(3S,8aS)-3-({[4-[(3,4-dichloro-2-fluorophenyl)amino]-6-(methyloxy)quinazolin-7-yl]oxy}methyl)-2-methylhexahydropyrrolo[1,2-a]pyrazin-1(2H)-one

ID: ALA3983466

PubChem CID: 53630920

Max Phase: Preclinical

Molecular Formula: C24H24Cl2FN5O3

Molecular Weight: 520.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(Nc3ccc(Cl)c(Cl)c3F)ncnc2cc1OC[C@@H]1CN2CCC[C@H]2C(=O)N1C

Standard InChI:  InChI=1S/C24H24Cl2FN5O3/c1-31-13(10-32-7-3-4-18(32)24(31)33)11-35-20-9-17-14(8-19(20)34-2)23(29-12-28-17)30-16-6-5-15(25)21(26)22(16)27/h5-6,8-9,12-13,18H,3-4,7,10-11H2,1-2H3,(H,28,29,30)/t13-,18-/m0/s1

Standard InChI Key:  RPLCLUCJTHAIOW-UGSOOPFHSA-N

Molfile:  

     RDKit          2D

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   18.2401  -20.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6855  -20.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4317  -19.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.5093  -20.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.6314  -20.6446    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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   15.7708  -20.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0185  -21.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8466  -21.7731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697  -21.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9439  -20.3847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2977  -22.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6406  -22.5475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   21.9813  -20.7335    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  5 19  1  0
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  1 23  1  0
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 14 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3983466

   (3S,8aS)-3-[[4-(3,4-dichloro-2-fluoroanilino)-6-methoxyquinazolin-7-yl]oxymethyl]-2-methyl-3,4,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazin-1-one

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: 520.39

Molecular Weight (Monoisotopic): 519.1240

AlogP: 4.51

#Rotatable Bonds: 6

Polar Surface Area: 79.82

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.77

CX LogP: 4.14

CX LogD: 3.62

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.48

Np Likeness Score: -0.75

References

1.  (2009)  Receptor-type kinase modulators and methods of use, 

Source

Source(1):

• Patent Bioactivity Data