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

ID: ALA4226768

Chembl Id: CHEMBL4226768

PubChem CID: 145969276

Max Phase: Preclinical

Molecular Formula: C20H18N8O7

Molecular Weight: 482.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CNc2c(Nc3cccc([N+](=O)[O-])c3)c(=O)c2=O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C20H18N8O7/c21-18-13-19(24-6-23-18)27(7-25-13)20-17(32)14(29)10(35-20)5-22-11-12(16(31)15(11)30)26-8-2-1-3-9(4-8)28(33)34/h1-4,6-7,10,14,17,20,22,26,29,32H,5H2,(H2,21,23,24)/t10-,14-,17-,20-/m1/s1

Standard InChI Key:  HBJYWOFZSLUIGH-DRIBAISHSA-N

Alternative Forms

1. Parent:

   

   ALA4226768

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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: 482.41

Molecular Weight (Monoisotopic): 482.1298

AlogP: -0.61

#Rotatable Bonds: 7

Polar Surface Area: 220.65

Molecular Species: NEUTRAL

HBA: 14

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.35

CX Basic pKa: 4.92

CX LogP: -0.64

CX LogD: -0.64

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.13

Np Likeness Score: -0.13

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