Ethyl 3-[2-(2-{4,4-diphenylbutan-2-ylidene}hydrazinylcarbonyl)ethyl]-6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

ID: ALA4072111

PubChem CID: 137639175

Max Phase: Preclinical

Molecular Formula: C33H35N5O6

Molecular Weight: 597.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)NC(=O)N(CCC(=O)N/N=C(/C)CC(c2ccccc2)c2ccccc2)C1c1cccc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C33H35N5O6/c1-4-44-32(40)30-23(3)34-33(41)37(31(30)26-16-11-17-27(21-26)38(42)43)19-18-29(39)36-35-22(2)20-28(24-12-7-5-8-13-24)25-14-9-6-10-15-25/h5-17,21,28,31H,4,18-20H2,1-3H3,(H,34,41)(H,36,39)/b35-22-

Standard InChI Key:  HLLDJANKOZVLOY-QHDYCIAZSA-N

Molfile:  

     RDKit          2D

 44 47  0  0  0  0  0  0  0  0999 V2000
    9.7497  -10.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7526  -10.0626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0450   -9.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3386  -10.0575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3356  -10.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0432  -11.2858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6309   -9.6464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9204  -10.0565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6339   -8.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4573  -11.2909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0479   -8.8342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7585   -8.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7573   -7.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0538   -7.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3432   -7.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3403   -8.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4678   -7.2050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4708   -6.3878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1755   -7.6120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6251  -11.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4590   -9.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1667  -10.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8772   -9.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8801   -8.8403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5848  -10.0686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2913   -9.6626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7094   -9.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9989  -10.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9959  -10.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7036  -11.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7006  -12.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9942  -12.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9913  -13.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6989  -13.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4053  -13.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4082  -12.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4141  -10.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1176  -11.3030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8282  -10.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8311  -10.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1235   -9.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4129  -10.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9263   -8.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9292   -7.6050    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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 17 18  2  0
 17 19  1  0
 13 17  1  0
  3 11  1  0
  5 20  1  0
 21 22  1  0
 23 24  2  0
 25 26  1  0
 23 25  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 31 36  2  0
 30 31  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 37 42  2  0
 30 37  1  0
 26 28  2  0
 22 23  1  0
  2 21  1  0
 43 44  1  0
  9 43  1  0
M  CHG  2  17   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4072111

   ---

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: 597.67

Molecular Weight (Monoisotopic): 597.2587

AlogP: 5.60

#Rotatable Bonds: 12

Polar Surface Area: 143.24

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.82

CX Basic pKa: 1.49

CX LogP: 4.57

CX LogD: 4.57

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.12

Np Likeness Score: -1.18

References

1. Teleb M, Zhang FX, Huang J, Gadotti VM, Farghaly AM, AboulWafa OM, Zamponi GW, Fahmy H..  (2017)  Synthesis and biological evaluation of novel N3-substituted dihydropyrimidine derivatives as T-type calcium channel blockers and their efficacy as analgesics in mouse models of inflammatory pain.,  25  (6): [PMID:28233679] [10.1016/j.bmc.2017.02.015]

Source

Source(1):

• Scientific Literature