Compound information

Natural Products
ZC856745
Molecular Formula
C14H11N3O5
Molecular Weight
301.069870452 g/mol
Structure
IUPAC Name
(4-nitrophenyl) 4-ureidobenzoate
InChI
InChI=1S/C14H11N3O5/c15-14(19)16-10-3-1-9(2-4-10)13(18)22-12-7-5-11(6-8-12)17(20)21/h1-8H,(H3,15,16,19)
InChI Key
ZCQYWWBCOJUSSR-UHFFFAOYSA-N
SMILES
NC(=O)Nc1ccc(C(=O)Oc2ccc([N+](=O)[O-])cc2)cc1
Source
ZINC000206988687

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 22 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 124.56 Å2 LogP 2.653
LogS -4.734 LogD 2.7


Absorption

Property Value Property Value
Pgp inhibitor 0.038 Pgp substrate 0.009
HIA 0.972 F20 % 0.989
F30 % 0.478 Caco-2 -4.894
MDCK -5.177


Distribution

Property Value Property Value
BBB Penetration 0.093 PPB 78.21
VD 1.232 Fu 0.969


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.089 CYP1A2 substrate 0.761
CYP2A6 substrate 0.755 CYP2B6 substrate 0.527
CYP2C19 inhibitor 0.363 CYP2C19 substrate 0.848
CYP2C8 substrate 0.779 CYP2C9 inhibitor 0.389
CYP2C9 substrate 0.867 CYP2D6 inhibitor 0.168
CYP2D6 substrate 0.371 CYP2E1 substrate 0.522
CYP3A4 inhibitor 0.041 CYP3A4 substrate 0.815


Excretion

Property Value Property Value
T1/2 0.222 CL 4.811


Toxicity

Property Value Property Value
hERG Blockers 0.207 Hepatotoxicity 0.432
Mutagenicity 0.885 Rat Oral Acute Toxicity 0.064
FDAMDD 0.235 Skin Sensitization 0.997
Carcinogenicity 0.824 Eye Corrosion 0.002
Eye Irritation 0.317 Respiratory Toxicity 0.384


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.496 IGC50 4.36
LC50FM 4.643 LC50DM 4.766


Tox21 Pathway

Property Value Property Value
NR-AR 0.471 NR-AR-LBD 0.268
NR-AhR 0.496 NR-Aromatase 0.03
NR-ER 0.812 NR-ER-LBD 0.663
NR-PPAR-gamma 0.701 SR-ARE 0.661
SR-ATAD5 0.651 SR-HSE 0.103
SR-MMP 0.928 SR-p53 0.798


Similar covalent inhibitors

CI005422

Similarity Score: 0.59

CI005423

Similarity Score: 0.53

CI005429

Similarity Score: 0.53



Similar covalent drugs

No similar covalent drugs found for this compound.