Compound information

Natural Products
ZC415741
Molecular Formula
C15H22N4O4
Molecular Weight
322.164105184 g/mol
Structure
IUPAC Name
(2S)-2-(benzyloxycarbonylamino)-6-guanidino-hexanoic acid
InChI
InChI=1S/C15H22N4O4/c16-14(17)18-9-5-4-8-12(13(20)21)19-15(22)23-10-11-6-2-1-3-7-11/h1-3,6-7,12H,4-5,8-10H2,(H,19,22)(H,20,21)(H4,16,17,18)/t12-/m0/s1
InChI Key
KTPKIMJAZDFELN-LBPRGKRZSA-N
SMILES
N=C(N)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000031829399

Warheads

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 5
Topological Polar Surface Area 137.53 Å2 LogP 0.161
LogS -2.765 LogD -0.209


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.263
HIA 0.003 F20 % 0.786
F30 % 0.001 Caco-2 -6.625
MDCK -5.786


Distribution

Property Value Property Value
BBB Penetration 0.871 PPB 60.85
VD 0.251 Fu 0.144


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.004 CYP1A2 substrate 0.686
CYP2A6 substrate 0.408 CYP2B6 substrate 0.511
CYP2C19 inhibitor 0.131 CYP2C19 substrate 0.81
CYP2C8 substrate 0.674 CYP2C9 inhibitor 0.226
CYP2C9 substrate 0.349 CYP2D6 inhibitor 0.149
CYP2D6 substrate 0.679 CYP2E1 substrate 0.23
CYP3A4 inhibitor 0.015 CYP3A4 substrate 0.524


Excretion

Property Value Property Value
T1/2 0.668 CL 4.258


Toxicity

Property Value Property Value
hERG Blockers 0.482 Hepatotoxicity 0.053
Mutagenicity 0.01 Rat Oral Acute Toxicity 0.04
FDAMDD 0.066 Skin Sensitization 0.001
Carcinogenicity 0.005 Eye Corrosion 0.003
Eye Irritation 0.0 Respiratory Toxicity 0.095


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.397 IGC50 1.825
LC50FM 3.394 LC50DM 4.741


Tox21 Pathway

Property Value Property Value
NR-AR 0.256 NR-AR-LBD 0.266
NR-AhR 0.003 NR-Aromatase 0.025
NR-ER 0.326 NR-ER-LBD 0.347
NR-PPAR-gamma 0.505 SR-ARE 0.074
SR-ATAD5 0.329 SR-HSE 0.114
SR-MMP 0.009 SR-p53 0.02


Similar covalent inhibitors

CI003307

Similarity Score: 0.71

CI004063

Similarity Score: 0.65

CI002644

Similarity Score: 0.61

CI005325

Similarity Score: 0.56

CI003857

Similarity Score: 0.56

CI003868

Similarity Score: 0.53

CI005320

Similarity Score: 0.52

CI002593

Similarity Score: 0.51

CI003305

Similarity Score: 0.51

CI003897

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.