4-Benzyl-1-(methylsulfonyl)piperidin-4-yl((S)-4-methyl-1-oxo-1-[((S)-1-oxo-3-[(S)-2-oxopyrrolidin-3-yl]propan-2-yl)amino]pentan-2-yl)carbamate

ID: ALA4214471

Chembl Id: CHEMBL4214471

PubChem CID: 145972736

Max Phase: Preclinical

Molecular Formula: C27H40N4O7S

Molecular Weight: 564.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)OC1(Cc2ccccc2)CCN(S(C)(=O)=O)CC1)C(=O)N[C@H](C=O)C[C@@H]1CCNC1=O

Standard InChI:  InChI=1S/C27H40N4O7S/c1-19(2)15-23(25(34)29-22(18-32)16-21-9-12-28-24(21)33)30-26(35)38-27(17-20-7-5-4-6-8-20)10-13-31(14-11-27)39(3,36)37/h4-8,18-19,21-23H,9-17H2,1-3H3,(H,28,33)(H,29,34)(H,30,35)/t21-,22-,23-/m0/s1

Standard InChI Key:  ZLOZUJAXLMKVNG-VABKMULXSA-N

Alternative Forms

1. Parent:

   

   ALA4214471

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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: 564.71

Molecular Weight (Monoisotopic): 564.2618

AlogP: 1.37

#Rotatable Bonds: 12

Polar Surface Area: 150.98

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.56

CX Basic pKa: ┄

CX LogP: 0.24

CX LogD: 0.24

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.32

Np Likeness Score: 0.14

References

1. Galasiti Kankanamalage AC, Kim Y, Damalanka VC, Rathnayake AD, Fehr AR, Mehzabeen N, Battaile KP, Lovell S, Lushington GH, Perlman S, Chang KO, Groutas WC..  (2018)  Structure-guided design of potent and permeable inhibitors of MERS coronavirus 3CL protease that utilize a piperidine moiety as a novel design element.,  150  [PMID:29544147] [10.1016/j.ejmech.2018.03.004]

Source

Source(1):

• Scientific Literature