Compound information

Natural Products
ZC1951242
Molecular Formula
C20H30N2O5
Molecular Weight
378.21547206 g/mol
Structure
IUPAC Name
(2S)-2-[[(2R)-2-(benzyloxycarbonylamino)hexanoyl]amino]hexanoic acid
InChI
InChI=1S/C20H30N2O5/c1-3-5-12-16(18(23)21-17(19(24)25)13-6-4-2)22-20(26)27-14-15-10-8-7-9-11-15/h7-11,16-17H,3-6,12-14H2,1-2H3,(H,21,23)(H,22,26)(H,24,25)/t16-,17+/m1/s1
InChI Key
WFQHTBYDWHZANB-SJORKVTESA-N
SMILES
CCCC[C@H](NC(=O)[C@@H](CCCC)NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000005706603

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 12
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 104.73 Å2 LogP 3.803
LogS -3.867 LogD 3.146


Absorption

Property Value Property Value
Pgp inhibitor 0.002 Pgp substrate 0.006
HIA 0.858 F20 % 0.989
F30 % 0.299 Caco-2 -5.292
MDCK -5.454


Distribution

Property Value Property Value
BBB Penetration 0.949 PPB 76.003
VD 0.519 Fu 1.543


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.019 CYP1A2 substrate 0.669
CYP2A6 substrate 0.312 CYP2B6 substrate 0.426
CYP2C19 inhibitor 0.165 CYP2C19 substrate 0.747
CYP2C8 substrate 0.623 CYP2C9 inhibitor 0.416
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.018
CYP2D6 substrate 0.429 CYP2E1 substrate 0.365
CYP3A4 inhibitor 0.069 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.842 CL 2.007


Toxicity

Property Value Property Value
hERG Blockers 0.008 Hepatotoxicity 0.685
Mutagenicity 0.005 Rat Oral Acute Toxicity 0.178
FDAMDD 0.11 Skin Sensitization 0.0
Carcinogenicity 0.015 Eye Corrosion 0.004
Eye Irritation 0.028 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.011 IGC50 2.934
LC50FM 3.666 LC50DM 5.171


Tox21 Pathway

Property Value Property Value
NR-AR 0.326 NR-AR-LBD 0.314
NR-AhR 0.005 NR-Aromatase 0.038
NR-ER 0.342 NR-ER-LBD 0.361
NR-PPAR-gamma 0.578 SR-ARE 0.073
SR-ATAD5 0.335 SR-HSE 0.088
SR-MMP 0.013 SR-p53 0.045


Similar covalent inhibitors

CI006844

Similarity Score: 0.63

CI003307

Similarity Score: 0.58

CI003040

Similarity Score: 0.57

CI000102

Similarity Score: 0.54

CI003041

Similarity Score: 0.53

CI003042

Similarity Score: 0.53

CI000667

Similarity Score: 0.52

CI002592

Similarity Score: 0.52

CI002595

Similarity Score: 0.52

CI003046

Similarity Score: 0.52

CI001365

Similarity Score: 0.51

CI002593

Similarity Score: 0.51

CI002596

Similarity Score: 0.51

CI002663

Similarity Score: 0.51

CI002664

Similarity Score: 0.51

CI003044

Similarity Score: 0.51

CI003857

Similarity Score: 0.51

CI003868

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.