1-cyclohexyl-5-(1,3-dioxoisoindolin-2-yl)-5-ethyl-hexahydropyrimidine-2,4,6-trione

ID: ALA4646063

PubChem CID: 10134558

Max Phase: Preclinical

Molecular Formula: C20H21N3O5

Molecular Weight: 383.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC1(N2C(=O)c3ccccc3C2=O)C(=O)NC(=O)N(C2CCCCC2)C1=O

Standard InChI:  InChI=1S/C20H21N3O5/c1-2-20(23-15(24)13-10-6-7-11-14(13)16(23)25)17(26)21-19(28)22(18(20)27)12-8-4-3-5-9-12/h6-7,10-12H,2-5,8-9H2,1H3,(H,21,26,28)

Standard InChI Key:  UXXHSUGKPFQRDQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   28.6001   -5.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3132   -4.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0266   -5.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0266   -6.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3158   -6.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6001   -6.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8109   -6.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2959   -5.6580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8110   -4.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0246   -4.1976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1214   -5.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5319   -4.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3573   -4.9449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7679   -5.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3574   -6.3754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5319   -6.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1214   -7.0886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5934   -5.6580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7679   -4.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3573   -3.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7679   -2.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5934   -2.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0082   -3.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5934   -4.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1213   -4.2316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4699   -4.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5583   -4.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0245   -7.1224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  4  7  1  0
  8  7  1  0
  9  8  1  0
  3  9  1  0
  9 10  2  0
 11  8  1  0
 11 12  1  0
 13 12  1  0
 14 13  1  0
 15 14  1  0
 16 15  1  0
 11 16  1  0
 16 17  2  0
 14 18  2  0
 19 13  1  0
 19 20  1  0
 21 20  1  0
 22 21  1  0
 23 22  1  0
 24 23  1  0
 19 24  1  0
 12 25  2  0
 11 26  1  0
 26 27  1  0
  7 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4646063

   1-Cyclohexyl-5-ethyl-5-phthalimidobarbituric acid

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: 383.40

Molecular Weight (Monoisotopic): 383.1481

AlogP: 1.84

#Rotatable Bonds: 3

Polar Surface Area: 103.86

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.06

CX Basic pKa: ┄

CX LogP: 2.43

CX LogD: 1.94

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.63

Np Likeness Score: -0.33

References

1. Bera S, Mondal D..  (2019)  Insights of synthetic analogues of anti-leprosy agents.,  27  (13): [PMID:31103404] [10.1016/j.bmc.2019.04.032]

Source

Source(1):

• Scientific Literature