Compound information

Natural Products
ZC1826352
Molecular Formula
C21H26N2O4
Molecular Weight
370.189257312 g/mol
Structure
IUPAC Name
benzyl (2S)-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-/m0/s1
InChI Key
GCKQVXGRLKRLHJ-IBGZPJMESA-N
SMILES
NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)OCc1ccccc1
Source
ZINC000004899533

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 3.361
LogS -3.062 LogD 2.84


Absorption

Property Value Property Value
Pgp inhibitor 0.018 Pgp substrate 0.484
HIA 0.966 F20 % 0.966
F30 % 0.007 Caco-2 -4.994
MDCK -4.815


Distribution

Property Value Property Value
BBB Penetration 0.077 PPB 95.066
VD 1.283 Fu 0.952


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.967 CYP1A2 substrate 0.839
CYP2A6 substrate 0.557 CYP2B6 substrate 0.668
CYP2C19 inhibitor 0.928 CYP2C19 substrate 0.892
CYP2C8 substrate 0.882 CYP2C9 inhibitor 0.478
CYP2C9 substrate 0.999 CYP2D6 inhibitor 0.505
CYP2D6 substrate 0.957 CYP2E1 substrate 0.298
CYP3A4 inhibitor 0.428 CYP3A4 substrate 0.951


Excretion

Property Value Property Value
T1/2 0.781 CL 3.422


Toxicity

Property Value Property Value
hERG Blockers 0.697 Hepatotoxicity 0.311
Mutagenicity 0.167 Rat Oral Acute Toxicity 0.249
FDAMDD 0.597 Skin Sensitization 0.493
Carcinogenicity 0.008 Eye Corrosion 0.006
Eye Irritation 0.001 Respiratory Toxicity 0.133


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.643 IGC50 4.113
LC50FM 4.004 LC50DM 6.133


Tox21 Pathway

Property Value Property Value
NR-AR 0.245 NR-AR-LBD 0.183
NR-AhR 0.004 NR-Aromatase 0.065
NR-ER 0.497 NR-ER-LBD 0.491
NR-PPAR-gamma 0.262 SR-ARE 0.232
SR-ATAD5 0.541 SR-HSE 0.395
SR-MMP 0.189 SR-p53 0.131


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.