(R)-4-(1-mercaptocyclohexyl)-4-oxo-2-(4-(thiophen-3-yl)benzyl)butanoic acid

ID: ALA4098968

PubChem CID: 137661387

Max Phase: Preclinical

Molecular Formula: C21H24O3S2

Molecular Weight: 388.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)[C@@H](CC(=O)C1(S)CCCCC1)Cc1ccc(-c2ccsc2)cc1

Standard InChI:  InChI=1S/C21H24O3S2/c22-19(21(25)9-2-1-3-10-21)13-18(20(23)24)12-15-4-6-16(7-5-15)17-8-11-26-14-17/h4-8,11,14,18,25H,1-3,9-10,12-13H2,(H,23,24)/t18-/m1/s1

Standard InChI Key:  JZDOZGUEQWEOTO-GOSISDBHSA-N

Molfile:  

     RDKit          2D

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   10.2542  -16.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9598  -17.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6765  -17.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.5432  -15.7334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8288  -16.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   15.2575  -13.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5380  -13.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8270  -13.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9715  -13.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7256  -13.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2768  -12.9789    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.8634  -12.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0567  -12.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  1 10  1  0
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 11 15  1  1
 15 16  1  0
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 19 20  1  0
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 21 16  1  0
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 24 25  1  0
 25 26  2  0
 26 22  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098968

   ---

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: 388.55

Molecular Weight (Monoisotopic): 388.1167

AlogP: 5.25

#Rotatable Bonds: 7

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.08

CX Basic pKa: ┄

CX LogP: 5.73

CX LogD: 3.43

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -0.42

References

1. Poras H, Patouret R, Leiris S, Ouimet T, Fournié-Zaluski MC, Roques BP..  (2017)  Substituted α-mercaptoketones, new types of specific neprilysin inhibitors.,  27  (16): [PMID:28676269] [10.1016/j.bmcl.2017.06.050]

Source

Source(1):

• Scientific Literature