Compound information

Natural Products
ZC1046080
Molecular Formula
C20H24N4O8S2
Molecular Weight
512.103555728 g/mol
Structure
IUPAC Name
methyl N-[4-[4-[4-(methoxycarbonylamino)phenyl]sulfonylpiperazin-1-yl]sulfonylphenyl]carbamate
InChI
InChI=1S/C20H24N4O8S2/c1-31-19(25)21-15-3-7-17(8-4-15)33(27,28)23-11-13-24(14-12-23)34(29,30)18-9-5-16(6-10-18)22-20(26)32-2/h3-10H,11-14H2,1-2H3,(H,21,25)(H,22,26)
InChI Key
UYYMUUIHIZMWGE-UHFFFAOYSA-N
SMILES
COC(=O)Nc1ccc(S(=O)(=O)N2CCN(S(=O)(=O)c3ccc(NC(=O)OC)cc3)CC2)cc1
Source
ZINC000012533265

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 34 Ring Count 3
Heteroatom Count 14 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 8 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 151.42 Å2 LogP 1.836
LogS -4.718 LogD 2.467


Absorption

Property Value Property Value
Pgp inhibitor 0.008 Pgp substrate 0.951
HIA 0.95 F20 % 0.991
F30 % 0.004 Caco-2 -4.776
MDCK -5.358


Distribution

Property Value Property Value
BBB Penetration 0.005 PPB 99.599
VD 0.86 Fu 1.628


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.1 CYP1A2 substrate 0.481
CYP2A6 substrate 0.335 CYP2B6 substrate 0.527
CYP2C19 inhibitor 0.249 CYP2C19 substrate 0.732
CYP2C8 substrate 0.859 CYP2C9 inhibitor 0.488
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.719
CYP2D6 substrate 0.597 CYP2E1 substrate 0.38
CYP3A4 inhibitor 0.056 CYP3A4 substrate 0.988


Excretion

Property Value Property Value
T1/2 0.201 CL 5.751


Toxicity

Property Value Property Value
hERG Blockers 0.284 Hepatotoxicity 0.979
Mutagenicity 0.004 Rat Oral Acute Toxicity 0.046
FDAMDD 0.096 Skin Sensitization 0.0
Carcinogenicity 0.054 Eye Corrosion 0.001
Eye Irritation 0.0 Respiratory Toxicity 0.018


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.54 IGC50 3.77
LC50FM -4.765 LC50DM -4.907


Tox21 Pathway

Property Value Property Value
NR-AR 0.057 NR-AR-LBD 0.372
NR-AhR 0.071 NR-Aromatase 0.178
NR-ER 0.316 NR-ER-LBD 0.402
NR-PPAR-gamma 0.191 SR-ARE 0.757
SR-ATAD5 0.327 SR-HSE 0.037
SR-MMP 0.198 SR-p53 0.147


Similar covalent inhibitors

CI001170

Similarity Score: 0.60

CI000798

Similarity Score: 0.55

CI001193

Similarity Score: 0.54

CI001201

Similarity Score: 0.53

CI001111

Similarity Score: 0.52

CI001182

Similarity Score: 0.52

CI001098

Similarity Score: 0.51

CI001154

Similarity Score: 0.51

CI001181

Similarity Score: 0.51

CI001183

Similarity Score: 0.51

CI001184

Similarity Score: 0.51

CI001185

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.