Compound information

Natural Products
ZC956685
Molecular Formula
C17H24N2O5
Molecular Weight
336.168521868 g/mol
Structure
IUPAC Name
(2S)-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-JSGCOSHPSA-N
SMILES
CCCC[C@H](NC(=O)[C@H](C)NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000001640324

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 2.284
LogS -3.217 LogD 1.244


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.012
HIA 0.117 F20 % 0.991
F30 % 0.454 Caco-2 -6.446
MDCK -5.557


Distribution

Property Value Property Value
BBB Penetration 0.137 PPB 83.314
VD 0.3 Fu 0.719


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.011 CYP1A2 substrate 0.631
CYP2A6 substrate 0.438 CYP2B6 substrate 0.539
CYP2C19 inhibitor 0.183 CYP2C19 substrate 0.912
CYP2C8 substrate 0.751 CYP2C9 inhibitor 0.095
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.061
CYP2D6 substrate 0.591 CYP2E1 substrate 0.187
CYP3A4 inhibitor 0.013 CYP3A4 substrate 0.966


Excretion

Property Value Property Value
T1/2 0.786 CL 1.977


Toxicity

Property Value Property Value
hERG Blockers 0.005 Hepatotoxicity 0.404
Mutagenicity 0.003 Rat Oral Acute Toxicity 0.107
FDAMDD 0.058 Skin Sensitization 0.0
Carcinogenicity 0.006 Eye Corrosion 0.004
Eye Irritation 0.033 Respiratory Toxicity 0.002


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.016 IGC50 2.433
LC50FM 3.413 LC50DM 4.989


Tox21 Pathway

Property Value Property Value
NR-AR 0.262 NR-AR-LBD 0.302
NR-AhR 0.004 NR-Aromatase 0.058
NR-ER 0.335 NR-ER-LBD 0.33
NR-PPAR-gamma 0.48 SR-ARE 0.061
SR-ATAD5 0.335 SR-HSE 0.106
SR-MMP 0.009 SR-p53 0.023


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.