(S)-3-[[[(9H-Fluoren-9-yl)methoxy]carbonyl]amino]-4-[[[(2S,3S,4S,5S)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]amino]-4-oxobutanoic acid

ID: ALA4226700

Chembl Id: CHEMBL4226700

PubChem CID: 145969952

Max Phase: Preclinical

Molecular Formula: C29H29N7O8

Molecular Weight: 603.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CNC(=O)[C@H](CC(=O)O)NC(=O)OCC2c3ccccc3-c3ccccc32)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C29H29N7O8/c30-25-22-26(33-12-32-25)36(13-34-22)28-24(40)23(39)20(44-28)10-31-27(41)19(9-21(37)38)35-29(42)43-11-18-16-7-3-1-5-14(16)15-6-2-4-8-17(15)18/h1-8,12-13,18-20,23-24,28,39-40H,9-11H2,(H,31,41)(H,35,42)(H,37,38)(H2,30,32,33)/t19-,20+,23+,24+,28+/m0/s1

Standard InChI Key:  ZSCHHFLDGKEBNA-SFCVBKHESA-N

Alternative Forms

1. Parent:

   

   ALA4226700

   ---

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: 603.59

Molecular Weight (Monoisotopic): 603.2078

AlogP: 0.53

#Rotatable Bonds: 9

Polar Surface Area: 224.04

Molecular Species: ACID

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.83

CX Basic pKa: 4.96

CX LogP: -0.39

CX LogD: -2.98

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.15

Np Likeness Score: 0.23

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