Compound information

Natural Products
ZC411512
Molecular Formula
C15H21N3O5
Molecular Weight
323.148120772 g/mol
Structure
IUPAC Name
(2S)-2-(benzyloxycarbonylamino)-6-ureido-hexanoic acid
InChI
InChI=1S/C15H21N3O5/c16-14(21)17-9-5-4-8-12(13(19)20)18-15(22)23-10-11-6-2-1-3-7-11/h1-3,6-7,12H,4-5,8-10H2,(H,18,22)(H,19,20)(H3,16,17,21)/t12-/m0/s1
InChI Key
GDAQVXISDUMUJG-LBPRGKRZSA-N
SMILES
NC(=O)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000071788259

Warheads

Urea carbonyl
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 23 Ring Count 1
Heteroatom Count 8 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 4
Topological Polar Surface Area 130.75 Å2 LogP 0.817
LogS -2.806 LogD 0.053


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.039
HIA 0.008 F20 % 0.952
F30 % 0.013 Caco-2 -6.595
MDCK -5.804


Distribution

Property Value Property Value
BBB Penetration 0.975 PPB 68.865
VD 0.289 Fu 0.185


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.654
CYP2A6 substrate 0.373 CYP2B6 substrate 0.482
CYP2C19 inhibitor 0.08 CYP2C19 substrate 0.756
CYP2C8 substrate 0.63 CYP2C9 inhibitor 0.11
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.099
CYP2D6 substrate 0.413 CYP2E1 substrate 0.367
CYP3A4 inhibitor 0.016 CYP3A4 substrate 0.758


Excretion

Property Value Property Value
T1/2 0.618 CL 3.512


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.063
Mutagenicity 0.007 Rat Oral Acute Toxicity 0.011
FDAMDD 0.029 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.003
Eye Irritation 0.001 Respiratory Toxicity 0.002


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.135 IGC50 1.904
LC50FM 3.191 LC50DM 4.519


Tox21 Pathway

Property Value Property Value
NR-AR 0.312 NR-AR-LBD 0.311
NR-AhR 0.004 NR-Aromatase 0.027
NR-ER 0.337 NR-ER-LBD 0.378
NR-PPAR-gamma 0.488 SR-ARE 0.064
SR-ATAD5 0.304 SR-HSE 0.071
SR-MMP 0.009 SR-p53 0.022


Similar covalent inhibitors

CI003307

Similarity Score: 0.73

CI004063

Similarity Score: 0.67

CI003857

Similarity Score: 0.58

CI003868

Similarity Score: 0.55

CI002593

Similarity Score: 0.53

CI003305

Similarity Score: 0.52

CI003767

Similarity Score: 0.52

CI003897

Similarity Score: 0.52

CI003982

Similarity Score: 0.52

CI002592

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.