N-((2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)methyl)-2-(4-chlorophenoxy)acetamide

ID: ALA4292957

PubChem CID: 145986741

Max Phase: Preclinical

Molecular Formula: C15H14ClN5O3

Molecular Weight: 347.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc2[nH]cc(CNC(=O)COc3ccc(Cl)cc3)c2c(=O)[nH]1

Standard InChI:  InChI=1S/C15H14ClN5O3/c16-9-1-3-10(4-2-9)24-7-11(22)18-5-8-6-19-13-12(8)14(23)21-15(17)20-13/h1-4,6H,5,7H2,(H,18,22)(H4,17,19,20,21,23)

Standard InChI Key:  ZRDKQUDJRWNKIK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   42.3913   -5.2318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.8009   -5.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3934   -6.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.7989   -4.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3519   -2.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3519   -3.5040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.0572   -3.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0572   -2.2741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.6430   -2.2803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.0572   -4.7257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.7625   -2.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7669   -3.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5422   -3.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0169   -3.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5349   -2.4312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.6181   -5.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0257   -5.2295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.8429   -5.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2486   -5.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0650   -5.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4734   -5.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.0594   -4.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2443   -4.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.2906   -5.2233    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  1  4  1  0
  5  6  1  0
  5  8  2  0
  6  7  1  0
  7 12  1  0
 11  8  1  0
  5  9  1  0
  7 10  2  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
 13  4  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4292957

   ---

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: 347.76

Molecular Weight (Monoisotopic): 347.0785

AlogP: 1.18

#Rotatable Bonds: 5

Polar Surface Area: 125.89

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.03

CX Basic pKa: 4.62

CX LogP: 0.73

CX LogD: 0.73

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.55

Np Likeness Score: -1.17

References

1. Pathania S, Rawal RK..  (2018)  Pyrrolopyrimidines: An update on recent advancements in their medicinal attributes.,  157  [PMID:30114661] [10.1016/j.ejmech.2018.08.023]

Source

Source(1):

• Scientific Literature