Compound information

Natural Products
ZC461956
Molecular Formula
C14H20N2O4
Molecular Weight
280.14230712 g/mol
Structure
IUPAC Name
(2S)-6-amino-2-(benzyloxycarbonylamino)hexanoic acid
InChI
InChI=1S/C14H20N2O4/c15-9-5-4-8-12(13(17)18)16-14(19)20-10-11-6-2-1-3-7-11/h1-3,6-7,12H,4-5,8-10,15H2,(H,16,19)(H,17,18)/t12-/m0/s1
InChI Key
OJTJKAUNOLVMDX-LBPRGKRZSA-N
SMILES
NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000001708462

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 20 Ring Count 1
Heteroatom Count 6 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 101.65 Å2 LogP -0.206
LogS -1.992 LogD -0.063


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.018
HIA 0.092 F20 % 0.991
F30 % 0.309 Caco-2 -6.447
MDCK -5.794


Distribution

Property Value Property Value
BBB Penetration 0.979 PPB 63.013
VD 0.586 Fu 0.119


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.009 CYP1A2 substrate 0.713
CYP2A6 substrate 0.465 CYP2B6 substrate 0.503
CYP2C19 inhibitor 0.049 CYP2C19 substrate 0.811
CYP2C8 substrate 0.736 CYP2C9 inhibitor 0.052
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.046
CYP2D6 substrate 0.673 CYP2E1 substrate 0.323
CYP3A4 inhibitor 0.022 CYP3A4 substrate 0.771


Excretion

Property Value Property Value
T1/2 0.822 CL 1.831


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.203
Mutagenicity 0.024 Rat Oral Acute Toxicity 0.077
FDAMDD 0.034 Skin Sensitization 0.0
Carcinogenicity 0.006 Eye Corrosion 0.007
Eye Irritation 0.012 Respiratory Toxicity 0.016


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.253 IGC50 1.85
LC50FM 3.257 LC50DM 4.379


Tox21 Pathway

Property Value Property Value
NR-AR 0.295 NR-AR-LBD 0.269
NR-AhR 0.003 NR-Aromatase 0.045
NR-ER 0.311 NR-ER-LBD 0.328
NR-PPAR-gamma 0.493 SR-ARE 0.039
SR-ATAD5 0.32 SR-HSE 0.108
SR-MMP 0.008 SR-p53 0.023


Similar covalent inhibitors

CI003307

Similarity Score: 0.65

CI006090

Similarity Score: 0.58

CI000712

Similarity Score: 0.57

CI002593

Similarity Score: 0.57

CI004063

Similarity Score: 0.57

CI001365

Similarity Score: 0.56

CI002592

Similarity Score: 0.55

CI002606

Similarity Score: 0.55

CI002613

Similarity Score: 0.53

CI001363

Similarity Score: 0.52

CI002591

Similarity Score: 0.51

CI003857

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.