8-Benzyl-4-((cyclohexylmethyl)amino)-2-(propylthio)pteridin-7(8H)-one

ID: ALA4283234

PubChem CID: 145980900

Max Phase: Preclinical

Molecular Formula: C23H29N5OS

Molecular Weight: 423.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCSc1nc(NCC2CCCCC2)c2ncc(=O)n(Cc3ccccc3)c2n1

Standard InChI:  InChI=1S/C23H29N5OS/c1-2-13-30-23-26-21(25-14-17-9-5-3-6-10-17)20-22(27-23)28(19(29)15-24-20)16-18-11-7-4-8-12-18/h4,7-8,11-12,15,17H,2-3,5-6,9-10,13-14,16H2,1H3,(H,25,26,27)

Standard InChI Key:  UVQDXQDUFFYKGA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   41.0026   -4.0158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.0015   -4.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7095   -5.2443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.7077   -3.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2934   -5.2433    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.5860   -4.8342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8780   -5.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1706   -4.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4163   -4.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4151   -4.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1252   -5.2487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.8411   -4.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8423   -4.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1276   -3.5983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.5476   -5.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.1229   -6.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8295   -6.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8220   -7.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5277   -7.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2375   -7.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2372   -6.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5309   -6.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7053   -2.7897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9963   -2.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2899   -2.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5847   -2.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8787   -2.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8807   -3.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5946   -4.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2977   -3.6086    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
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4283234

   ---

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: 423.59

Molecular Weight (Monoisotopic): 423.2093

AlogP: 4.73

#Rotatable Bonds: 8

Polar Surface Area: 72.70

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.31

CX LogP: 5.79

CX LogD: 5.79

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.42

Np Likeness Score: -1.31

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