N-(4-(2-(6,7-Dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)ethyl)phenyl)-4-methyl-3-((4-(pyridin-2-yl)pyrimidin-2-yl)-amino)benzamide

ID: ALA4876765

PubChem CID: 164625981

Max Phase: Preclinical

Molecular Formula: C36H36N6O3

Molecular Weight: 600.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)CN(CCc1ccc(NC(=O)c3ccc(C)c(Nc4nccc(-c5ccccn5)n4)c3)cc1)CC2

Standard InChI:  InChI=1S/C36H36N6O3/c1-24-7-10-27(20-32(24)41-36-38-17-13-31(40-36)30-6-4-5-16-37-30)35(43)39-29-11-8-25(9-12-29)14-18-42-19-15-26-21-33(44-2)34(45-3)22-28(26)23-42/h4-13,16-17,20-22H,14-15,18-19,23H2,1-3H3,(H,39,43)(H,38,40,41)

Standard InChI Key:  DZYZUWFHTUOLPC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 45 50  0  0  0  0  0  0  0  0999 V2000
   20.8452  -11.4984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8441  -12.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5562  -12.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2700  -12.3216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2672  -11.4948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5545  -11.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5520  -10.2641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2626   -9.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9694  -10.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6796   -9.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6776   -9.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9595   -8.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2565   -9.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5417   -8.6285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3924  -10.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3945  -11.0804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1032   -9.8487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8161  -10.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8151  -11.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5271  -11.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2389  -11.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2342  -10.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5216   -9.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9523  -11.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6584  -11.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3718  -11.4753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3703  -12.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0796  -12.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0773  -11.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7911  -11.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7907  -12.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5015  -12.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2132  -12.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2097  -11.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4983  -11.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9196  -11.0507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9260  -12.6984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6328  -12.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6292  -11.4602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9749  -12.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9738  -13.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6808  -13.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3893  -13.5461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3865  -12.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6789  -12.3200    0.0000 N   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
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 13 14  1  0
 10 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 29  1  0
 27 28  1  0
 28 31  1  0
 30 29  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
 34 36  1  0
 33 37  1  0
 37 38  1  0
 36 39  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 45 40  1  0
  4 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876765

   ---

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: 600.72

Molecular Weight (Monoisotopic): 600.2849

AlogP: 6.46

#Rotatable Bonds: 10

Polar Surface Area: 101.50

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.26

CX Basic pKa: 8.36

CX LogP: 6.65

CX LogD: 5.65

Aromatic Rings: 5

Heavy Atoms: 45

QED Weighted: 0.19

Np Likeness Score: -1.30

References

1. Qiu Q, Zou F, Li H, Shi W, Zhou D, Zhang P, Li T, Yin Z, Cai Z, Jiang Y, Huang W, Qian H..  (2021)  Structure-Based Discovery of Pyrimidine Aminobenzene Derivatives as Potent Oral Reversal Agents against P-gp- and BCRP-Mediated Multidrug Resistance.,  64  (9.0): [PMID:33938746] [10.1021/acs.jmedchem.1c00246]

Source

Source(1):

• Scientific Literature