Compound information

Natural Products
ZC1234766
Molecular Formula
C18H26N2O3
Molecular Weight
318.194342692 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-1-(cyclopentylcarbamoyl)-2-methyl-propyl]carbamate
InChI
InChI=1S/C18H26N2O3/c1-13(2)16(17(21)19-15-10-6-7-11-15)20-18(22)23-12-14-8-4-3-5-9-14/h3-5,8-9,13,15-16H,6-7,10-12H2,1-2H3,(H,19,21)(H,20,22)/t16-/m1/s1
InChI Key
IAVPTJMDULLLRT-MRXNPFEDSA-N
SMILES
CC(C)[C@@H](NC(=O)OCc1ccccc1)C(=O)NC1CCCC1
Source
ZINC000005633411

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 23 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 3.399
LogS -3.611 LogD 3.628


Absorption

Property Value Property Value
Pgp inhibitor 0.13 Pgp substrate 0.795
HIA 0.968 F20 % 0.995
F30 % 0.631 Caco-2 -4.66
MDCK -4.729


Distribution

Property Value Property Value
BBB Penetration 0.473 PPB 68.915
VD 0.775 Fu 0.91


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.436 CYP1A2 substrate 0.486
CYP2A6 substrate 0.698 CYP2B6 substrate 0.582
CYP2C19 inhibitor 0.917 CYP2C19 substrate 0.755
CYP2C8 substrate 0.643 CYP2C9 inhibitor 0.426
CYP2C9 substrate 0.908 CYP2D6 inhibitor 0.013
CYP2D6 substrate 0.27 CYP2E1 substrate 0.162
CYP3A4 inhibitor 0.952 CYP3A4 substrate 0.634


Excretion

Property Value Property Value
T1/2 0.6 CL 4.883


Toxicity

Property Value Property Value
hERG Blockers 0.062 Hepatotoxicity 0.481
Mutagenicity 0.018 Rat Oral Acute Toxicity 0.406
FDAMDD 0.141 Skin Sensitization 0.001
Carcinogenicity 0.003 Eye Corrosion 0.002
Eye Irritation 0.004 Respiratory Toxicity 0.006


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.246 IGC50 3.42
LC50FM 3.987 LC50DM 4.843


Tox21 Pathway

Property Value Property Value
NR-AR 0.132 NR-AR-LBD 0.22
NR-AhR 0.003 NR-Aromatase 0.044
NR-ER 0.27 NR-ER-LBD 0.323
NR-PPAR-gamma 0.264 SR-ARE 0.092
SR-ATAD5 0.307 SR-HSE 0.15
SR-MMP 0.02 SR-p53 0.03


Similar covalent inhibitors

CI000827

Similarity Score: 0.55

CI000824

Similarity Score: 0.53

CI000373

Similarity Score: 0.52

CI000823

Similarity Score: 0.52

CI007861

Similarity Score: 0.51

CI000826

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.