Compound information

Natural Products
ZC1833394
Molecular Formula
C21H26N2O4
Molecular Weight
370.189257312 g/mol
Structure
IUPAC Name
benzyl (2R)-6-amino-2-(benzyloxycarbonylamino)hexanoate
InChI
InChI=1S/C21H26N2O4/c22-14-8-7-13-19(20(24)26-15-17-9-3-1-4-10-17)23-21(25)27-16-18-11-5-2-6-12-18/h1-6,9-12,19H,7-8,13-16,22H2,(H,23,25)/t19-/m1/s1
InChI Key
GCKQVXGRLKRLHJ-LJQANCHMSA-N
SMILES
NCCCC[C@@H](NC(=O)OCc1ccccc1)C(=O)OCc1ccccc1
Source
ZINC000004899841

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 2
Heteroatom Count 6 Rotatable Bond Count 10
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 90.65 Å2 LogP 3.352
LogS -3.049 LogD 3.042


Absorption

Property Value Property Value
Pgp inhibitor 0.05 Pgp substrate 0.77
HIA 0.968 F20 % 0.924
F30 % 0.002 Caco-2 -4.864
MDCK -5.041


Distribution

Property Value Property Value
BBB Penetration 0.242 PPB 80.386
VD 1.37 Fu 0.922


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.921 CYP1A2 substrate 0.793
CYP2A6 substrate 0.515 CYP2B6 substrate 0.644
CYP2C19 inhibitor 0.971 CYP2C19 substrate 0.723
CYP2C8 substrate 0.83 CYP2C9 inhibitor 0.683
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.363
CYP2D6 substrate 0.83 CYP2E1 substrate 0.378
CYP3A4 inhibitor 0.8 CYP3A4 substrate 0.959


Excretion

Property Value Property Value
T1/2 0.761 CL 3.138


Toxicity

Property Value Property Value
hERG Blockers 0.953 Hepatotoxicity 0.215
Mutagenicity 0.401 Rat Oral Acute Toxicity 0.186
FDAMDD 0.415 Skin Sensitization 0.731
Carcinogenicity 0.006 Eye Corrosion 0.003
Eye Irritation 0.001 Respiratory Toxicity 0.077


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.28 IGC50 4.216
LC50FM 4.192 LC50DM 5.897


Tox21 Pathway

Property Value Property Value
NR-AR 0.266 NR-AR-LBD 0.181
NR-AhR 0.003 NR-Aromatase 0.055
NR-ER 0.274 NR-ER-LBD 0.414
NR-PPAR-gamma 0.257 SR-ARE 0.225
SR-ATAD5 0.394 SR-HSE 0.246
SR-MMP 0.068 SR-p53 0.046


Similar covalent inhibitors

CI002593

Similarity Score: 0.67

CI002592

Similarity Score: 0.65

CI002591

Similarity Score: 0.60

CI000712

Similarity Score: 0.57

CI004063

Similarity Score: 0.57

CI001365

Similarity Score: 0.56

CI003307

Similarity Score: 0.56

CI006090

Similarity Score: 0.55

CI002606

Similarity Score: 0.55

CI002613

Similarity Score: 0.53

CI001363

Similarity Score: 0.52

CI003857

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.