ID: ALA474328

Max Phase: Preclinical

Molecular Formula: C17H18N4O3S

Molecular Weight: 358.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=c1[nH]cnc2c([C@@H]3N[C@H](CSc4ccccc4)[C@@H](O)[C@H]3O)c[nH]c12

Standard InChI:  InChI=1S/C17H18N4O3S/c22-15-11(7-25-9-4-2-1-3-5-9)21-13(16(15)23)10-6-18-14-12(10)19-8-20-17(14)24/h1-6,8,11,13,15-16,18,21-23H,7H2,(H,19,20,24)/t11-,13+,15-,16+/m1/s1

Standard InChI Key:  RILVLBFFRDXSEY-JMGFVUJMSA-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: 358.42

Molecular Weight (Monoisotopic): 358.1100

AlogP: 0.78

#Rotatable Bonds: 4

Polar Surface Area: 114.03

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.03

CX Basic pKa: 8.14

CX LogP: 0.05

CX LogD: -0.68

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.44

Np Likeness Score: 0.14

References

1. Murkin AS, Clinch K, Mason JM, Tyler PC, Schramm VL..  (2008)  Immucillins in custom catalytic-site cavities.,  18  (22): [PMID:18778937] [10.1016/j.bmcl.2008.08.047]

2.  (2016)  Methods, assays and compounds for treating bacterial infections by inhibiting methylthioinosine phosphorylase, 

Source

Source(2):

• Scientific Literature
• BindingDB Database