5-(6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)pentyl 4-fluorophenethylcarbamate

ID: ALA2385323

PubChem CID: 71660231

Max Phase: Preclinical

Molecular Formula: C26H35FN2O4

Molecular Weight: 458.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)C(CCCCCOC(=O)NCCc1ccc(F)cc1)N(C)CC2

Standard InChI:  InChI=1S/C26H35FN2O4/c1-29-15-13-20-17-24(31-2)25(32-3)18-22(20)23(29)7-5-4-6-16-33-26(30)28-14-12-19-8-10-21(27)11-9-19/h8-11,17-18,23H,4-7,12-16H2,1-3H3,(H,28,30)

Standard InChI Key:  AYXOTNNHQWDVQC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.7290  -10.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4439  -11.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4420   -9.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1574  -10.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1609  -10.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8800  -11.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6004  -10.9359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5970  -10.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8732   -9.6869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8823  -12.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.3160  -11.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0156   -9.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.0142  -11.3516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3001  -10.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4601  -14.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7467  -15.0714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0312  -14.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0289  -13.8358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3178  -15.0753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3200  -15.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6067  -16.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6089  -17.1397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8941  -17.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8960  -18.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6122  -18.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3279  -18.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3225  -17.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6155  -19.6097    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  8 15  1  0
  1 16  1  0
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  2 18  1  0
 18 19  1  0
 14 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2385323

   5-(6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)pentyl N-[2-(4-fluorophenyl)ethyl]carbamate

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: 458.57

Molecular Weight (Monoisotopic): 458.2581

AlogP: 4.90

#Rotatable Bonds: 11

Polar Surface Area: 60.03

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.31

CX LogP: 4.96

CX LogD: 4.00

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.49

Np Likeness Score: -0.01

References

1. Galán A, Moreno L, Párraga J, Serrano Á, Sanz MJ, Cortes D, Cabedo N..  (2013)  Novel isoquinoline derivatives as antimicrobial agents.,  21  (11): [PMID:23601815] [10.1016/j.bmc.2013.03.042]

Source

Source(1):

• Scientific Literature