Compound information

Natural Products
ZC1568275
Molecular Formula
C23H28N2O6
Molecular Weight
428.194736616 g/mol
Structure
IUPAC Name
methyl (2R)-2-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-3-(4-hydroxyphenyl)propanoate
InChI
InChI=1S/C23H28N2O6/c1-15(2)20(25-23(29)31-14-17-7-5-4-6-8-17)21(27)24-19(22(28)30-3)13-16-9-11-18(26)12-10-16/h4-12,15,19-20,26H,13-14H2,1-3H3,(H,24,27)(H,25,29)/t19-,20+/m1/s1
InChI Key
SWPXBDJUGLEKES-UXHICEINSA-N
SMILES
COC(=O)[C@@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(C)C
Source
ZINC000004536458

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 113.96 Å2 LogP 3.044
LogS -3.523 LogD 3.527


Absorption

Property Value Property Value
Pgp inhibitor 0.112 Pgp substrate 0.522
HIA 0.963 F20 % 0.989
F30 % 0.387 Caco-2 -5.062
MDCK -4.908


Distribution

Property Value Property Value
BBB Penetration 0.02 PPB 75.613
VD 0.401 Fu 1.288


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.699
CYP2A6 substrate 0.279 CYP2B6 substrate 0.432
CYP2C19 inhibitor 0.876 CYP2C19 substrate 0.739
CYP2C8 substrate 0.861 CYP2C9 inhibitor 0.482
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.091
CYP2D6 substrate 0.504 CYP2E1 substrate 0.322
CYP3A4 inhibitor 0.864 CYP3A4 substrate 0.687


Excretion

Property Value Property Value
T1/2 0.936 CL 7.043


Toxicity

Property Value Property Value
hERG Blockers 0.025 Hepatotoxicity 0.74
Mutagenicity 0.269 Rat Oral Acute Toxicity 0.033
FDAMDD 0.083 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.005
Eye Irritation 0.025 Respiratory Toxicity 0.0


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.2 IGC50 3.7
LC50FM 4.039 LC50DM 5.031


Tox21 Pathway

Property Value Property Value
NR-AR 0.208 NR-AR-LBD 0.24
NR-AhR 0.004 NR-Aromatase 0.073
NR-ER 0.588 NR-ER-LBD 0.615
NR-PPAR-gamma 0.301 SR-ARE 0.372
SR-ATAD5 0.525 SR-HSE 0.223
SR-MMP 0.593 SR-p53 0.275


Similar covalent inhibitors

CI000867

Similarity Score: 0.63

CI001889

Similarity Score: 0.60

CI006837

Similarity Score: 0.53

CI007860

Similarity Score: 0.53

CI000667

Similarity Score: 0.53

CI001455

Similarity Score: 0.52

CI001914

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.