ID: ALA497985

Max Phase: Preclinical

Molecular Formula: C20H26F3N5O3

Molecular Weight: 441.45

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN1CC2(CC2)C[C@H](C(=O)NO)[C@H]1C(=O)N1CCN(c2ccc(C(F)(F)F)cn2)CC1

Standard InChI:  InChI=1S/C20H26F3N5O3/c1-26-12-19(4-5-19)10-14(17(29)25-31)16(26)18(30)28-8-6-27(7-9-28)15-3-2-13(11-24-15)20(21,22)23/h2-3,11,14,16,31H,4-10,12H2,1H3,(H,25,29)/t14-,16-/m0/s1

Standard InChI Key:  HJNKYGBTSGQBDU-HOCLYGCPSA-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: 441.45

Molecular Weight (Monoisotopic): 441.1988

AlogP: 1.35

#Rotatable Bonds: 3

Polar Surface Area: 89.01

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.88

CX Basic pKa: 7.56

CX LogP: 1.01

CX LogD: 0.79

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.54

Np Likeness Score: -0.97

References

1. Georgiadis D, Yiotakis A..  (2008)  Specific targeting of metzincin family members with small-molecule inhibitors: progress toward a multifarious challenge.,  16  (19): [PMID:18790648] [10.1016/j.bmc.2008.08.058]

2. Mahasenan KV, Ding D, Gao M, Nguyen TT, Suckow MA, Schroeder VA, Wolter WR, Chang M, Mobashery S..  (2018)  In Search of Selectivity in Inhibition of ADAM10.,  9  (7): [PMID:30034605] [10.1021/acsmedchemlett.8b00163]

Source

Source(1):

• Scientific Literature