2-{[(Thiophen-2-ylmethyl)-amino]-methyl}-pyrrolidine-3,4-diol

ID: ALA84941

PubChem CID: 44462096

Max Phase: Preclinical

Molecular Formula: C10H16N2O2S

Molecular Weight: 228.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC1CNC(CNCc2cccs2)C1O

Standard InChI:  InChI=1S/C10H16N2O2S/c13-9-6-12-8(10(9)14)5-11-4-7-2-1-3-15-7/h1-3,8-14H,4-6H2

Standard InChI Key:  OKMVGPCMRNTUSN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    3.3792   -1.9750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1917   -3.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0042   -2.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7542   -3.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5375   -4.5792    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.0542   -3.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8167   -2.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3167   -4.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5375   -3.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3167   -3.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8250   -3.2042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1917   -1.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917   -1.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0000   -3.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2375   -3.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  1  0
  4  7  1  0
  5  6  1  0
  6 15  1  0
  7  1  1  0
  8  5  1  0
  9  6  2  0
 10  9  1  0
 11 14  1  0
 12  2  1  0
 13  4  1  0
 14  3  1  0
 15 11  1  0
  4  2  1  0
 10  8  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA84941

   2-{[(Thiophen-2-ylmethyl)-amino]-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: 228.32

Molecular Weight (Monoisotopic): 228.0932

AlogP: -0.47

#Rotatable Bonds: 4

Polar Surface Area: 64.52

Molecular Species: BASE

HBA: 5

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: -0.29

CX LogD: -2.05

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.56

Np Likeness Score: -0.32

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