3-Hydroxy-4a,7a-dihydro-1H-thieno[2,3-d]pyrimidine-2,4-dione

ID: ALA361350

Chembl Id: CHEMBL361350

Cas Number: 53229-49-5

PubChem CID: 315023

Max Phase: Preclinical

Molecular Formula: C6H4N2O3S

Molecular Weight: 184.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2sccc2c(=O)n1O

Standard InChI:  InChI=1S/C6H4N2O3S/c9-5-3-1-2-12-4(3)7-6(10)8(5)11/h1-2,11H,(H,7,10)

Standard InChI Key:  NNWNTVVLCCOLEQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA361350

   3-hydroxy-1H-thieno[2,3-d]pyrimidine-2,4-dione

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: 184.18

Molecular Weight (Monoisotopic): 183.9943

AlogP: -0.01

#Rotatable Bonds: ┄

Polar Surface Area: 75.09

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.26

CX Basic pKa: ┄

CX LogP: 1.34

CX LogD: -0.60

Aromatic Rings: 2

Heavy Atoms: 12

QED Weighted: 0.57

Np Likeness Score: -0.88

References

1. Tumey LN, Bom D, Huck B, Gleason E, Wang J, Silver D, Brunden K, Boozer S, Rundlett S, Sherf B, Murphy S, Dent T, Leventhal C, Bailey A, Harrington J, Bennani YL..  (2005)  The identification and optimization of a N-hydroxy urea series of flap endonuclease 1 inhibitors.,  15  (2): [PMID:15603939] [10.1016/j.bmcl.2004.10.086]

2. Chapman TM, Wallace C, Gillen KJ, Bakrania P, Khurana P, Coombs PJ, Fox S, Bureau EA, Brownlees J, Melton DW, Saxty B..  (2015)  N-Hydroxyimides and hydroxypyrimidinones as inhibitors of the DNA repair complex ERCC1-XPF.,  25  (19): [PMID:26321360] [10.1016/j.bmcl.2015.08.024]

3. Kankanala J, Kirby KA, Huber AD, Casey MC, Wilson DJ, Sarafianos SG, Wang Z..  (2017)  Design, synthesis and biological evaluations of N-Hydroxy thienopyrimidine-2,4-diones as inhibitors of HIV reverse transcriptase-associated RNase H.,  141  [PMID:29031062] [10.1016/j.ejmech.2017.09.054]

Source

Source(1):

• Scientific Literature