5,6-dihydroxy-2-(2-thienyl)pyrimidine-4-carboxamide

ID: ALA223338

Chembl Id: CHEMBL223338

PubChem CID: 135446332

Max Phase: Preclinical

Molecular Formula: C9H7N3O3S

Molecular Weight: 237.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1nc(-c2cccs2)nc(O)c1O

Standard InChI:  InChI=1S/C9H7N3O3S/c10-7(14)5-6(13)9(15)12-8(11-5)4-2-1-3-16-4/h1-3,13H,(H2,10,14)(H,11,12,15)

Standard InChI Key:  SCXAUENZKSNKQP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA223338

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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: 237.24

Molecular Weight (Monoisotopic): 237.0208

AlogP: 0.72

#Rotatable Bonds: 2

Polar Surface Area: 109.33

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.42

CX Basic pKa: 0.00

CX LogP: 1.92

CX LogD: 1.64

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.71

Np Likeness Score: -1.66

References

1. Pace P, Di Francesco ME, Gardelli C, Harper S, Muraglia E, Nizi E, Orvieto F, Petrocchi A, Poma M, Rowley M, Scarpelli R, Laufer R, Gonzalez Paz O, Monteagudo E, Bonelli F, Hazuda D, Stillmock KA, Summa V..  (2007)  Dihydroxypyrimidine-4-carboxamides as novel potent and selective HIV integrase inhibitors.,  50  (9): [PMID:17428043] [10.1021/jm070027u]

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]

Source

Source(1):

• Scientific Literature