(2S,3S,4R,5S)-2-(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-5-((4-chlorophenylthio)methyl)pyrrolidine-3,4-diol

ID: ALA1241494

Chembl Id: CHEMBL1241494

PubChem CID: 9908507

Max Phase: Preclinical

Molecular Formula: C17H18ClN5O2S

Molecular Weight: 391.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c([C@@H]3N[C@H](CSc4ccc(Cl)cc4)[C@@H](O)[C@H]3O)c[nH]c12

Standard InChI:  InChI=1S/C17H18ClN5O2S/c18-8-1-3-9(4-2-8)26-6-11-15(24)16(25)13(23-11)10-5-20-14-12(10)21-7-22-17(14)19/h1-5,7,11,13,15-16,20,23-25H,6H2,(H2,19,21,22)/t11-,13+,15-,16+/m1/s1

Standard InChI Key:  FYNHVLXSUCFVCL-JMGFVUJMSA-N

Alternative Forms

1. Parent:

   

   ALA1241494

   (1S)-1-(9-Deazaadenin-9-yl)-5-(4-chlorophenyl)thio-1,4-dideoxy-1,4-imino-D-ribitol

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: 391.88

Molecular Weight (Monoisotopic): 391.0870

AlogP: 1.72

#Rotatable Bonds: 4

Polar Surface Area: 120.08

Molecular Species: BASE

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.97

CX Basic pKa: 8.64

CX LogP: 1.32

CX LogD: 0.06

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.43

Np Likeness Score: -0.12

References

1. Gutierrez JA, Crowder T, Rinaldo-Matthis A, Ho MC, Almo SC, Schramm VL..  (2009)  Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.,  5  (4): [PMID:19270684] [10.1038/nchembio.153]

Source

Source(1):

• Scientific Literature