(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}-2-(propan-2-yl)phenyl]methyl}-2,4-dimethylphenyl)-D-glucitol

ID: ALA4460379

PubChem CID: 155527667

Max Phase: Preclinical

Molecular Formula: C34H49NO7

Molecular Weight: 583.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C)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)cc1C(C)C

Standard InChI:  InChI=1S/C34H49NO7/c1-19(2)25-14-22(11-12-33(5,6)32(41)35-34(7,8)18-37)9-10-23(25)15-24-16-26(21(4)13-20(24)3)31-30(40)29(39)28(38)27(17-36)42-31/h9-14,16,19,27-31,36-40H,15,17-18H2,1-8H3,(H,35,41)/b12-11+/t27-,28-,29+,30-,31+/m1/s1

Standard InChI Key:  XCLMQLPTGZPJTO-JMDDWNQGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4460379

   ---

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: 583.77

Molecular Weight (Monoisotopic): 583.3509

AlogP: 3.46

#Rotatable Bonds: 10

Polar Surface Area: 139.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.57

CX Basic pKa: ┄

CX LogP: 4.35

CX LogD: 4.35

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.25

Np Likeness Score: 0.83

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