2-Cyclopentylaminomethyl-pyrrolidine-3,4-diol

ID: ALA84940

PubChem CID: 44462095

Max Phase: Preclinical

Molecular Formula: C10H20N2O2

Molecular Weight: 200.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC1CNC(CNC2CCCC2)C1O

Standard InChI:  InChI=1S/C10H20N2O2/c13-9-6-12-8(10(9)14)5-11-7-3-1-2-4-7/h7-14H,1-6H2

Standard InChI Key:  CAYLVMUUXWDLQS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
    3.9667   -1.7250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7792   -2.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5917   -2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417   -2.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4042   -2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5917   -2.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4167   -2.9542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7792   -1.5042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792   -1.5042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8292   -3.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792   -4.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6417   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8167   -4.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1042   -4.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  1  0
  4  5  1  0
  5  1  1  0
  6  3  1  0
  7  6  1  0
  8  2  1  0
  9  4  1  0
 10  7  1  0
 11 10  1  0
 12 10  1  0
 13 12  1  0
 14 11  1  0
  4  2  1  0
 13 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA84940

   2-Cyclopentylaminomethyl-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: 200.28

Molecular Weight (Monoisotopic): 200.1525

AlogP: -0.79

#Rotatable Bonds: 3

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: 9.49

CX LogP: -0.58

CX LogD: -2.71

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.48

Np Likeness Score: 1.21

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