8-Benzyl-4-(4-methylpiperazin-1-yl)-2-(propylthio)pteridin-7(8H)-one

ID: ALA4294908

PubChem CID: 145993901

Max Phase: Preclinical

Molecular Formula: C21H26N6OS

Molecular Weight: 410.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCSc1nc(N2CCN(C)CC2)c2ncc(=O)n(Cc3ccccc3)c2n1

Standard InChI:  InChI=1S/C21H26N6OS/c1-3-13-29-21-23-19(26-11-9-25(2)10-12-26)18-20(24-21)27(17(28)14-22-18)15-16-7-5-4-6-8-16/h4-8,14H,3,9-13,15H2,1-2H3

Standard InChI Key:  QRMNAZZXSJABBS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   34.0771  -13.5497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0760  -14.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7840  -14.7782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7822  -13.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3679  -14.7772    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   32.6605  -14.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9525  -14.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2451  -14.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4908  -13.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4897  -14.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1998  -14.7826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9156  -14.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9168  -13.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2021  -13.1322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6221  -14.7839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.1974  -15.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9040  -16.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8965  -16.8278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6022  -17.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3121  -16.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3117  -16.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6054  -15.6034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7798  -12.3236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4865  -11.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4860  -11.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7789  -10.6958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0706  -11.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0694  -11.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7796   -9.8786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 10  2  0
  9  4  2  0
  4  1  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 12 15  2  0
 11 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  4 23  1  0
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4294908

   ---

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: 410.55

Molecular Weight (Monoisotopic): 410.1889

AlogP: 2.49

#Rotatable Bonds: 6

Polar Surface Area: 67.15

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.91

CX LogP: 4.15

CX LogD: 4.03

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -1.60

References

1. Li ZH, Zhao TQ, Liu XQ, Zhao B, Wang C, Geng PF, Cao YQ, Fu DJ, Jiang LP, Yu B, Liu HM..  (2018)  Synthesis and preliminary antiproliferative activity of new pteridin-7(8H)-one derivatives.,  143  [PMID:29113745] [10.1016/j.ejmech.2017.10.037]

Source

Source(1):

• Scientific Literature