N-(4-phenylbutanoyl)-L-prolyl-2(S)-(pyrazol-3-yl)pyrrolidine

ID: ALA4864967

Chembl Id: CHEMBL4864967

PubChem CID: 164624051

Max Phase: Preclinical

Molecular Formula: C22H28N4O2

Molecular Weight: 380.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCc1ccccc1)N1CCC[C@H]1C(=O)N1CCC[C@H]1c1ccn[nH]1

Standard InChI:  InChI=1S/C22H28N4O2/c27-21(12-4-9-17-7-2-1-3-8-17)25-15-6-11-20(25)22(28)26-16-5-10-19(26)18-13-14-23-24-18/h1-3,7-8,13-14,19-20H,4-6,9-12,15-16H2,(H,23,24)/t19-,20-/m0/s1

Standard InChI Key:  ZQCRFSOAUGEWIL-PMACEKPBSA-N

Alternative Forms

1. Parent:

   

   ALA4864967

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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: 380.49

Molecular Weight (Monoisotopic): 380.2212

AlogP: 3.09

#Rotatable Bonds: 6

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: 12.80

CX Basic pKa: 2.51

CX LogP: 2.29

CX LogD: 2.29

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.84

Np Likeness Score: -1.02

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