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

ID: ALA5193112

PubChem CID: 156704707

Max Phase: Preclinical

Molecular Formula: C23H26N8

Molecular Weight: 414.52

Names and Identifiers

Canonical SMILES:  Cc1cnc(Nc2ccc(N3CCN(C)CC3)cc2)nc1Nc1ccc2[nH]ncc2c1

Standard InChI:  InChI=1S/C23H26N8/c1-16-14-24-23(28-22(16)26-19-5-8-21-17(13-19)15-25-29-21)27-18-3-6-20(7-4-18)31-11-9-30(2)10-12-31/h3-8,13-15H,9-12H2,1-2H3,(H,25,29)(H2,24,26,27,28)

Standard InChI Key:  SYGGCXHEQLCYDP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    0.0809   -0.2029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955    0.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5074   -0.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5074   -1.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7973   -1.4394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0809   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6337   -1.4440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3483   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0631   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7752   -1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7752   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3483   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4898    0.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2044   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9190    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9190    1.0314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2044    1.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4898    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6337    1.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2220   -1.4403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9367   -1.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6515   -1.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3635   -1.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3635   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6532    0.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9367   -0.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2220    0.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1485    0.0524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6337   -0.6153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1485   -1.2831    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
 11 10  2  0
 12 11  1  0
 13 12  2  0
  8 13  1  0
 14 11  1  0
 14 15  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 14 19  1  0
 19 18  1  0
 17 20  1  0
  4 21  1  0
 21 22  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 22 27  1  0
  3 28  1  0
 25 29  1  0
 30 29  1  0
 30 31  2  0
 24 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5193112

   ---

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: 414.52

Molecular Weight (Monoisotopic): 414.2280

AlogP: 3.90

#Rotatable Bonds: 5

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: 13.08

CX Basic pKa: 7.96

CX LogP: 3.99

CX LogD: 3.33

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -1.67

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