4-(N-neo-pentylaminomethyl)phenyl(2-naphthyl)carbonate

ID: ALA4466073

Cas Number: 1632296-54-8

PubChem CID: 86295594

Max Phase: Preclinical

Molecular Formula: C23H25NO3

Molecular Weight: 363.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)CNCc1ccc(OC(=O)Oc2ccc3ccccc3c2)cc1

Standard InChI:  InChI=1S/C23H25NO3/c1-23(2,3)16-24-15-17-8-11-20(12-9-17)26-22(25)27-21-13-10-18-6-4-5-7-19(18)14-21/h4-14,24H,15-16H2,1-3H3

Standard InChI Key:  UIALWJJGDVUBQK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.5780  -22.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2877  -22.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2849  -21.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5762  -21.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9960  -22.7995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7031  -22.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4115  -22.7973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7018  -21.5726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1185  -22.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8256  -22.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5322  -22.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5313  -21.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8180  -21.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1143  -21.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2378  -21.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9467  -21.5652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6533  -21.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8700  -22.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8723  -21.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1663  -21.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4576  -21.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4593  -22.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1658  -22.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3621  -21.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0687  -21.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3645  -22.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0639  -21.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 18  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 19  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 18  2  0
 17 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4466073

   Naphthalen-2-yl(4-((neopentylamino)methyl)phenyl)carbonate

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: 363.46

Molecular Weight (Monoisotopic): 363.1834

AlogP: 5.55

#Rotatable Bonds: 5

Polar Surface Area: 47.56

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.50

CX LogP: 6.03

CX LogD: 3.96

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.48

Np Likeness Score: -0.57

References

1. Long MJC, Lawson AP, Baggio R, Qian Y, Rozhansky L, Fasci D, El Oualid F, Weerapana E, Hedstrom L..  (2019)  Diarylcarbonates are a new class of deubiquitinating enzyme inhibitor.,  29  (2): [PMID:30528168] [10.1016/j.bmcl.2018.11.055]

Source

Source(1):

• Scientific Literature