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

ID: ALA4085147

Chembl Id: CHEMBL4085147

PubChem CID: 137648035

Max Phase: Preclinical

Molecular Formula: C22H37N7O8S

Molecular Weight: 559.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN/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/C22H37N7O8S/c1-3-8-24-14(7-10-36-21-18(32)17(31)16(30)13(2)37-21)28-38(34,35)11-6-4-5-9-29-12-25-15-19(29)26-22(23)27-20(15)33/h12-13,16-18,21,30-32H,3-11H2,1-2H3,(H,24,28)(H3,23,26,27,33)/t13-,16+,17+,18-,21-/m0/s1

Standard InChI Key:  ZIWDKKFHLNFOFR-AEWKFYLCSA-N

Alternative Forms

1. Parent:

   

   ALA4085147

   ---

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: 559.65

Molecular Weight (Monoisotopic): 559.2424

AlogP: -1.17

#Rotatable Bonds: 13

Polar Surface Area: 227.27

Molecular Species: NEUTRAL

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.16

CX Basic pKa: 2.11

CX LogP: -2.00

CX LogD: -2.00

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.10

Np Likeness Score: 0.19

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