5-Methyl-1-(4-trityloxy-but-2-enyl)-1H-pyrimidine-2,4-dione

ID: ALA101135

Chembl Id: CHEMBL101135

PubChem CID: 6477686

Max Phase: Preclinical

Molecular Formula: C28H26N2O3

Molecular Weight: 438.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn(C/C=C\COC(c2ccccc2)(c2ccccc2)c2ccccc2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C28H26N2O3/c1-22-21-30(27(32)29-26(22)31)19-11-12-20-33-28(23-13-5-2-6-14-23,24-15-7-3-8-16-24)25-17-9-4-10-18-25/h2-18,21H,19-20H2,1H3,(H,29,31,32)/b12-11-

Standard InChI Key:  BHMZJUVAVWRNLN-QXMHVHEDSA-N

Alternative Forms

1. Parent:

   

   ALA101135

   1-[(Z)-4-(triphenylmethoxy)-2-butenyl]thymine

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: 438.53

Molecular Weight (Monoisotopic): 438.1943

AlogP: 4.41

#Rotatable Bonds: 8

Polar Surface Area: 64.09

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.31

CX Basic pKa: ┄

CX LogP: 5.40

CX LogD: 5.40

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: -0.25

References

1. Hernández AI, Balzarini J, Rodríguez-Barrios F, San-Félix A, Karlsson A, Gago F, Camarasa MJ, Pérez-Pérez MJ..  (2003)  Improving the selectivity of acyclic nucleoside analogues as inhibitors of human mitochondrial thymidine kinase: replacement of a triphenylmethoxy moiety with substituted amines and carboxamides.,  13  (18): [PMID:12941326] [10.1016/s0960-894x(03)00639-5]

2. Hernández AI, Balzarini J, Karlsson A, Camarasa MJ, Pérez-Pérez MJ..  (2002)  Acyclic nucleoside analogues as novel inhibitors of human mitochondrial thymidine kinase.,  45  (19): [PMID:12213066] [10.1021/jm011128+]

3. Hernandez AI, Familiar O, Negri A, Rodríguez-Barrios F, Gago F, Karlsson A, Camarasa MJ, Balzarini J, Pérez-Pérez MJ..  (2006)  N1-substituted thymine derivatives as mitochondrial thymidine kinase (TK-2) inhibitors.,  49  (26): [PMID:17181158] [10.1021/jm0610550]

4. Van Poecke S, Negri A, Gago F, Van Daele I, Solaroli N, Karlsson A, Balzarini J, Van Calenbergh S..  (2010)  3'-[4-Aryl-(1,2,3-triazol-1-yl)]-3'-deoxythymidine analogues as potent and selective inhibitors of human mitochondrial thymidine kinase.,  53  (7): [PMID:20218622] [10.1021/jm901532h]

Source

Source(1):

• Scientific Literature