Compound information

Natural Products
ZC1564167
Molecular Formula
C22H27N3O5
Molecular Weight
413.195070964 g/mol
Structure
IUPAC Name
benzyl N-[(5S)-6-amino-5-(benzyloxycarbonylamino)-6-oxo-hexyl]carbamate
InChI
InChI=1S/C22H27N3O5/c23-20(26)19(25-22(28)30-16-18-11-5-2-6-12-18)13-7-8-14-24-21(27)29-15-17-9-3-1-4-10-17/h1-6,9-12,19H,7-8,13-16H2,(H2,23,26)(H,24,27)(H,25,28)/t19-/m0/s1
InChI Key
XAWFZEHAYVXQHS-IBGZPJMESA-N
SMILES
NC(=O)[C@H](CCCCNC(=O)OCc1ccccc1)NC(=O)OCc1ccccc1
Source
ZINC000004762387

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 11
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 119.75 Å2 LogP 2.676
LogS -3.693 LogD 3.274


Absorption

Property Value Property Value
Pgp inhibitor 0.007 Pgp substrate 0.505
HIA 0.969 F20 % 0.993
F30 % 0.0 Caco-2 -5.156
MDCK -4.769


Distribution

Property Value Property Value
BBB Penetration 0.026 PPB 95.912
VD 0.73 Fu 1.192


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.602 CYP1A2 substrate 0.779
CYP2A6 substrate 0.521 CYP2B6 substrate 0.665
CYP2C19 inhibitor 0.796 CYP2C19 substrate 0.854
CYP2C8 substrate 0.807 CYP2C9 inhibitor 0.61
CYP2C9 substrate 0.988 CYP2D6 inhibitor 0.275
CYP2D6 substrate 0.863 CYP2E1 substrate 0.295
CYP3A4 inhibitor 0.34 CYP3A4 substrate 0.99


Excretion

Property Value Property Value
T1/2 0.648 CL 4.427


Toxicity

Property Value Property Value
hERG Blockers 0.037 Hepatotoxicity 0.581
Mutagenicity 0.106 Rat Oral Acute Toxicity 0.118
FDAMDD 0.241 Skin Sensitization 0.009
Carcinogenicity 0.028 Eye Corrosion 0.005
Eye Irritation 0.0 Respiratory Toxicity 0.008


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.011 IGC50 4.016
LC50FM 4.107 LC50DM 5.549


Tox21 Pathway

Property Value Property Value
NR-AR 0.186 NR-AR-LBD 0.181
NR-AhR 0.005 NR-Aromatase 0.035
NR-ER 0.449 NR-ER-LBD 0.377
NR-PPAR-gamma 0.361 SR-ARE 0.197
SR-ATAD5 0.479 SR-HSE 0.248
SR-MMP 0.016 SR-p53 0.041


Similar covalent inhibitors

CI004063

Similarity Score: 0.79

CI003307

Similarity Score: 0.65

CI003857

Similarity Score: 0.59

CI003868

Similarity Score: 0.56

CI002593

Similarity Score: 0.54

CI003305

Similarity Score: 0.53

CI003897

Similarity Score: 0.53

CI002592

Similarity Score: 0.52

CI003767

Similarity Score: 0.52

CI003982

Similarity Score: 0.52

CI002644

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.