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

ID: ALA2385318

PubChem CID: 71660200

Max Phase: Preclinical

Molecular Formula: C24H32N2O4

Molecular Weight: 412.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)C(CCCCCOC(=O)Nc1ccccc1)N(C)CC2

Standard InChI:  InChI=1S/C24H32N2O4/c1-26-14-13-18-16-22(28-2)23(29-3)17-20(18)21(26)12-8-5-9-15-30-24(27)25-19-10-6-4-7-11-19/h4,6-7,10-11,16-17,21H,5,8-9,12-15H2,1-3H3,(H,25,27)

Standard InChI Key:  SOJCPVHJSUNSID-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   19.4232  -26.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4220  -26.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1368  -27.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1350  -25.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8504  -26.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8538  -26.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5730  -27.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2934  -26.8320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2900  -25.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5662  -25.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5753  -28.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8619  -28.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8642  -29.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1508  -29.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0090  -27.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7086  -25.5961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7084  -24.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7072  -27.2478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9931  -26.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1531  -30.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4397  -30.9675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7241  -30.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7219  -29.7320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0108  -30.9714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2952  -30.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2955  -29.7371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5807  -29.3266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8664  -29.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8713  -30.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5866  -30.9771    0.0000 C   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
 16 17  1  0
  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  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2385318

   5-(6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)pentyl N-phenylcarbamate

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: 412.53

Molecular Weight (Monoisotopic): 412.2362

AlogP: 5.04

#Rotatable Bonds: 9

Polar Surface Area: 60.03

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.05

CX Basic pKa: 8.31

CX LogP: 4.82

CX LogD: 3.86

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.58

Np Likeness Score: 0.10

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