ID: ALA4202689

Max Phase: Preclinical

Molecular Formula: C24H27FN6O3

Molecular Weight: 466.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc2c(c1)nc([C@H](CCCNC(=N)CF)NC(=O)c1cccc3c1C(=O)NC3)n2C

Standard InChI:  InChI=1S/C24H27FN6O3/c1-31-19-9-8-15(34-2)11-18(19)29-22(31)17(7-4-10-27-20(26)12-25)30-23(32)16-6-3-5-14-13-28-24(33)21(14)16/h3,5-6,8-9,11,17H,4,7,10,12-13H2,1-2H3,(H2,26,27)(H,28,33)(H,30,32)/t17-/m0/s1

Standard InChI Key:  KFIKEYZGNDJFAU-KRWDZBQOSA-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: 466.52

Molecular Weight (Monoisotopic): 466.2129

AlogP: 2.61

#Rotatable Bonds: 9

Polar Surface Area: 121.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.18

CX Basic pKa: 8.34

CX LogP: 1.03

CX LogD: 0.05

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: -0.74

References

1. Muth A, Subramanian V, Beaumont E, Nagar M, Kerry P, McEwan P, Srinath H, Clancy K, Parelkar S, Thompson PR..  (2017)  Development of a Selective Inhibitor of Protein Arginine Deiminase 2.,  60  (7): [PMID:28328217] [10.1021/acs.jmedchem.7b00274]

Source

Source(1):

• Scientific Literature