Compound information

Natural Products
ZC2023925
Molecular Formula
C22H28N4O3S
Molecular Weight
428.188211756 g/mol
Structure
IUPAC Name
N-[4-(4-phenylpiperazin-1-yl)sulfonylphenyl]piperidine-1-carboxamide
InChI
InChI=1S/C22H28N4O3S/c27-22(25-13-5-2-6-14-25)23-19-9-11-21(12-10-19)30(28,29)26-17-15-24(16-18-26)20-7-3-1-4-8-20/h1,3-4,7-12H,2,5-6,13-18H2,(H,23,27)
InChI Key
UBHVFJGQPFGBEE-UHFFFAOYSA-N
SMILES
O=C(Nc1ccc(S(=O)(=O)N2CCN(c3ccccc3)CC2)cc1)N1CCCCC1
Source
ZINC000408595151

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 4
Heteroatom Count 8 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 72.96 Å2 LogP 3.573
LogS -5.236 LogD 3.376


Absorption

Property Value Property Value
Pgp inhibitor 0.106 Pgp substrate 0.982
HIA 0.97 F20 % 0.993
F30 % 0.884 Caco-2 -4.585
MDCK -5.239


Distribution

Property Value Property Value
BBB Penetration 0.742 PPB 91.841
VD 1.074 Fu 1.442


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.097 CYP1A2 substrate 0.559
CYP2A6 substrate 0.448 CYP2B6 substrate 0.617
CYP2C19 inhibitor 0.66 CYP2C19 substrate 0.683
CYP2C8 substrate 0.672 CYP2C9 inhibitor 0.85
CYP2C9 substrate 0.972 CYP2D6 inhibitor 0.333
CYP2D6 substrate 0.983 CYP2E1 substrate 0.843
CYP3A4 inhibitor 0.148 CYP3A4 substrate 0.982


Excretion

Property Value Property Value
T1/2 0.58 CL 4.327


Toxicity

Property Value Property Value
hERG Blockers 0.728 Hepatotoxicity 0.876
Mutagenicity 0.03 Rat Oral Acute Toxicity 0.526
FDAMDD 0.48 Skin Sensitization 0.109
Carcinogenicity 0.471 Eye Corrosion 0.003
Eye Irritation 0.009 Respiratory Toxicity 0.312


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.334 IGC50 3.835
LC50FM -6.454 LC50DM -6.776


Tox21 Pathway

Property Value Property Value
NR-AR 0.195 NR-AR-LBD 0.287
NR-AhR 0.591 NR-Aromatase 0.401
NR-ER 0.449 NR-ER-LBD 0.39
NR-PPAR-gamma 0.247 SR-ARE 0.876
SR-ATAD5 0.388 SR-HSE 0.117
SR-MMP 0.573 SR-p53 0.208


Similar covalent inhibitors

CI001161

Similarity Score: 0.66

CI001097

Similarity Score: 0.54

CI001098

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.