N-[(2-chlorophenyl)methyl]-4-(8-methoxy-1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-7-yl)butanamide

ID: ALA4283794

PubChem CID: 145992781

Max Phase: Preclinical

Molecular Formula: C19H22ClN5O4

Molecular Weight: 419.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1nc2c(c(=O)n(C)c(=O)n2C)n1CCCC(=O)NCc1ccccc1Cl

Standard InChI:  InChI=1S/C19H22ClN5O4/c1-23-16-15(17(27)24(2)19(23)28)25(18(22-16)29-3)10-6-9-14(26)21-11-12-7-4-5-8-13(12)20/h4-5,7-8H,6,9-11H2,1-3H3,(H,21,26)

Standard InChI Key:  MMIZWHFECFOKDS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   30.2321   -6.6560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7203   -6.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2452   -5.3326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4573   -6.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4690   -5.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7714   -5.1631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0577   -5.5591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0460   -6.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7481   -6.7966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7375   -7.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3565   -5.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7842   -4.3460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3321   -6.7736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5375   -6.0095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9383   -6.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5041   -4.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3048   -4.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5636   -3.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3643   -3.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6232   -2.6806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9062   -4.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4239   -2.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6828   -1.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4848   -1.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7437   -0.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2017   -0.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3974   -0.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1421   -1.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0252   -2.1949    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  1  2  2  0
  2  3  1  0
  3  5  1  0
  4  5  2  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
  6 12  2  0
  8 13  2  0
  2 14  1  0
 14 15  1  0
  3 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 24 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4283794

   ---

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: 419.87

Molecular Weight (Monoisotopic): 419.1360

AlogP: 1.19

#Rotatable Bonds: 7

Polar Surface Area: 100.15

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.73

CX LogD: 1.73

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.62

Np Likeness Score: -1.61

References

1. Chłoń-Rzepa G, Ślusarczyk M, Jankowska A, Gawalska A, Bucki A, Kołaczkowski M, Świerczek A, Pociecha K, Wyska E, Zygmunt M, Kazek G, Sałat K, Pawłowski M..  (2018)  Novel amide derivatives of 1,3-dimethyl-2,6-dioxopurin-7-yl-alkylcarboxylic acids as multifunctional TRPA1 antagonists and PDE4/7 inhibitors: A new approach for the treatment of pain.,  158  [PMID:30245393] [10.1016/j.ejmech.2018.09.021]

Source

Source(1):

• Scientific Literature