3-(2-(2-hydroxyethoxy)ethyl)-6,7-diphenyl-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one

ID: ALA4291177

PubChem CID: 145986660

Max Phase: Preclinical

Molecular Formula: C22H21N3O3

Molecular Weight: 375.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2cc(-c3ccccc3)n(-c3ccccc3)c2ncn1CCOCCO

Standard InChI:  InChI=1S/C22H21N3O3/c26-12-14-28-13-11-24-16-23-21-19(22(24)27)15-20(17-7-3-1-4-8-17)25(21)18-9-5-2-6-10-18/h1-10,15-16,26H,11-14H2

Standard InChI Key:  XCGPRORKPGDSQX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   17.0947   -5.4424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8044   -5.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8015   -4.2103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0929   -3.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3867   -5.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3834   -4.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6058   -3.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1285   -4.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6111   -5.2888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3158   -4.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9049   -3.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0885   -3.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6820   -4.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0979   -5.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9129   -5.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3614   -6.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5614   -6.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3120   -7.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8615   -7.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6637   -7.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9094   -6.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0903   -2.9878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5077   -3.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2169   -4.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9231   -3.7937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6324   -4.1996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3385   -3.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0478   -4.1943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  8 10  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  9 16  1  0
  4 22  2  0
  3 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4291177

   ---

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: 375.43

Molecular Weight (Monoisotopic): 375.1583

AlogP: 2.86

#Rotatable Bonds: 7

Polar Surface Area: 69.28

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.47

CX LogP: 2.83

CX LogD: 2.83

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: -1.05

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