tetra ammonium [(4-{2-[4-(Difluoro-phosphono-methyl)-benzyloxy]-ethoxymethyl}-phenyl)-difluoro-methyl]-phosphonic acid

ID: ALA344437

Chembl Id: CHEMBL344437

PubChem CID: 49796692

Max Phase: Preclinical

Molecular Formula: C18H32F4N4O8P2

Molecular Weight: 502.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N.N.N.N.O=P(O)(O)C(F)(F)c1ccc(COCCOCc2ccc(C(F)(F)P(=O)(O)O)cc2)cc1

Standard InChI:  InChI=1S/C18H20F4O8P2.4H3N/c19-17(20,31(23,24)25)15-5-1-13(2-6-15)11-29-9-10-30-12-14-3-7-16(8-4-14)18(21,22)32(26,27)28;;;;/h1-8H,9-12H2,(H2,23,24,25)(H2,26,27,28);4*1H3

Standard InChI Key:  OPRPULUWXLKKRK-UHFFFAOYSA-N

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: 502.29

Molecular Weight (Monoisotopic): 502.0570

AlogP: 3.87

#Rotatable Bonds: 11

Polar Surface Area: 133.52

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 0.19

CX Basic pKa: ┄

CX LogP: 2.05

CX LogD: -3.46

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.21

Np Likeness Score: -0.31

References

1. Jia Z, Ye Q, Dinaut AN, Wang Q, Waddleton D, Payette P, Ramachandran C, Kennedy B, Hum G, Taylor SD..  (2001)  Structure of protein tyrosine phosphatase 1B in complex with inhibitors bearing two phosphotyrosine mimetics.,  44  (26): [PMID:11741477] [10.1021/jm010266w]

Source

Source(1):

• Scientific Literature