Compound information

Natural Products
ZC2363378
Molecular Formula
C20H21ClN4O3
Molecular Weight
400.130218212 g/mol
Structure
IUPAC Name
(3-chlorophenyl)-[4-[3-(cyclopropylamino)-4-nitro-phenyl]piperazin-1-yl]methanone
InChI
InChI=1S/C20H21ClN4O3/c21-15-3-1-2-14(12-15)20(26)24-10-8-23(9-11-24)17-6-7-19(25(27)28)18(13-17)22-16-4-5-16/h1-3,6-7,12-13,16,22H,4-5,8-11H2
InChI Key
NHMJUWHQLQCLPN-UHFFFAOYSA-N
SMILES
O=C(c1cccc(Cl)c1)N1CCN(c2ccc([N+](=O)[O-])c(NC3CC3)c2)CC1
Source
ZINC000004575401

Warheads

Cyclopropane


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 4
Heteroatom Count 8 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 78.72 Å2 LogP 3.905
LogS -5.064 LogD 3.524


Absorption

Property Value Property Value
Pgp inhibitor 0.971 Pgp substrate 0.991
HIA 0.965 F20 % 0.992
F30 % 0.973 Caco-2 -4.833
MDCK -5.107


Distribution

Property Value Property Value
BBB Penetration 0.006 PPB 97.786
VD 1.756 Fu 1.543


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.021 CYP1A2 substrate 0.743
CYP2A6 substrate 0.495 CYP2B6 substrate 0.646
CYP2C19 inhibitor 0.872 CYP2C19 substrate 0.899
CYP2C8 substrate 0.765 CYP2C9 inhibitor 0.881
CYP2C9 substrate 0.066 CYP2D6 inhibitor 0.455
CYP2D6 substrate 0.965 CYP2E1 substrate 0.246
CYP3A4 inhibitor 0.679 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.304 CL 1.484


Toxicity

Property Value Property Value
hERG Blockers 0.203 Hepatotoxicity 0.994
Mutagenicity 0.986 Rat Oral Acute Toxicity 0.682
FDAMDD 0.743 Skin Sensitization 0.993
Carcinogenicity 0.405 Eye Corrosion 0.002
Eye Irritation 0.199 Respiratory Toxicity 0.673


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.63 IGC50 3.899
LC50FM -6.638 LC50DM -2.516


Tox21 Pathway

Property Value Property Value
NR-AR 0.776 NR-AR-LBD 0.392
NR-AhR 0.806 NR-Aromatase 0.074
NR-ER 0.669 NR-ER-LBD 0.587
NR-PPAR-gamma 0.314 SR-ARE 0.864
SR-ATAD5 0.776 SR-HSE 0.711
SR-MMP 0.653 SR-p53 0.734


Similar covalent inhibitors

CI006678

Similarity Score: 0.62

CI006675

Similarity Score: 0.52

CI006677

Similarity Score: 0.52

CI006672

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.