ID: ALA508694

Max Phase: Preclinical

Molecular Formula: C12H18N4O4

Molecular Weight: 282.30

Molecule Type: Small molecule

Representations

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

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

Standard InChI Key:  MXMZHPBJYLDKFX-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: -1.70

#Rotatable Bonds: 7

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: 8.01

CX LogP: -2.67

CX LogD: -3.38

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.36

Np Likeness Score: 0.46

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