ID: ALA1823279

Max Phase: Preclinical

Molecular Formula: C11H11NO5

Molecular Weight: 237.21

Molecule Type: Small molecule

Representations

Synonyms (1): Methyl 2-(Hydroxy(2-Nitrophenyl)Methyl)Acrylate
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C(C(=O)OC)C(O)c1ccccc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C11H11NO5/c1-7(11(14)17-2)10(13)8-5-3-4-6-9(8)12(15)16/h3-6,10,13H,1H2,2H3

Standard InChI Key:  QYEGBSLVNHSHFX-UHFFFAOYSA-N

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

Properties

Molecular Weight: 237.21

Molecular Weight (Monoisotopic): 237.0637

AlogP: 1.36

#Rotatable Bonds: 4

Polar Surface Area: 89.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.07

CX Basic pKa:

CX LogP: 1.75

CX LogD: 1.75

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.37

Np Likeness Score: -0.21

References

1. Silva FP, de Assis PA, Junior CG, de Andrade NG, da Cunha SM, Oliveira MR, Vasconcellos ML..  (2011)  Synthesis, evaluation against Leishmania amazonensis and cytotoxicity assays in macrophages of sixteen new congeners Morita-Baylis-Hillman adducts.,  46  (9): [PMID:21775030] [10.1016/j.ejmech.2011.06.036]

2. Lima-Junior CG, Vasconcellos ML..  (2012)  Morita-Baylis-Hillman adducts: biological activities and potentialities to the discovery of new cheaper drugs.,  20  (13): [PMID:22632793] [10.1016/j.bmc.2012.04.061]

3. da Silva WAV, Rodrigues DC, de Oliveira RG, Mendes RKS, Olegário TR, Rocha JC, Keesen TSL, Lima-Junior CG, Vasconcellos MLAA..  (2016)  Synthesis and activity of novel homodimers of Morita-Baylis-Hillman adducts against Leishmania donovani: A twin drug approach.,  26  (18): [PMID:27520941] [10.1016/j.bmcl.2016.07.022]

Source

Source(1):

• Scientific Literature