ID: ALA4211133

Max Phase: Preclinical

Molecular Formula: C21H30ClN7O2

Molecular Weight: 447.97

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)N1C[C@H](Cc2ccc(Cl)cc2)N(C2CCN(c3n[nH]c(N)n3)CC2)C[C@@H]1C

Standard InChI:  InChI=1S/C21H30ClN7O2/c1-14-12-29(17-7-9-27(10-8-17)20-24-19(23)25-26-20)18(13-28(14)21(30)31-2)11-15-3-5-16(22)6-4-15/h3-6,14,17-18H,7-13H2,1-2H3,(H3,23,24,25,26)/t14-,18-/m0/s1

Standard InChI Key:  NZJYXHAPDQHINW-KSSFIOAISA-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: 447.97

Molecular Weight (Monoisotopic): 447.2150

AlogP: 2.39

#Rotatable Bonds: 4

Polar Surface Area: 103.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.48

CX Basic pKa: 7.70

CX LogP: 3.05

CX LogD: 2.57

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.74

Np Likeness Score: -0.99

References

1. Mazur M, Bartoszewicz A, Dymek B, Salamon M, Andryianau G, Kowalski M, Olejniczak S, Matyszewski K, Pluta E, Borek B, Stefaniak F, Zagozdzon A, Mazurkiewicz M, Koralewski R, Czestkowski W, Piotrowicz M, Niedziejko P, Gruza MM, Dzwonek K, Golebiowski A, Golab J, Olczak J..  (2018)  Discovery of selective, orally bioavailable inhibitor of mouse chitotriosidase.,  28  (3): [PMID:29292229] [10.1016/j.bmcl.2017.12.047]

Source

Source(1):

• Scientific Literature