Compound information

Natural Products
ZC1323228
Molecular Formula
C24H30N4O5S
Molecular Weight
486.19369106 g/mol
Structure
IUPAC Name
ethyl 4-[4-(4-phenylpiperazine-1-carbonyl)phenyl]sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C24H30N4O5S/c1-2-33-24(30)27-16-18-28(19-17-27)34(31,32)22-10-8-20(9-11-22)23(29)26-14-12-25(13-15-26)21-6-4-3-5-7-21/h3-11H,2,12-19H2,1H3
InChI Key
WZOLELHRZNUQRP-UHFFFAOYSA-N
SMILES
CCOC(=O)N1CCN(S(=O)(=O)c2ccc(C(=O)N3CCN(c4ccccc4)CC3)cc2)CC1
Source
ZINC000023211696

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 34 Ring Count 4
Heteroatom Count 10 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 90.47 Å2 LogP 2.235
LogS -4.245 LogD 2.75


Absorption

Property Value Property Value
Pgp inhibitor 0.161 Pgp substrate 0.138
HIA 0.975 F20 % 0.962
F30 % 0.358 Caco-2 -4.437
MDCK -5.068


Distribution

Property Value Property Value
BBB Penetration 0.003 PPB 83.52
VD 1.319 Fu 1.676


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.031 CYP1A2 substrate 0.491
CYP2A6 substrate 0.351 CYP2B6 substrate 0.629
CYP2C19 inhibitor 0.732 CYP2C19 substrate 0.708
CYP2C8 substrate 0.662 CYP2C9 inhibitor 0.962
CYP2C9 substrate 0.998 CYP2D6 inhibitor 0.101
CYP2D6 substrate 0.815 CYP2E1 substrate 0.582
CYP3A4 inhibitor 0.203 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.735 CL 1.913


Toxicity

Property Value Property Value
hERG Blockers 0.033 Hepatotoxicity 0.585
Mutagenicity 0.35 Rat Oral Acute Toxicity 0.851
FDAMDD 0.328 Skin Sensitization 0.0
Carcinogenicity 0.296 Eye Corrosion 0.002
Eye Irritation 0.004 Respiratory Toxicity 0.033


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.185 IGC50 2.971
LC50FM -12.577 LC50DM -8.871


Tox21 Pathway

Property Value Property Value
NR-AR 0.405 NR-AR-LBD 0.443
NR-AhR 0.431 NR-Aromatase 0.012
NR-ER 0.398 NR-ER-LBD 0.449
NR-PPAR-gamma 0.084 SR-ARE 0.777
SR-ATAD5 0.328 SR-HSE 0.125
SR-MMP 0.023 SR-p53 0.07


Similar covalent inhibitors

CI001195

Similarity Score: 0.58

CI001194

Similarity Score: 0.54

CI001201

Similarity Score: 0.53



Similar covalent drugs

No similar covalent drugs found for this compound.