(2R,3S,4R,5R)-2-((R)-hydroxy(1,2,3,4-tetrahydroisoquinolin-8-yl)methyl)-5-(4-methyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diol

ID: ALA4517481

PubChem CID: 122497045

Max Phase: Preclinical

Molecular Formula: C21H24N4O4

Molecular Weight: 396.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncnc2c1ccn2[C@@H]1O[C@H]([C@H](O)c2cccc3c2CNCC3)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C21H24N4O4/c1-11-13-6-8-25(20(13)24-10-23-11)21-18(28)17(27)19(29-21)16(26)14-4-2-3-12-5-7-22-9-15(12)14/h2-4,6,8,10,16-19,21-22,26-28H,5,7,9H2,1H3/t16-,17+,18-,19-,21-/m1/s1

Standard InChI Key:  IRRYGHOMAHMGTM-TWHPPBISSA-N

Molfile:  

 
     RDKit          2D

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   27.0206  -21.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.8368  -21.7216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   28.3314  -20.4560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0554  -20.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0905  -19.2646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   22.9061  -21.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9204  -22.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6318  -22.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6073  -20.8438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3153  -21.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0084  -20.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9996  -20.0163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2915  -19.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5923  -20.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4  8  1  6
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  3 20  1  6
  1 21  1  6
  2 26  2  0
 25 22  2  0
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 24  2  1  0
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 26 27  1  0
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 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4517481

   ---

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: 396.45

Molecular Weight (Monoisotopic): 396.1798

AlogP: 0.74

#Rotatable Bonds: 3

Polar Surface Area: 112.66

Molecular Species: BASE

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.40

CX Basic pKa: 8.66

CX LogP: 0.47

CX LogD: -0.81

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: 0.53

References

1. Lin H, Luengo JI..  (2019)  Nucleoside protein arginine methyltransferase 5 (PRMT5) inhibitors.,  29  (11): [PMID:30956011] [10.1016/j.bmcl.2019.03.042]

Source

Source(1):

• Scientific Literature