(2S,3S,4R)-2-Benzamidomethyl-pyrrolidine-3,4-diol

ID: ALA4212596

Chembl Id: CHEMBL4212596

PubChem CID: 145966960

Max Phase: Preclinical

Molecular Formula: C12H16N2O3

Molecular Weight: 236.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC[C@@H]1NC[C@@H](O)[C@H]1O)c1ccccc1

Standard InChI:  InChI=1S/C12H16N2O3/c15-10-7-13-9(11(10)16)6-14-12(17)8-4-2-1-3-5-8/h1-5,9-11,13,15-16H,6-7H2,(H,14,17)/t9-,10+,11-/m0/s1

Standard InChI Key:  NSLJWPUGEZLEQV-AXFHLTTASA-N

Alternative Forms

1. Parent:

   

   ALA4212596

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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: 236.27

Molecular Weight (Monoisotopic): 236.1161

AlogP: -0.89

#Rotatable Bonds: 3

Polar Surface Area: 81.59

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.34

CX Basic pKa: 9.14

CX LogP: -0.69

CX LogD: -2.43

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.55

Np Likeness Score: 0.52

References

1. Martínez-Bailén M, Carmona AT, Moreno-Clavijo E, Robina I, Ide D, Kato A, Moreno-Vargas AJ..  (2017)  Tuning of β-glucosidase and α-galactosidase inhibition by generation and in situ screening of a library of pyrrolidine-triazole hybrid molecules.,  138  [PMID:28692917] [10.1016/j.ejmech.2017.06.055]

Source

Source(1):

• Scientific Literature