10-Benzyloxy-2,3,11-trimethoxy-6,7-dihydro-5H-benzo[3,4]azepino[1,2-b]isoquinolinylium chloride

ID: ALA4538233

PubChem CID: 155549456

Max Phase: Preclinical

Molecular Formula: C28H28ClNO4

Molecular Weight: 442.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)-c1cc3ccc(OC)c(OCc4ccccc4)c3c[n+]1CCC2.[Cl-]

Standard InChI:  InChI=1S/C28H28NO4.ClH/c1-30-25-12-11-21-14-24-22-16-27(32-3)26(31-2)15-20(22)10-7-13-29(24)17-23(21)28(25)33-18-19-8-5-4-6-9-19;/h4-6,8-9,11-12,14-17H,7,10,13,18H2,1-3H3;1H/q+1;/p-1

Standard InChI Key:  OCIJTKFTRCQUBE-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
    8.2875   -8.9396    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.5048   -5.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5037   -6.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9185   -5.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2099   -4.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9214   -6.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2109   -6.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2093   -7.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6268   -6.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9157   -7.8362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6288   -7.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7915   -8.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3539   -9.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1778   -9.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3980   -7.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6446   -8.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4474   -8.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0043   -8.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7529   -7.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9507   -7.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3028   -6.6952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8024   -8.2637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0492   -9.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1013   -6.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7970   -4.9776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7968   -4.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7960   -6.6142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0882   -6.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3806   -6.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6754   -6.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9682   -6.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9679   -7.4303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6806   -7.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3849   -7.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  7  1  0
  6  4  1  0
  4  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  2  0
  8 10  1  0
 11  9  1  0
  9  6  2  0
 10 11  2  0
 11 15  1  0
 10 12  1  0
 12 13  1  0
 16 14  1  0
 13 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 21 24  1  0
  2 25  1  0
 25 26  1  0
  3 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
M  CHG  2   1  -1  10   1
M  END

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: 442.54

Molecular Weight (Monoisotopic): 442.2013

AlogP: 5.35

#Rotatable Bonds: 6

Polar Surface Area: 40.80

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.95

CX LogD: 0.95

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: 0.61

References

1. Huang M, Huang J, Zheng Y, Sun Q..  (2019)  Histone acetyltransferase inhibitors: An overview in synthesis, structure-activity relationship and molecular mechanism.,  178  [PMID:31195169] [10.1016/j.ejmech.2019.05.078]

Source

Source(1):

• Scientific Literature