(3R,4S)-1-((4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl)-4-(benzylthiomethyl)pyrrolidin-3-ol

ID: ALA1232180

Chembl Id: CHEMBL1232180

PubChem CID: 10067695

Max Phase: Preclinical

Molecular Formula: C19H23N5OS

Molecular Weight: 369.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c(CN3C[C@H](CSCc4ccccc4)[C@@H](O)C3)c[nH]c12

Standard InChI:  InChI=1S/C19H23N5OS/c20-19-18-17(22-12-23-19)14(6-21-18)7-24-8-15(16(25)9-24)11-26-10-13-4-2-1-3-5-13/h1-6,12,15-16,21,25H,7-11H2,(H2,20,22,23)/t15-,16+/m1/s1

Standard InChI Key:  DIGGNILBPCEZIV-CVEARBPZSA-N

Alternative Forms

1. Parent:

   

   ALA1232180

   (3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[(benzylsulfanyl)methyl]pyrrolidin-3-ol

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: 369.49

Molecular Weight (Monoisotopic): 369.1623

AlogP: 2.27

#Rotatable Bonds: 6

Polar Surface Area: 91.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.47

CX Basic pKa: 8.38

CX LogP: 2.06

CX LogD: 1.04

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.62

Np Likeness Score: -0.61

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