ID: ALA5283528

Max Phase: Preclinical

Molecular Formula: C16H16N4O3

Molecular Weight: 312.33

Names and Identifiers

Canonical SMILES:  CN1C(=O)C2C(c3ccccc3)C(C#N)=C(N)OC2N(C)C1=O

Standard InChI:  InChI=1S/C16H16N4O3/c1-19-14(21)12-11(9-6-4-3-5-7-9)10(8-17)13(18)23-15(12)20(2)16(19)22/h3-7,11-12,15H,18H2,1-2H3

Standard InChI Key:  USHUFQIXJXHBBC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.7863   -0.4116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -1.6492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7863   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571    0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716   -0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571   -1.6492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    0.8261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5011   -1.6494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7864    0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5011    0.4136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7864   -1.6494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3571    0.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3575    1.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3567    2.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3581    2.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0701    2.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0749    1.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5011    0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -2.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  1  6  1  0
  6  5  1  0
  3  7  1  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
  4 10  1  0
  2 11  2  0
  6 12  2  0
 13  8  1  0
 13 14  3  0
  9 15  1  0
 16  7  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 16 21  1  0
 21 20  2  0
  1 22  1  0
  5 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5283528

   ---

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: 312.33

Molecular Weight (Monoisotopic): 312.1222

AlogP: 0.96

#Rotatable Bonds: 1

Polar Surface Area: 99.66

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.13

CX LogP: 0.76

CX LogD: 0.76

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.83

Np Likeness Score: -0.45

References

1. Elattar KM, El-Khateeb AY, Hamed SE..  (2022)  Insights into the recent progress in the medicinal chemistry of pyranopyrimidine analogs.,  13  (5.0): [PMID:35694689] [10.1039/d2md00076h]

Source

Source(1):

• Scientific Literature