(1S)-1,5-Anhydro-1-{5-[(4-{(1E)-4-[(1-hydroxy-2-methylpropan-2-yl)amino]-3,3-dimethyl-4-oxobut-1-en-1-yl}phenyl)methyl]-2-methoxy-4-(propan-2-yl)phenyl}-D-glucitol

ID: ALA4551742

PubChem CID: 155555849

Max Phase: Preclinical

Molecular Formula: C33H47NO8

Molecular Weight: 585.74

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(C(C)C)c(Cc2ccc(/C=C/C(C)(C)C(=O)NC(C)(C)CO)cc2)cc1[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C33H47NO8/c1-19(2)23-16-25(41-7)24(30-29(39)28(38)27(37)26(17-35)42-30)15-22(23)14-21-10-8-20(9-11-21)12-13-32(3,4)31(40)34-33(5,6)18-36/h8-13,15-16,19,26-30,35-39H,14,17-18H2,1-7H3,(H,34,40)/b13-12+/t26-,27-,28+,29-,30+/m1/s1

Standard InChI Key:  AJBAXXZLRODFMW-YIIQLIBHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4551742

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 585.74

Molecular Weight (Monoisotopic): 585.3302

AlogP: 2.85

#Rotatable Bonds: 11

Polar Surface Area: 148.71

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.55

CX Basic pKa: ┄

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.24

Np Likeness Score: 0.96

References

1. Kuroda S, Kobashi Y, Oi T, Kawabe K, Shiozawa F, Okumura-Kitajima L, Sugisaki-Kitano M, Io F, Yamamoto K, Kakinuma H..  (2019)  Discovery of potent, low-absorbable sodium-dependent glucose cotransporter 1 (SGLT1) inhibitor SGL5213 for type 2 diabetes treatment.,  27  (2): [PMID:30579799] [10.1016/j.bmc.2018.12.015]

Source

Source(1):

• Scientific Literature