2-(1-(3-chlorophenyl)-2-hydroxyethyl)-6-(2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)isoindolin-1-one

ID: ALA4434915

PubChem CID: 146634739

Max Phase: Preclinical

Molecular Formula: C25H25ClN4O3

Molecular Weight: 464.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1c2cc(-c3ccnc(NC4CCOCC4)n3)ccc2CN1C(CO)c1cccc(Cl)c1

Standard InChI:  InChI=1S/C25H25ClN4O3/c26-19-3-1-2-17(12-19)23(15-31)30-14-18-5-4-16(13-21(18)24(30)32)22-6-9-27-25(29-22)28-20-7-10-33-11-8-20/h1-6,9,12-13,20,23,31H,7-8,10-11,14-15H2,(H,27,28,29)

Standard InChI Key:  FCSCVQBKOUVVOJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.1188   -7.1483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1176   -7.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8257   -8.3768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5353   -7.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5325   -7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8239   -6.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2402   -8.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2401   -9.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9476   -9.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9437   -7.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4096   -8.3759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6518   -8.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6587   -9.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4394   -9.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9149   -8.7671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4281   -8.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6739   -7.3298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7320   -8.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1467   -9.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1345   -8.0489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9520   -8.0457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3544   -7.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9397   -6.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1183   -6.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7196   -7.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9639   -9.4573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4089   -9.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7015   -9.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6989  -10.4139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4045  -10.8268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1143  -10.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1186   -9.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1716   -7.3287    0.0000 Cl  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
  7  8  2  0
  8  9  1  0
  9 13  2  0
 12 10  2  0
 10  7  1  0
  4  7  1  0
  2 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
 16 17  2  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 19 26  1  0
 11 27  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 22 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4434915

   ---

2. Alternative Forms:

   

   ALA4434915

   ---

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: 464.95

Molecular Weight (Monoisotopic): 464.1615

AlogP: 4.08

#Rotatable Bonds: 6

Polar Surface Area: 87.58

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.83

CX Basic pKa: 3.84

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.57

Np Likeness Score: -0.86

References

1. Ji D, Zhang L, Zhu Q, Bai Y, Wu Y, Xu Y..  (2019)  Discovery of potent, orally bioavailable ERK1/2 inhibitors with isoindolin-1-one structure by structure-based drug design.,  164  [PMID:30605831] [10.1016/j.ejmech.2018.12.040]

Source

Source(1):

• Scientific Literature