Compound information

Natural Products
ZC1294664
Molecular Formula
C21H22FN3O4S
Molecular Weight
431.131505404 g/mol
Structure
IUPAC Name
N-[3-[4-(4-fluorophenyl)sulfonyl-1,4-diazepane-1-carbonyl]phenyl]prop-2-enamide
InChI
InChI=1S/C21H22FN3O4S/c1-2-20(26)23-18-6-3-5-16(15-18)21(27)24-11-4-12-25(14-13-24)30(28,29)19-9-7-17(22)8-10-19/h2-3,5-10,15H,1,4,11-14H2,(H,23,26)
InChI Key
AZSIIJUKIDZSCS-UHFFFAOYSA-N
SMILES
C=CC(=O)Nc1cccc(C(=O)N2CCCN(S(=O)(=O)c3ccc(F)cc3)CC2)c1
Source
ZINC001135915184

Warheads

Acrylamide


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 3
Heteroatom Count 9 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 86.79 Å2 LogP 2.246
LogS -3.736 LogD 2.676


Absorption

Property Value Property Value
Pgp inhibitor 0.017 Pgp substrate 0.118
HIA 0.965 F20 % 0.99
F30 % 0.604 Caco-2 -4.556
MDCK -5.005


Distribution

Property Value Property Value
BBB Penetration 0.102 PPB 91.288
VD 0.638 Fu 1.661


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.058 CYP1A2 substrate 0.672
CYP2A6 substrate 0.62 CYP2B6 substrate 0.628
CYP2C19 inhibitor 0.461 CYP2C19 substrate 0.885
CYP2C8 substrate 0.865 CYP2C9 inhibitor 0.268
CYP2C9 substrate 0.978 CYP2D6 inhibitor 0.044
CYP2D6 substrate 0.968 CYP2E1 substrate 0.88
CYP3A4 inhibitor 0.29 CYP3A4 substrate 0.995


Excretion

Property Value Property Value
T1/2 0.136 CL 0.895


Toxicity

Property Value Property Value
hERG Blockers 0.046 Hepatotoxicity 0.772
Mutagenicity 0.005 Rat Oral Acute Toxicity 0.08
FDAMDD 0.51 Skin Sensitization 0.027
Carcinogenicity 0.183 Eye Corrosion 0.004
Eye Irritation 0.094 Respiratory Toxicity 0.005


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.601 IGC50 3.485
LC50FM -5.378 LC50DM -1.136


Tox21 Pathway

Property Value Property Value
NR-AR 0.136 NR-AR-LBD 0.381
NR-AhR 0.178 NR-Aromatase 0.073
NR-ER 0.407 NR-ER-LBD 0.456
NR-PPAR-gamma 0.317 SR-ARE 0.861
SR-ATAD5 0.38 SR-HSE 0.071
SR-MMP 0.218 SR-p53 0.067


Similar covalent inhibitors

CI001098

Similarity Score: 0.58

CI001097

Similarity Score: 0.57

CI000798

Similarity Score: 0.55

CI001165

Similarity Score: 0.55

CI001110

Similarity Score: 0.54

CI001166

Similarity Score: 0.53

CI001096

Similarity Score: 0.52

CI001103

Similarity Score: 0.52

CI001170

Similarity Score: 0.52

CI001102

Similarity Score: 0.51

CI001104

Similarity Score: 0.51

CI001109

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.