Compound information

Natural Products
ZC3572190
Molecular Formula
C31H40N4O7S
Molecular Weight
612.26177062 g/mol
Structure
IUPAC Name
tert-butyl N-[(1R)-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-/m1/s1
InChI Key
RGVNHSRIFCFUNO-AREMUKBSSA-N
SMILES
CCNS(=O)(=O)c1cccc2c(NC(=O)[C@@H](CCCCNC(=O)OCc3ccccc3)NC(=O)OC(C)(C)C)cccc12
Source
ZINC000103531227

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 4.472
LogS -6.213 LogD 4.007


Absorption

Property Value Property Value
Pgp inhibitor 0.612 Pgp substrate 0.976
HIA 0.971 F20 % 0.977
F30 % 0.017 Caco-2 -5.79
MDCK -5.638


Distribution

Property Value Property Value
BBB Penetration 0.117 PPB 93.151
VD 0.763 Fu 2.102


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.431 CYP1A2 substrate 0.626
CYP2A6 substrate 0.324 CYP2B6 substrate 0.606
CYP2C19 inhibitor 0.991 CYP2C19 substrate 0.825
CYP2C8 substrate 0.786 CYP2C9 inhibitor 0.913
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.475
CYP2D6 substrate 0.961 CYP2E1 substrate 0.364
CYP3A4 inhibitor 0.995 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.449 CL 2.813


Toxicity

Property Value Property Value
hERG Blockers 0.016 Hepatotoxicity 0.961
Mutagenicity 0.041 Rat Oral Acute Toxicity 0.159
FDAMDD 0.509 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 -0.594 IGC50 4.473
LC50FM 4.238 LC50DM 4.713


Tox21 Pathway

Property Value Property Value
NR-AR 0.164 NR-AR-LBD 0.243
NR-AhR 0.419 NR-Aromatase 0.051
NR-ER 0.547 NR-ER-LBD 0.396
NR-PPAR-gamma 0.8 SR-ARE 0.779
SR-ATAD5 0.418 SR-HSE 0.046
SR-MMP 0.731 SR-p53 0.063


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.