Compound information

Natural Products
ZC1218019
Molecular Formula
C22H26N2O6
Molecular Weight
414.179086552 g/mol
Structure
IUPAC Name
(2R)-2-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-3-(4-hydroxyphenyl)propanoic acid
InChI
InChI=1S/C22H26N2O6/c1-14(2)19(24-22(29)30-13-16-6-4-3-5-7-16)20(26)23-18(21(27)28)12-15-8-10-17(25)11-9-15/h3-11,14,18-19,25H,12-13H2,1-2H3,(H,23,26)(H,24,29)(H,27,28)/t18-,19+/m1/s1
InChI Key
YPLGNDYBRBVBCT-MOPGFXCFSA-N
SMILES
CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](Cc1ccc(O)cc1)C(=O)O
Source
ZINC000004321885

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 4
Topological Polar Surface Area 124.96 Å2 LogP 2.529
LogS -3.161 LogD 2.425


Absorption

Property Value Property Value
Pgp inhibitor 0.003 Pgp substrate 0.833
HIA 0.584 F20 % 0.991
F30 % 0.953 Caco-2 -6.286
MDCK -5.579


Distribution

Property Value Property Value
BBB Penetration 0.056 PPB 75.017
VD 0.357 Fu 0.86


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.004 CYP1A2 substrate 0.698
CYP2A6 substrate 0.326 CYP2B6 substrate 0.419
CYP2C19 inhibitor 0.036 CYP2C19 substrate 0.714
CYP2C8 substrate 0.848 CYP2C9 inhibitor 0.146
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.096
CYP2D6 substrate 0.29 CYP2E1 substrate 0.369
CYP3A4 inhibitor 0.025 CYP3A4 substrate 0.646


Excretion

Property Value Property Value
T1/2 0.952 CL 1.819


Toxicity

Property Value Property Value
hERG Blockers 0.006 Hepatotoxicity 0.559
Mutagenicity 0.122 Rat Oral Acute Toxicity 0.098
FDAMDD 0.019 Skin Sensitization 0.0
Carcinogenicity 0.003 Eye Corrosion 0.004
Eye Irritation 0.083 Respiratory Toxicity 0.0


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.314 IGC50 2.26
LC50FM 3.682 LC50DM 4.265


Tox21 Pathway

Property Value Property Value
NR-AR 0.422 NR-AR-LBD 0.327
NR-AhR 0.006 NR-Aromatase 0.031
NR-ER 0.437 NR-ER-LBD 0.516
NR-PPAR-gamma 0.61 SR-ARE 0.193
SR-ATAD5 0.333 SR-HSE 0.145
SR-MMP 0.048 SR-p53 0.079


Similar covalent inhibitors

CI000867

Similarity Score: 0.67

CI001889

Similarity Score: 0.61

CI006837

Similarity Score: 0.54

CI007860

Similarity Score: 0.54

CI000667

Similarity Score: 0.54

CI006084

Similarity Score: 0.53

CI006078

Similarity Score: 0.52

CI001965

Similarity Score: 0.52

CI000238

Similarity Score: 0.51

CI004314

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.