(R)-2-((S)-2-acetamido-3-(benzyloxy)propanamido)-N-((R)-3-(4-chlorophenyl)-1-(hydroxyamino)-1-oxopropan-2-yl)-4-phenylbutanamide

ID: ALA4742155

PubChem CID: 162645360

Max Phase: Preclinical

Molecular Formula: C31H35ClN4O6

Molecular Weight: 595.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](COCc1ccccc1)C(=O)N[C@H](CCc1ccccc1)C(=O)N[C@H](Cc1ccc(Cl)cc1)C(=O)NO

Standard InChI:  InChI=1S/C31H35ClN4O6/c1-21(37)33-28(20-42-19-24-10-6-3-7-11-24)30(39)34-26(17-14-22-8-4-2-5-9-22)29(38)35-27(31(40)36-41)18-23-12-15-25(32)16-13-23/h2-13,15-16,26-28,41H,14,17-20H2,1H3,(H,33,37)(H,34,39)(H,35,38)(H,36,40)/t26-,27-,28+/m1/s1

Standard InChI Key:  BOAIUHCEGYHOIP-FCEKVYKBSA-N

Molfile:  

 
     RDKit          2D

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   34.7335   -3.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7291   -8.6709    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 23 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4742155

   ---

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: 595.10

Molecular Weight (Monoisotopic): 594.2245

AlogP: 2.71

#Rotatable Bonds: 15

Polar Surface Area: 145.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.72

CX Basic pKa: ┄

CX LogP: 3.04

CX LogD: 3.02

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.14

Np Likeness Score: -0.19

References

1. Baggio C,Velazquez JV,Fragai M,Nordgren TM,Pellecchia M.  (2020)  Therapeutic Targeting of MMP-12 for the Treatment of Chronic Obstructive Pulmonary Disease.,  63  (21): [PMID:33107733] [10.1021/acs.jmedchem.0c01285]

Source

Source(1):

• Scientific Literature