(S)-N1-hydroxy-2-isobutyl-N3-((R)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)-2-(2-(thiophen-2-ylthio)ethyl)malonamide

ID: ALA3985409

PubChem CID: 58619812

Max Phase: Preclinical

Molecular Formula: C23H31N3O4S2

Molecular Weight: 477.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@@](CCSc1cccs1)(CC(C)C)C(=O)NO

Standard InChI:  InChI=1S/C23H31N3O4S2/c1-16(2)15-23(22(29)26-30,11-13-32-19-10-7-12-31-19)21(28)25-18(20(27)24-3)14-17-8-5-4-6-9-17/h4-10,12,16,18,30H,11,13-15H2,1-3H3,(H,24,27)(H,25,28)(H,26,29)/t18-,23-/m1/s1

Standard InChI Key:  QKBBCSLYMZPVMT-WZONZLPQSA-N

Molfile:  

     RDKit          2D

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    9.7708   -6.8165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7773   -7.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0629   -8.0540    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0629   -8.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3985   -9.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3985409

   (2S)-N-hydroxy-N'-[(2R)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]-2-(2-methylpropyl)-2-(2-thiophen-2-ylsulfanylethyl)propanediamide

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: 477.65

Molecular Weight (Monoisotopic): 477.1756

AlogP: 3.24

#Rotatable Bonds: 12

Polar Surface Area: 107.53

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.75

CX Basic pKa: ┄

CX LogP: 3.64

CX LogD: 3.62

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.16

Np Likeness Score: -0.49

References

1.  (2001)  Selective inhibitors of aggrecanase in osteoarthritis treatment, 

Source

Source(1):

• Patent Bioactivity Data