3-Cyanophenyl 4-(cyclopentyl(phenyl)methyl)piperazine-1-carboxylate

ID: ALA4540684

PubChem CID: 155550240

Max Phase: Preclinical

Molecular Formula: C17H21N3O2

Molecular Weight: 299.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(OC(=O)N2CCN(C3CCCC3)CC2)c1

Standard InChI:  InChI=1S/C17H21N3O2/c18-13-14-4-3-7-16(12-14)22-17(21)20-10-8-19(9-11-20)15-5-1-2-6-15/h3-4,7,12,15H,1-2,5-6,8-11H2

Standard InChI Key:  IGLIPUJKZNBYIX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.7179  -23.7931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4248  -24.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1339  -23.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1368  -22.9760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4245  -22.5622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7093  -22.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8496  -22.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5605  -22.9792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8514  -21.7436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2732  -22.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9829  -22.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6910  -22.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6933  -21.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9815  -21.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2722  -21.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3987  -22.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1094  -23.3970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0071  -24.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2575  -23.8739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082  -24.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1186  -25.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216  -25.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 16 17  3  0
 12 16  1  0
  1 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540684

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 299.37

Molecular Weight (Monoisotopic): 299.1634

AlogP: 2.62

#Rotatable Bonds: 2

Polar Surface Area: 56.57

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.82

CX LogP: 2.75

CX LogD: 2.19

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.84

Np Likeness Score: -1.54

References

1. Alapafuja SO, Malamas MS, Shukla V, Zvonok A, Miller S, Daily L, Rajarshi G, Miyabe CY, Chandrashekhar H, Wood J, Tyukhtenko S, Straiker A, Makriyannis A..  (2019)  Synthesis and evaluation of potent and selective MGL inhibitors as a glaucoma treatment.,  27  (1): [PMID:30446439] [10.1016/j.bmc.2018.11.003]

Source

Source(1):

• Scientific Literature