(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-methylphenyl}-D-glucitol

ID: ALA4524341

PubChem CID: 155520018

Max Phase: Preclinical

Molecular Formula: C30H41NO8

Molecular Weight: 543.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(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/C30H41NO8/c1-17-12-22(34)21(27-26(37)25(36)24(35)23(15-32)39-27)14-20(17)13-19-8-6-18(7-9-19)10-11-29(2,3)28(38)31-30(4,5)16-33/h6-12,14,23-27,32-37H,13,15-16H2,1-5H3,(H,31,38)/b11-10+/t23-,24-,25+,26-,27+/m1/s1

Standard InChI Key:  HXRWAXMICBICQK-IWRPRXAJSA-N

Molfile:  

 
     RDKit          2D

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   30.2162  -12.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3816  -14.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.9524  -15.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.5228  -14.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2360  -13.5996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5251  -14.8392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6649  -13.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.5218  -13.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5  4  1  0
  6  5  1  0
  7  8  2  0
  8  9  1  0
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 10 24  1  0
 24 25  1  0
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  5 33  1  0
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 33 35  2  0
 34  2  1  0
  2 36  1  0
 36 37  1  0
  7 38  1  0
 11 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524341

   ---

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: 543.66

Molecular Weight (Monoisotopic): 543.2832

AlogP: 1.73

#Rotatable Bonds: 9

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: 9.30

CX Basic pKa: ┄

CX LogP: 2.29

CX LogD: 2.28

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.25

Np Likeness Score: 0.98

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