Compound information

Natural Products
ZC2560645
Molecular Formula
C23H22N2O3
Molecular Weight
374.163042564 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-2-anilino-1-benzyl-2-oxo-ethyl]carbamate
InChI
InChI=1S/C23H22N2O3/c26-22(24-20-14-8-3-9-15-20)21(16-18-10-4-1-5-11-18)25-23(27)28-17-19-12-6-2-7-13-19/h1-15,21H,16-17H2,(H,24,26)(H,25,27)/t21-/m0/s1
InChI Key
YWAZVNYQZYAOEY-NRFANRHFSA-N
SMILES
O=C(N[C@@H](Cc1ccccc1)C(=O)Nc1ccccc1)OCc1ccccc1
Source
ZINC000003079306

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 3
Heteroatom Count 5 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 67.43 Å2 LogP 4.166
LogS -6.095 LogD 3.948


Absorption

Property Value Property Value
Pgp inhibitor 0.068 Pgp substrate 0.031
HIA 0.958 F20 % 0.978
F30 % 0.141 Caco-2 -4.843
MDCK -4.521


Distribution

Property Value Property Value
BBB Penetration 0.007 PPB 97.588
VD 0.348 Fu 2.203


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.983 CYP1A2 substrate 0.74
CYP2A6 substrate 0.539 CYP2B6 substrate 0.63
CYP2C19 inhibitor 0.964 CYP2C19 substrate 0.919
CYP2C8 substrate 0.891 CYP2C9 inhibitor 0.889
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.774
CYP2D6 substrate 0.909 CYP2E1 substrate 0.35
CYP3A4 inhibitor 0.232 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.584 CL 5.603


Toxicity

Property Value Property Value
hERG Blockers 0.145 Hepatotoxicity 0.994
Mutagenicity 0.687 Rat Oral Acute Toxicity 0.047
FDAMDD 0.515 Skin Sensitization 0.866
Carcinogenicity 0.561 Eye Corrosion 0.008
Eye Irritation 0.097 Respiratory Toxicity 0.154


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.125 IGC50 4.767
LC50FM 4.175 LC50DM 5.535


Tox21 Pathway

Property Value Property Value
NR-AR 0.221 NR-AR-LBD 0.158
NR-AhR 0.271 NR-Aromatase 0.221
NR-ER 0.791 NR-ER-LBD 0.454
NR-PPAR-gamma 0.545 SR-ARE 0.563
SR-ATAD5 0.698 SR-HSE 0.516
SR-MMP 0.864 SR-p53 0.446


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