4-N-Benzylcytosine

ID: ALA2063052

Chembl Id: CHEMBL2063052

Cas Number: 5785-16-0

PubChem CID: 308512

Max Phase: Preclinical

Molecular Formula: C11H11N3O

Molecular Weight: 201.23

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 4-N-Benzylcytosine | 5785-16-0|6-(benzylamino)-1H-pyrimidin-2-one|CHEMBL2063052|NSC 210324|4-N-Benzylcytosine|NSC210324|4-Benzylaminocytosine|SCHEMBL248683|4-(benzylamino)-2-pyrimidinol|4-(benzylamino)-pyrimidin-2-ol|DTXSID60308877|LHOUXFCFCBCKPY-UHFFFAOYSA-N|4-Benzylamino-pyrimidin-2(1H)-one|BDBM50389495|AKOS015917094|NSC-210324|4-(Benzylamino)-2(1H)-pyrimidinone #

Canonical SMILES:  O=c1nc(NCc2ccccc2)cc[nH]1

Standard InChI:  InChI=1S/C11H11N3O/c15-11-12-7-6-10(14-11)13-8-9-4-2-1-3-5-9/h1-7H,8H2,(H2,12,13,14,15)

Standard InChI Key:  LHOUXFCFCBCKPY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2063052

   6-(benzylamino)-1H-pyrimidin-2-one

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: 201.23

Molecular Weight (Monoisotopic): 201.0902

AlogP: 1.38

#Rotatable Bonds: 3

Polar Surface Area: 57.78

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.98

CX Basic pKa: ┄

CX LogP: 0.76

CX LogD: 0.76

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.79

Np Likeness Score: -1.08

References

1. Plitta B, Adamska E, Giel-Pietraszuk M, Fedoruk-Wyszomirska A, Naskręt-Barciszewska M, Markiewicz WT, Barciszewski J..  (2012)  New cytosine derivatives as inhibitors of DNA methylation.,  55  [PMID:22854677] [10.1016/j.ejmech.2012.07.024]

2. Ward AD, Baker BR..  (1977)  Irreversible enzyme inhibitors. 200. Active-site-directed inhibitors of deoxycytidine kinase.,  20  (1): [PMID:189030] [10.1021/jm00211a018]

Source

Source(1):

• Scientific Literature