Compound information

Natural Products
ZC1564296
Molecular Formula
C23H28N2O5
Molecular Weight
412.199821996 g/mol
Structure
IUPAC Name
methyl (2R)-2-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-3-phenyl-propanoate
InChI
InChI=1S/C23H28N2O5/c1-16(2)20(25-23(28)30-15-18-12-8-5-9-13-18)21(26)24-19(22(27)29-3)14-17-10-6-4-7-11-17/h4-13,16,19-20H,14-15H2,1-3H3,(H,24,26)(H,25,28)/t19-,20+/m1/s1
InChI Key
LCLXBNDAOUUZSN-UXHICEINSA-N
SMILES
COC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(C)C
Source
ZINC000004027332

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 2
Heteroatom Count 7 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 93.73 Å2 LogP 3.535
LogS -4.686 LogD 3.786


Absorption

Property Value Property Value
Pgp inhibitor 0.118 Pgp substrate 0.023
HIA 0.964 F20 % 0.991
F30 % 0.619 Caco-2 -4.853
MDCK -4.592


Distribution

Property Value Property Value
BBB Penetration 0.057 PPB 95.555
VD 0.467 Fu 1.59


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.745
CYP2A6 substrate 0.293 CYP2B6 substrate 0.437
CYP2C19 inhibitor 0.935 CYP2C19 substrate 0.771
CYP2C8 substrate 0.837 CYP2C9 inhibitor 0.536
CYP2C9 substrate 0.998 CYP2D6 inhibitor 0.059
CYP2D6 substrate 0.508 CYP2E1 substrate 0.333
CYP3A4 inhibitor 0.591 CYP3A4 substrate 0.88


Excretion

Property Value Property Value
T1/2 0.741 CL 4.302


Toxicity

Property Value Property Value
hERG Blockers 0.072 Hepatotoxicity 0.938
Mutagenicity 0.423 Rat Oral Acute Toxicity 0.067
FDAMDD 0.219 Skin Sensitization 0.0
Carcinogenicity 0.001 Eye Corrosion 0.007
Eye Irritation 0.006 Respiratory Toxicity 0.004


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.282 IGC50 3.948
LC50FM 3.929 LC50DM 4.951


Tox21 Pathway

Property Value Property Value
NR-AR 0.188 NR-AR-LBD 0.209
NR-AhR 0.003 NR-Aromatase 0.083
NR-ER 0.268 NR-ER-LBD 0.424
NR-PPAR-gamma 0.208 SR-ARE 0.225
SR-ATAD5 0.367 SR-HSE 0.177
SR-MMP 0.382 SR-p53 0.027


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Similar covalent drugs

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