(+/-)-Pentan-3-yl 4-(furan-2-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

ID: ALA4776284

PubChem CID: 162643056

Max Phase: Preclinical

Molecular Formula: C15H20N2O4

Molecular Weight: 292.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(CC)OC(=O)C1=C(C)NC(=O)NC1c1ccco1

Standard InChI:  InChI=1S/C15H20N2O4/c1-4-10(5-2)21-14(18)12-9(3)16-15(19)17-13(12)11-7-6-8-20-11/h6-8,10,13H,4-5H2,1-3H3,(H2,16,17,19)

Standard InChI Key:  ITZIAKJYCZLLIK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    1.8515   -5.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8619   -4.3282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5740   -3.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2799   -4.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2695   -5.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5574   -5.5623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9879   -3.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6938   -4.3619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9983   -3.1278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1394   -5.5455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9713   -5.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2519   -2.6385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5844   -3.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9297   -2.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1898   -1.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0070   -1.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4329   -1.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7208   -1.9106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104   -2.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4163   -3.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1284   -2.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  1  0
  7  8  2  0
  7  9  1  0
  4  7  1  0
  1 10  2  0
  5 11  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 12 16  1  0
  3 13  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  9 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776284

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 292.34

Molecular Weight (Monoisotopic): 292.1423

AlogP: 2.64

#Rotatable Bonds: 5

Polar Surface Area: 80.57

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.87

CX Basic pKa: ┄

CX LogP: 1.76

CX LogD: 1.76

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.82

Np Likeness Score: -0.65

References

1. Majellaro M,Jespers W,Crespo A,Núñez MJ,Novio S,Azuaje J,Prieto-Díaz R,Gioé C,Alispahic B,Brea J,Loza MI,Freire-Garabal M,Garcia-Santiago C,Rodríguez-García C,García-Mera X,Caamaño O,Fernandez-Masaguer C,Sardina JF,Stefanachi A,El Maatougui A,Mallo-Abreu A,Åqvist J,Gutiérrez-de-Terán H,Sotelo E.  (2021)  3,4-Dihydropyrimidin-2(1H)-ones as Antagonists of the Human A Adenosine Receptor: Optimization, Structure-Activity Relationship Studies, and Enantiospecific Recognition.,  64  (1.0): [PMID:33372800] [10.1021/acs.jmedchem.0c01431]

Source

Source(1):

• Scientific Literature