Compound information

Natural Products
ZC1218857
Molecular Formula
C22H26N2O6
Molecular Weight
414.179086552 g/mol
Structure
IUPAC Name
(2S)-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+/m0/s1
InChI Key
YPLGNDYBRBVBCT-RBUKOAKNSA-N
SMILES
CC(C)[C@@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)O
Source
ZINC000004321884

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 2.577
LogS -3.076 LogD 2.565


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.892
HIA 0.895 F20 % 0.986
F30 % 0.195 Caco-2 -6.243
MDCK -5.609


Distribution

Property Value Property Value
BBB Penetration 0.037 PPB 61.111
VD 0.215 Fu 0.651


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.003 CYP1A2 substrate 0.642
CYP2A6 substrate 0.251 CYP2B6 substrate 0.374
CYP2C19 inhibitor 0.113 CYP2C19 substrate 0.773
CYP2C8 substrate 0.766 CYP2C9 inhibitor 0.028
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.05
CYP2D6 substrate 0.397 CYP2E1 substrate 0.263
CYP3A4 inhibitor 0.02 CYP3A4 substrate 0.864


Excretion

Property Value Property Value
T1/2 0.965 CL 2.876


Toxicity

Property Value Property Value
hERG Blockers 0.006 Hepatotoxicity 0.502
Mutagenicity 0.161 Rat Oral Acute Toxicity 0.139
FDAMDD 0.026 Skin Sensitization 0.0
Carcinogenicity 0.004 Eye Corrosion 0.004
Eye Irritation 0.043 Respiratory Toxicity 0.0


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.553 IGC50 2.455
LC50FM 3.694 LC50DM 4.553


Tox21 Pathway

Property Value Property Value
NR-AR 0.375 NR-AR-LBD 0.345
NR-AhR 0.006 NR-Aromatase 0.044
NR-ER 0.437 NR-ER-LBD 0.526
NR-PPAR-gamma 0.595 SR-ARE 0.155
SR-ATAD5 0.361 SR-HSE 0.09
SR-MMP 0.028 SR-p53 0.073


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.