2-[(8-Methyl-8-aza-bicyclo[3.2.1]oct-3-yloxy)-phenyl-methyl]-phenylamine

ID: ALA3084891

Chembl Id: CHEMBL3084891

PubChem CID: 23615560

Max Phase: Preclinical

Molecular Formula: C21H26N2O

Molecular Weight: 322.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1[C@@H]2CC[C@H]1C[C@@H](OC(c1ccccc1)c1ccccc1N)C2

Standard InChI:  InChI=1S/C21H26N2O/c1-23-16-11-12-17(23)14-18(13-16)24-21(15-7-3-2-4-8-15)19-9-5-6-10-20(19)22/h2-10,16-18,21H,11-14,22H2,1H3/t16-,17+,18+,21?

Standard InChI Key:  KZFDKINRISJFCO-TWYXQDJOSA-N

Alternative Forms

1. Parent:

   

   ALA3084891

   AMINOBENZTROPINE

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: 322.45

Molecular Weight (Monoisotopic): 322.2045

AlogP: 4.00

#Rotatable Bonds: 4

Polar Surface Area: 38.49

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.56

CX LogP: 3.36

CX LogD: 1.22

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.86

Np Likeness Score: 0.15

References

1. Newman AH, Izenwasser S, Robarge MJ, Kline RH..  (1999)  CoMFA study of novel phenyl ring-substituted 3alpha-(diphenylmethoxy)tropane analogues at the dopamine transporter.,  42  (18): [PMID:10479283] [10.1021/jm980701v]

2. Hoffman BT, Kopajtic T, Katz JL, Newman AH..  (2000)  2D QSAR modeling and preliminary database searching for dopamine transporter inhibitors using genetic algorithm variable selection of Molconn Z descriptors.,  43  (22): [PMID:11063611] [10.1021/jm990472s]

3. Kline RH, Izenwasser S, Katz JL, Joseph DB, Bowen WD, Newman AH..  (1997)  3'-Chloro-3 alpha-(diphenylmethoxy)tropane but not 4'-chloro-3 alpha-(diphenylmethoxy)tropane produces a cocaine-like behavioral profile.,  40  (6): [PMID:9083473] [10.1021/jm950782k]

4. Chang S, Bray SM, Li Z, Zarnescu DC, He C, Jin P, Warren ST..  (2008)  Identification of small molecules rescuing fragile X syndrome phenotypes in Drosophila.,  4  (4): [PMID:18327252] [10.1038/nchembio.78]

5. Yuan J, Johnson RL, Huang R, Wichterman J, Jiang H, Hayton K, Fidock DA, Wellems TE, Inglese J, Austin CP, Su XZ..  (2009)  Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.,  5  (10): [PMID:19734910] [10.1038/nchembio.215]

6. Diamandis P, Wildenhain J, Clarke ID, Sacher AG, Graham J, Bellows DS, Ling EK, Ward RJ, Jamieson LG, Tyers M, Dirks PB..  (2007)  Chemical genetics reveals a complex functional ground state of neural stem cells.,  3  (5): [PMID:17417631] [10.1038/nchembio873]

7. PubChem BioAssay data set, 

8. PubChem BioAssay data set, 

9. PubChem BioAssay data set, 

10. PubChem BioAssay data set, 

11. PubChem BioAssay data set, 

12. PubChem BioAssay data set, 

13. PubChem BioAssay data set, 

14. PubChem BioAssay data set, 

15. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays