2-Phenylamino-1,9-dihydro-purin-6-one

ID: ALA287727

Chembl Id: CHEMBL287727

PubChem CID: 135415579

Max Phase: Preclinical

Molecular Formula: C11H9N5O

Molecular Weight: 227.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1[nH]c(Nc2ccccc2)nc2ncnc1-2

Standard InChI:  InChI=1S/C11H9N5O/c17-10-8-9(13-6-12-8)15-11(16-10)14-7-4-2-1-3-5-7/h1-6H,(H3,12,13,14,15,16,17)

Standard InChI Key:  JDCULXHGRMPCAM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA287727

   ---

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: 227.23

Molecular Weight (Monoisotopic): 227.0807

AlogP: 1.75

#Rotatable Bonds: 2

Polar Surface Area: 86.72

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.81

CX Basic pKa: ┄

CX LogP: 1.93

CX LogD: 1.02

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.62

Np Likeness Score: -0.92

References

1. Focher F, Hildebrand C, Freese S, Ciarrocchi G, Noonan T, Sangalli S, Brown N, Spadari S, Wright G..  (1988)  N2-phenyldeoxyguanosine: a novel selective inhibitor of herpes simplex thymidine kinase.,  31  (8): [PMID:2840499] [10.1021/jm00403a004]

2. Crute JJ, Lehman IR, Gambino J, Yang TF, Medveczky P, Medveczky M, Khan NN, Mulder C, Monroe J, Wright GE..  (1995)  Inhibition of herpes simplex virus type 1 helicase-primase by (dichloroanilino)purines and -pyrimidines.,  38  (10): [PMID:7752206] [10.1021/jm00010a027]

3. Hildebrand C, Sandoli D, Focher F, Gambino J, Ciarrocchi G, Spadari S, Wright G..  (1990)  Structure-activity relationships of N2-substituted guanines as inhibitors of HSV1 and HSV2 thymidine kinases.,  33  (1): [PMID:2153203] [10.1021/jm00163a033]

4. Gambino J, Focher F, Hildebrand C, Maga G, Noonan T, Spadari S, Wright G..  (1992)  Quantitative structure-activity relationships of N2-phenylguanines as inhibitors of herpes simplex virus thymidine kinases.,  35  (16): [PMID:1323680] [10.1021/jm00094a007]

5. Xu H, Maga G, Focher F, Smith ER, Spadari S, Gambino J, Wright GE..  (1995)  Synthesis, properties, and pharmacokinetic studies of N2-phenylguanine derivatives as inhibitors of herpes simplex virus thymidine kinases.,  38  (1): [PMID:7837239] [10.1021/jm00001a010]

6. Coxon CR, Anscombe E, Harnor SJ, Martin MP, Carbain B, Golding BT, Hardcastle IR, Harlow LK, Korolchuk S, Matheson CJ, Newell DR, Noble ME, Sivaprakasam M, Tudhope SJ, Turner DM, Wang LZ, Wedge SR, Wong C, Griffin RJ, Endicott JA, Cano C..  (2017)  Cyclin-Dependent Kinase (CDK) Inhibitors: Structure-Activity Relationships and Insights into the CDK-2 Selectivity of 6-Substituted 2-Arylaminopurines.,  60  (5): [PMID:28005359] [10.1021/acs.jmedchem.6b01254]

Source

Source(1):

• Scientific Literature