((2R,3S,4R,5R)-5-(6-(hexylamino)-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl sulfamate

ID: ALA2017007

Chembl Id: CHEMBL2017007

PubChem CID: 53475400

Max Phase: Preclinical

Molecular Formula: C16H26N6O6S

Molecular Weight: 430.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCNc1ncnc2c1ncn2[C@@H]1O[C@H](COS(N)(=O)=O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C16H26N6O6S/c1-2-3-4-5-6-18-14-11-15(20-8-19-14)22(9-21-11)16-13(24)12(23)10(28-16)7-27-29(17,25)26/h8-10,12-13,16,23-24H,2-7H2,1H3,(H2,17,25,26)(H,18,19,20)/t10-,12-,13-,16-/m1/s1

Standard InChI Key:  DWCQACBFXLNZCO-XNIJJKJLSA-N

Alternative Forms

1. Parent:

   

   ALA2017007

   [(2R,3S,4R,5R)-5-[6-(hexylamino)purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methyl sulfamate

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

Calculated Properties

Molecular Weight: 430.49

Molecular Weight (Monoisotopic): 430.1635

AlogP: -0.34

#Rotatable Bonds: 10

Polar Surface Area: 174.71

Molecular Species: NEUTRAL

HBA: 11

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: -0.10

CX LogD: -0.10

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.36

Np Likeness Score: 0.41

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