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

ID: ALA2385321

PubChem CID: 71660229

Max Phase: Preclinical

Molecular Formula: C25H34N2O5

Molecular Weight: 442.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)OCCCCCC2c3cc(OC)c(OC)cc3CCN2C)cc1

Standard InChI:  InChI=1S/C25H34N2O5/c1-27-14-13-18-16-23(30-3)24(31-4)17-21(18)22(27)8-6-5-7-15-32-25(28)26-19-9-11-20(29-2)12-10-19/h9-12,16-17,22H,5-8,13-15H2,1-4H3,(H,26,28)

Standard InChI Key:  JCNCTIOJXWEAIO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   21.1999   -2.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9147   -3.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9129   -1.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6283   -1.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6317   -2.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3509   -3.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0712   -2.6692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0678   -1.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3440   -1.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.7868   -3.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4865   -1.4333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   20.4851   -3.0850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   21.9309   -6.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2176   -6.8047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5020   -6.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4997   -5.5692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7886   -6.8086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0730   -6.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0733   -5.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3586   -5.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6442   -5.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6492   -6.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3645   -6.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9281   -5.1687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2153   -5.5841    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
 28 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2385321

   5-(6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)pentyl N-(4-methoxyphenyl)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: 442.56

Molecular Weight (Monoisotopic): 442.2468

AlogP: 5.05

#Rotatable Bonds: 10

Polar Surface Area: 69.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.30

CX Basic pKa: 8.31

CX LogP: 4.67

CX LogD: 3.71

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: 0.07

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