Diethyl ((E)-3-(3-phenoxyphenyl)acryloyl)glycyl-L-valyl-D-glutamate

ID: ALA5193116

PubChem CID: 168289172

Max Phase: Preclinical

Molecular Formula: C31H39N3O8

Molecular Weight: 581.67

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)/C=C/c1cccc(Oc2ccccc2)c1)C(C)C)C(=O)OCC

Standard InChI:  InChI=1S/C31H39N3O8/c1-5-40-28(37)18-16-25(31(39)41-6-2)33-30(38)29(21(3)4)34-27(36)20-32-26(35)17-15-22-11-10-14-24(19-22)42-23-12-8-7-9-13-23/h7-15,17,19,21,25,29H,5-6,16,18,20H2,1-4H3,(H,32,35)(H,33,38)(H,34,36)/b17-15+/t25-,29+/m1/s1

Standard InChI Key:  HUXWOEWIHRYUOT-QEALHERHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5193116

   ---

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: 581.67

Molecular Weight (Monoisotopic): 581.2737

AlogP: 3.14

#Rotatable Bonds: 16

Polar Surface Area: 149.13

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.84

CX Basic pKa: ┄

CX LogP: 3.00

CX LogD: 3.00

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.20

Np Likeness Score: -0.39

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