4-[(2S)-2-[(2S)-2-[(2S)-2-[4-(Guanidinomethyl)piperidine-1-carbonyl]pyrrolidine-1-carbonyl]pyrrolidine-1-carbonyl]pyrrolidin-1-yl]-N-(3-oxazol-5-ylphenyl)-4-oxo-butanamide

ID: ALA5194506

Chembl Id: CHEMBL5194506

PubChem CID: 168284281

Max Phase: Preclinical

Molecular Formula: C35H47N9O6

Molecular Weight: 689.82

Names and Identifiers

Canonical SMILES:  N=C(N)NCC1CCN(C(=O)[C@@H]2CCCN2C(=O)[C@@H]2CCCN2C(=O)[C@@H]2CCCN2C(=O)CCC(=O)Nc2cccc(-c3cnco3)c2)CC1

Standard InChI:  InChI=1S/C35H47N9O6/c36-35(37)39-20-23-12-17-41(18-13-23)32(47)26-7-3-15-43(26)34(49)28-9-4-16-44(28)33(48)27-8-2-14-42(27)31(46)11-10-30(45)40-25-6-1-5-24(19-25)29-21-38-22-50-29/h1,5-6,19,21-23,26-28H,2-4,7-18,20H2,(H,40,45)(H4,36,37,39)/t26-,27-,28-/m0/s1

Standard InChI Key:  DQFLGZKQGWZVON-KCHLEUMXSA-N

Alternative Forms

1. Parent:

   

   ALA5194506

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 689.82

Molecular Weight (Monoisotopic): 689.3649

AlogP: 1.75

#Rotatable Bonds: 10

Polar Surface Area: 198.27

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.90

CX Basic pKa: 12.14

CX LogP: -1.37

CX LogD: -3.68

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.21

Np Likeness Score: -1.02

References

1. Garsi JB, Komjáti B, Cullia G, Fejes I, Sipos M, Sipos Z, Fördős E, Markacz P, Balázs B, Lancelot N, Berger S, Raimbaud E, Brown D, Vuillard LM, Haberkorn L, Cukier C, Szlávik Z, Hanessian S..  (2022)  Targeting NOX2 via p47/phox-p22/phox Inhibition with Novel Triproline Mimetics.,  13  (6.0): [PMID:35707140] [10.1021/acsmedchemlett.2c00094]

Source

Source(1):

• Scientific Literature