(S)-2-((4-chloro-3-(trifluoromethyl)phenyl)sulfonamido)-4-phenylbutanoic acid

ID: ALA5186294

PubChem CID: 168279231

Max Phase: Preclinical

Molecular Formula: C17H15ClF3NO4S

Molecular Weight: 421.82

Names and Identifiers

Canonical SMILES:  O=C(O)[C@H](CCc1ccccc1)NS(=O)(=O)c1ccc(Cl)c(C(F)(F)F)c1

Standard InChI:  InChI=1S/C17H15ClF3NO4S/c18-14-8-7-12(10-13(14)17(19,20)21)27(25,26)22-15(16(23)24)9-6-11-4-2-1-3-5-11/h1-5,7-8,10,15,22H,6,9H2,(H,23,24)/t15-/m0/s1

Standard InChI Key:  MRCMNWQMINJPCR-HNNXBMFYSA-N

Molfile:  

 
     RDKit          2D

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   -2.1427    1.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308    1.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308    0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1408   -0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573    0.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -0.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -1.0350    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2867    0.2027    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2867   -0.6223    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -0.2060    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    0.2065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131   -0.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1295   -0.9221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3043   -0.9221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7131   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278   -1.4439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -1.4439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425   -0.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8574    1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5702    1.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2851    1.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2867    0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5749   -0.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5186294

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 421.82

Molecular Weight (Monoisotopic): 421.0362

AlogP: 3.72

#Rotatable Bonds: 7

Polar Surface Area: 83.47

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.35

CX Basic pKa: ┄

CX LogP: 4.43

CX LogD: 1.01

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -1.16

References

1. Tabuse H, Abe-Sato K, Kanazawa H, Yashiro M, Tamura Y, Kamitani M, Hitaka K, Gunji E, Mitani A, Kojima N, Oka Y..  (2022)  Discovery of Highly Potent and Selective Matrix Metalloproteinase-7 Inhibitors by Hybridizing the S1' Subsite Binder with Short Peptides.,  65  (19.0): [PMID:36137271] [10.1021/acs.jmedchem.2c01088]

Source

Source(1):

• Scientific Literature