ID: ALA385187

Max Phase: Preclinical

Molecular Formula: C15H18N2O4

Molecular Weight: 290.32

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)C1=C(C)NC(=O)NC1c1ccc(OC)cc1

Standard InChI:  InChI=1S/C15H18N2O4/c1-4-21-14(18)12-9(2)16-15(19)17-13(12)10-5-7-11(20-3)8-6-10/h5-8,13H,4H2,1-3H3,(H2,16,17,19)

Standard InChI Key:  ZBBPICFYDJFWNE-UHFFFAOYSA-N

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

Properties

Molecular Weight: 290.32

Molecular Weight (Monoisotopic): 290.1267

AlogP: 1.89

#Rotatable Bonds: 4

Polar Surface Area: 76.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.61

CX Basic pKa:

CX LogP: 1.08

CX LogD: 1.08

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.83

Np Likeness Score: -0.87

References

1. Sujatha K, Shanmugam P, Perumal PT, Muralidharan D, Rajendran M..  (2006)  Synthesis and cardiac effects of 3,4-dihydropyrimidin-2(1H)-one-5 carboxylates.,  16  (18): [PMID:16824758] [10.1016/j.bmcl.2006.06.059]

2. da Silva DL, Reis FS, Muniz DR, Ruiz AL, de Carvalho JE, Sabino AA, Modolo LV, de Fátima A..  (2012)  Free radical scavenging and antiproliferative properties of Biginelli adducts.,  20  (8): [PMID:22410248] [10.1016/j.bmc.2012.02.036]

3. Gangwar N, Kasana VK.  (2012)  3,4-Dihydropyrimidin-2(1H)-one derivatives: Organocatalysed microwave assisted synthesis and evaluation of their antioxidant activity,  21  (12): [10.1007/s00044-012-9987-z]

4. Dhumaskar KL, Meena SN, Ghadi SC, Tilve SG..  (2014)  Graphite catalyzed solvent free synthesis of dihydropyrimidin-2(1H)-ones/thiones and their antidiabetic activity.,  24  (13): [PMID:24835627] [10.1016/j.bmcl.2014.04.099]

5. Kumarasamy D, Roy BG, Rocha-Pereira J, Neyts J, Nanjappan S, Maity S, Mookerjee M, Naesens L..  (2017)  Synthesis and in vitro antiviral evaluation of 4-substituted 3,4-dihydropyrimidinones.,  27  (2): [PMID:27979594] [10.1016/j.bmcl.2016.12.010]

6. Senapathi J, Bommakanti A, Kusuma V, Vangara S, Kondapi AK..  (2021)  Design, Synthesis, and Antiviral activity of 1,2,3,4-Tetrahydropyrimidine derivatives acting as novel entry inhibitors to target at "Phe43 cavity" of HIV-1 gp120.,  52  [PMID:34839157] [10.1016/j.bmc.2021.116526]

Source

Source(1):

• Scientific Literature