Compound information

Natural Products
ZC2981631
Molecular Formula
C24H19ClN4O4
Molecular Weight
462.109482768 g/mol
Structure
IUPAC Name
(E)-3-[5-(4-chloro-3-nitro-phenyl)-2-furyl]-2-(4-phenylpiperazine-1-carbonyl)prop-2-enenitrile
InChI
InChI=1S/C24H19ClN4O4/c25-21-8-6-17(15-22(21)29(31)32)23-9-7-20(33-23)14-18(16-26)24(30)28-12-10-27(11-13-28)19-4-2-1-3-5-19/h1-9,14-15H,10-13H2/b18-14+
InChI Key
AKPVVDAXGLKSLI-NBVRZTHBSA-N
SMILES
N#C/C(=C\c1ccc(-c2ccc(Cl)c([N+](=O)[O-])c2)o1)C(=O)N1CCN(c2ccccc2)CC1
Source
ZINC000059676658

Warheads

Nitrile


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 33 Ring Count 4
Heteroatom Count 9 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 103.62 Å2 LogP 4.859
LogS -6.519 LogD 4.071


Absorption

Property Value Property Value
Pgp inhibitor 0.127 Pgp substrate 0.001
HIA 0.964 F20 % 0.992
F30 % 0.984 Caco-2 -5.074
MDCK -4.873


Distribution

Property Value Property Value
BBB Penetration 0.104 PPB 98.981
VD 0.589 Fu 1.943


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.162 CYP1A2 substrate 0.762
CYP2A6 substrate 0.518 CYP2B6 substrate 0.734
CYP2C19 inhibitor 0.671 CYP2C19 substrate 0.749
CYP2C8 substrate 0.736 CYP2C9 inhibitor 0.894
CYP2C9 substrate 0.401 CYP2D6 inhibitor 0.195
CYP2D6 substrate 0.93 CYP2E1 substrate 0.521
CYP3A4 inhibitor 0.732 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.481 CL 6.099


Toxicity

Property Value Property Value
hERG Blockers 0.152 Hepatotoxicity 0.999
Mutagenicity 0.512 Rat Oral Acute Toxicity 0.514
FDAMDD 0.734 Skin Sensitization 0.519
Carcinogenicity 0.108 Eye Corrosion 0.003
Eye Irritation 0.093 Respiratory Toxicity 0.237


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.499 IGC50 4.596
LC50FM 3.982 LC50DM -0.167


Tox21 Pathway

Property Value Property Value
NR-AR 0.321 NR-AR-LBD 0.642
NR-AhR 0.577 NR-Aromatase 0.188
NR-ER 0.745 NR-ER-LBD 0.814
NR-PPAR-gamma 0.902 SR-ARE 0.962
SR-ATAD5 0.93 SR-HSE 0.885
SR-MMP 0.932 SR-p53 0.97


Similar covalent inhibitors

CI006672

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.