628

AlogP: 5.61

#Rotatable Bonds: 9

Polar Surface Area: 94.60

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.73

CX Basic pKa: 1.77

CX LogP: 4.92

CX LogD: 4.92

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.36

Np Likeness Score: -0.91

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