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

ID: ALA4460788

PubChem CID: 155527919

Max Phase: Preclinical

Molecular Formula: C32H45NO8

Molecular Weight: 571.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1cc(O)c([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1Cc1ccc(/C=C/C(C)(C)C(=O)NC(C)(C)CO)cc1

Standard InChI:  InChI=1S/C32H45NO8/c1-18(2)22-15-24(36)23(29-28(39)27(38)26(37)25(16-34)41-29)14-21(22)13-20-9-7-19(8-10-20)11-12-31(3,4)30(40)33-32(5,6)17-35/h7-12,14-15,18,25-29,34-39H,13,16-17H2,1-6H3,(H,33,40)/b12-11+/t25-,26-,27+,28-,29+/m1/s1

Standard InChI Key:  DSCPCGMSZAHTJJ-WDAMPNKDSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4460788

   ---

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: 571.71

Molecular Weight (Monoisotopic): 571.3145

AlogP: 2.55

#Rotatable Bonds: 10

Polar Surface Area: 159.71

Molecular Species: NEUTRAL

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.26

CX Basic pKa: ┄

CX LogP: 3.02

CX LogD: 3.01

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.23

Np Likeness Score: 1.12

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