Compound information

Natural Products
ZC1569758
Molecular Formula
C23H28N2O6
Molecular Weight
428.194736616 g/mol
Structure
IUPAC Name
methyl (2S)-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-/m0/s1
InChI Key
SWPXBDJUGLEKES-PMACEKPBSA-N
SMILES
COC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(C)C
Source
ZINC000004536452

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 2.949
LogS -3.56 LogD 3.486


Absorption

Property Value Property Value
Pgp inhibitor 0.009 Pgp substrate 0.55
HIA 0.959 F20 % 0.991
F30 % 0.362 Caco-2 -5.104
MDCK -4.837


Distribution

Property Value Property Value
BBB Penetration 0.002 PPB 83.695
VD 0.569 Fu 1.533


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.639
CYP2A6 substrate 0.34 CYP2B6 substrate 0.496
CYP2C19 inhibitor 0.751 CYP2C19 substrate 0.938
CYP2C8 substrate 0.861 CYP2C9 inhibitor 0.324
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.056
CYP2D6 substrate 0.74 CYP2E1 substrate 0.26
CYP3A4 inhibitor 0.517 CYP3A4 substrate 0.906


Excretion

Property Value Property Value
T1/2 0.936 CL 8.485


Toxicity

Property Value Property Value
hERG Blockers 0.024 Hepatotoxicity 0.816
Mutagenicity 0.377 Rat Oral Acute Toxicity 0.032
FDAMDD 0.199 Skin Sensitization 0.0
Carcinogenicity 0.003 Eye Corrosion 0.005
Eye Irritation 0.052 Respiratory Toxicity 0.001


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.446 IGC50 3.735
LC50FM 3.939 LC50DM 5.374


Tox21 Pathway

Property Value Property Value
NR-AR 0.147 NR-AR-LBD 0.204
NR-AhR 0.004 NR-Aromatase 0.241
NR-ER 0.682 NR-ER-LBD 0.709
NR-PPAR-gamma 0.333 SR-ARE 0.218
SR-ATAD5 0.61 SR-HSE 0.319
SR-MMP 0.736 SR-p53 0.571


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.