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

ID: ALA4075747

Chembl Id: CHEMBL4075747

PubChem CID: 137650887

Max Phase: Preclinical

Molecular Formula: C23H39N7O8S

Molecular Weight: 573.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)/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/C23H39N7O8S/c1-4-29(5-2)15(9-11-37-22-19(33)18(32)17(31)14(3)38-22)28-39(35,36)12-8-6-7-10-30-13-25-16-20(30)26-23(24)27-21(16)34/h13-14,17-19,22,31-33H,4-12H2,1-3H3,(H3,24,26,27,34)/b28-15-/t14-,17+,18+,19-,22-/m0/s1

Standard InChI Key:  MGAFUQDJFHFQNF-FPCBOGMTSA-N

Alternative Forms

1. Parent:

   

   ALA4075747

   ---

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: 573.67

Molecular Weight (Monoisotopic): 573.2581

AlogP: -0.82

#Rotatable Bonds: 13

Polar Surface Area: 218.48

Molecular Species: NEUTRAL

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.16

CX Basic pKa: 1.99

CX LogP: -1.90

CX LogD: -1.90

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.11

Np Likeness Score: 0.12

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