Compound information

Natural Products
ZC1287686
Molecular Formula
C18H26N2O3
Molecular Weight
318.194342692 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-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-/m0/s1
InChI Key
IAVPTJMDULLLRT-INIZCTEOSA-N
SMILES
CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)NC1CCCC1
Source
ZINC000005633353

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 3.381
LogS -3.569 LogD 3.423


Absorption

Property Value Property Value
Pgp inhibitor 0.043 Pgp substrate 0.337
HIA 0.966 F20 % 0.993
F30 % 0.95 Caco-2 -4.57
MDCK -4.658


Distribution

Property Value Property Value
BBB Penetration 0.909 PPB 80.333
VD 0.799 Fu 1.513


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.059 CYP1A2 substrate 0.632
CYP2A6 substrate 0.656 CYP2B6 substrate 0.617
CYP2C19 inhibitor 0.841 CYP2C19 substrate 0.916
CYP2C8 substrate 0.775 CYP2C9 inhibitor 0.404
CYP2C9 substrate 0.395 CYP2D6 inhibitor 0.022
CYP2D6 substrate 0.29 CYP2E1 substrate 0.164
CYP3A4 inhibitor 0.448 CYP3A4 substrate 0.642


Excretion

Property Value Property Value
T1/2 0.497 CL 5.313


Toxicity

Property Value Property Value
hERG Blockers 0.04 Hepatotoxicity 0.83
Mutagenicity 0.023 Rat Oral Acute Toxicity 0.29
FDAMDD 0.178 Skin Sensitization 0.001
Carcinogenicity 0.008 Eye Corrosion 0.004
Eye Irritation 0.006 Respiratory Toxicity 0.015


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.109 IGC50 3.552
LC50FM 3.864 LC50DM 4.966


Tox21 Pathway

Property Value Property Value
NR-AR 0.123 NR-AR-LBD 0.186
NR-AhR 0.002 NR-Aromatase 0.051
NR-ER 0.253 NR-ER-LBD 0.348
NR-PPAR-gamma 0.275 SR-ARE 0.12
SR-ATAD5 0.34 SR-HSE 0.306
SR-MMP 0.081 SR-p53 0.046


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.