2-((1-(2-(6,7-Dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)ethyl)-1H-1,2,3-triazol-4-yl)methoxy)-N-(3,4,5-trimethoxyphenyl)benzamide

ID: ALA4101419

PubChem CID: 137661238

Max Phase: Preclinical

Molecular Formula: C32H37N5O7

Molecular Weight: 603.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)CN(CCn1cc(COc3ccccc3C(=O)Nc3cc(OC)c(OC)c(OC)c3)nn1)CC2

Standard InChI:  InChI=1S/C32H37N5O7/c1-39-27-14-21-10-11-36(18-22(21)15-28(27)40-2)12-13-37-19-24(34-35-37)20-44-26-9-7-6-8-25(26)32(38)33-23-16-29(41-3)31(43-5)30(17-23)42-4/h6-9,14-17,19H,10-13,18,20H2,1-5H3,(H,33,38)

Standard InChI Key:  QBQSIAMCKADTSL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 44 48  0  0  0  0  0  0  0  0999 V2000
   23.1400  -19.8313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1388  -20.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8510  -21.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5648  -20.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5619  -19.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8492  -19.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2772  -21.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2785  -21.8833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9843  -20.6523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6968  -21.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2722  -19.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9815  -19.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6918  -19.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4412  -19.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9898  -19.1301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5744  -18.4198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7716  -18.5928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8081  -19.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2163  -18.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0376  -18.4172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4473  -19.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2651  -19.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4455  -17.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2694  -17.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6743  -18.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4945  -18.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9108  -17.7212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4968  -17.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6779  -17.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9099  -16.2940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7321  -17.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1387  -18.4365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7313  -16.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6934  -21.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4051  -22.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1173  -21.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1133  -21.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4011  -20.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8184  -20.6386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8265  -22.2831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4060  -23.1082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5287  -21.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8296  -23.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6987  -23.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 23  1  0
 21 22  1  0
 22 25  1  0
 24 23  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 28 30  1  0
 27 31  1  0
 31 32  1  0
 30 33  1  0
 10 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 10  1  0
 37 39  1  0
 36 40  1  0
 35 41  1  0
 39 42  1  0
 40 43  1  0
 41 44  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4101419

   ---

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: 603.68

Molecular Weight (Monoisotopic): 603.2693

AlogP: 4.21

#Rotatable Bonds: 13

Polar Surface Area: 118.43

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.14

CX LogP: 3.76

CX LogD: 3.56

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.24

Np Likeness Score: -1.25

References

1. Pan M, Cui J, Jiao L, Ghaleb H, Liao C, Zhou J, Kairuki M, Lin H, Huang W, Qian H..  (2017)  Synthesis and biological evaluation of JL-A7 derivatives as potent ABCB1 inhibitors.,  25  (15): [PMID:28645831] [10.1016/j.bmc.2017.06.015]

Source

Source(1):

• Scientific Literature