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

ID: ALA2017021

Chembl Id: CHEMBL2017021

PubChem CID: 70691674

Max Phase: Preclinical

Molecular Formula: C13H20N6O6S

Molecular Weight: 388.41

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H20N6O6S/c1-6(2)18-11-8-12(16-4-15-11)19(5-17-8)13-10(21)9(20)7(25-13)3-24-26(14,22)23/h4-7,9-10,13,20-21H,3H2,1-2H3,(H2,14,22,23)(H,15,16,18)/t7-,9-,10-,13-/m1/s1

Standard InChI Key:  KKQVBFYYFMXCHK-QYVSTXNMSA-N

Alternative Forms

1. Parent:

   

   ALA2017021

   [(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-(propan-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: 388.41

Molecular Weight (Monoisotopic): 388.1165

AlogP: -1.51

#Rotatable Bonds: 6

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: 3.73

CX LogP: -1.54

CX LogD: -1.54

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.45

Np Likeness Score: 0.40

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