6-benzoyl-2-methyl-5-phenyl-1H-pyrrolo[2,3-d]pyrimidin-4(7H)-one

ID: ALA4517739

PubChem CID: 136951107

Max Phase: Preclinical

Molecular Formula: C20H15N3O2

Molecular Weight: 329.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(=O)c2c(-c3ccccc3)c(C(=O)c3ccccc3)[nH]c2[nH]1

Standard InChI:  InChI=1S/C20H15N3O2/c1-12-21-19-16(20(25)22-12)15(13-8-4-2-5-9-13)17(23-19)18(24)14-10-6-3-7-11-14/h2-11H,1H3,(H2,21,22,23,25)

Standard InChI Key:  JAQDZDAZCCSBAX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   14.6847   -3.8383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6847   -4.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3900   -5.0600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3900   -3.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0952   -3.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0997   -4.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8749   -4.8992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3496   -4.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8677   -3.5827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3900   -2.6084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9776   -5.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1668   -4.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5793   -4.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5715   -3.5238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1709   -5.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5827   -6.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4008   -6.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8053   -5.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3911   -4.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1146   -2.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9143   -2.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1627   -1.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6123   -1.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8103   -1.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5657   -2.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  2  0
  2 11  1  0
  8 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 13  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  9 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4517739

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 329.36

Molecular Weight (Monoisotopic): 329.1164

AlogP: 3.46

#Rotatable Bonds: 3

Polar Surface Area: 78.61

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.72

CX Basic pKa: ┄

CX LogP: 3.49

CX LogD: 3.47

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.57

Np Likeness Score: -0.44

References

1. Fernandes GFDS, Fernandes BC, Valente V, Dos Santos JL..  (2019)  Recent advances in the discovery of small molecules targeting glioblastoma.,  164  [PMID:30583248] [10.1016/j.ejmech.2018.12.033]

2. Zhou S, Huang G, Chen G..  (2021)  Synthesis and anti-tumor activity of marine alkaloids.,  41  [PMID:33831559] [10.1016/j.bmcl.2021.128009]

Source

Source(1):

• Scientific Literature