ID: ALA2017017

Max Phase: Preclinical

Molecular Formula: C16H20N6O6S2

Molecular Weight: 456.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  NS(=O)(=O)OC[C@H]1O[C@@H](n2cnc3c(NCCc4cccs4)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C16H20N6O6S2/c17-30(25,26)27-6-10-12(23)13(24)16(28-10)22-8-21-11-14(19-7-20-15(11)22)18-4-3-9-2-1-5-29-9/h1-2,5,7-8,10,12-13,16,23-24H,3-4,6H2,(H2,17,25,26)(H,18,19,20)/t10-,12-,13-,16-/m1/s1

Standard InChI Key:  AAFPGBVHHSEHGR-XNIJJKJLSA-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: 456.51

Molecular Weight (Monoisotopic): 456.0886

AlogP: -0.62

#Rotatable Bonds: 8

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: 3.76

CX LogP: -0.38

CX LogD: -0.38

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.34

Np Likeness Score: -0.37

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]

Source

Source(1):

• Scientific Literature