2-[((R)-1-Phenyl-ethylamino)-methyl]-pyrrolidine-3,4-diol

ID: ALA309850

PubChem CID: 44461885

Max Phase: Preclinical

Molecular Formula: C13H20N2O2

Molecular Weight: 236.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](NCC1NCC(O)C1O)c1ccccc1

Standard InChI:  InChI=1S/C13H20N2O2/c1-9(10-5-3-2-4-6-10)14-7-11-13(17)12(16)8-15-11/h2-6,9,11-17H,7-8H2,1H3/t9-,11?,12?,13?/m1/s1

Standard InChI Key:  WMPOZDRIYMQHEX-HNLWRCSVSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  1  0  0  0  0  0999 V2000
    4.5542   -3.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1667   -3.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9917   -4.2875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792   -3.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1667   -4.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4042   -5.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9917   -5.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3542   -2.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -2.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1667   -5.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4042   -6.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2292   -5.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9917   -7.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7542   -6.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1667   -7.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  1  0
  4  6  1  0
  5  7  1  0
  6  1  1  0
  7  3  1  0
  8  5  1  0
  9  8  1  0
 10  2  1  0
 11  4  1  0
 12  9  2  0
 13  9  1  0
  8 14  1  6
 15 13  2  0
 16 12  1  0
 17 15  1  0
  4  2  1  0
 17 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA309850

   2-[((R)-1-Phenyl-ethylamino)-methyl]-pyrrolidine-3,4-diol

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: 236.32

Molecular Weight (Monoisotopic): 236.1525

AlogP: 0.03

#Rotatable Bonds: 4

Polar Surface Area: 64.52

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.35

CX Basic pKa: 9.16

CX LogP: 0.21

CX LogD: -1.56

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.60

Np Likeness Score: 0.61

References

1. Popowycz F, Gerber-Lemaire S, Demange R, Rodriguez-García E, Asenjo AT, Robina I, Vogel P..  (2001)  Derivatives of (2R,3R,4S)-2-aminomethylpyrrolidine-3,4-diol are selective alpha-mannosidase inhibitors.,  11  (18): [PMID:11549453] [10.1016/s0960-894x(01)00477-2]

Source

Source(1):

• Scientific Literature