Diethyl ((E)-3-(4-(trifluoromethyl)phenyl)acryloyl)glycyl-L-valyl-D-glutamate

ID: ALA5202454

PubChem CID: 168292588

Max Phase: Preclinical

Molecular Formula: C26H34F3N3O7

Molecular Weight: 557.57

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)/C=C/c1ccc(C(F)(F)F)cc1)C(C)C)C(=O)OCC

Standard InChI:  InChI=1S/C26H34F3N3O7/c1-5-38-22(35)14-12-19(25(37)39-6-2)31-24(36)23(16(3)4)32-21(34)15-30-20(33)13-9-17-7-10-18(11-8-17)26(27,28)29/h7-11,13,16,19,23H,5-6,12,14-15H2,1-4H3,(H,30,33)(H,31,36)(H,32,34)/b13-9+/t19-,23+/m1/s1

Standard InChI Key:  IGTBNUZNLABPCZ-WKZIBFJNSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5202454

   ---

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: 557.57

Molecular Weight (Monoisotopic): 557.2349

AlogP: 2.37

#Rotatable Bonds: 14

Polar Surface Area: 139.90

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.88

CX Basic pKa: ┄

CX LogP: 2.38

CX LogD: 2.38

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.24

Np Likeness Score: -0.53

References

1. Guzelj S, Bizjak Š, Jakopin Ž..  (2022)  Discovery of Desmuramylpeptide NOD2 Agonists with Single-Digit Nanomolar Potency.,  13  (8.0): [PMID:35978688] [10.1021/acsmedchemlett.2c00121]

Source

Source(1):

• Scientific Literature