S-(2E)-N-(1-hydroxypropan-2-yl)-3-(2-methylphenyl)prop-2-enamide

ID: ALA3883366

Chembl Id: CHEMBL3883366

PubChem CID: 40036376

Max Phase: Preclinical

Molecular Formula: C13H17NO2

Molecular Weight: 219.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1/C=C/C(=O)N[C@@H](C)CO

Standard InChI:  InChI=1S/C13H17NO2/c1-10-5-3-4-6-12(10)7-8-13(16)14-11(2)9-15/h3-8,11,15H,9H2,1-2H3,(H,14,16)/b8-7+/t11-/m0/s1

Standard InChI Key:  LHOCIRAREVNAKF-AEZGRPFRSA-N

Alternative Forms

1. Parent:

   

   ALA3883366

   (E)-N-[(2S)-1-hydroxypropan-2-yl]-3-(2-methylphenyl)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: 219.28

Molecular Weight (Monoisotopic): 219.1259

AlogP: 1.51

#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: 1.79

CX LogD: 1.79

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.75

Np Likeness Score: -0.54

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