(2R,3R,4S)-2-(((1H-imidazol-1-yl)methylamino)methyl)pyrrolidine-3,4-diol

ID: ALA2207392

Cas Number: 388076-95-7

PubChem CID: 45093274

Max Phase: Preclinical

Molecular Formula: C9H16N4O2

Molecular Weight: 212.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O[C@H]1[C@@H](O)CN[C@@H]1CNCn1ccnc1

Standard InChI:  InChI=1S/C9H16N4O2/c14-8-4-12-7(9(8)15)3-11-6-13-2-1-10-5-13/h1-2,5,7-9,11-12,14-15H,3-4,6H2/t7-,8+,9-/m1/s1

Standard InChI Key:  AXLGCGSOTAFBLX-HRDYMLBCSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   11.2219   -7.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0391   -7.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2935   -6.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6305   -5.7946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9718   -6.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7407   -7.7140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5187   -7.7151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0710   -6.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6775   -6.5730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4551   -6.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0616   -6.8692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9768   -7.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7229   -8.0138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2706   -7.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8629   -6.6990    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  2  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2207392

   (2R,3R,4S)-2-((((1H-Imidazol-1-yl)methyl)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): 212.1273

AlogP: -1.88

#Rotatable Bonds: 4

Polar Surface Area: 82.34

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.35

CX Basic pKa: 9.13

CX LogP: -1.91

CX LogD: -3.69

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.47

Np Likeness Score: 0.30

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