Compound information

Natural Products
ZC2030428
Molecular Formula
C23H27ClN4O3
Molecular Weight
442.177168404 g/mol
Structure
IUPAC Name
4-[[(2R)-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-/m1/s1
InChI Key
LBESEVVAKKRUCN-OAQYLSRUSA-N
SMILES
CC(=O)N[C@H](Cc1ccccc1)C(=O)NC1CCN(C(=O)Nc2ccc(Cl)cc2)CC1
Source
ZINC000013084886

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 2.957
LogS -4.001 LogD 2.844


Absorption

Property Value Property Value
Pgp inhibitor 0.977 Pgp substrate 0.962
HIA 0.505 F20 % 0.866
F30 % 0.039 Caco-2 -5.208
MDCK -5.334


Distribution

Property Value Property Value
BBB Penetration 0.102 PPB 77.978
VD 0.729 Fu 1.228


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.0 CYP1A2 substrate 0.64
CYP2A6 substrate 0.48 CYP2B6 substrate 0.489
CYP2C19 inhibitor 0.744 CYP2C19 substrate 0.573
CYP2C8 substrate 0.817 CYP2C9 inhibitor 0.254
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.082
CYP2D6 substrate 0.823 CYP2E1 substrate 0.622
CYP3A4 inhibitor 0.219 CYP3A4 substrate 0.994


Excretion

Property Value Property Value
T1/2 0.304 CL 1.953


Toxicity

Property Value Property Value
hERG Blockers 0.164 Hepatotoxicity 0.604
Mutagenicity 0.034 Rat Oral Acute Toxicity 0.5
FDAMDD 0.348 Skin Sensitization 0.126
Carcinogenicity 0.008 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.03


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.906 IGC50 2.831
LC50FM -7.179 LC50DM -2.434


Tox21 Pathway

Property Value Property Value
NR-AR 0.302 NR-AR-LBD 0.286
NR-AhR 0.203 NR-Aromatase 0.027
NR-ER 0.388 NR-ER-LBD 0.309
NR-PPAR-gamma 0.298 SR-ARE 0.594
SR-ATAD5 0.382 SR-HSE 0.103
SR-MMP 0.031 SR-p53 0.128


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.