RS-(2E)-3-(4-chlorophenyl)-N-(1-hydroxybutan-2-yl)prop-2-enamide

ID: ALA3884786

Chembl Id: CHEMBL3884786

PubChem CID: 6310476

Max Phase: Preclinical

Molecular Formula: C13H16ClNO2

Molecular Weight: 253.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CO)NC(=O)/C=C/c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C13H16ClNO2/c1-2-12(9-16)15-13(17)8-5-10-3-6-11(14)7-4-10/h3-8,12,16H,2,9H2,1H3,(H,15,17)/b8-5+

Standard InChI Key:  PRRQIMZFWXXIRY-VMPITWQZSA-N

Alternative Forms

1. Parent:

   

   ALA3884786

   (E)-3-(4-chlorophenyl)-N-(1-hydroxybutan-2-yl)prop-2-enamide

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: 253.73

Molecular Weight (Monoisotopic): 253.0870

AlogP: 2.24

#Rotatable Bonds: 5

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: 2.41

CX LogD: 2.41

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.79

Np Likeness Score: -0.39

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