Compound information

Natural Products
ZC437628
Molecular Formula
C15H21N3O5
Molecular Weight
323.148120772 g/mol
Structure
IUPAC Name
(2R)-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-/m1/s1
InChI Key
GDAQVXISDUMUJG-GFCCVEGCSA-N
SMILES
NC(=O)NCCCC[C@@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000002556759

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 0.728
LogS -2.388 LogD 0.028


Absorption

Property Value Property Value
Pgp inhibitor 0.004 Pgp substrate 0.778
HIA 0.087 F20 % 0.99
F30 % 0.119 Caco-2 -6.46
MDCK -5.899


Distribution

Property Value Property Value
BBB Penetration 0.885 PPB 61.348
VD 0.392 Fu 0.154


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.507
CYP2A6 substrate 0.27 CYP2B6 substrate 0.443
CYP2C19 inhibitor 0.029 CYP2C19 substrate 0.452
CYP2C8 substrate 0.501 CYP2C9 inhibitor 0.074
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.309
CYP2D6 substrate 0.246 CYP2E1 substrate 0.473
CYP3A4 inhibitor 0.041 CYP3A4 substrate 0.692


Excretion

Property Value Property Value
T1/2 0.664 CL 2.778


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.029
Mutagenicity 0.018 Rat Oral Acute Toxicity 0.011
FDAMDD 0.028 Skin Sensitization 0.001
Carcinogenicity 0.001 Eye Corrosion 0.003
Eye Irritation 0.001 Respiratory Toxicity 0.002


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.325 IGC50 2.067
LC50FM 3.222 LC50DM 4.463


Tox21 Pathway

Property Value Property Value
NR-AR 0.404 NR-AR-LBD 0.368
NR-AhR 0.004 NR-Aromatase 0.021
NR-ER 0.372 NR-ER-LBD 0.346
NR-PPAR-gamma 0.43 SR-ARE 0.07
SR-ATAD5 0.26 SR-HSE 0.053
SR-MMP 0.011 SR-p53 0.03


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.