ID: ALA3770794

Max Phase: Preclinical

Molecular Formula: C21H22N3O3P

Molecular Weight: 395.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  N=C(N)Nc1ccc(CCP(=O)(Oc2ccccc2)Oc2ccccc2)cc1

Standard InChI:  InChI=1S/C21H22N3O3P/c22-21(23)24-18-13-11-17(12-14-18)15-16-28(25,26-19-7-3-1-4-8-19)27-20-9-5-2-6-10-20/h1-14H,15-16H2,(H4,22,23,24)

Standard InChI Key:  CSTAEACZUNFQMP-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

Properties

Molecular Weight: 395.40

Molecular Weight (Monoisotopic): 395.1399

AlogP: 4.89

#Rotatable Bonds: 8

Polar Surface Area: 97.43

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 10.16

CX LogP: 4.51

CX LogD: 2.21

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.29

Np Likeness Score: -0.26

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