Ethyl 1-methyl-6-((morpholine-4-carbonothioylthio)methyl)-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

ID: ALA4293233

PubChem CID: 145987222

Max Phase: Preclinical

Molecular Formula: C20H25N3O4S2

Molecular Weight: 435.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(CSC(=S)N2CCOCC2)N(C)C(=O)NC1c1ccccc1

Standard InChI:  InChI=1S/C20H25N3O4S2/c1-3-27-18(24)16-15(13-29-20(28)23-9-11-26-12-10-23)22(2)19(25)21-17(16)14-7-5-4-6-8-14/h4-8,17H,3,9-13H2,1-2H3,(H,21,25)

Standard InChI Key:  LNFMHNFWDBCYIB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   24.9807  -16.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9796  -17.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6876  -18.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6858  -16.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3944  -16.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3952  -17.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6911  -18.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9826  -19.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9825  -20.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6894  -20.5647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3996  -19.3359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4006  -20.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2749  -18.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5672  -19.3402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8595  -18.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1517  -19.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2742  -20.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1082  -20.5642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2730  -21.3787    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.2750  -18.1144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6876  -21.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5647  -21.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5635  -22.6034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8576  -21.3766    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.8553  -23.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8522  -23.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5575  -24.2342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2676  -23.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2724  -23.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  7  8  1  0
  7 11  1  0
  8  9  2  0
  9 10  1  0
 10 12  1  0
  3  7  1  0
 11 12  1  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  9 17  1  0
 12 18  2  0
 17 19  1  0
 13 20  2  0
 10 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 23 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4293233

   ---

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

Calculated Properties

Molecular Weight: 435.57

Molecular Weight (Monoisotopic): 435.1286

AlogP: 2.55

#Rotatable Bonds: 5

Polar Surface Area: 71.11

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.42

CX Basic pKa: ┄

CX LogP: 2.14

CX LogD: 2.14

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.18

References

1. Mostafa AS, Selim KB..  (2018)  Synthesis and anticancer activity of new dihydropyrimidinone derivatives.,  156  [PMID:30015070] [10.1016/j.ejmech.2018.07.004]

Source

Source(1):

• Scientific Literature