Diethyl ((S)-2-(2-((E)-3-(4-hydroxy-3-methoxyphenyl)acrylamido)acetamido)-3-(pyridin-4-yl)propanoyl)-D-glutamate

ID: ALA5187696

PubChem CID: 168281103

Max Phase: Preclinical

Molecular Formula: C29H36N4O9

Molecular Weight: 584.63

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC[C@@H](NC(=O)[C@H](Cc1ccncc1)NC(=O)CNC(=O)/C=C/c1ccc(O)c(OC)c1)C(=O)OCC

Standard InChI:  InChI=1S/C29H36N4O9/c1-4-41-27(37)11-8-21(29(39)42-5-2)33-28(38)22(16-20-12-14-30-15-13-20)32-26(36)18-31-25(35)10-7-19-6-9-23(34)24(17-19)40-3/h6-7,9-10,12-15,17,21-22,34H,4-5,8,11,16,18H2,1-3H3,(H,31,35)(H,32,36)(H,33,38)/b10-7+/t21-,22+/m1/s1

Standard InChI Key:  ASYPYCRRDPPVRW-ALQXMYAYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5187696

   ---

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: 584.63

Molecular Weight (Monoisotopic): 584.2482

AlogP: 1.04

#Rotatable Bonds: 16

Polar Surface Area: 182.25

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.88

CX Basic pKa: 5.05

CX LogP: 0.59

CX LogD: 0.58

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.16

Np Likeness Score: -0.09

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