3-Methyl-5-(1-methyl-4-(6-morpholino-2-(pyridin-3-yl)pyrimidin-4-yl)-1H-pyrazol-3-yl)phenol

ID: ALA3310332

PubChem CID: 102140478

Max Phase: Preclinical

Molecular Formula: C24H24N6O2

Molecular Weight: 428.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(O)cc(-c2nn(C)cc2-c2cc(N3CCOCC3)nc(-c3cccnc3)n2)c1

Standard InChI:  InChI=1S/C24H24N6O2/c1-16-10-18(12-19(31)11-16)23-20(15-29(2)28-23)21-13-22(30-6-8-32-9-7-30)27-24(26-21)17-4-3-5-25-14-17/h3-5,10-15,31H,6-9H2,1-2H3

Standard InChI Key:  JRQZVGYJEGMKQR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.4932   -4.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0836   -8.0900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6711   -7.3755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2231   -6.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.2636   -7.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.5492   -8.3355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4057   -2.9730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1202   -3.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1202   -4.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4057   -4.6230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6913   -4.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7480   -8.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1063   -4.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 10  2  0
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 27 28  1  0
 28 29  1  0
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 17 28  1  0
 11 15  1  0
  8 31  1  0
  5 10  1  0
  3 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3310332

   3-Methyl-5-[1-methyl-4-(6-morpholin-4-yl-2-pyridin-3-ylpyrimidin-4-yl)pyrazol-3-yl]phenol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 428.50

Molecular Weight (Monoisotopic): 428.1961

AlogP: 3.46

#Rotatable Bonds: 4

Polar Surface Area: 89.19

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.67

CX Basic pKa: 4.05

CX LogP: 4.35

CX LogD: 4.35

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.53

Np Likeness Score: -1.58

References

1. Park BS, Al-Sanea MM, Abdelazem AZ, Park HM, Roh EJ, Park HM, Yoo KH, Sim T, Tae JS, Lee SH..  (2014)  Structure-based optimization and biological evaluation of trisubstituted pyrazole as a core structure of potent ROS1 kinase inhibitors.,  22  (15): [PMID:24997577] [10.1016/j.bmc.2014.06.020]

Source

Source(1):

• Scientific Literature