benzyl 2-(4-aminophenyl)-1-(diphenoxyphosphoryl)ethylcarbamate

ID: ALA3771195

Chembl Id: CHEMBL3771195

PubChem CID: 87360663

Max Phase: Preclinical

Molecular Formula: C28H27N2O5P

Molecular Weight: 502.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(CC(NC(=O)OCc2ccccc2)P(=O)(Oc2ccccc2)Oc2ccccc2)cc1

Standard InChI:  InChI=1S/C28H27N2O5P/c29-24-18-16-22(17-19-24)20-27(30-28(31)33-21-23-10-4-1-5-11-23)36(32,34-25-12-6-2-7-13-25)35-26-14-8-3-9-15-26/h1-19,27H,20-21,29H2,(H,30,31)

Standard InChI Key:  LNGOACYVBRPKCR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3771195

   benzyl N-[2-(4-aminophenyl)-1-diphenoxyphosphorylethyl]carbamate

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: 502.51

Molecular Weight (Monoisotopic): 502.1658

AlogP: 6.41

#Rotatable Bonds: 10

Polar Surface Area: 99.88

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.16

CX Basic pKa: 4.06

CX LogP: 5.97

CX LogD: 5.97

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.19

Np Likeness Score: -0.23

References

1. van Soom J, Cuzzucoli Crucitti G, Gladysz R, van der Veken P, Di Santo R, Stuyver I, Buck V, Lambeir A, Magdolen V, Joossens J, Augustyns K.  (2015)  The first potent diphenyl phosphonate KLK4 inhibitors with unexpected binding kinetics,  6  (11): [10.1039/C5MD00288E]

Source

Source(1):

• Scientific Literature