Compound information

Natural Products
ZC3053515
Molecular Formula
C30H38N4O7S
Molecular Weight
598.246120556 g/mol
Structure
IUPAC Name
tert-butyl N-[(1R)-5-(benzyloxycarbonylamino)-1-[[5-(methylsulfamoyl)-1-naphthyl]carbamoyl]pentyl]carbamate
InChI
InChI=1S/C30H38N4O7S/c1-30(2,3)41-29(37)34-25(16-8-9-19-32-28(36)40-20-21-12-6-5-7-13-21)27(35)33-24-17-10-15-23-22(24)14-11-18-26(23)42(38,39)31-4/h5-7,10-15,17-18,25,31H,8-9,16,19-20H2,1-4H3,(H,32,36)(H,33,35)(H,34,37)/t25-/m1/s1
InChI Key
WKNSVOUGPPPOHI-RUZDIDTESA-N
SMILES
CNS(=O)(=O)c1cccc2c(NC(=O)[C@@H](CCCCNC(=O)OCc3ccccc3)NC(=O)OC(C)(C)C)cccc12
Source
ZINC000029748846

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 42 Ring Count 3
Heteroatom Count 12 Rotatable Bond Count 12
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 4
Topological Polar Surface Area 151.93 Å2 LogP 4.087
LogS -6.109 LogD 3.809


Absorption

Property Value Property Value
Pgp inhibitor 0.188 Pgp substrate 0.205
HIA 0.966 F20 % 0.969
F30 % 0.001 Caco-2 -5.153
MDCK -5.829


Distribution

Property Value Property Value
BBB Penetration 0.15 PPB 86.959
VD 0.916 Fu 2.185


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.564 CYP1A2 substrate 0.61
CYP2A6 substrate 0.372 CYP2B6 substrate 0.64
CYP2C19 inhibitor 0.979 CYP2C19 substrate 0.812
CYP2C8 substrate 0.786 CYP2C9 inhibitor 0.95
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.585
CYP2D6 substrate 0.979 CYP2E1 substrate 0.467
CYP3A4 inhibitor 0.991 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.453 CL 2.847


Toxicity

Property Value Property Value
hERG Blockers 0.02 Hepatotoxicity 0.897
Mutagenicity 0.02 Rat Oral Acute Toxicity 0.16
FDAMDD 0.405 Skin Sensitization 0.0
Carcinogenicity 0.004 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.016


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.576 IGC50 4.367
LC50FM 4.249 LC50DM 5.17


Tox21 Pathway

Property Value Property Value
NR-AR 0.142 NR-AR-LBD 0.243
NR-AhR 0.567 NR-Aromatase 0.055
NR-ER 0.597 NR-ER-LBD 0.39
NR-PPAR-gamma 0.819 SR-ARE 0.783
SR-ATAD5 0.431 SR-HSE 0.055
SR-MMP 0.815 SR-p53 0.132


Similar covalent inhibitors

CI004149

Similarity Score: 0.52

CI003913

Similarity Score: 0.51

CI003965

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.