cis-diphenyl(1S*,2S*)-2-chloro-1-hydroxy-2,3-dihydro-1H-inden-1-ylphosphonate

ID: ALA3098866

Chembl Id: CHEMBL3098866

PubChem CID: 72945101

Max Phase: Preclinical

Molecular Formula: C21H18ClO4P

Molecular Weight: 400.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(Oc1ccccc1)(Oc1ccccc1)[C@@]1(O)c2ccccc2C[C@@H]1Cl

Standard InChI:  InChI=1S/C21H18ClO4P/c22-20-15-16-9-7-8-14-19(16)21(20,23)27(24,25-17-10-3-1-4-11-17)26-18-12-5-2-6-13-18/h1-14,20,23H,15H2/t20-,21-/m0/s1

Standard InChI Key:  ISSIRYDMNWXMRJ-SFTDATJTSA-N

Alternative Forms

1. Parent:

   

   ALA3098866

   (1S,2S)-2-chloro-1-diphenoxyphosphoryl-2,3-dihydroinden-1-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: 400.80

Molecular Weight (Monoisotopic): 400.0631

AlogP: 5.35

#Rotatable Bonds: 5

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.63

CX Basic pKa: ┄

CX LogP: 5.84

CX LogD: 5.84

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.46

Np Likeness Score: 0.33

References

1. Faísca Phillips AM, Barros MT, Pacheco M, Dias R..  (2014)  Synthesis and biological evaluation of α-hydroxyalkylphosphonates as new antimicrobial agents.,  24  (1): [PMID:24360606] [10.1016/j.bmcl.2013.12.002]

Source

Source(1):

• Scientific Literature