N-[(1S)-1-[[(1S)-1-[5-(2,4-difluorophenyl)-1H-imidazol-2-yl]ethyl]carbamoyl]-3-[(2R)-2-ethyl-1-piperidyl]-3-oxo-propyl]-4-methyl-pentanamide

ID: ALA4514556

PubChem CID: 155539299

Max Phase: Preclinical

Molecular Formula: C28H39F2N5O3

Molecular Weight: 531.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@H]1CCCCN1C(=O)C[C@H](NC(=O)CCC(C)C)C(=O)N[C@@H](C)c1ncc(-c2ccc(F)cc2F)[nH]1

Standard InChI:  InChI=1S/C28H39F2N5O3/c1-5-20-8-6-7-13-35(20)26(37)15-23(33-25(36)12-9-17(2)3)28(38)32-18(4)27-31-16-24(34-27)21-11-10-19(29)14-22(21)30/h10-11,14,16-18,20,23H,5-9,12-13,15H2,1-4H3,(H,31,34)(H,32,38)(H,33,36)/t18-,20+,23-/m0/s1

Standard InChI Key:  BESIJTRUWYWFIC-NOXFTYBFSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4514556

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 531.65

Molecular Weight (Monoisotopic): 531.3021

AlogP: 4.63

#Rotatable Bonds: 11

Polar Surface Area: 107.19

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.97

CX Basic pKa: 5.49

CX LogP: 3.42

CX LogD: 3.42

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.39

Np Likeness Score: -0.87

References

1. Zhan W, Hsu HC, Morgan T, Ouellette T, Burns-Huang K, Hara R, Wright AG, Imaeda T, Okamoto R, Sato K, Michino M, Ramjee M, Aso K, Meinke PT, Foley M, Nathan CF, Li H, Lin G..  (2019)  Selective Phenylimidazole-Based Inhibitors of the Mycobacterium tuberculosis Proteasome.,  62  (20): [PMID:31560200] [10.1021/acs.jmedchem.9b01187]

Source

Source(1):

• Scientific Literature