(+/-)-benzyl 4-(benzo[d][1,3]dioxol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

ID: ALA4474138

Cas Number: 296262-59-4

PubChem CID: 2748310

Max Phase: Preclinical

Molecular Formula: C20H18N2O5

Molecular Weight: 366.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)OCc2ccccc2)C(c2ccc3c(c2)OCO3)NC(=O)N1

Standard InChI:  InChI=1S/C20H18N2O5/c1-12-17(19(23)25-10-13-5-3-2-4-6-13)18(22-20(24)21-12)14-7-8-15-16(9-14)27-11-26-15/h2-9,18H,10-11H2,1H3,(H2,21,22,24)

Standard InChI Key:  GOBKMKJEVMPLDX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   37.0761  -14.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0761  -14.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7882  -15.2380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5001  -14.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5001  -14.0046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7882  -13.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2141  -15.2431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.3622  -15.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7886  -12.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5047  -12.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0732  -11.5312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0763  -12.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7900  -11.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5002  -11.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1125  -10.9794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7808  -10.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9634  -10.3112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.3604  -13.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3580  -12.7691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6471  -14.0088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9314  -13.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2182  -14.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5032  -13.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7903  -14.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7923  -14.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5131  -15.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2229  -14.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  2  0
  2  8  1  0
  9 10  2  0
 10 14  1  0
 13 11  1  0
 11 12  2  0
 12  9  1  0
  6  9  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
  1 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474138

   Benzyl 4-(benzo[d][1,3]dioxol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Molecule Features

Natural Product: Yes

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: 366.37

Molecular Weight (Monoisotopic): 366.1216

AlogP: 2.79

#Rotatable Bonds: 4

Polar Surface Area: 85.89

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.54

CX Basic pKa: ┄

CX LogP: 2.23

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.81

Np Likeness Score: -0.58

References

1. Tawfik HO, El-Moselhy TF, El-Din NS, El-Hamamsy MH..  (2019)  Design, synthesis, and bioactivity of dihydropyrimidine derivatives as kinesin spindle protein inhibitors.,  27  (23): [PMID:31648875] [10.1016/j.bmc.2019.115126]

Source

Source(1):

• Scientific Literature