[2-(4-Amino-benzoyloxy)-ethyl]-dimethyl-ammonium

ID: ALA611747

Chembl Id: CHEMBL611747

Cas Number: 10012-47-2

PubChem CID: 24782

Max Phase: Preclinical

Molecular Formula: C11H16N2O2

Molecular Weight: 208.26

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-25247 | Dimethylprocaine|10012-47-2|(Dimethylamino)ethyl p-aminobenzoate|2-(dimethylamino)ethyl 4-aminobenzoate|Benzoic acid, 4-amino-, 2-(dimethylamino)ethyl ester|NSC25247|NSC-25247|4-Aminobenzoic acid 2-(dimethylamino)ethyl ester|NSC 25247|BRN 2806149|BENZOIC ACID, p-AMINO-, 2-(DIMETHYLAMINO)ETHYL ESTER|Ethanol, 2-dimethylamino-, p-aminobenzoate|NCIStruc1_000570|NCIStruc2_000443|2-14-00-00251 (Beilstein Handbook Reference)|CHEMBL611747|SCHEMBL4835480|DTXSID30142967|NCI25247|CCG-37984|NCGCShow More⌵

Canonical SMILES:  CN(C)CCOC(=O)c1ccc(N)cc1

Standard InChI:  InChI=1S/C11H16N2O2/c1-13(2)7-8-15-11(14)9-3-5-10(12)6-4-9/h3-6H,7-8,12H2,1-2H3

Standard InChI Key:  MXBCQLLLJGRMJI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA611747

   (Dimethylamino)ethyl p-aminobenzoate

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: 208.26

Molecular Weight (Monoisotopic): 208.1212

AlogP: 0.99

#Rotatable Bonds: 4

Polar Surface Area: 55.56

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.42

CX LogP: 1.17

CX LogD: 0.11

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.59

Np Likeness Score: -0.57

References

1. Strassmaier T, Uma R, Ghatpande AS, Bandyopadhyay T, Schaffer M, Witte J, McDougal PG, Brown RL, Karpen JW..  (2005)  Modifications to the tetracaine scaffold produce cyclic nucleotide-gated channel blockers with widely varying efficacies.,  48  (18): [PMID:16134947] [10.1021/jm0502485]

2. Sierecki E, Sinko W, McCammon JA, Newton AC..  (2010)  Discovery of small molecule inhibitors of the PH domain leucine-rich repeat protein phosphatase (PHLPP) by chemical and virtual screening.,  53  (19): [PMID:20836557] [10.1021/jm100331d]

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays