Compound information

Natural Products
ZC963491
Molecular Formula
C17H24N2O5
Molecular Weight
336.168521868 g/mol
Structure
IUPAC Name
(2R)-2-[[(2S)-2-(benzyloxycarbonylamino)propanoyl]amino]hexanoic acid
InChI
InChI=1S/C17H24N2O5/c1-3-4-10-14(16(21)22)19-15(20)12(2)18-17(23)24-11-13-8-6-5-7-9-13/h5-9,12,14H,3-4,10-11H2,1-2H3,(H,18,23)(H,19,20)(H,21,22)/t12-,14+/m0/s1
InChI Key
LSXFVMLYXUEVQH-GXTWGEPZSA-N
SMILES
CCCC[C@@H](NC(=O)[C@H](C)NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000001640325

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 104.73 Å2 LogP 2.285
LogS -3.031 LogD 1.234


Absorption

Property Value Property Value
Pgp inhibitor 0.003 Pgp substrate 0.04
HIA 0.832 F20 % 0.994
F30 % 0.965 Caco-2 -5.9
MDCK -5.642


Distribution

Property Value Property Value
BBB Penetration 0.967 PPB 78.552
VD 0.356 Fu 0.736


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.01 CYP1A2 substrate 0.658
CYP2A6 substrate 0.343 CYP2B6 substrate 0.428
CYP2C19 inhibitor 0.088 CYP2C19 substrate 0.764
CYP2C8 substrate 0.575 CYP2C9 inhibitor 0.134
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.03
CYP2D6 substrate 0.31 CYP2E1 substrate 0.191
CYP3A4 inhibitor 0.011 CYP3A4 substrate 0.924


Excretion

Property Value Property Value
T1/2 0.848 CL 1.694


Toxicity

Property Value Property Value
hERG Blockers 0.007 Hepatotoxicity 0.093
Mutagenicity 0.004 Rat Oral Acute Toxicity 0.083
FDAMDD 0.027 Skin Sensitization 0.0
Carcinogenicity 0.004 Eye Corrosion 0.003
Eye Irritation 0.025 Respiratory Toxicity 0.002


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.468 IGC50 2.52
LC50FM 3.421 LC50DM 4.831


Tox21 Pathway

Property Value Property Value
NR-AR 0.415 NR-AR-LBD 0.38
NR-AhR 0.004 NR-Aromatase 0.032
NR-ER 0.367 NR-ER-LBD 0.325
NR-PPAR-gamma 0.465 SR-ARE 0.071
SR-ATAD5 0.297 SR-HSE 0.087
SR-MMP 0.01 SR-p53 0.028


Similar covalent inhibitors

CI006844

Similarity Score: 0.58

CI003040

Similarity Score: 0.55

CI003307

Similarity Score: 0.54

CI003044

Similarity Score: 0.52

CI003041

Similarity Score: 0.51

CI003042

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.