Compound information

Natural Products
ZC1952752
Molecular Formula
C20H30N2O5
Molecular Weight
378.21547206 g/mol
Structure
IUPAC Name
(2R)-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-IAGOWNOFSA-N
SMILES
CCCC[C@@H](NC(=O)[C@@H](CCCC)NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000005706605

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 3.809
LogS -3.904 LogD 3.143


Absorption

Property Value Property Value
Pgp inhibitor 0.034 Pgp substrate 0.022
HIA 0.944 F20 % 0.994
F30 % 0.86 Caco-2 -5.253
MDCK -5.542


Distribution

Property Value Property Value
BBB Penetration 0.226 PPB 71.38
VD 0.421 Fu 1.411


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.011 CYP1A2 substrate 0.502
CYP2A6 substrate 0.29 CYP2B6 substrate 0.419
CYP2C19 inhibitor 0.068 CYP2C19 substrate 0.462
CYP2C8 substrate 0.448 CYP2C9 inhibitor 0.254
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.05
CYP2D6 substrate 0.204 CYP2E1 substrate 0.361
CYP3A4 inhibitor 0.099 CYP3A4 substrate 0.989


Excretion

Property Value Property Value
T1/2 0.849 CL 1.644


Toxicity

Property Value Property Value
hERG Blockers 0.008 Hepatotoxicity 0.334
Mutagenicity 0.005 Rat Oral Acute Toxicity 0.153
FDAMDD 0.054 Skin Sensitization 0.0
Carcinogenicity 0.012 Eye Corrosion 0.002
Eye Irritation 0.034 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.366 IGC50 2.586
LC50FM 3.802 LC50DM 4.971


Tox21 Pathway

Property Value Property Value
NR-AR 0.424 NR-AR-LBD 0.383
NR-AhR 0.004 NR-Aromatase 0.028
NR-ER 0.385 NR-ER-LBD 0.356
NR-PPAR-gamma 0.53 SR-ARE 0.103
SR-ATAD5 0.309 SR-HSE 0.069
SR-MMP 0.011 SR-p53 0.056


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Similar covalent drugs

No similar covalent drugs found for this compound.