ID: ALA2367580

Max Phase: Preclinical

Molecular Formula: C13H13BrN2O6

Molecular Weight: 373.16

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=c1[nH]c(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1-c1ccc(Br)o1

Standard InChI:  InChI=1S/C13H13BrN2O6/c14-10-2-1-8(21-10)6-4-16(13(20)15-12(6)19)11-3-7(18)9(5-17)22-11/h1-2,4,7,9,11,17-18H,3,5H2,(H,15,19,20)/t7-,9+,11+/m0/s1

Standard InChI Key:  SDIRBUIWZUCLRP-JVUFJMBOSA-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: 373.16

Molecular Weight (Monoisotopic): 371.9957

AlogP: 0.20

#Rotatable Bonds: 3

Polar Surface Area: 117.69

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.65

CX Basic pKa:

CX LogP: -0.32

CX LogD: -0.32

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.71

Np Likeness Score: 0.23

References

1. Wigerinck P, Pannecouque C, Snoeck R, Claes P, De Clercq E, Herdewijn P..  (1991)  5-(5-Bromothien-2-yl)-2'-deoxyuridine and 5-(5-chlorothien-2-yl)-2'-deoxyuridine are equipotent to (E)-5-(2-bromovinyl)-2'-deoxyuridine in the inhibition of herpes simplex virus type I replication.,  34  (8): [PMID:1652017] [10.1021/jm00112a011]

2. De Winter H, Herdewijn P..  (1996)  Understanding the binding of 5-substituted 2'-deoxyuridine substrates to thymidine kinase of herpes simplex virus type-1.,  39  (24): [PMID:8941385] [10.1021/jm960278v]

Source

Source(1):

• Scientific Literature