3-(5'-Amino-5'-deoxyadenosine)-4-(benzylamino)cyclobut-3-ene-1,2-dione

ID: ALA4227781

Chembl Id: CHEMBL4227781

PubChem CID: 145970437

Max Phase: Preclinical

Molecular Formula: C21H21N7O5

Molecular Weight: 451.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CNc2c(NCc3ccccc3)c(=O)c2=O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C21H21N7O5/c22-19-14-20(26-8-25-19)28(9-27-14)21-18(32)15(29)11(33-21)7-24-13-12(16(30)17(13)31)23-6-10-4-2-1-3-5-10/h1-5,8-9,11,15,18,21,23-24,29,32H,6-7H2,(H2,22,25,26)/t11-,15-,18-,21-/m1/s1

Standard InChI Key:  JGBYMKBHXPWMHP-CMSKXRHRSA-N

Alternative Forms

1. Parent:

   

   ALA4227781

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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: 451.44

Molecular Weight (Monoisotopic): 451.1604

AlogP: -0.65

#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: -0.49

CX LogD: -0.49

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.23

Np Likeness Score: 0.25

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