7-amino-5-(2,6-dichlorophenyl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrano[2,3-d]pyrimidine-6-carbonitrile

ID: ALA5279775

Max Phase: Preclinical

Molecular Formula: C14H8Cl2N4O3

Molecular Weight: 351.15

Names and Identifiers

Canonical SMILES:  N#CC1=C(N)Oc2[nH]c(=O)[nH]c(=O)c2C1c1c(Cl)cccc1Cl

Standard InChI:  InChI=1S/C14H8Cl2N4O3/c15-6-2-1-3-7(16)9(6)8-5(4-17)11(18)23-13-10(8)12(21)19-14(22)20-13/h1-3,8H,18H2,(H2,19,20,21,22)

Standard InChI Key:  QGTYVTZKBLECGF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.0715    0.4133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0715   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570    0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0746    0.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0746    1.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580    2.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    1.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    0.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1543    1.0396    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7890    0.4151    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0713   -0.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857   -0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5003    0.0009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713   -1.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857   -2.0613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570   -2.0612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0715   -2.0612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858   -1.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003   -2.0613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858   -0.8240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  3  4  1  0
  5  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
 10 11  1  0
  6 12  1  0
 13  4  1  0
 13 14  1  0
 14 15  3  0
 16 13  2  0
 16 17  1  0
 18 16  1  0
 19 18  1  0
 19  3  2  0
 20 19  1  0
 21 20  1  0
 21 22  2  0
 23 21  1  0
 23  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279775

   ---

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: 351.15

Molecular Weight (Monoisotopic): 349.9973

AlogP: 1.59

#Rotatable Bonds: 1

Polar Surface Area: 124.76

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.52

CX Basic pKa: 1.30

CX LogP: 1.70

CX LogD: 1.67

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: -1.25

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