(2S)-2-amino-4-[5-[6-amino-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-4-oxo-2H-1,3,5-triazin-1-yl]pentyl-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl]amino]butanoic acid

ID: ALA5188584

PubChem CID: 156564577

Max Phase: Preclinical

Molecular Formula: C27H43N11O9

Molecular Weight: 665.71

Names and Identifiers

Canonical SMILES:  NC1=NC(=O)N([C@H]2C[C@H](O)[C@@H](CO)O2)CN1CCCCCN(CC[C@H](N)C(=O)O)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C27H43N11O9/c28-14(25(43)44)4-7-35(9-16-20(41)21(42)24(47-16)37-12-33-19-22(29)31-11-32-23(19)37)5-2-1-3-6-36-13-38(27(45)34-26(36)30)18-8-15(40)17(10-39)46-18/h11-12,14-18,20-21,24,39-42H,1-10,13,28H2,(H,43,44)(H2,29,31,32)(H2,30,34,45)/t14-,15-,16+,17+,18+,20+,21+,24+/m0/s1

Standard InChI Key:  GLLXEDALUPILCC-ZMQIOLJVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5188584

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 665.71

Molecular Weight (Monoisotopic): 665.3245

AlogP: -3.22

#Rotatable Bonds: 15

Polar Surface Area: 297.49

Molecular Species: ZWITTERION

HBA: 17

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.81

CX Basic pKa: 9.19

CX LogP: -6.01

CX LogD: -6.17

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.09

Np Likeness Score: 0.63

References

1. Lamiable-Oulaidi F, Harijan RK, Shaffer KJ, Crump DR, Sun Y, Du Q, Gulab SA, Khan AA, Luxenburger A, Woolhouse AD, Sidoli S, Tyler PC, Schramm VL..  (2022)  Synthesis and Characterization of Transition-State Analogue Inhibitors against Human DNA Methyltransferase 1.,  65  (7.0): [PMID:35324190] [10.1021/acs.jmedchem.1c01869]

Source

Source(1):

• Scientific Literature