RS-(2E)-3-(4-chlorophenyl)-N-(2-hydroxypropyl)prop-2-enamide

ID: ALA3883564

Chembl Id: CHEMBL3883564

Cas Number: 30687-24-2

PubChem CID: 6434091

Max Phase: Preclinical

Molecular Formula: C12H14ClNO2

Molecular Weight: 239.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(O)CNC(=O)/C=C/c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C12H14ClNO2/c1-9(15)8-14-12(16)7-4-10-2-5-11(13)6-3-10/h2-7,9,15H,8H2,1H3,(H,14,16)/b7-4+

Standard InChI Key:  SVLVGTSFQFZIBO-QPJJXVBHSA-N

Alternative Forms

1. Parent:

   

   ALA3883564

   4-Chloro-N-(2-hydroxypropyl)cinnamamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 239.70

Molecular Weight (Monoisotopic): 239.0713

AlogP: 1.85

#Rotatable Bonds: 4

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.88

CX LogD: 1.88

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.79

Np Likeness Score: -0.31

References

1. Gunia-Krzyżak A, Żelaszczyk D, Rapacz A, Żesławska E, Waszkielewicz AM, Pańczyk K, Słoczyńska K, Pękala E, Nitek W, Filipek B, Marona H..  (2017)  Structure-anticonvulsant activity studies in the group of (E)-N-cinnamoyl aminoalkanols derivatives monosubstituted in phenyl ring with 4-Cl, 4-CH3 or 2-CH3.,  25  (2): [PMID:27876250] [10.1016/j.bmc.2016.11.014]

2. Gunia-Krzyżak A, Bareyre FM, Marona H, Waszkielewicz AM..  (2019)  Four N-(E)-cinnamoyl (cinnamamide) derivatives of aminoalkanols with promising anticonvulsant and analgesic activity.,  29  (11): [PMID:30975624] [10.1016/j.bmcl.2019.04.006]

Source

Source(1):

• Scientific Literature