ID: ALA2204968

Max Phase: Preclinical

Molecular Formula: C14H18ClN3O3

Molecular Weight: 311.77

Molecule Type: Small molecule

Representations

Canonical SMILES:  N=C(CCl)NCCC[C@@H](NC(=O)c1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C14H18ClN3O3/c15-9-12(16)17-8-4-7-11(14(20)21)18-13(19)10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H2,16,17)(H,18,19)(H,20,21)/t11-/m1/s1

Standard InChI Key:  WTWAPRMFIUHJRE-LLVKDONJSA-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: 311.77

Molecular Weight (Monoisotopic): 311.1037

AlogP: 1.46

#Rotatable Bonds: 8

Polar Surface Area: 102.28

Molecular Species: ZWITTERION

HBA: 3

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.58

CX Basic pKa: 9.96

CX LogP: -0.65

CX LogD: -0.65

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.25

Np Likeness Score: -0.23

References

1. Bicker KL, Anguish L, Chumanevich AA, Cameron MD, Cui X, Witalison E, Subramanian V, Zhang X, Chumanevich AP, Hofseth LJ, Coonrod SA, Thompson PR..  (2012)  D-amino acid based protein arginine deiminase inhibitors: Synthesis, pharmacokinetics, and in cellulo efficacy.,  3  (12): [PMID:23420624] [10.1021/ml300288d]

Source

Source(1):

• Scientific Literature