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

ID: ALA4750816

PubChem CID: 162652182

Max Phase: Preclinical

Molecular Formula: C21H19Cl2N5O3

Molecular Weight: 460.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(Cl)c(COc2cnc(Nc3c(C)cccc3NC#N)nc2)c1Cl

Standard InChI:  InChI=1S/C21H19Cl2N5O3/c1-12-5-4-6-15(27-11-24)20(12)28-21-25-8-13(9-26-21)31-10-14-18(22)16(29-2)7-17(30-3)19(14)23/h4-9,27H,10H2,1-3H3,(H,25,26,28)

Standard InChI Key:  TYZARYXVJAAWDV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   17.2331   -6.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2320   -7.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9468   -7.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6633   -7.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6604   -6.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9450   -5.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9426   -5.1501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6559   -4.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3695   -5.1482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0823   -4.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0802   -3.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3595   -3.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6496   -3.9144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7929   -3.4927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5093   -3.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2220   -3.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9355   -3.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6477   -3.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6446   -2.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9233   -2.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2140   -2.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3638   -3.8920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9168   -1.4220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6281   -1.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0768   -3.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9377   -4.7221    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.4958   -2.2581    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.3734   -5.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5185   -5.9756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8041   -6.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0926   -6.7996    0.0000 N   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
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 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  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4750816

   ---

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: 460.32

Molecular Weight (Monoisotopic): 459.0865

AlogP: 5.32

#Rotatable Bonds: 8

Polar Surface Area: 101.32

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.69

CX Basic pKa: 1.98

CX LogP: 4.59

CX LogD: 4.59

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.34

Np Likeness Score: -0.85

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