Compound information

Natural Products
ZC137656
Molecular Formula
C14H21N3O3
Molecular Weight
279.158291532 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-5-amino-1-carbamoyl-pentyl]carbamate
InChI
InChI=1S/C14H21N3O3/c15-9-5-4-8-12(13(16)18)17-14(19)20-10-11-6-2-1-3-7-11/h1-3,6-7,12H,4-5,8-10,15H2,(H2,16,18)(H,17,19)/t12-/m0/s1
InChI Key
YVKFETNYOZKEGT-LBPRGKRZSA-N
SMILES
NCCCC[C@H](NC(=O)OCc1ccccc1)C(N)=O
Source
ZINC000002561188

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 20 Ring Count 1
Heteroatom Count 6 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 107.44 Å2 LogP 0.731
LogS -1.33 LogD 0.814


Absorption

Property Value Property Value
Pgp inhibitor 0.003 Pgp substrate 0.931
HIA 0.552 F20 % 0.989
F30 % 0.091 Caco-2 -5.462
MDCK -5.578


Distribution

Property Value Property Value
BBB Penetration 0.978 PPB 56.452
VD 1.062 Fu 0.07


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.047 CYP1A2 substrate 0.769
CYP2A6 substrate 0.585 CYP2B6 substrate 0.575
CYP2C19 inhibitor 0.12 CYP2C19 substrate 0.864
CYP2C8 substrate 0.762 CYP2C9 inhibitor 0.053
CYP2C9 substrate 0.91 CYP2D6 inhibitor 0.007
CYP2D6 substrate 0.845 CYP2E1 substrate 0.413
CYP3A4 inhibitor 0.028 CYP3A4 substrate 0.945


Excretion

Property Value Property Value
T1/2 0.676 CL 4.345


Toxicity

Property Value Property Value
hERG Blockers 0.024 Hepatotoxicity 0.072
Mutagenicity 0.094 Rat Oral Acute Toxicity 0.107
FDAMDD 0.088 Skin Sensitization 0.0
Carcinogenicity 0.031 Eye Corrosion 0.005
Eye Irritation 0.004 Respiratory Toxicity 0.022


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.434 IGC50 2.519
LC50FM 3.093 LC50DM 5.287


Tox21 Pathway

Property Value Property Value
NR-AR 0.138 NR-AR-LBD 0.185
NR-AhR 0.003 NR-Aromatase 0.053
NR-ER 0.251 NR-ER-LBD 0.344
NR-PPAR-gamma 0.276 SR-ARE 0.047
SR-ATAD5 0.367 SR-HSE 0.149
SR-MMP 0.01 SR-p53 0.027


Similar covalent inhibitors

CI004063

Similarity Score: 0.68

CI000712

Similarity Score: 0.56

CI002593

Similarity Score: 0.56

CI001365

Similarity Score: 0.55

CI003307

Similarity Score: 0.55

CI006090

Similarity Score: 0.54

CI002592

Similarity Score: 0.54

CI002606

Similarity Score: 0.54

CI002613

Similarity Score: 0.52

CI001363

Similarity Score: 0.51

CI001364

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.