ID: ALA2204967

Max Phase: Preclinical

Molecular Formula: C16H21ClN4O4

Molecular Weight: 368.82

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C16H21ClN4O4/c17-9-13(18)19-8-4-7-12(16(25)20-10-14(22)23)21-15(24)11-5-2-1-3-6-11/h1-3,5-6,12H,4,7-10H2,(H2,18,19)(H,20,25)(H,21,24)(H,22,23)/t12-/m1/s1

Standard InChI Key:  QZQICDRPHXCFNP-GFCCVEGCSA-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: 368.82

Molecular Weight (Monoisotopic): 368.1251

AlogP: 0.57

#Rotatable Bonds: 10

Polar Surface Area: 131.38

Molecular Species: ZWITTERION

HBA: 4

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.64

CX Basic pKa: 9.96

CX LogP: -1.75

CX LogD: -1.75

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.18

Np Likeness Score: -0.26

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