ID: ALA2017016

Max Phase: Preclinical

Molecular Formula: C15H18N6O6S2

Molecular Weight: 442.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  NS(=O)(=O)OC[C@H]1O[C@@H](n2cnc3c(NCc4cccs4)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C15H18N6O6S2/c16-29(24,25)26-5-9-11(22)12(23)15(27-9)21-7-20-10-13(18-6-19-14(10)21)17-4-8-2-1-3-28-8/h1-3,6-7,9,11-12,15,22-23H,4-5H2,(H2,16,24,25)(H,17,18,19)/t9-,11-,12-,15-/m1/s1

Standard InChI Key:  DGORRKCQQSWFHY-SDBHATRESA-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: 442.48

Molecular Weight (Monoisotopic): 442.0729

AlogP: -0.66

#Rotatable Bonds: 7

Polar Surface Area: 174.71

Molecular Species: NEUTRAL

HBA: 12

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.30

CX Basic pKa: 3.71

CX LogP: -0.67

CX LogD: -0.67

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.37

Np Likeness Score: -0.34

References

1. Lukkarila JL, da Silva SR, Ali M, Shahani VM, Xu GW, Berman J, Roughton A, Dhe-Paganon S, Schimmer AD, Gunning PT..  (2011)  Identification of NAE Inhibitors Exhibiting Potent Activity in Leukemia Cells: Exploring the Structural Determinants of NAE Specificity.,  2  (8): [PMID:24900352] [10.1021/ml2000615]

2.  (2006)  Inhibitors of E1 activating enzymes, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data