Ethyl 6-((1H-benzo[d]imidazol-2-ylthio)methyl)-1-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

ID: ALA4289445

PubChem CID: 145988642

Max Phase: Preclinical

Molecular Formula: C22H22N4O3S

Molecular Weight: 422.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(CSc2nc3ccccc3[nH]2)N(C)C(=O)NC1c1ccccc1

Standard InChI:  InChI=1S/C22H22N4O3S/c1-3-29-20(27)18-17(13-30-21-23-15-11-7-8-12-16(15)24-21)26(2)22(28)25-19(18)14-9-5-4-6-10-14/h4-12,19H,3,13H2,1-2H3,(H,23,24)(H,25,28)

Standard InChI Key:  QETZXMNIWFCSDV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   19.9939   -9.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7060  -10.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7042   -8.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4170   -9.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4177   -9.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7096  -11.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9969  -11.5233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9968  -12.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7078  -12.7560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4222  -11.5189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4231  -12.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2851  -11.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5732  -11.5232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8614  -11.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1537  -11.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2844  -12.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1349  -12.7555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2832  -13.5741    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.2851  -10.2933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7060  -13.5773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5707  -13.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8176  -13.6501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4812  -14.8002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6775  -14.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2714  -14.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4548  -14.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0434  -14.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4586  -15.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2738  -15.6753    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  2  0
 23 26  1  0
 25 24  1  0
 24 22  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4289445

   ---

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: 422.51

Molecular Weight (Monoisotopic): 422.1413

AlogP: 3.87

#Rotatable Bonds: 6

Polar Surface Area: 87.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.43

CX Basic pKa: 4.21

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.47

Np Likeness Score: -1.24

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