ID: ALA508929

Max Phase: Preclinical

Molecular Formula: C12H18N4O4

Molecular Weight: 282.30

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=c1[nH]cnc2c(CN(CCO)C(CO)CO)c[nH]c12

Standard InChI:  InChI=1S/C12H18N4O4/c17-2-1-16(9(5-18)6-19)4-8-3-13-11-10(8)14-7-15-12(11)20/h3,7,9,13,17-19H,1-2,4-6H2,(H,14,15,20)

Standard InChI Key:  KNDXZJHKOLSSIH-UHFFFAOYSA-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: 282.30

Molecular Weight (Monoisotopic): 282.1328

AlogP: -1.60

#Rotatable Bonds: 7

Polar Surface Area: 125.47

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.03

CX Basic pKa: 7.16

CX LogP: -2.34

CX LogD: -2.54

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.42

Np Likeness Score: -0.55

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