N-(((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl)methyl)cyclobutanecarboxamide

ID: ALA4095721

PubChem CID: 137654333

Max Phase: Preclinical

Molecular Formula: C11H20N2O4

Molecular Weight: 244.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC[C@@H]1N[C@H](CO)[C@H](O)[C@@H]1O)C1CCC1

Standard InChI:  InChI=1S/C11H20N2O4/c14-5-8-10(16)9(15)7(13-8)4-12-11(17)6-2-1-3-6/h6-10,13-16H,1-5H2,(H,12,17)/t7-,8+,9+,10-/m0/s1

Standard InChI Key:  WSSDJXBCKKUKFT-JLIMGVALSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   12.1216  -13.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9388  -13.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1932  -12.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5302  -12.0639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8715  -12.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0942  -12.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9239  -11.4946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6404  -13.9832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4184  -13.9844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9707  -12.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1418  -11.4955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9193  -11.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0903  -10.4449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5258  -11.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5638  -12.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3799  -12.5661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3383  -11.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  5  6  1  1
  6  7  1  0
  1  8  1  1
  2  9  1  1
  3 10  1  1
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095721

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 244.29

Molecular Weight (Monoisotopic): 244.1423

AlogP: -2.04

#Rotatable Bonds: 4

Polar Surface Area: 101.82

Molecular Species: BASE

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.20

CX Basic pKa: 8.67

CX LogP: -1.95

CX LogD: -3.24

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.39

Np Likeness Score: 0.53

References

1. Cheng WC, Wang JH, Yun WY, Li HY, Hu JM..  (2017)  Rapid preparation of (3R,4S,5R) polyhydroxylated pyrrolidine-based libraries to discover a pharmacological chaperone for treatment of Fabry disease.,  126  [PMID:27744182] [10.1016/j.ejmech.2016.10.004]

Source

Source(1):

• Scientific Literature