Compound information

Natural Products
ZC1562515
Molecular Formula
C23H28N2O5
Molecular Weight
412.199821996 g/mol
Structure
IUPAC Name
methyl (2S)-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-/m0/s1
InChI Key
LCLXBNDAOUUZSN-PMACEKPBSA-N
SMILES
COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(C)C
Source
ZINC000004027330

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 3.465
LogS -4.739 LogD 3.701


Absorption

Property Value Property Value
Pgp inhibitor 0.012 Pgp substrate 0.024
HIA 0.957 F20 % 0.992
F30 % 0.64 Caco-2 -4.86
MDCK -4.549


Distribution

Property Value Property Value
BBB Penetration 0.003 PPB 99.073
VD 1.017 Fu 1.965


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.002 CYP1A2 substrate 0.683
CYP2A6 substrate 0.363 CYP2B6 substrate 0.508
CYP2C19 inhibitor 0.902 CYP2C19 substrate 0.947
CYP2C8 substrate 0.832 CYP2C9 inhibitor 0.402
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.032
CYP2D6 substrate 0.759 CYP2E1 substrate 0.285
CYP3A4 inhibitor 0.271 CYP3A4 substrate 0.972


Excretion

Property Value Property Value
T1/2 0.716 CL 5.044


Toxicity

Property Value Property Value
hERG Blockers 0.033 Hepatotoxicity 0.959
Mutagenicity 0.454 Rat Oral Acute Toxicity 0.048
FDAMDD 0.357 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.011
Eye Irritation 0.014 Respiratory Toxicity 0.005


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.989 IGC50 4.008
LC50FM 3.809 LC50DM 5.162


Tox21 Pathway

Property Value Property Value
NR-AR 0.144 NR-AR-LBD 0.177
NR-AhR 0.003 NR-Aromatase 0.242
NR-ER 0.292 NR-ER-LBD 0.44
NR-PPAR-gamma 0.219 SR-ARE 0.123
SR-ATAD5 0.457 SR-HSE 0.229
SR-MMP 0.524 SR-p53 0.037


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Similar covalent drugs

No similar covalent drugs found for this compound.