(2R,3S)-3-((S)-2-Fluoro-2-(5,6,7,8-tetrahydronaphthalen-2-yl)acetamido)-2-methyl-3-(p-tolyl)propanoic acid

ID: ALA5284493

Chembl Id: CHEMBL5284493

Max Phase: Preclinical

Molecular Formula: C23H26FNO3

Molecular Weight: 383.46

Names and Identifiers

Canonical SMILES:  Cc1ccc([C@@H](NC(=O)[C@@H](F)c2ccc3c(c2)CCCC3)[C@@H](C)C(=O)O)cc1

Standard InChI:  InChI=1S/C23H26FNO3/c1-14-7-9-17(10-8-14)21(15(2)23(27)28)25-22(26)20(24)19-12-11-16-5-3-4-6-18(16)13-19/h7-13,15,20-21H,3-6H2,1-2H3,(H,25,26)(H,27,28)/t15-,20+,21+/m1/s1

Standard InChI Key:  MQNFGUOKPYSZBX-NQERJWCQSA-N

Alternative Forms

1. Parent:

   

   ALA5284493

   ---

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: 383.46

Molecular Weight (Monoisotopic): 383.1897

AlogP: 4.46

#Rotatable Bonds: 6

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.56

CX Basic pKa: ┄

CX LogP: 5.21

CX LogD: 2.45

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.77

Np Likeness Score: -0.38

References

1. Otake K, Ubukata M, Nagahashi N, Ogawa N, Hantani Y, Hantani R, Adachi T, Nomura A, Yamaguchi K, Maekawa M, Mamada H, Motomura T, Sato M, Harada K..  (2023)  Methyl and Fluorine Effects in Novel Orally Bioavailable Keap1-Nrf2 PPI Inhibitor.,  14  (5): [PMID:37197451] [10.1021/acsmedchemlett.3c00067]

Source

Source(1):

• Scientific Literature