Diethyl ((S)-2-(2-((E)-3-(4-hydroxy-3-methoxyphenyl)acrylamido)acetamido)-4-phenylbutanoyl)-D-glutamate

ID: ALA5180997

PubChem CID: 168276339

Max Phase: Preclinical

Molecular Formula: C31H39N3O9

Molecular Weight: 597.67

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC[C@@H](NC(=O)[C@H](CCc1ccccc1)NC(=O)CNC(=O)/C=C/c1ccc(O)c(OC)c1)C(=O)OCC

Standard InChI:  InChI=1S/C31H39N3O9/c1-4-42-29(38)18-15-24(31(40)43-5-2)34-30(39)23(14-11-21-9-7-6-8-10-21)33-28(37)20-32-27(36)17-13-22-12-16-25(35)26(19-22)41-3/h6-10,12-13,16-17,19,23-24,35H,4-5,11,14-15,18,20H2,1-3H3,(H,32,36)(H,33,37)(H,34,39)/b17-13+/t23-,24+/m0/s1

Standard InChI Key:  UVQGKTDIDWJTNO-NUWZUGDKSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5180997

   ---

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: 597.67

Molecular Weight (Monoisotopic): 597.2686

AlogP: 2.04

#Rotatable Bonds: 17

Polar Surface Area: 169.36

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.88

CX Basic pKa: ┄

CX LogP: 2.25

CX LogD: 2.25

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.16

Np Likeness Score: 0.01

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