ID: ALA502217

Max Phase: Preclinical

Molecular Formula: C11H16N4O4

Molecular Weight: 268.27

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=c1[nH]cnc2c(CNC[C@H](O)[C@H](O)CO)c[nH]c12

Standard InChI:  InChI=1S/C11H16N4O4/c16-4-8(18)7(17)3-12-1-6-2-13-10-9(6)14-5-15-11(10)19/h2,5,7-8,12-13,16-18H,1,3-4H2,(H,14,15,19)/t7-,8+/m0/s1

Standard InChI Key:  NSEGFCCGYNYXFR-JGVFFNPUSA-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: 268.27

Molecular Weight (Monoisotopic): 268.1172

AlogP: -1.95

#Rotatable Bonds: 6

Polar Surface Area: 134.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.03

CX Basic pKa: 7.73

CX LogP: -2.67

CX LogD: -3.17

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.36

Np Likeness Score: 0.09

References

1. Clinch K, Evans GB, Fröhlich RF, Furneaux RH, Kelly PM, Legentil L, Murkin AS, Li L, Schramm VL, Tyler PC, Woolhouse AD..  (2009)  Third-generation immucillins: syntheses and bioactivities of acyclic immucillin inhibitors of human purine nucleoside phosphorylase.,  52  (4): [PMID:19170524] [10.1021/jm801421q]

2.  (2014)  Acyclic amine inhibitors of nucleoside phosphorylases and hydrolases, 

Source

Source(2):

• Scientific Literature
• BindingDB Database