N-(3-phenylpropanoyl)-L-prolyl-2(S)-(imidazol-2-yl)pyrrolidine

ID: ALA4861124

Chembl Id: CHEMBL4861124

PubChem CID: 164614810

Max Phase: Preclinical

Molecular Formula: C21H26N4O2

Molecular Weight: 366.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCc1ccccc1)N1CCC[C@H]1C(=O)N1CCC[C@H]1c1ncc[nH]1

Standard InChI:  InChI=1S/C21H26N4O2/c26-19(11-10-16-6-2-1-3-7-16)24-14-5-9-18(24)21(27)25-15-4-8-17(25)20-22-12-13-23-20/h1-3,6-7,12-13,17-18H,4-5,8-11,14-15H2,(H,22,23)/t17-,18-/m0/s1

Standard InChI Key:  JQTBCXRQQZIAFL-ROUUACIJSA-N

Alternative Forms

1. Parent:

   

   ALA4861124

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 366.47

Molecular Weight (Monoisotopic): 366.2056

AlogP: 2.70

#Rotatable Bonds: 5

Polar Surface Area: 69.30

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.53

CX Basic pKa: 6.13

CX LogP: 1.73

CX LogD: 1.71

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.88

Np Likeness Score: -0.94

References

1. Pätsi HT, Kilpeläinen TP, Auno S, Dillemuth PMJ, Arja K, Lahtela-Kakkonen MK, Myöhänen TT, Wallén EAA..  (2021)  2-Imidazole as a Substitute for the Electrophilic Group Gives Highly Potent Prolyl Oligopeptidase Inhibitors.,  12  (10.0): [PMID:34671446] [10.1021/acsmedchemlett.1c00399]

Source

Source(1):

• Scientific Literature