5-[(2,6-Difluoro-3,5-dimethoxyphenyl)methoxy]-N-{1-[2-(piperazin-1-yl)ethyl]-1H-pyrazol-4-yl}pyrimidin-2-amine trihydrochloride

ID: ALA5201061

PubChem CID: 168291722

Max Phase: Preclinical

Molecular Formula: C22H30Cl3F2N7O3

Molecular Weight: 475.50

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(F)c(COc2cnc(Nc3cnn(CCN4CCNCC4)c3)nc2)c1F.Cl.Cl.Cl

Standard InChI:  InChI=1S/C22H27F2N7O3.3ClH/c1-32-18-9-19(33-2)21(24)17(20(18)23)14-34-16-11-26-22(27-12-16)29-15-10-28-31(13-15)8-7-30-5-3-25-4-6-30;;;/h9-13,25H,3-8,14H2,1-2H3,(H,26,27,29);3*1H

Standard InChI Key:  NCPIYNGRJGPLEP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 37 37  0  0  0  0  0  0  0  0999 V2000
    2.4508   -2.8432    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7945   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0799   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3680   -0.8245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3680   -1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3666   -1.3722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146   -1.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8422    0.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6673    0.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0799   -0.6576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6673   -1.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422   -1.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0089   -2.8432    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6428   -2.8432    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
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  5  4  2  0
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  2 10  1  0
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 32 31  1  0
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 34 33  1  0
 35 34  1  0
 30 35  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 475.50

Molecular Weight (Monoisotopic): 475.2143

AlogP: 2.20

#Rotatable Bonds: 10

Polar Surface Area: 98.59

Molecular Species: BASE

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.87

CX Basic pKa: 9.21

CX LogP: 1.62

CX LogD: -0.20

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -1.41

References

1. Kuriwaki I, Kameda M, Iikubo K, Hisamichi H, Kawamoto Y, Kikuchi S, Moritomo H, Terasaka T, Iwai Y, Noda A, Tomiyama H, Kikuchi A, Hirano M..  (2022)  Discovery of ASP5878: Synthesis and structure-activity relationships of pyrimidine derivatives as pan-FGFRs inhibitors with improved metabolic stability and suppressed hERG channel inhibitory activity.,  59  [PMID:35219181] [10.1016/j.bmc.2022.116657]

Source

Source(1):

• Scientific Literature