Compound information

Natural Products
ZC2032274
Molecular Formula
C23H27ClN4O3
Molecular Weight
442.177168404 g/mol
Structure
IUPAC Name
4-[[(2S)-2-acetamido-3-phenyl-propanoyl]amino]-N-(4-chlorophenyl)piperidine-1-carboxamide
InChI
InChI=1S/C23H27ClN4O3/c1-16(29)25-21(15-17-5-3-2-4-6-17)22(30)26-20-11-13-28(14-12-20)23(31)27-19-9-7-18(24)8-10-19/h2-10,20-21H,11-15H2,1H3,(H,25,29)(H,26,30)(H,27,31)/t21-/m0/s1
InChI Key
LBESEVVAKKRUCN-NRFANRHFSA-N
SMILES
CC(=O)N[C@@H](Cc1ccccc1)C(=O)NC1CCN(C(=O)Nc2ccc(Cl)cc2)CC1
Source
ZINC000013084884

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 3
Heteroatom Count 8 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 90.54 Å2 LogP 2.825
LogS -4.082 LogD 2.79


Absorption

Property Value Property Value
Pgp inhibitor 0.789 Pgp substrate 0.962
HIA 0.281 F20 % 0.942
F30 % 0.025 Caco-2 -5.31
MDCK -5.478


Distribution

Property Value Property Value
BBB Penetration 0.064 PPB 93.924
VD 0.683 Fu 1.307


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.005 CYP1A2 substrate 0.63
CYP2A6 substrate 0.576 CYP2B6 substrate 0.542
CYP2C19 inhibitor 0.669 CYP2C19 substrate 0.899
CYP2C8 substrate 0.859 CYP2C9 inhibitor 0.055
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.017
CYP2D6 substrate 0.929 CYP2E1 substrate 0.442
CYP3A4 inhibitor 0.032 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.304 CL 2.349


Toxicity

Property Value Property Value
hERG Blockers 0.238 Hepatotoxicity 0.848
Mutagenicity 0.005 Rat Oral Acute Toxicity 0.405
FDAMDD 0.392 Skin Sensitization 0.092
Carcinogenicity 0.012 Eye Corrosion 0.009
Eye Irritation 0.001 Respiratory Toxicity 0.045


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.518 IGC50 2.858
LC50FM -8.195 LC50DM -0.579


Tox21 Pathway

Property Value Property Value
NR-AR 0.289 NR-AR-LBD 0.255
NR-AhR 0.213 NR-Aromatase 0.033
NR-ER 0.389 NR-ER-LBD 0.331
NR-PPAR-gamma 0.386 SR-ARE 0.605
SR-ATAD5 0.448 SR-HSE 0.187
SR-MMP 0.107 SR-p53 0.18


Similar covalent inhibitors

CI005165

Similarity Score: 0.59

CI005169

Similarity Score: 0.57

CI005167

Similarity Score: 0.55

CI005159

Similarity Score: 0.53

CI005171

Similarity Score: 0.53



Similar covalent drugs

No similar covalent drugs found for this compound.