((2R,3S,4R,5R)-3,4-dihydroxy-5-(6-(2,4,4-trimethylpentan-2-ylamino)-9H-purin-9-yl)tetrahydrofuran-2-yl)methyl sulfamate

ID: ALA2017010

Chembl Id: CHEMBL2017010

PubChem CID: 70681142

Max Phase: Preclinical

Molecular Formula: C18H30N6O6S

Molecular Weight: 458.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)CC(C)(C)Nc1ncnc2c1ncn2[C@@H]1O[C@H](COS(N)(=O)=O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C18H30N6O6S/c1-17(2,3)7-18(4,5)23-14-11-15(21-8-20-14)24(9-22-11)16-13(26)12(25)10(30-16)6-29-31(19,27)28/h8-10,12-13,16,25-26H,6-7H2,1-5H3,(H2,19,27,28)(H,20,21,23)/t10-,12-,13-,16-/m1/s1

Standard InChI Key:  SVDNKBWVTBPLDU-XNIJJKJLSA-N

Alternative Forms

1. Parent:

   

   ALA2017010

   [(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-(2,4,4-trimethylpentan-2-ylamino)purin-9-yl]oxolan-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: 458.54

Molecular Weight (Monoisotopic): 458.1948

AlogP: 0.29

#Rotatable Bonds: 7

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: 3.70

CX LogP: 0.30

CX LogD: 0.30

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: 0.12

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