Compound information

Natural Products
ZC3574229
Molecular Formula
C31H40N4O7S
Molecular Weight
612.26177062 g/mol
Structure
IUPAC Name
tert-butyl N-[(1S)-5-(benzyloxycarbonylamino)-1-[[5-(ethylsulfamoyl)-1-naphthyl]carbamoyl]pentyl]carbamate
InChI
InChI=1S/C31H40N4O7S/c1-5-33-43(39,40)27-19-12-15-23-24(27)16-11-18-25(23)34-28(36)26(35-30(38)42-31(2,3)4)17-9-10-20-32-29(37)41-21-22-13-7-6-8-14-22/h6-8,11-16,18-19,26,33H,5,9-10,17,20-21H2,1-4H3,(H,32,37)(H,34,36)(H,35,38)/t26-/m0/s1
InChI Key
RGVNHSRIFCFUNO-SANMLTNESA-N
SMILES
CCNS(=O)(=O)c1cccc2c(NC(=O)[C@H](CCCCNC(=O)OCc3ccccc3)NC(=O)OC(C)(C)C)cccc12
Source
ZINC000103531234

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 43 Ring Count 3
Heteroatom Count 12 Rotatable Bond Count 13
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 4
Topological Polar Surface Area 151.93 Å2 LogP 4.455
LogS -6.095 LogD 3.938


Absorption

Property Value Property Value
Pgp inhibitor 0.737 Pgp substrate 0.974
HIA 0.97 F20 % 0.981
F30 % 0.005 Caco-2 -5.683
MDCK -5.494


Distribution

Property Value Property Value
BBB Penetration 0.2 PPB 94.507
VD 0.897 Fu 2.362


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.62 CYP1A2 substrate 0.617
CYP2A6 substrate 0.431 CYP2B6 substrate 0.686
CYP2C19 inhibitor 0.986 CYP2C19 substrate 0.902
CYP2C8 substrate 0.856 CYP2C9 inhibitor 0.952
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.264
CYP2D6 substrate 0.975 CYP2E1 substrate 0.316
CYP3A4 inhibitor 0.915 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.485 CL 2.447


Toxicity

Property Value Property Value
hERG Blockers 0.006 Hepatotoxicity 0.979
Mutagenicity 0.043 Rat Oral Acute Toxicity 0.178
FDAMDD 0.603 Skin Sensitization 0.0
Carcinogenicity 0.003 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.044


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.049 IGC50 4.549
LC50FM 3.802 LC50DM 5.285


Tox21 Pathway

Property Value Property Value
NR-AR 0.12 NR-AR-LBD 0.206
NR-AhR 0.554 NR-Aromatase 0.133
NR-ER 0.639 NR-ER-LBD 0.444
NR-PPAR-gamma 0.847 SR-ARE 0.779
SR-ATAD5 0.466 SR-HSE 0.068
SR-MMP 0.808 SR-p53 0.146


Similar covalent inhibitors

CI004149

Similarity Score: 0.54

CI003913

Similarity Score: 0.53

CI003965

Similarity Score: 0.53

CI004119

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.