4-amino-8-(3-(pyrrolidin-1-yl)propoxy)-2-(3-(3-(pyrrolidin-1-yl)propoxy)phenyl)-5H-chromeno[4,3-d]pyrimidin-5-one

ID: ALA5278912

Max Phase: Preclinical

Molecular Formula: C13H8BrN3O4

Molecular Weight: 350.13

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1nc(O)c2c(=O)oc3ccc(Br)cc3c2n1

Standard InChI:  InChI=1S/C13H8BrN3O4/c1-5(18)15-13-16-10-7-4-6(14)2-3-8(7)21-12(20)9(10)11(19)17-13/h2-4H,1H3,(H2,15,16,17,18,19)

Standard InChI Key:  CNXKODHDINIYFP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.7830   -2.4735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686   -2.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542   -2.4735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -2.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0699   -2.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -2.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860   -1.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -1.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542   -0.8237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542   -0.0011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0692    0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860    0.0025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7860   -0.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0686   -1.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5004   -1.2342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0692    1.2363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837    1.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7837    2.4735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4981    1.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5004   -0.8240    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  6  5  2  0
  7  6  1  0
  8  7  2  0
  9  8  1  0
  4  9  2  0
  9 10  1  0
 10 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
  2 15  1  0
 15 10  2  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  7 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5278912

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 350.13

Molecular Weight (Monoisotopic): 348.9698

AlogP: 2.16

#Rotatable Bonds: 1

Polar Surface Area: 105.32

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.83

CX Basic pKa: ┄

CX LogP: 3.01

CX LogD: 3.01

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.51

Np Likeness Score: -0.69

References

1. Salehian F, Nadri H, Jalili-Baleh L, Youseftabar-Miri L, Abbas Bukhari SN, Foroumadi A, Tüylü Küçükkilinç T, Sharifzadeh M, Khoobi M..  (2021)  A review: Biologically active 3,4-heterocycle-fused coumarins.,  212  [PMID:33276991] [10.1016/j.ejmech.2020.113034]

Source

Source(1):

• Scientific Literature