4-ethyl-1-(5-methyl-1-(4-oxo-4,5,6,7-tetrahydro-3H-cyclopenta[d]pyrimidin-2-yl)-1H-pyrazole-4-carbonyl)piperidine-4-carbonitrile

ID: ALA4514749

PubChem CID: 137049216

Max Phase: Preclinical

Molecular Formula: C20H24N6O2

Molecular Weight: 380.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC1(C#N)CCN(C(=O)c2cnn(-c3nc4c(c(=O)[nH]3)CCC4)c2C)CC1

Standard InChI:  InChI=1S/C20H24N6O2/c1-3-20(12-21)7-9-25(10-8-20)18(28)15-11-22-26(13(15)2)19-23-16-6-4-5-14(16)17(27)24-19/h11H,3-10H2,1-2H3,(H,23,24,27)

Standard InChI Key:  FCDLWXCYNMVFPH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    1.7045  -26.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8478  -27.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2858  -23.6820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2858  -24.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9910  -24.9037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9910  -23.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6963  -23.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7008  -24.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4760  -24.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9507  -24.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4688  -23.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5810  -24.9111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8340  -24.5798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2881  -25.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6977  -25.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4968  -25.7239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752  -25.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1418  -24.3576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9959  -25.7655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629  -23.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9910  -22.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1863  -25.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0372  -27.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3346  -26.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5574  -27.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0768  -28.4048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4392  -27.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0277  -28.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  3  6  1  0
  4  5  2  0
  5  8  1  0
  7  6  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
  4 12  1  0
 14 17  1  0
 17 18  2  0
 17 19  1  0
 13 20  1  0
  6 21  2  0
 19 22  1  0
 19 24  1  0
 22  1  1  0
  1 23  1  0
 23  2  1  0
  2 24  1  0
 23 25  1  0
 25 26  3  0
 23 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514749

   ---

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: 380.45

Molecular Weight (Monoisotopic): 380.1961

AlogP: 1.91

#Rotatable Bonds: 3

Polar Surface Area: 107.67

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.41

CX Basic pKa: 0.77

CX LogP: 1.13

CX LogD: 0.88

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.88

Np Likeness Score: -1.67

References

1.  (2018)  Sepiapterin reductase inhibitors, 

Source

Source(1):

• Patent Bioactivity Data