N-Benzyl-N-(3,4-dihydroxy-pyrrolidin-2-ylmethyl)-acetamide

ID: ALA445624

PubChem CID: 44462135

Max Phase: Preclinical

Molecular Formula: C14H20N2O3

Molecular Weight: 264.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N(Cc1ccccc1)CC1NCC(O)C1O

Standard InChI:  InChI=1S/C14H20N2O3/c1-10(17)16(8-11-5-3-2-4-6-11)9-12-14(19)13(18)7-15-12/h2-6,12-15,18-19H,7-9H2,1H3

Standard InChI Key:  JZPNSLZLCQQFBF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    4.8042   -2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250   -3.1792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1792   -1.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -3.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0375   -3.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8000   -3.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5542   -3.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0375   -2.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250   -4.6042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -1.7292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4917   -1.7292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8625   -2.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8625   -3.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2750   -3.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2667   -1.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0917   -1.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1000   -3.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5125   -2.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  1  0
  3  1  1  0
  4  1  1  0
  5  2  1  0
  6  1  1  0
  7  4  1  0
  8  3  1  0
  9  2  1  0
 10  5  2  0
 11  4  1  0
 12  7  1  0
 13  9  1  0
 14  5  1  0
 15 13  2  0
 16 13  1  0
 17 16  2  0
 18 15  1  0
 19 17  1  0
  7  8  1  0
 19 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA445624

   N-Benzyl-N-(3,4-dihydroxy-pyrrolidin-2-ylmethyl)-acetamide

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: 264.32

Molecular Weight (Monoisotopic): 264.1474

AlogP: -0.27

#Rotatable Bonds: 4

Polar Surface Area: 72.80

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.35

CX Basic pKa: 9.17

CX LogP: -0.60

CX LogD: -2.36

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.70

Np Likeness Score: 0.14

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