(R)-3-(4-chlorophenyl)-N,5-dihydroxypentanamide

ID: ALA4869874

PubChem CID: 45105064

Max Phase: Preclinical

Molecular Formula: C11H14ClNO3

Molecular Weight: 243.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(C[C@@H](CCO)c1ccc(Cl)cc1)NO

Standard InChI:  InChI=1S/C11H14ClNO3/c12-10-3-1-8(2-4-10)9(5-6-14)7-11(15)13-16/h1-4,9,14,16H,5-7H2,(H,13,15)/t9-/m1/s1

Standard InChI Key:  QBLNQHDMSLPBCU-SECBINFHSA-N

Molfile:  

 
     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    6.2079   -6.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2061   -6.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9224   -7.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6372   -6.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6370   -6.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9197   -5.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4918   -5.6389    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.3540   -7.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3560   -8.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0688   -6.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7816   -7.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4964   -6.8722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6411   -8.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6430   -9.3539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9242   -8.1140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9282   -9.7640    0.0000 O   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
  1  7  1  0
  8  4  1  6
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869874

   (3R)-3-(4-chlorophenyl)-N,5-dihydroxypentanamide

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: 243.69

Molecular Weight (Monoisotopic): 243.0662

AlogP: 1.70

#Rotatable Bonds: 5

Polar Surface Area: 69.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.90

CX Basic pKa: ┄

CX LogP: 1.14

CX LogD: 1.13

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.54

Np Likeness Score: 0.17

References

1. Turner LD, Nielsen AL, Lin L, Campedelli AJ, Silvaggi NR, Chen JS, Wakefield AE, Allen KN, Janda KD..  (2021)  Use of Crystallography and Molecular Modeling for the Inhibition of the Botulinum Neurotoxin A Protease.,  12  (8.0): [PMID:34413962] [10.1021/acsmedchemlett.1c00325]

Source

Source(1):

• Scientific Literature