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

ID: ALA4224690

Chembl Id: CHEMBL4224690

PubChem CID: 145968266

Max Phase: Preclinical

Molecular Formula: C21H20FN7O5

Molecular Weight: 469.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CNc2c(NCc3ccc(F)cc3)c(=O)c2=O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C21H20FN7O5/c22-10-3-1-9(2-4-10)5-24-12-13(17(32)16(12)31)25-6-11-15(30)18(33)21(34-11)29-8-28-14-19(23)26-7-27-20(14)29/h1-4,7-8,11,15,18,21,24-25,30,33H,5-6H2,(H2,23,26,27)/t11-,15-,18-,21-/m1/s1

Standard InChI Key:  MVAKRUQZXDYYSB-CMSKXRHRSA-N

Alternative Forms

1. Parent:

   

   ALA4224690

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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: 469.43

Molecular Weight (Monoisotopic): 469.1510

AlogP: -0.51

#Rotatable Bonds: 7

Polar Surface Area: 177.51

Molecular Species: NEUTRAL

HBA: 12

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.47

CX Basic pKa: 4.92

CX LogP: -0.35

CX LogD: -0.35

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: 0.02

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