(R)-1-(Methylamino)-3-(5-((4-(thiazol-2-yl)benzyl)oxy)-3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol

ID: ALA4463124

PubChem CID: 155529624

Max Phase: Preclinical

Molecular Formula: C23H27N3O2S

Molecular Weight: 409.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC[C@@H](O)CN1CCc2c(cccc2OCc2ccc(-c3nccs3)cc2)C1

Standard InChI:  InChI=1S/C23H27N3O2S/c1-24-13-20(27)15-26-11-9-21-19(14-26)3-2-4-22(21)28-16-17-5-7-18(8-6-17)23-25-10-12-29-23/h2-8,10,12,20,24,27H,9,11,13-16H2,1H3/t20-/m1/s1

Standard InChI Key:  YOIPDYXMOWADRA-HXUWFJFHSA-N

Molfile:  

 
     RDKit          2D

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   18.6177  -25.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6159  -23.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3277  -23.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3289  -24.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0391  -25.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7527  -24.8174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   23.5959  -24.8174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3077  -25.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1764  -23.9961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6154  -22.7655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9033  -22.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7745  -22.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7745  -23.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4916  -23.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1956  -23.5818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0613  -23.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3100  -23.6660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7684  -24.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1743  -24.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9774  -24.8139    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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  4 17  1  0
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 19 20  2  0
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 22 23  1  0
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 24 19  1  0
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 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 25  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4463124

   ---

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: 409.56

Molecular Weight (Monoisotopic): 409.1824

AlogP: 3.33

#Rotatable Bonds: 8

Polar Surface Area: 57.62

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.56

CX LogP: 3.21

CX LogD: 1.04

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -1.08

References

1. Guo Z, Zhang Z, Yang H, Cao D, Xu X, Zheng X, Chen D, Wang Q, Li Y, Li J, Du Z, Wang X, Chen L, Ding J, Shen J, Geng M, Huang X, Xiong B..  (2019)  Design and Synthesis of Potent, Selective Inhibitors of Protein Arginine Methyltransferase 4 against Acute Myeloid Leukemia.,  62  (11): [PMID:31117515] [10.1021/acs.jmedchem.9b00297]

Source

Source(1):

• Scientific Literature