Diethyl (5-methyl-2-phenyloxazole-4-carbonyl)glycyl-L-valyl-D-glutamate

ID: ALA5200221

PubChem CID: 168291523

Max Phase: Preclinical

Molecular Formula: C28H36N4O8

Molecular Weight: 556.62

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)/C=C/c1cnc(-c2ccccc2)o1)C(C)C)C(=O)OCC

Standard InChI:  InChI=1S/C28H36N4O8/c1-5-38-24(35)15-13-21(28(37)39-6-2)31-26(36)25(18(3)4)32-23(34)17-29-22(33)14-12-20-16-30-27(40-20)19-10-8-7-9-11-19/h7-12,14,16,18,21,25H,5-6,13,15,17H2,1-4H3,(H,29,33)(H,31,36)(H,32,34)/b14-12+/t21-,25+/m1/s1

Standard InChI Key:  KISRPAQNBCBGNG-USDCPBCJSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5200221

   ---

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: 556.62

Molecular Weight (Monoisotopic): 556.2533

AlogP: 2.00

#Rotatable Bonds: 15

Polar Surface Area: 165.93

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.77

CX Basic pKa: 0.64

CX LogP: 1.38

CX LogD: 1.38

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.22

Np Likeness Score: -0.58

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