4-(2-Phenylethyl)-1H-indazol-3-yl beta-D-glucopyranoside

ID: ALA4765036

PubChem CID: 67342231

Max Phase: Preclinical

Molecular Formula: C21H24N2O6

Molecular Weight: 400.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H](Oc2n[nH]c3cccc(CCc4ccccc4)c23)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C21H24N2O6/c24-11-15-17(25)18(26)19(27)21(28-15)29-20-16-13(7-4-8-14(16)22-23-20)10-9-12-5-2-1-3-6-12/h1-8,15,17-19,21,24-27H,9-11H2,(H,22,23)/t15-,17-,18+,19-,21+/m1/s1

Standard InChI Key:  BYFXJMLEXODECX-UVPIGPOJSA-N

Molfile:  

 
     RDKit          2D

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   41.2136  -14.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   40.5041  -16.5915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   41.5222  -12.0480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2634  -12.8286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.3436  -12.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   43.6339  -13.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4319  -13.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6787  -14.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1250  -15.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3712  -16.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1700  -16.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.7222  -15.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4732  -14.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4765036

   (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[4-(2-phenylethyl)-1H-indazol-3-yl]oxy]oxane-3,4,5-triol

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: 400.43

Molecular Weight (Monoisotopic): 400.1634

AlogP: 0.53

#Rotatable Bonds: 6

Polar Surface Area: 128.06

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.18

CX Basic pKa: 0.67

CX LogP: 1.86

CX LogD: 1.86

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.41

Np Likeness Score: 0.92

References

1. Shimizu K,Fujikura H,Fushimi N,Nishimura T,Tatani K,Katsuno K,Fujimori Y,Watanabe S,Hiratochi M,Nakabayashi T,Kamada N,Arakawa K,Hikawa H,Azumaya I,Isaji M.  (2021)  Discovery of remogliflozin etabonate: A potent and highly selective SGLT2 inhibitor.,  34  [PMID:33581390] [10.1016/j.bmc.2021.116033]

Source

Source(1):

• Scientific Literature