(R)-1-((3,4-Dichlorophenyl)sulfonyl)-N-hydroxypyrrolidine-2-carboxamide

ID: ALA4531703

PubChem CID: 155546374

Max Phase: Preclinical

Molecular Formula: C12H13Cl2NO4S

Molecular Weight: 338.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)[C@H]1CCCC1S(=O)(=O)c1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C12H13Cl2NO4S/c13-9-5-4-7(6-10(9)14)20(18,19)11-3-1-2-8(11)12(16)15-17/h4-6,8,11,17H,1-3H2,(H,15,16)/t8-,11?/m0/s1

Standard InChI Key:  PAVNSONEORCDOC-YMNIQAILSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    5.7657   -4.3460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0600   -4.7587    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7703   -5.1635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7640   -4.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5812   -4.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8356   -3.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1726   -2.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5139   -3.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165   -3.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2230   -3.6159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7875   -2.2692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5650   -2.0177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7275   -5.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9136   -5.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5804   -6.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0601   -6.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8768   -6.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2064   -6.1611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7278   -7.7407    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.3587   -7.5666    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  9 10  2  0
  9 11  1  0
  6  9  1  6
 11 12  1  0
  5  2  1  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4531703

   ---

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: 338.21

Molecular Weight (Monoisotopic): 336.9942

AlogP: 2.44

#Rotatable Bonds: 3

Polar Surface Area: 83.47

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.86

CX Basic pKa: ┄

CX LogP: 2.25

CX LogD: 2.23

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.65

Np Likeness Score: -0.88

References

1. Lenci E, Innocenti R, Di Francescantonio T, Menchi G, Bianchini F, Contini A, Trabocchi A..  (2019)  Identification of highly potent and selective MMP2 inhibitors addressing the S1' subsite with d-proline-based compounds.,  27  (9): [PMID:30926311] [10.1016/j.bmc.2019.03.043]

Source

Source(1):

• Scientific Literature