N-(5-Phenylpentanoyl)-L-prolyl-2(S)-(imidazol-2-yl)pyrrolidine

ID: ALA4862396

Chembl Id: CHEMBL4862396

PubChem CID: 164621268

Max Phase: Preclinical

Molecular Formula: C23H30N4O2

Molecular Weight: 394.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCCc1ccccc1)N1CCC[C@H]1C(=O)N1CCC[C@H]1c1ncc[nH]1

Standard InChI:  InChI=1S/C23H30N4O2/c28-21(13-5-4-10-18-8-2-1-3-9-18)26-16-7-12-20(26)23(29)27-17-6-11-19(27)22-24-14-15-25-22/h1-3,8-9,14-15,19-20H,4-7,10-13,16-17H2,(H,24,25)/t19-,20-/m0/s1

Standard InChI Key:  QYANRHQYORHSTP-PMACEKPBSA-N

Alternative Forms

1. Parent:

   

   ALA4862396

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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: 394.52

Molecular Weight (Monoisotopic): 394.2369

AlogP: 3.48

#Rotatable Bonds: 7

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: 2.62

CX LogD: 2.60

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.73

Np Likeness Score: -0.81

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