(2R,3R,4S)-2-((furan-2-ylmethylamino)methyl)pyrrolidine-3,4-diol

ID: ALA2207390

Cas Number: 388076-93-5

PubChem CID: 45093275

Max Phase: Preclinical

Molecular Formula: C10H16N2O3

Molecular Weight: 212.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O[C@H]1[C@@H](O)CN[C@@H]1CNCc1ccco1

Standard InChI:  InChI=1S/C10H16N2O3/c13-9-6-12-8(10(9)14)5-11-4-7-2-1-3-15-7/h1-3,8-14H,4-6H2/t8-,9+,10-/m1/s1

Standard InChI Key:  PZXVNBNMCOTOGT-KXUCPTDWSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   -2.2493   -7.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4321   -7.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1747   -6.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8407   -6.1207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4944   -6.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7256   -8.0400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9459   -8.0412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3922   -6.3514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2145   -6.8990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9921   -6.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5986   -7.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5138   -8.0064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2599   -8.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8076   -7.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3999   -7.0251    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
  1  6  1  1
  2  7  1  1
  3  8  1  6
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2207390

   (2R,3R,4S)-2-(((Furan-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: 212.25

Molecular Weight (Monoisotopic): 212.1161

AlogP: -0.94

#Rotatable Bonds: 4

Polar Surface Area: 77.66

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.35

CX Basic pKa: 9.13

CX LogP: -1.14

CX LogD: -2.87

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.52

Np Likeness Score: 0.36

References

1. Moorthy NS, Brás NF, Ramos MJ, Fernandes PA..  (2012)  Virtual screening and QSAR study of some pyrrolidine derivatives as α-mannosidase inhibitors for binding feature analysis.,  20  (24): [PMID:23151473] [10.1016/j.bmc.2012.10.011]

Source

Source(1):

• Scientific Literature