ID: ALA1173532

Max Phase: Phase

Molecular Formula: C14H17Cl2NO

Molecular Weight: 286.20

Molecule Type: Small molecule

Representations

Synonyms (1): 1-(3,4-dichlorophenyl)-6-(methoxymethyl)-3-azabicyclo[4.1.0]heptane (enantiomeric mix)
Synonyms from Alternative Forms(1):

Canonical SMILES:  COC[C@@]12CNCC[C@]1(c1ccc(Cl)c(Cl)c1)C2

Standard InChI:  InChI=1S/C14H17Cl2NO/c1-18-9-13-7-14(13,4-5-17-8-13)10-2-3-11(15)12(16)6-10/h2-3,6,17H,4-5,7-9H2,1H3/t13-,14-/m1/s1

Standard InChI Key:  ICXJGCSEMJXNQF-ZIAGYGMSSA-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: 286.20

Molecular Weight (Monoisotopic): 285.0687

AlogP: 3.26

#Rotatable Bonds: 3

Polar Surface Area: 21.26

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.73

CX LogP: 2.78

CX LogD: 0.50

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.92

Np Likeness Score: 0.67

References

1. Micheli F, Cavanni P, Andreotti D, Arban R, Benedetti R, Bertani B, Bettati M, Bettelini L, Bonanomi G, Braggio S, Carletti R, Checchia A, Corsi M, Fazzolari E, Fontana S, Marchioro C, Merlo-Pich E, Negri M, Oliosi B, Ratti E, Read KD, Roscic M, Sartori I, Spada S, Tedesco G, Tarsi L, Terreni S, Visentini F, Zocchi A, Zonzini L, Di Fabio R..  (2010)  6-(3,4-dichlorophenyl)-1-[(methyloxy)methyl]-3-azabicyclo[4.1.0]heptane: a new potent and selective triple reuptake inhibitor.,  53  (13): [PMID:20527970] [10.1021/jm100481d]

2. Micheli F, Cavanni P, Andreotti D, Arban R, Benedetti R, Bertani B, Bettati M, Bettelini L, Bonanomi G, Braggio S, Carletti R, Checchia A, Corsi M, Fazzolari E, Fontana S, Marchioro C, Merlo-Pich E, Negri M, Oliosi B, Ratti E, Read KD, Roscic M, Sartori I, Spada S, Tedesco G, Tarsi L, Terreni S, Visentini F, Zocchi A, Zonzini L, Di Fabio R..  (2010)  6-(3,4-dichlorophenyl)-1-[(methyloxy)methyl]-3-azabicyclo[4.1.0]heptane: a new potent and selective triple reuptake inhibitor.,  53  (13): [PMID:20527970] [10.1021/jm100481d]

3. Micheli F, Cavanni P, Andreotti D, Arban R, Benedetti R, Bertani B, Bettati M, Bettelini L, Bonanomi G, Braggio S, Carletti R, Checchia A, Corsi M, Fazzolari E, Fontana S, Marchioro C, Merlo-Pich E, Negri M, Oliosi B, Ratti E, Read KD, Roscic M, Sartori I, Spada S, Tedesco G, Tarsi L, Terreni S, Visentini F, Zocchi A, Zonzini L, Di Fabio R..  (2010)  6-(3,4-dichlorophenyl)-1-[(methyloxy)methyl]-3-azabicyclo[4.1.0]heptane: a new potent and selective triple reuptake inhibitor.,  53  (13): [PMID:20527970] [10.1021/jm100481d]

4. Micheli F, Cavanni P, Bettati M, Bonanomi G, Di Fabio R, Fazzolari E, Marchioro C, Roscic M, Tarsi L, Visentini F, Zonzini L, Worby A..  (2011)  1-Heteroaryl-6-(3,4-dichlorophenyl)-3-azabicyclo[4.1.0]heptane: further insights into a class of triple re-uptake inhibitors.,  19  (11): [PMID:21550808] [10.1016/j.bmc.2011.04.032]

5. Subbaiah MAM..  (2018)  Triple Reuptake Inhibitors as Potential Therapeutics for Depression and Other Disorders: Design Paradigm and Developmental Challenges.,  61  (6): [PMID:28731336] [10.1021/acs.jmedchem.6b01827]

6. Unpublished dataset, 

Source

Source(2):

• Scientific Literature
• Clinical Candidates