N2-[4-(4-ethylpiperazin-1-yl)phenyl]-N4-(1H-indazol-6-yl)-5-methyl-pyrimidine-2,4-diamine

ID: ALA5208704

PubChem CID: 168297730

Max Phase: Preclinical

Molecular Formula: C24H28N8

Molecular Weight: 428.54

Names and Identifiers

Canonical SMILES:  CCN1CCN(c2ccc(Nc3ncc(C)c(Nc4ccc5cn[nH]c5c4)n3)cc2)CC1

Standard InChI:  InChI=1S/C24H28N8/c1-3-31-10-12-32(13-11-31)21-8-6-19(7-9-21)28-24-25-15-17(2)23(29-24)27-20-5-4-18-16-26-30-22(18)14-20/h4-9,14-16H,3,10-13H2,1-2H3,(H,26,30)(H2,25,27,28,29)

Standard InChI Key:  XPIJYXJOPYOBMH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.1528    0.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8647   -0.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8647   -1.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2763   -1.4440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9910   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7058   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4179   -1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9910   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5617    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7209   -1.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7209   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0105    0.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2940   -0.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5793    0.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5059   -1.2831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5059    0.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9910   -0.6154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9910    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  6  7  1  0
  7  8  1  0
  9  8  2  0
 10  9  1  0
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 12 11  1  0
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  8 13  1  0
 14 11  1  0
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 16 15  1  0
 17 16  1  0
 18 17  1  0
 14 19  1  0
 19 18  1  0
  4 20  1  0
 20 21  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 21 26  1  0
  3 27  1  0
 23 28  1  0
 24 29  1  0
 29 30  2  0
 30 28  1  0
 17 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208704

   ---

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: 428.54

Molecular Weight (Monoisotopic): 428.2437

AlogP: 4.29

#Rotatable Bonds: 6

Polar Surface Area: 85.00

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.84

CX Basic pKa: 8.23

CX LogP: 4.35

CX LogD: 3.46

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.42

Np Likeness Score: -1.83

References

1. Chen X, Liu L, Liu P, Chen Y, Lin D, Yan H, Yan Q, Wang Y, Qiu Y, Fang B, Huang H, Qian J, Zhao Y, Du Z, Zhang Q, Li X, Zheng X, Liu Z..  (2022)  Discovery of Potent and Orally Bioavailable Platelet-Derived Growth Factor Receptor (PDGFR) Inhibitors for the Treatment of Osteosarcoma.,  65  (7.0): [PMID:35239349] [10.1021/acs.jmedchem.1c01732]

Source

Source(1):

• Scientific Literature