Compound information

Natural Products
ZC3526293
Molecular Formula
C33H44N4O7S
Molecular Weight
640.293070748 g/mol
Structure
IUPAC Name
tert-butyl N-[(1R)-5-(benzyloxycarbonylamino)-1-[[5-(isobutylsulfamoyl)-1-naphthyl]carbamoyl]pentyl]carbamate
InChI
InChI=1S/C33H44N4O7S/c1-23(2)21-35-45(41,42)29-19-12-15-25-26(29)16-11-18-27(25)36-30(38)28(37-32(40)44-33(3,4)5)17-9-10-20-34-31(39)43-22-24-13-7-6-8-14-24/h6-8,11-16,18-19,23,28,35H,9-10,17,20-22H2,1-5H3,(H,34,39)(H,36,38)(H,37,40)/t28-/m1/s1
InChI Key
YIBIADOZEJSNQF-MUUNZHRXSA-N
SMILES
CC(C)CNS(=O)(=O)c1cccc2c(NC(=O)[C@@H](CCCCNC(=O)OCc3ccccc3)NC(=O)OC(C)(C)C)cccc12
Source
ZINC000102154616

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 45 Ring Count 3
Heteroatom Count 12 Rotatable Bond Count 14
Hydrogen Bond Acceptor Count 7 Hydrogen Bond Donor Count 4
Topological Polar Surface Area 151.93 Å2 LogP 5.17
LogS -6.356 LogD 4.434


Absorption

Property Value Property Value
Pgp inhibitor 0.79 Pgp substrate 0.98
HIA 0.97 F20 % 0.985
F30 % 0.009 Caco-2 -5.72
MDCK -5.669


Distribution

Property Value Property Value
BBB Penetration 0.097 PPB 92.497
VD 1.014 Fu 2.373


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.531 CYP1A2 substrate 0.546
CYP2A6 substrate 0.32 CYP2B6 substrate 0.608
CYP2C19 inhibitor 0.99 CYP2C19 substrate 0.857
CYP2C8 substrate 0.851 CYP2C9 inhibitor 0.916
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.298
CYP2D6 substrate 0.898 CYP2E1 substrate 0.332
CYP3A4 inhibitor 0.995 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.502 CL 3.668


Toxicity

Property Value Property Value
hERG Blockers 0.022 Hepatotoxicity 0.995
Mutagenicity 0.037 Rat Oral Acute Toxicity 0.245
FDAMDD 0.446 Skin Sensitization 0.0
Carcinogenicity 0.008 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.026


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.596 IGC50 4.943
LC50FM 4.713 LC50DM 5.269


Tox21 Pathway

Property Value Property Value
NR-AR 0.179 NR-AR-LBD 0.233
NR-AhR 0.106 NR-Aromatase 0.073
NR-ER 0.483 NR-ER-LBD 0.4
NR-PPAR-gamma 0.794 SR-ARE 0.776
SR-ATAD5 0.419 SR-HSE 0.047
SR-MMP 0.82 SR-p53 0.091


Similar covalent inhibitors

CI004149

Similarity Score: 0.53

CI003913

Similarity Score: 0.52

CI003965

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.