Compound information

Natural Products
ZC2673235
Molecular Formula
C21H21F3N4O3
Molecular Weight
434.156575192 g/mol
Structure
IUPAC Name
[4-(cyclopropylamino)-3-nitro-phenyl]-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]methanone
InChI
InChI=1S/C21H21F3N4O3/c22-21(23,24)15-2-1-3-17(13-15)26-8-10-27(11-9-26)20(29)14-4-7-18(25-16-5-6-16)19(12-14)28(30)31/h1-4,7,12-13,16,25H,5-6,8-11H2
InChI Key
JGMLQHBVDYLFRB-UHFFFAOYSA-N
SMILES
O=C(c1ccc(NC2CC2)c([N+](=O)[O-])c1)N1CCN(c2cccc(C(F)(F)F)c2)CC1
Source
ZINC000025965185

Warheads

Cyclopropane


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 4
Heteroatom Count 10 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 78.72 Å2 LogP 4.001
LogS -4.922 LogD 3.745


Absorption

Property Value Property Value
Pgp inhibitor 0.967 Pgp substrate 0.995
HIA 0.967 F20 % 0.989
F30 % 0.981 Caco-2 -4.989
MDCK -5.157


Distribution

Property Value Property Value
BBB Penetration 0.016 PPB 97.151
VD 2.399 Fu 1.608


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.015 CYP1A2 substrate 0.7
CYP2A6 substrate 0.556 CYP2B6 substrate 0.585
CYP2C19 inhibitor 0.865 CYP2C19 substrate 0.892
CYP2C8 substrate 0.604 CYP2C9 inhibitor 0.899
CYP2C9 substrate 0.271 CYP2D6 inhibitor 0.326
CYP2D6 substrate 0.918 CYP2E1 substrate 0.249
CYP3A4 inhibitor 0.805 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.071 CL 1.332


Toxicity

Property Value Property Value
hERG Blockers 0.794 Hepatotoxicity 0.987
Mutagenicity 0.828 Rat Oral Acute Toxicity 0.713
FDAMDD 0.843 Skin Sensitization 0.993
Carcinogenicity 0.153 Eye Corrosion 0.001
Eye Irritation 0.041 Respiratory Toxicity 0.951


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.464 IGC50 3.554
LC50FM -10.831 LC50DM -2.854


Tox21 Pathway

Property Value Property Value
NR-AR 0.756 NR-AR-LBD 0.358
NR-AhR 0.7 NR-Aromatase 0.395
NR-ER 0.61 NR-ER-LBD 0.672
NR-PPAR-gamma 0.491 SR-ARE 0.847
SR-ATAD5 0.588 SR-HSE 0.755
SR-MMP 0.639 SR-p53 0.776


Similar covalent inhibitors

CI006678

Similarity Score: 0.54

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.