Compound information

Natural Products
ZC1219767
Molecular Formula
C22H26N2O6
Molecular Weight
414.179086552 g/mol
Structure
IUPAC Name
(2R)-2-[[(2R)-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-RTBURBONSA-N
SMILES
CC(C)[C@@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](Cc1ccc(O)cc1)C(=O)O
Source
ZINC000004321886

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 2.596
LogS -2.997 LogD 2.511


Absorption

Property Value Property Value
Pgp inhibitor 0.009 Pgp substrate 0.916
HIA 0.825 F20 % 0.993
F30 % 0.726 Caco-2 -6.081
MDCK -5.675


Distribution

Property Value Property Value
BBB Penetration 0.007 PPB 28.853
VD 0.359 Fu 0.687


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.01 CYP1A2 substrate 0.599
CYP2A6 substrate 0.247 CYP2B6 substrate 0.332
CYP2C19 inhibitor 0.051 CYP2C19 substrate 0.296
CYP2C8 substrate 0.748 CYP2C9 inhibitor 0.089
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.117
CYP2D6 substrate 0.249 CYP2E1 substrate 0.309
CYP3A4 inhibitor 0.076 CYP3A4 substrate 0.415


Excretion

Property Value Property Value
T1/2 0.962 CL 1.629


Toxicity

Property Value Property Value
hERG Blockers 0.014 Hepatotoxicity 0.488
Mutagenicity 0.177 Rat Oral Acute Toxicity 0.119
FDAMDD 0.014 Skin Sensitization 0.0
Carcinogenicity 0.003 Eye Corrosion 0.003
Eye Irritation 0.038 Respiratory Toxicity 0.0


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.881 IGC50 2.174
LC50FM 3.718 LC50DM 4.141


Tox21 Pathway

Property Value Property Value
NR-AR 0.433 NR-AR-LBD 0.389
NR-AhR 0.007 NR-Aromatase 0.027
NR-ER 0.432 NR-ER-LBD 0.473
NR-PPAR-gamma 0.571 SR-ARE 0.191
SR-ATAD5 0.307 SR-HSE 0.074
SR-MMP 0.032 SR-p53 0.068


Similar covalent inhibitors

CI000867

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CI001889

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CI006837

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CI007860

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CI000667

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CI006084

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CI006078

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CI001965

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CI000238

Similarity Score: 0.51

CI004314

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.