6-Phenyl-4-(1-piperidinyl)-2-thioxo-1,2-dihydropyrimidine-5-carbonitrile

ID: ALA2415047

PubChem CID: 45028811

Max Phase: Preclinical

Molecular Formula: C16H16N4S

Molecular Weight: 296.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1c(N2CCCCC2)nc(=S)[nH]c1-c1ccccc1

Standard InChI:  InChI=1S/C16H16N4S/c17-11-13-14(12-7-3-1-4-8-12)18-16(21)19-15(13)20-9-5-2-6-10-20/h1,3-4,7-8H,2,5-6,9-10H2,(H,18,19,21)

Standard InChI Key:  MNLBQXRHEKOUCM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   22.8368  -15.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8368  -16.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5558  -17.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2706  -16.5900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2706  -15.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5558  -15.3502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9854  -15.3502    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.1220  -17.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5558  -17.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4072  -17.4180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8368  -18.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8368  -19.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5558  -19.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2706  -19.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2706  -18.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1232  -15.3548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1267  -14.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4172  -14.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7015  -14.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6999  -15.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4140  -15.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  1  2  0
  5  7  2  0
  2  8  1  0
  3  9  1  0
  8 10  3  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  9  1  0
  1 16  1  0
 16 17  1  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2415047

   6-phenyl-4-(1-piperidyl)-2-thioxo-1H-pyrimidine-5-carbonitrile

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: 296.40

Molecular Weight (Monoisotopic): 296.1096

AlogP: 3.67

#Rotatable Bonds: 2

Polar Surface Area: 55.71

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.64

CX Basic pKa: ┄

CX LogP: 2.15

CX LogD: 2.13

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.86

Np Likeness Score: -1.42

References

1. Fargualy AM, Habib NS, Ismail KA, Hassan AM, Sarg MT..  (2013)  Synthesis, biological evaluation and molecular docking studies of some pyrimidine derivatives.,  66  [PMID:23811090] [10.1016/j.ejmech.2013.05.028]

Source

Source(1):

• Scientific Literature