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

ID: ALA4285876

PubChem CID: 145990852

Max Phase: Preclinical

Molecular Formula: C18H28N6OS

Molecular Weight: 376.53

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H28N6OS/c1-5-10-26-18-20-16(23-8-6-22(4)7-9-23)15-17(21-18)24(12-13(2)3)14(25)11-19-15/h11,13H,5-10,12H2,1-4H3

Standard InChI Key:  ZOWAXRHIILYRKA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   14.8483  -27.0746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8472  -27.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5553  -28.3031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5535  -26.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1392  -28.3022    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.4318  -27.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7238  -28.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0164  -27.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2621  -27.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2609  -27.8962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9710  -28.3075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6868  -27.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6880  -27.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9734  -26.6571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3934  -28.3088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9687  -29.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5510  -25.8485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2577  -25.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2573  -24.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5501  -24.2208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8419  -24.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8407  -25.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5508  -23.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6752  -29.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6683  -30.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3793  -29.1267    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
  4 17  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 16 24  1  0
 24 25  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4285876

   ---

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: 376.53

Molecular Weight (Monoisotopic): 376.2045

AlogP: 2.10

#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: 3.67

CX LogD: 3.55

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.56

Np Likeness Score: -1.69

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