Diethyl (5-nitrobenzofuran-2-carbonyl)glycyl-L-valyl-D-glutamate

ID: ALA5184105

PubChem CID: 168280935

Max Phase: Preclinical

Molecular Formula: C27H34N4O10

Molecular Weight: 574.59

Names and Identifiers

Canonical SMILES:  CCOC(=O)CC[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)/C=C/c1cc2cc([N+](=O)[O-])ccc2o1)C(C)C)C(=O)OCC

Standard InChI:  InChI=1S/C27H34N4O10/c1-5-39-24(34)12-9-20(27(36)40-6-2)29-26(35)25(16(3)4)30-23(33)15-28-22(32)11-8-19-14-17-13-18(31(37)38)7-10-21(17)41-19/h7-8,10-11,13-14,16,20,25H,5-6,9,12,15H2,1-4H3,(H,28,32)(H,29,35)(H,30,33)/b11-8+/t20-,25+/m1/s1

Standard InChI Key:  XRJQPPIKIXGBIV-WTNLZWJLSA-N

Molfile:  

 
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M  CHG  2  39   1  40  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5184105

   ---

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: 574.59

Molecular Weight (Monoisotopic): 574.2275

AlogP: 2.00

#Rotatable Bonds: 15

Polar Surface Area: 196.18

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.73

CX Basic pKa: ┄

CX LogP: 1.52

CX LogD: 1.52

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.12

Np Likeness Score: -0.60

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