ID: ALA217188

Max Phase: Preclinical

Molecular Formula: C14H16N2O4

Molecular Weight: 276.29

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C14H16N2O4/c1-3-20-13(18)11-8(2)15-14(19)16-12(11)9-4-6-10(17)7-5-9/h4-7,12,17H,3H2,1-2H3,(H2,15,16,19)

Standard InChI Key:  PRLATGWSLBXBHB-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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: 276.29

Molecular Weight (Monoisotopic): 276.1110

AlogP: 1.58

#Rotatable Bonds: 3

Polar Surface Area: 87.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.48

CX Basic pKa:

CX LogP: 0.94

CX LogD: 0.93

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.73

Np Likeness Score: -0.58

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. Putatunda S, Chakraborty S, Ghosh S, Nandi P, Chakraborty S, Sen PC, Chakraborty A..  (2012)  Regioselective N1-alkylation of 3,4-dihydropyrimidine-2(1H)-ones: screening of their biological activities against Ca(2+)-ATPase.,  54  [PMID:22658336] [10.1016/j.ejmech.2012.04.043]

4. 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]

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