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

ID: ALA2385319

PubChem CID: 71660201

Max Phase: Preclinical

Molecular Formula: C24H31FN2O4

Molecular Weight: 430.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)C(CCCCCOC(=O)Nc1ccc(F)cc1)N(C)CC2

Standard InChI:  InChI=1S/C24H31FN2O4/c1-27-13-12-17-15-22(29-2)23(30-3)16-20(17)21(27)7-5-4-6-14-31-24(28)26-19-10-8-18(25)9-11-19/h8-11,15-16,21H,4-7,12-14H2,1-3H3,(H,26,28)

Standard InChI Key:  SUVIMOKYOBOOOZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
    4.8469   -1.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8457   -2.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5605   -3.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5587   -1.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2741   -1.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2775   -2.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9967   -3.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7171   -2.7525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7137   -1.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9899   -1.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9990   -3.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2856   -4.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2879   -5.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -5.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4327   -3.1631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1323   -1.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1321   -0.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1309   -3.1683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4168   -2.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5768   -6.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8634   -6.8880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1478   -6.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1456   -5.6525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4345   -6.8919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7189   -6.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7192   -5.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0044   -5.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901   -5.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950   -6.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0103   -6.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5727   -5.2521    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
 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
M  END

Alternative Forms

1. Parent:

   

   ALA2385319

   5-(6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl)pentyl N-(4-fluorophenyl)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: 430.52

Molecular Weight (Monoisotopic): 430.2268

AlogP: 5.18

#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: 13.17

CX Basic pKa: 8.31

CX LogP: 4.97

CX LogD: 4.01

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.56

Np Likeness Score: -0.16

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