(2S)-3-methyl-2-[[5-[2-(p-tolyl)ethynyl]-2-thienyl]sulfonylamino]butanoic acid

ID: ALA5287905

Max Phase: Preclinical

Molecular Formula: C18H19NO4S2

Molecular Weight: 377.49

Names and Identifiers

Canonical SMILES:  Cc1ccc(C#Cc2ccc(S(=O)(=O)N[C@H](C(=O)O)C(C)C)s2)cc1

Standard InChI:  InChI=1S/C18H19NO4S2/c1-12(2)17(18(20)21)19-25(22,23)16-11-10-15(24-16)9-8-14-6-4-13(3)5-7-14/h4-7,10-12,17,19H,1-3H3,(H,20,21)/t17-/m0/s1

Standard InChI Key:  MAMDBBMJAYDZQJ-KRWDZBQOSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   -2.7554    1.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410    2.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410    3.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7556    3.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3262    3.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3262    1.8141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6115    2.2267    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1031    1.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    2.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4086    1.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9962    0.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1892    0.9937    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4088    0.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8214   -0.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341   -1.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0594   -1.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4701   -2.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0574   -2.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2362   -2.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8197   -2.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4700   -3.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0242    2.9414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106    2.9583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7554    0.9889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4701    2.2268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  3  4  1  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  9  8  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
 11 13  1  0
 13 14  3  0
 14 15  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 15 20  1  0
 18 21  1  0
  7 22  2  0
  7 23  2  0
  1 24  2  0
  1 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287905

   ---

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: 377.49

Molecular Weight (Monoisotopic): 377.0756

AlogP: 2.84

#Rotatable Bonds: 5

Polar Surface Area: 83.47

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.98

CX Basic pKa: ┄

CX LogP: 4.45

CX LogD: 0.96

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -0.98

References

1. Mondal S, Adhikari N, Banerjee S, Amin SA, Jha T..  (2020)  Matrix metalloproteinase-9 (MMP-9) and its inhibitors in cancer: A minireview.,  194  [PMID:32224379] [10.1016/j.ejmech.2020.112260]

Source

Source(1):

• Scientific Literature