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

ID: ALA4228778

Chembl Id: CHEMBL4228778

PubChem CID: 145986571

Max Phase: Preclinical

Molecular Formula: C22H23N7O5

Molecular Weight: 465.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(CNc2c(NC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)c(=O)c2=O)cc1

Standard InChI:  InChI=1S/C22H23N7O5/c1-10-2-4-11(5-3-10)6-24-13-14(18(32)17(13)31)25-7-12-16(30)19(33)22(34-12)29-9-28-15-20(23)26-8-27-21(15)29/h2-5,8-9,12,16,19,22,24-25,30,33H,6-7H2,1H3,(H2,23,26,27)/t12-,16-,19-,22-/m1/s1

Standard InChI Key:  OTQHWINSOUSAOR-XTKLYQKXSA-N

Alternative Forms

1. Parent:

   

   ALA4228778

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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: 465.47

Molecular Weight (Monoisotopic): 465.1761

AlogP: -0.34

#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: 0.02

CX LogD: 0.02

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.23

Np Likeness Score: 0.17

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