N-((S)-1-((S)-2-amino-1-cyclohexyl-2-oxoethylamino)-3-cyclohexyl-1-oxopropan-2-yl)isoxazole-5-carboxamide

ID: ALA4095478

Chembl Id: CHEMBL4095478

PubChem CID: 137654325

Max Phase: Preclinical

Molecular Formula: C21H32N4O4

Molecular Weight: 404.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)[C@@H](NC(=O)[C@H](CC1CCCCC1)NC(=O)c1ccno1)C1CCCCC1

Standard InChI:  InChI=1S/C21H32N4O4/c22-19(26)18(15-9-5-2-6-10-15)25-20(27)16(13-14-7-3-1-4-8-14)24-21(28)17-11-12-23-29-17/h11-12,14-16,18H,1-10,13H2,(H2,22,26)(H,24,28)(H,25,27)/t16-,18-/m0/s1

Standard InChI Key:  CAYJNBJPGBBDAS-WMZOPIPTSA-N

Alternative Forms

1. Parent:

   

   ALA4095478

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 404.51

Molecular Weight (Monoisotopic): 404.2424

AlogP: 2.29

#Rotatable Bonds: 8

Polar Surface Area: 127.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.43

CX Basic pKa: ┄

CX LogP: 1.92

CX LogD: 1.92

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -0.61

References

1. Yau MK, Suen JY, Xu W, Lim J, Liu L, Adams MN, He Y, Hooper JD, Reid RC, Fairlie DP..  (2016)  Potent Small Agonists of Protease Activated Receptor 2.,  7  (1): [PMID:26819675] [10.1021/acsmedchemlett.5b00429]

2. Klösel I, Schmidt MF, Kaindl J, Hübner H, Weikert D, Gmeiner P..  (2020)  Discovery of Novel Nonpeptidic PAR2 Ligands.,  11  (6): [PMID:32551018] [10.1021/acsmedchemlett.0c00154]

3. Majewski, Mark W., Gandhi, Disha M., Holyst, Trudy, Wang, Zhengli, Hernandez, Irene, Rosas, Ricardo, Zhu, Jieqing, Weiler, Hartmut, Dockendorff, Chris.  (2020)  Synthesis and initial pharmacology of dual-targeting ligands for putative complexes of integrin alphaVbeta3 and PAR2,  11  (8): [PMID:33479689] [10.1039/d0md00098a]

Source

Source(1):

• Scientific Literature