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

ID: ALA4277831

PubChem CID: 136245600

Max Phase: Preclinical

Molecular Formula: C19H23N5O4

Molecular Weight: 385.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CCCC(=O)NCc2c[nH]c3nc(N)[nH]c(=O)c23)cc1OC

Standard InChI:  InChI=1S/C19H23N5O4/c1-27-13-7-6-11(8-14(13)28-2)4-3-5-15(25)21-9-12-10-22-17-16(12)18(26)24-19(20)23-17/h6-8,10H,3-5,9H2,1-2H3,(H,21,25)(H4,20,22,23,24,26)

Standard InChI Key:  DBWHBDKNOIPNFU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   25.6761   -4.6045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0857   -5.3116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6781   -6.0199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9029   -5.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3125   -6.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1297   -6.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0836   -3.8962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6366   -2.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6366   -2.8767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3419   -3.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3419   -1.6468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9277   -1.6530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3419   -4.0983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0472   -2.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0517   -2.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8269   -3.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3016   -2.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8197   -1.8039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5393   -6.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1293   -7.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5383   -8.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3563   -8.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7637   -7.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3525   -6.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7669   -8.8439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3602   -9.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5809   -7.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9930   -8.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  8  9  1  0
  8 11  2  0
  9 10  1  0
 10 15  1  0
 14 11  1  0
  8 12  1  0
 10 13  2  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
 16  7  1  0
  6 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 22 25  1  0
 25 26  1  0
 23 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4277831

   ---

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: 385.42

Molecular Weight (Monoisotopic): 385.1750

AlogP: 1.49

#Rotatable Bonds: 8

Polar Surface Area: 135.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.03

CX Basic pKa: 4.64

CX LogP: 1.02

CX LogD: 1.02

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: -0.39

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