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

ID: ALA5203244

PubChem CID: 168293004

Max Phase: Preclinical

Molecular Formula: C44H61N3O10

Molecular Weight: 791.98

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)NCC(=O)N[C@H](C(=O)N[C@H](CCC(=O)OC2CCCC2)C(=O)OC2CCCC2)C(C)C)ccc1OC(=O)CC12CC3CC(CC(C3)C1)C2

Standard InChI:  InChI=1S/C44H61N3O10/c1-27(2)41(42(52)46-34(43(53)56-33-10-6-7-11-33)14-17-39(50)55-32-8-4-5-9-32)47-38(49)26-45-37(48)16-13-28-12-15-35(36(21-28)54-3)57-40(51)25-44-22-29-18-30(23-44)20-31(19-29)24-44/h12-13,15-16,21,27,29-34,41H,4-11,14,17-20,22-26H2,1-3H3,(H,45,48)(H,46,52)(H,47,49)/b16-13+/t29?,30?,31?,34-,41+,44?/m1/s1

Standard InChI Key:  XGGYNBFZZADWFA-IRZWJBRBSA-N

Molfile:  

 
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Alternative Forms

1. Parent:

   

   ALA5203244

   ---

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: 791.98

Molecular Weight (Monoisotopic): 791.4357

AlogP: 5.71

#Rotatable Bonds: 18

Polar Surface Area: 175.43

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.83

CX Basic pKa: ┄

CX LogP: 5.48

CX LogD: 5.48

Aromatic Rings: 1

Heavy Atoms: 57

QED Weighted: 0.09

Np Likeness Score: -0.03

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