Compound information

Natural Products
NACP95481
Molecular Formula
C14H20N2O4
Molecular Weight
280.14230712 g/mol
Structure
IUPAC Name
6-amino-2-(benzyloxycarbonylamino)hexanoic acid
InChI
InChI=1S/C14H20N2O4/c15-9-5-4-8-12(13(17)18)16-14(19)20-10-11-6-2-1-3-7-11/h1-3,6-7,12H,4-5,8-10,15H2,(H,16,19)(H,17,18)
InChI Key
OJTJKAUNOLVMDX-UHFFFAOYSA-N
SMILES
O=C(OCC=1C=CC=CC1)NC(C(=O)O)CCCCN
CAS
SuperClass
Benzenoids
Class
Benzene and substituted derivatives
SubClass
Benzyloxycarbonyls
Source
CNP0037297

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 101.65 Å2 LogP -0.476
LogS -1.721 LogD -0.077


Absorption

Property Value Property Value
Pgp inhibitor 0.003 Pgp substrate 0.032
HIA 0.033 F20 % 0.991
F30 % 0.112 Caco-2 -6.361
MDCK -5.815


Distribution

Property Value Property Value
BBB Penetration 0.915 PPB 63.488
VD 0.416 Fu 0.123


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.004 CYP1A2 substrate 0.558
CYP2A6 substrate 0.453 CYP2B6 substrate 0.49
CYP2C19 inhibitor 0.012 CYP2C19 substrate 0.472
CYP2C8 substrate 0.54 CYP2C9 inhibitor 0.04
CYP2C9 substrate 0.063 CYP2D6 inhibitor 0.036
CYP2D6 substrate 0.179 CYP2E1 substrate 0.267
CYP3A4 inhibitor 0.037 CYP3A4 substrate 0.126


Excretion

Property Value Property Value
T1/2 0.853 CL 1.601


Toxicity

Property Value Property Value
hERG Blockers 0.006 Hepatotoxicity 0.072
Mutagenicity 0.023 Rat Oral Acute Toxicity 0.077
FDAMDD 0.025 Skin Sensitization 0.001
Carcinogenicity 0.003 Eye Corrosion 0.001
Eye Irritation 0.001 Respiratory Toxicity 0.02


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.346 IGC50 1.985
LC50FM 3.357 LC50DM 4.283


Tox21 Pathway

Property Value Property Value
NR-AR 0.222 NR-AR-LBD 0.239
NR-AhR 0.003 NR-Aromatase 0.049
NR-ER 0.252 NR-ER-LBD 0.334
NR-PPAR-gamma 0.452 SR-ARE 0.044
SR-ATAD5 0.316 SR-HSE 0.115
SR-MMP 0.01 SR-p53 0.021


Similar covalent inhibitors

CI003307

Similarity Score: 0.65

CI006090

Similarity Score: 0.58

CI000712

Similarity Score: 0.57

CI002593

Similarity Score: 0.57

CI004063

Similarity Score: 0.57

CI001365

Similarity Score: 0.56

CI002592

Similarity Score: 0.55

CI002606

Similarity Score: 0.55

CI002613

Similarity Score: 0.53

CI001363

Similarity Score: 0.52

CI002591

Similarity Score: 0.51

CI003857

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.