3-(5'-Amino-5'-deoxyadenosine)-4-[(4-pyridin-4-ylmethyl)amino]cyclobut-3-ene-1,2-dione

ID: ALA4226665

Chembl Id: CHEMBL4226665

PubChem CID: 145968595

Max Phase: Preclinical

Molecular Formula: C20H20N8O5

Molecular Weight: 452.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CNc2c(NCc3ccncc3)c(=O)c2=O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C20H20N8O5/c21-18-13-19(26-7-25-18)28(8-27-13)20-17(32)14(29)10(33-20)6-24-12-11(15(30)16(12)31)23-5-9-1-3-22-4-2-9/h1-4,7-8,10,14,17,20,23-24,29,32H,5-6H2,(H2,21,25,26)/t10-,14-,17-,20-/m1/s1

Standard InChI Key:  QDDVAANOVMDZMW-DRIBAISHSA-N

Alternative Forms

1. Parent:

   

   ALA4226665

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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: 452.43

Molecular Weight (Monoisotopic): 452.1557

AlogP: -1.26

#Rotatable Bonds: 7

Polar Surface Area: 190.40

Molecular Species: NEUTRAL

HBA: 13

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.47

CX Basic pKa: 4.92

CX LogP: -1.71

CX LogD: -1.71

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.21

Np Likeness Score: 0.20

References

1. Zhang Y, Jumppanen M, Maksimainen MM, Auno S, Awol Z, Ghemtio L, Venkannagari H, Lehtiö L, Yli-Kauhaluoma J, Xhaard H, Boije Af Gennäs G..  (2018)  Adenosine analogs bearing phosphate isosteres as human MDO1 ligands.,  26  (8): [PMID:29501416] [10.1016/j.bmc.2018.02.006]

Source

Source(1):

• Scientific Literature