Compound information

Natural Products
ZC2173220
Molecular Formula
C20H30N2O3
Molecular Weight
346.22564282 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-1-(cycloheptylcarbamoyl)-2-methyl-propyl]carbamate
InChI
InChI=1S/C20H30N2O3/c1-15(2)18(19(23)21-17-12-8-3-4-9-13-17)22-20(24)25-14-16-10-6-5-7-11-16/h5-7,10-11,15,17-18H,3-4,8-9,12-14H2,1-2H3,(H,21,23)(H,22,24)/t18-/m0/s1
InChI Key
VHHKDLIMWJDJDB-SFHVURJKSA-N
SMILES
CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)NC1CCCCCC1
Source
ZINC000008133455

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 2
Heteroatom Count 5 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 67.43 Å2 LogP 4.374
LogS -3.911 LogD 3.829


Absorption

Property Value Property Value
Pgp inhibitor 0.046 Pgp substrate 0.375
HIA 0.969 F20 % 0.993
F30 % 0.915 Caco-2 -4.576
MDCK -4.651


Distribution

Property Value Property Value
BBB Penetration 0.8 PPB 90.22
VD 0.798 Fu 2.018


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.089 CYP1A2 substrate 0.565
CYP2A6 substrate 0.649 CYP2B6 substrate 0.588
CYP2C19 inhibitor 0.867 CYP2C19 substrate 0.895
CYP2C8 substrate 0.743 CYP2C9 inhibitor 0.5
CYP2C9 substrate 0.186 CYP2D6 inhibitor 0.037
CYP2D6 substrate 0.246 CYP2E1 substrate 0.195
CYP3A4 inhibitor 0.875 CYP3A4 substrate 0.493


Excretion

Property Value Property Value
T1/2 0.478 CL 4.465


Toxicity

Property Value Property Value
hERG Blockers 0.125 Hepatotoxicity 0.914
Mutagenicity 0.008 Rat Oral Acute Toxicity 0.323
FDAMDD 0.185 Skin Sensitization 0.007
Carcinogenicity 0.006 Eye Corrosion 0.004
Eye Irritation 0.006 Respiratory Toxicity 0.03


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.196 IGC50 4.511
LC50FM 4.213 LC50DM 5.147


Tox21 Pathway

Property Value Property Value
NR-AR 0.138 NR-AR-LBD 0.172
NR-AhR 0.002 NR-Aromatase 0.079
NR-ER 0.255 NR-ER-LBD 0.352
NR-PPAR-gamma 0.319 SR-ARE 0.205
SR-ATAD5 0.329 SR-HSE 0.388
SR-MMP 0.234 SR-p53 0.068


Similar covalent inhibitors

CI000827

Similarity Score: 0.54

CI000373

Similarity Score: 0.52

CI007861

Similarity Score: 0.52

CI000824

Similarity Score: 0.52

CI000823

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.