(2S)-2-[[(2S)-2-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxycarbonylamino]-3-carboxy-propanoyl]amino]butanedioic acid

ID: ALA5275771

Max Phase: Preclinical

Molecular Formula: C19H23N7O12

Molecular Weight: 541.43

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](COC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC(=O)O)C(=O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C19H23N7O12/c20-14-11-15(22-4-21-14)26(5-23-11)17-13(32)12(31)8(38-17)3-37-19(36)25-6(1-9(27)28)16(33)24-7(18(34)35)2-10(29)30/h4-8,12-13,17,31-32H,1-3H2,(H,24,33)(H,25,36)(H,27,28)(H,29,30)(H,34,35)(H2,20,21,22)/t6-,7-,8+,12+,13+,17+/m0/s1

Standard InChI Key:  RPNITVPSKXJRML-ZFXBFDPNSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5275771

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 541.43

Molecular Weight (Monoisotopic): 541.1405

AlogP: -3.36

#Rotatable Bonds: 11

Polar Surface Area: 298.64

Molecular Species: ACID

HBA: 14

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.91

CX Basic pKa: 4.69

CX LogP: -4.99

CX LogD: -12.67

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.14

Np Likeness Score: 0.70

References

1. Conroy S, Kindon N, Kellam B, Stocks MJ..  (2016)  Drug-like Antagonists of P2Y Receptors-From Lead Identification to Drug Development.,  59  (22): [PMID:27413802] [10.1021/acs.jmedchem.5b01972]

Source

Source(1):

• Scientific Literature