Compound information

Natural Products
ZC2598290
Molecular Formula
C20H22ClN3O
Molecular Weight
355.145140004 g/mol
Structure
IUPAC Name
2-[(4-chlorophenyl)methyl]-N-phenyl-2,7-diazaspiro[3.4]octane-7-carboxamide
InChI
InChI=1S/C20H22ClN3O/c21-17-8-6-16(7-9-17)12-23-13-20(14-23)10-11-24(15-20)19(25)22-18-4-2-1-3-5-18/h1-9H,10-15H2,(H,22,25)
InChI Key
IQXHMQBHBSYSMK-UHFFFAOYSA-N
SMILES
O=C(Nc1ccccc1)N1CCC2(CN(Cc3ccc(Cl)cc3)C2)C1
Source
ZINC000096202468

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 4
Heteroatom Count 5 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 2 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 35.58 Å2 LogP 3.902
LogS -4.906 LogD 3.543


Absorption

Property Value Property Value
Pgp inhibitor 0.293 Pgp substrate 0.131
HIA 0.962 F20 % 0.808
F30 % 0.238 Caco-2 -4.777
MDCK -4.825


Distribution

Property Value Property Value
BBB Penetration 0.919 PPB 95.442
VD 1.324 Fu 1.963


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.019 CYP1A2 substrate 0.664
CYP2A6 substrate 0.876 CYP2B6 substrate 0.845
CYP2C19 inhibitor 0.157 CYP2C19 substrate 0.83
CYP2C8 substrate 0.916 CYP2C9 inhibitor 0.196
CYP2C9 substrate 0.092 CYP2D6 inhibitor 0.976
CYP2D6 substrate 1.0 CYP2E1 substrate 0.103
CYP3A4 inhibitor 0.006 CYP3A4 substrate 0.973


Excretion

Property Value Property Value
T1/2 0.463 CL 10.578


Toxicity

Property Value Property Value
hERG Blockers 0.969 Hepatotoxicity 0.869
Mutagenicity 0.001 Rat Oral Acute Toxicity 0.881
FDAMDD 0.524 Skin Sensitization 0.898
Carcinogenicity 0.002 Eye Corrosion 0.001
Eye Irritation 0.003 Respiratory Toxicity 0.959


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.709 IGC50 3.875
LC50FM 4.049 LC50DM 0.498


Tox21 Pathway

Property Value Property Value
NR-AR 0.36 NR-AR-LBD 0.187
NR-AhR 0.586 NR-Aromatase 0.04
NR-ER 0.41 NR-ER-LBD 0.412
NR-PPAR-gamma 0.164 SR-ARE 0.882
SR-ATAD5 0.44 SR-HSE 0.324
SR-MMP 0.46 SR-p53 0.211


Similar covalent inhibitors

CI003398

Similarity Score: 0.54

CI003406

Similarity Score: 0.54

CI003397

Similarity Score: 0.53

CI000620

Similarity Score: 0.52

CI003396

Similarity Score: 0.51

CI003408

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.