6-(((1,3-Dihydroxypropan-2-yl)amino)methyl)-5-iodopyrimidine-2,4(1H,3H)-dione

ID: ALA4455140

PubChem CID: 155524559

Max Phase: Preclinical

Molecular Formula: C8H12IN3O4

Molecular Weight: 341.11

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]c(CNC(CO)CO)c(I)c(=O)[nH]1

Standard InChI:  InChI=1S/C8H12IN3O4/c9-6-5(1-10-4(2-13)3-14)11-8(16)12-7(6)15/h4,10,13-14H,1-3H2,(H2,11,12,15,16)

Standard InChI Key:  KHWSEDWCLNPYBR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   23.3973   -6.9214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3973   -7.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1025   -8.1513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8119   -7.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8119   -6.9214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1025   -6.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6860   -8.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1025   -5.6873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5250   -6.5148    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   25.5232   -8.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5220   -8.9777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2332   -9.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2321  -10.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9457   -8.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6569   -9.3894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9433  -10.6224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  2  7  2  0
  6  8  2  0
  5  9  1  0
  4 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 13 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4455140

   ---

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: 341.11

Molecular Weight (Monoisotopic): 340.9873

AlogP: -1.89

#Rotatable Bonds: 5

Polar Surface Area: 118.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.61

CX Basic pKa: 6.75

CX LogP: -2.05

CX LogD: -2.06

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.40

Np Likeness Score: -0.36

References

1. de Moura Sperotto ND, Deves Roth C, Rodrigues-Junior VS, Ev Neves C, Reisdorfer Paula F, da Silva Dadda A, Bergo P, Freitas de Freitas T, Souza Macchi F, Moura S, Duarte de Souza AP, Campos MM, Valim Bizarro C, Santos DS, Basso LA, Machado P..  (2019)  Design of Novel Inhibitors of Human Thymidine Phosphorylase: Synthesis, Enzyme Inhibition, in Vitro Toxicity, and Impact on Human Glioblastoma Cancer.,  62  (3): [PMID:30615449] [10.1021/acs.jmedchem.8b01305]

Source

Source(1):

• Scientific Literature