(2S,6R)-benzyl 2,6-dimethylpiperazine-1-carboxylate

ID: ALA1090398

Cas Number: 771469-22-8

PubChem CID: 46884035

Max Phase: Preclinical

Molecular Formula: C14H20N2O2

Molecular Weight: 248.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1CNC[C@H](C)N1C(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C14H20N2O2/c1-11-8-15-9-12(2)16(11)14(17)18-10-13-6-4-3-5-7-13/h3-7,11-12,15H,8-10H2,1-2H3/t11-,12+

Standard InChI Key:  JYWBTFDJVRKRBZ-TXEJJXNPSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   14.0902    2.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0891    1.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8039    1.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5203    1.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5175    2.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8021    2.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2304    2.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9464    2.2882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6593    2.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3753    2.2936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6562    3.5284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3761    1.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0880    1.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8034    1.4675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8022    2.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0858    2.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6621    1.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0843    3.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
  9 11  2  0
 10 12  1  0
  5  6  2  0
  6  1  1  0
  1  2  2  0
  5  7  1  0
  3  4  2  0
 10 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  7  8  1  0
 12 17  1  6
 16 18  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1090398

   (2R,6S)-rel-Benzyl 2,6-dimethylpiperazine-1-carboxylate

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: 248.33

Molecular Weight (Monoisotopic): 248.1525

AlogP: 2.01

#Rotatable Bonds: 2

Polar Surface Area: 41.57

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.08

CX LogP: 2.06

CX LogD: 1.30

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.87

Np Likeness Score: -0.22

References

1. Liu KK, Lefker BA, Dombroski MA, Chiang P, Cornelius P, Patterson TA, Zeng Y, Santucci S, Tomlinson E, Gibbons CP, Marala R, Brown JA, Kong JX, Lee E, Werner W, Wenzel Z, Giragossian C, Chen H, Coffey SB..  (2010)  Orally active and brain permeable proline amides as highly selective 5HT2c agonists for the treatment of obesity.,  20  (7): [PMID:20202843] [10.1016/j.bmcl.2010.01.107]

Source

Source(1):

• Scientific Literature