Compound information

Natural Products
ZC1553017
Molecular Formula
C20H30N2O5
Molecular Weight
378.21547206 g/mol
Structure
IUPAC Name
methyl (2S)-2-[[(2S)-2-(benzyloxycarbonylamino)hexanoyl]amino]-3-methyl-butanoate
InChI
InChI=1S/C20H30N2O5/c1-5-6-12-16(18(23)22-17(14(2)3)19(24)26-4)21-20(25)27-13-15-10-8-7-9-11-15/h7-11,14,16-17H,5-6,12-13H2,1-4H3,(H,21,25)(H,22,23)/t16-,17-/m0/s1
InChI Key
ZWOBJLUDGBFODW-IRXDYDNUSA-N
SMILES
CCCC[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](C(=O)OC)C(C)C
Source
ZINC000004764704

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 10
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 93.73 Å2 LogP 3.514
LogS -4.267 LogD 3.482


Absorption

Property Value Property Value
Pgp inhibitor 0.138 Pgp substrate 0.01
HIA 0.957 F20 % 0.993
F30 % 0.874 Caco-2 -4.651
MDCK -4.663


Distribution

Property Value Property Value
BBB Penetration 0.002 PPB 92.903
VD 0.94 Fu 1.875


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.706
CYP2A6 substrate 0.498 CYP2B6 substrate 0.648
CYP2C19 inhibitor 0.621 CYP2C19 substrate 0.956
CYP2C8 substrate 0.851 CYP2C9 inhibitor 0.486
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.026
CYP2D6 substrate 0.73 CYP2E1 substrate 0.326
CYP3A4 inhibitor 0.106 CYP3A4 substrate 0.972


Excretion

Property Value Property Value
T1/2 0.803 CL 5.342


Toxicity

Property Value Property Value
hERG Blockers 0.025 Hepatotoxicity 0.94
Mutagenicity 0.126 Rat Oral Acute Toxicity 0.022
FDAMDD 0.175 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.007
Eye Irritation 0.025 Respiratory Toxicity 0.003


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.377 IGC50 3.466
LC50FM 3.947 LC50DM 5.068


Tox21 Pathway

Property Value Property Value
NR-AR 0.107 NR-AR-LBD 0.207
NR-AhR 0.003 NR-Aromatase 0.126
NR-ER 0.227 NR-ER-LBD 0.399
NR-PPAR-gamma 0.253 SR-ARE 0.082
SR-ATAD5 0.389 SR-HSE 0.228
SR-MMP 0.135 SR-p53 0.048


Similar covalent inhibitors

CI006844

Similarity Score: 0.60

CI003040

Similarity Score: 0.54

CI003042

Similarity Score: 0.53

CI003044

Similarity Score: 0.52

CI003043

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.