(1R,2S,3R,4R,5S)-4-(Hydroxymethyl)-1-(5-phenyl-4-(phenylamino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)bicyclo[3.1.0]hexane-2,3-diol

ID: ALA4439949

PubChem CID: 155514253

Max Phase: Preclinical

Molecular Formula: C25H24N4O3

Molecular Weight: 428.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OC[C@@H]1[C@@H](O)[C@@H](O)[C@@]2(n3cc(-c4ccccc4)c4c(Nc5ccccc5)ncnc43)C[C@@H]12

Standard InChI:  InChI=1S/C25H24N4O3/c30-13-18-19-11-25(19,22(32)21(18)31)29-12-17(15-7-3-1-4-8-15)20-23(26-14-27-24(20)29)28-16-9-5-2-6-10-16/h1-10,12,14,18-19,21-22,30-32H,11,13H2,(H,26,27,28)/t18-,19-,21+,22+,25+/m0/s1

Standard InChI Key:  GGJHFBQUJBRFCC-RWKCYHQCSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4439949

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 428.49

Molecular Weight (Monoisotopic): 428.1848

AlogP: 2.90

#Rotatable Bonds: 5

Polar Surface Area: 103.43

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.20

CX Basic pKa: 4.89

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: 0.16

References

1. Toti KS, Osborne D, Ciancetta A, Boison D, Jacobson KA..  (2016)  South (S)- and North (N)-Methanocarba-7-Deazaadenosine Analogues as Inhibitors of Human Adenosine Kinase.,  59  (14): [PMID:27410258] [10.1021/acs.jmedchem.6b00689]

Source

Source(1):

• Scientific Literature