(2S,3S)-2-((2'-chloro-[1,1'-biphenyl]-3-yl)formamido)-N-hydroxy-3-methylpentanamide

ID: ALA4790622

PubChem CID: 162670357

Max Phase: Preclinical

Molecular Formula: C19H21ClN2O3

Molecular Weight: 360.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)c1cccc(-c2ccccc2Cl)c1)C(=O)NO

Standard InChI:  InChI=1S/C19H21ClN2O3/c1-3-12(2)17(19(24)22-25)21-18(23)14-8-6-7-13(11-14)15-9-4-5-10-16(15)20/h4-12,17,25H,3H2,1-2H3,(H,21,23)(H,22,24)/t12-,17-/m0/s1

Standard InChI Key:  PUYSCSCXWHEVPJ-SJCJKPOMSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    4.2859  -16.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2848  -17.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0037  -18.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7243  -17.8012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7214  -16.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0019  -16.5574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5708  -18.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8567  -17.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1421  -18.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1403  -19.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8590  -19.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5707  -19.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4397  -18.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4418  -19.0369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1531  -17.7976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8686  -18.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5820  -17.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2975  -18.2048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5800  -16.9692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0110  -17.7905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8707  -19.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1573  -19.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5861  -19.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5882  -20.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2856  -19.4465    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  2  7  1  0
  4 13  1  0
 13 14  2  0
 13 15  1  0
 16 15  1  6
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 16 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 12 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4790622

   ---

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: 360.84

Molecular Weight (Monoisotopic): 360.1241

AlogP: 3.66

#Rotatable Bonds: 6

Polar Surface Area: 78.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.72

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.85

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -0.82

References

1. Thompson JC,Dao WT,Ku A,Rodriguez-Beltran SL,Amezcua M,Palomino AY,Lien T,Salzameda NT.  (2020)  Synthesis and activity of isoleucine sulfonamide derivatives as novel botulinum neurotoxin serotype A light chain inhibitors.,  28  (18): [PMID:32828426] [10.1016/j.bmc.2020.115659]

Source

Source(1):

• Scientific Literature