ID: ALA3143935

Max Phase: Preclinical

Molecular Formula: C16H17N5O4

Molecular Weight: 343.34

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C1N=C(Nc2ccccc2)N=C2C1N=CN2[C@H]1C[C@H](O)[C@@H](CO)O1

Standard InChI:  InChI=1S/C16H17N5O4/c22-7-11-10(23)6-12(25-11)21-8-17-13-14(21)19-16(20-15(13)24)18-9-4-2-1-3-5-9/h1-5,8,10-13,22-23H,6-7H2,(H,18,20,24)/t10-,11+,12+,13?/m0/s1

Standard InChI Key:  NKCIAXNYJIRBFY-VCKSIFHUSA-N

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

Properties

Molecular Weight: 343.34

Molecular Weight (Monoisotopic): 343.1281

AlogP: -0.43

#Rotatable Bonds: 3

Polar Surface Area: 119.11

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.87

CX Basic pKa:

CX LogP: -0.37

CX LogD: -0.37

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: 0.51

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. 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]

3. 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]

Source

Source(1):

• Scientific Literature