N,N-dimethyl-2-(phenanthro[3,4-d][1,3]dioxol-5-yl)ethanamine

ID: ALA492418

Chembl Id: CHEMBL492418

Cas Number: 22108-99-2

PubChem CID: 161379

Max Phase: Preclinical

Molecular Formula: C19H19NO2

Molecular Weight: 293.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCc1cc2c(c3c1ccc1ccccc13)OCO2

Standard InChI:  InChI=1S/C19H19NO2/c1-20(2)10-9-14-11-17-19(22-12-21-17)18-15-6-4-3-5-13(15)7-8-16(14)18/h3-8,11H,9-10,12H2,1-2H3

Standard InChI Key:  FXTBDJZGDJJCQU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA492418

   Phenanthro(3,4-d)-1,3-dioxole-5-ethanamine, N,N-dimethyl-

2. Alternative Forms:

   

   ALA492418

   Dimethyl-(2-phenanthro[3,4-d][1,3]dioxol-5-yl-ethyl)-amine

Molecule Features

Natural Product: Yes

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: 293.37

Molecular Weight (Monoisotopic): 293.1416

AlogP: 3.83

#Rotatable Bonds: 3

Polar Surface Area: 21.70

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.30

CX LogP: 3.81

CX LogD: 1.91

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: 0.38

References

1. Ciustea M, Silverman JE, Druck Shudofsky AM, Ricciardi RP..  (2008)  Identification of non-nucleoside DNA synthesis inhibitors of vaccinia virus by high-throughput screening.,  51  (20): [PMID:18808105] [10.1021/jm800366g]

2. Tang SC, Shapiro TA..  (2010)  Newly identified antibacterial compounds are topoisomerase poisons in African trypanosomes.,  54  (2): [PMID:20008775] [10.1128/aac.01025-09]

3. PubChem BioAssay data set, 

4. Moreno L, Cabedo N, Ivorra MD, Sanz MJ, Castel AL, Carmen Álvarez M, Cortes D..  (2013)  3,4-Dihydroxy- and 3,4-methylenedioxy- phenanthrene-type alkaloids with high selectivity for D2 dopamine receptor.,  23  (17): [PMID:23886690] [10.1016/j.bmcl.2013.06.078]

5.  (2015)  Therapeutic compounds for blocking DNA synthesis of POX viruses, 

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• BindingDB Database