Compound information

Natural Products
ZC2191118
Molecular Formula
C20H30N2O3
Molecular Weight
346.22564282 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-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-/m1/s1
InChI Key
VHHKDLIMWJDJDB-GOSISDBHSA-N
SMILES
CC(C)[C@@H](NC(=O)OCc1ccccc1)C(=O)NC1CCCCCC1
Source
ZINC000032958637

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 4.441
LogS -4.058 LogD 4.0


Absorption

Property Value Property Value
Pgp inhibitor 0.127 Pgp substrate 0.841
HIA 0.97 F20 % 0.994
F30 % 0.378 Caco-2 -4.667
MDCK -4.711


Distribution

Property Value Property Value
BBB Penetration 0.661 PPB 81.387
VD 0.709 Fu 1.348


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.419 CYP1A2 substrate 0.43
CYP2A6 substrate 0.652 CYP2B6 substrate 0.604
CYP2C19 inhibitor 0.933 CYP2C19 substrate 0.735
CYP2C8 substrate 0.608 CYP2C9 inhibitor 0.533
CYP2C9 substrate 0.669 CYP2D6 inhibitor 0.021
CYP2D6 substrate 0.262 CYP2E1 substrate 0.168
CYP3A4 inhibitor 0.986 CYP3A4 substrate 0.487


Excretion

Property Value Property Value
T1/2 0.585 CL 4.267


Toxicity

Property Value Property Value
hERG Blockers 0.176 Hepatotoxicity 0.707
Mutagenicity 0.005 Rat Oral Acute Toxicity 0.452
FDAMDD 0.141 Skin Sensitization 0.01
Carcinogenicity 0.003 Eye Corrosion 0.002
Eye Irritation 0.004 Respiratory Toxicity 0.015


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.17 IGC50 4.433
LC50FM 4.422 LC50DM 4.995


Tox21 Pathway

Property Value Property Value
NR-AR 0.138 NR-AR-LBD 0.212
NR-AhR 0.004 NR-Aromatase 0.063
NR-ER 0.268 NR-ER-LBD 0.322
NR-PPAR-gamma 0.306 SR-ARE 0.178
SR-ATAD5 0.299 SR-HSE 0.206
SR-MMP 0.041 SR-p53 0.046


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.