Diethyl ((E)-3-(4-(2-((adamantan-1-yl)acetoxy)-3-methoxyphenyl)acryloyl)glycyl-L-valyl-D-glutamate

ID: ALA5180843

PubChem CID: 168272353

Max Phase: Preclinical

Molecular Formula: C38H53N3O10

Molecular Weight: 711.85

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)/C=C/c1ccc(OC(=O)CC23CC4CC(CC(C4)C2)C3)c(OC)c1)C(C)C)C(=O)OCC

Standard InChI:  InChI=1S/C38H53N3O10/c1-6-49-33(44)13-10-28(37(47)50-7-2)40-36(46)35(23(3)4)41-32(43)22-39-31(42)12-9-24-8-11-29(30(17-24)48-5)51-34(45)21-38-18-25-14-26(19-38)16-27(15-25)20-38/h8-9,11-12,17,23,25-28,35H,6-7,10,13-16,18-22H2,1-5H3,(H,39,42)(H,40,46)(H,41,43)/b12-9+/t25?,26?,27?,28-,35+,38?/m1/s1

Standard InChI Key:  OOWTWIDDDLYFII-FOMSFIPTSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5180843

   ---

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: 711.85

Molecular Weight (Monoisotopic): 711.3731

AlogP: 3.87

#Rotatable Bonds: 18

Polar Surface Area: 175.43

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.79

CX Basic pKa: ┄

CX LogP: 3.48

CX LogD: 3.48

Aromatic Rings: 1

Heavy Atoms: 51

QED Weighted: 0.12

Np Likeness Score: -0.20

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