Compound information

Natural Products
ZC1260638
Molecular Formula
C22H28N4O5
Molecular Weight
428.205969996 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-5-(benzyloxycarbonylamino)-1-(hydrazinecarbonyl)pentyl]carbamate
InChI
InChI=1S/C22H28N4O5/c23-26-20(27)19(25-22(29)31-16-18-11-5-2-6-12-18)13-7-8-14-24-21(28)30-15-17-9-3-1-4-10-17/h1-6,9-12,19H,7-8,13-16,23H2,(H,24,28)(H,25,29)(H,26,27)/t19-/m1/s1
InChI Key
UOFNQHCSYUXTKU-LJQANCHMSA-N
SMILES
NNC(=O)[C@@H](CCCCNC(=O)OCc1ccccc1)NC(=O)OCc1ccccc1
Source
ZINC000004901195

Warheads

Carbamate
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 2
Heteroatom Count 9 Rotatable Bond Count 11
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 4
Topological Polar Surface Area 131.78 Å2 LogP 1.922
LogS -3.819 LogD 3.084


Absorption

Property Value Property Value
Pgp inhibitor 0.158 Pgp substrate 0.956
HIA 0.968 F20 % 0.989
F30 % 0.0 Caco-2 -5.15
MDCK -5.304


Distribution

Property Value Property Value
BBB Penetration 0.371 PPB 46.009
VD 0.827 Fu 0.657


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.815 CYP1A2 substrate 0.713
CYP2A6 substrate 0.493 CYP2B6 substrate 0.642
CYP2C19 inhibitor 0.958 CYP2C19 substrate 0.712
CYP2C8 substrate 0.758 CYP2C9 inhibitor 0.877
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.221
CYP2D6 substrate 0.907 CYP2E1 substrate 0.454
CYP3A4 inhibitor 0.993 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.799 CL 4.164


Toxicity

Property Value Property Value
hERG Blockers 0.353 Hepatotoxicity 0.518
Mutagenicity 0.976 Rat Oral Acute Toxicity 0.13
FDAMDD 0.27 Skin Sensitization 0.377
Carcinogenicity 0.13 Eye Corrosion 0.002
Eye Irritation 0.0 Respiratory Toxicity 0.509


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -1.15 IGC50 3.629
LC50FM 4.345 LC50DM 5.021


Tox21 Pathway

Property Value Property Value
NR-AR 0.116 NR-AR-LBD 0.195
NR-AhR 0.601 NR-Aromatase 0.026
NR-ER 0.538 NR-ER-LBD 0.32
NR-PPAR-gamma 0.275 SR-ARE 0.253
SR-ATAD5 0.513 SR-HSE 0.112
SR-MMP 0.127 SR-p53 0.026


Similar covalent inhibitors

CI004063

Similarity Score: 0.63

CI003307

Similarity Score: 0.62

CI003857

Similarity Score: 0.62

CI003868

Similarity Score: 0.59

CI003897

Similarity Score: 0.54

CI002593

Similarity Score: 0.52

CI002596

Similarity Score: 0.52

CI003305

Similarity Score: 0.52

CI003767

Similarity Score: 0.51

CI003982

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.