Compound information

Natural Products
ZC1165578
Molecular Formula
C15H21NO4
Molecular Weight
279.147058152 g/mol
Structure
IUPAC Name
(3S)-3-(benzyloxycarbonylamino)-5-methyl-hexanoic acid
InChI
InChI=1S/C15H21NO4/c1-11(2)8-13(9-14(17)18)16-15(19)20-10-12-6-4-3-5-7-12/h3-7,11,13H,8-10H2,1-2H3,(H,16,19)(H,17,18)/t13-/m0/s1
InChI Key
NXDHEHGNNDPBNL-ZDUSSCGKSA-N
SMILES
CC(C)C[C@@H](CC(=O)O)NC(=O)OCc1ccccc1
Source
ZINC000066054877

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 20 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 75.63 Å2 LogP 2.727
LogS -3.127 LogD 2.234


Absorption

Property Value Property Value
Pgp inhibitor 0.001 Pgp substrate 0.005
HIA 0.909 F20 % 0.995
F30 % 0.739 Caco-2 -5.468
MDCK -4.607


Distribution

Property Value Property Value
BBB Penetration 0.95 PPB 82.731
VD 0.416 Fu 1.006


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.66 CYP1A2 substrate 0.568
CYP2A6 substrate 0.345 CYP2B6 substrate 0.505
CYP2C19 inhibitor 0.028 CYP2C19 substrate 0.81
CYP2C8 substrate 0.783 CYP2C9 inhibitor 0.128
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.01
CYP2D6 substrate 0.44 CYP2E1 substrate 0.159
CYP3A4 inhibitor 0.037 CYP3A4 substrate 0.995


Excretion

Property Value Property Value
T1/2 0.917 CL 5.199


Toxicity

Property Value Property Value
hERG Blockers 0.0 Hepatotoxicity 0.87
Mutagenicity 0.005 Rat Oral Acute Toxicity 0.034
FDAMDD 0.04 Skin Sensitization 0.001
Carcinogenicity 0.033 Eye Corrosion 0.006
Eye Irritation 0.203 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.242 IGC50 2.37
LC50FM 3.538 LC50DM 4.127


Tox21 Pathway

Property Value Property Value
NR-AR 0.139 NR-AR-LBD 0.236
NR-AhR 0.004 NR-Aromatase 0.043
NR-ER 0.285 NR-ER-LBD 0.277
NR-PPAR-gamma 0.318 SR-ARE 0.027
SR-ATAD5 0.275 SR-HSE 0.095
SR-MMP 0.007 SR-p53 0.015


Similar covalent inhibitors

CI003014

Similarity Score: 0.57

CI000102

Similarity Score: 0.55

CI002986

Similarity Score: 0.55

CI003015

Similarity Score: 0.53

CI003016

Similarity Score: 0.53

CI003026

Similarity Score: 0.53

CI003020

Similarity Score: 0.52

CI003021

Similarity Score: 0.52

CI003024

Similarity Score: 0.52

CI003030

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.