propyl N-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)pentylsulfonyl-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)propanimidothioate

ID: ALA4071555

Chembl Id: CHEMBL4071555

PubChem CID: 137638807

Max Phase: Preclinical

Molecular Formula: C22H36N6O8S2

Molecular Weight: 576.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCS/C(CCO[C@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O)=N\S(=O)(=O)CCCCCn1cnc2c(=O)[nH]c(N)nc21

Standard InChI:  InChI=1S/C22H36N6O8S2/c1-3-10-37-14(7-9-35-21-18(31)17(30)16(29)13(2)36-21)27-38(33,34)11-6-4-5-8-28-12-24-15-19(28)25-22(23)26-20(15)32/h12-13,16-18,21,29-31H,3-11H2,1-2H3,(H3,23,25,26,32)/b27-14-/t13-,16+,17+,18-,21-/m0/s1

Standard InChI Key:  QRHXQJZMHWNWRP-HRRSDVCCSA-N

Alternative Forms

1. Parent:

   

   ALA4071555

   ---

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: 576.70

Molecular Weight (Monoisotopic): 576.2036

AlogP: -0.02

#Rotatable Bonds: 13

Polar Surface Area: 215.24

Molecular Species: NEUTRAL

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.16

CX Basic pKa: 0.46

CX LogP: -0.73

CX LogD: -0.73

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.12

Np Likeness Score: 0.25

References

1. Manabe Y, Kasahara S, Takakura Y, Yang X, Takamatsu S, Kamada Y, Miyoshi E, Yoshidome D, Fukase K..  (2017)  Development of α1,6-fucosyltransferase inhibitors through the diversity-oriented syntheses of GDP-fucose mimics using the coupling between alkyne and sulfonyl azide.,  25  (11): [PMID:28284868] [10.1016/j.bmc.2017.02.036]

Source

Source(1):

• Scientific Literature